The community of Vanderbilt Beach is located in Naples. Superbly situated for access to all of the Naples region facilities and advantages available.

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Active
10030 Gulf Shore Dr   Naples
  • 5Bedrooms
  • 5Bathrooms
  • 7483Sq Ft
  • 2026Year Built
$21,995,000

Discover an exceptional estate in the prestigious Gulf Shore Drive corridor of Vanderbilt Beach, one of Naples’ most coveted beachfront addresses. Set on an oversized 0.45-acre corner lot, this remarkable residence offers approximately 7,400 square feet under air, with rare panoramic views of both the Gulf and Vanderbilt Bay. With pristine white sands just across…

Active
10173 Gulf Shore Dr   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 1892Sq Ft
  • 1967Year Built
$19,800,000

Situated along one of Naples' most prestigious stretches of Gulf frontage, 10173 Gulf Shore Drive presents a rare opportunity to own a direct beachfront estate on approximately 0.65 acres. Offering panoramic Gulf views, spectacular sunsets, and immediate beach access, the property embodies the finest in Southwest Florida coastal living. The residence is ideally positioned just minutes…

Active
223 Bayview Ave   Naples
  • 6Bedrooms
  • 6Bathrooms
  • 5883Sq Ft
  • 2025Year Built
$13,495,000

BRAND NEW waterfront estate built to the highest standards of coastal construction, FULLY FURNISHED, and ready for immediate entertainment. Just steps from your own secluded beach access, luxury beach clubs, and a short boat ride to the Gulf right from the backyard. The home offers water views from nearly every vantage point and lives large…

Active
260 Channel Dr   Naples
  • 5Bedrooms
  • 5Bathrooms
  • 7543Sq Ft
  • 2011Year Built
$11,995,000

This one-of-a-kind waterfront masterpiece at 260 Channel Drive defines Naples coastal living at its finest. Walk to the powder-white sands of Vanderbilt Beach and enjoy having your boat right in your backyard for effortless Gulf access. Designed for those who appreciate exceptional craftsmanship and cutting-edge architecture, this residence blends glass, steel, and natural light into…

Active
348 Seagull Ave   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 5367Sq Ft
  • 2025Year Built
$11,975,000

From the moment you turn onto Seagull Ave, the promise of waterfront living comes into view-leading you to your own private fortress nestled at the end of the quiet, picturesque cul-de-sac! A remarkable combination of architectural presence & piece of mind, plus refined coastal luxury, this extraordinary residence offers an elevated living area situated an…

Active
141 Channel Dr   Naples
  • 5Bedrooms
  • 5Bathrooms
  • 5497Sq Ft
  • 2025Year Built
$11,950,000

WALK TO THE BEACH AND KEEP YOUR BOAT IN YOUR BACKYARD! Now a multiple award winning residence, 141 Channel Drive has earned both the Grand Aurora Award for Best Custom Home Over 5,000 Square Feet at the Southeast Building Conference Awards in Orlando and the Sand Dollar Award for Interior Design of the Year, recognizing its…

Active
125 One Naples Way  401 Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4900Sq Ft
  • 2026Year Built
$8,350,000

This magnificent dwelling showcases four bedrooms, four and a half baths, and 4,903 square feet of exquisite living space, plus spacious terraces. Custom-designed by the revered Beasley & Henley interior design firm, the residence harmonizes Gulf Coast views with lavish appointments and bright, open spaces. Natural elements—travertine, hand-twisted abaca, and pewter—create a rich tapestry throughout. The…

Active
103 Bayview Ave   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3869Sq Ft
  • 2020Year Built
$7,950,000

LOCATION, LOCATION, LOCATION! This exquisite custom home is perfectly positioned in the sought-after Gulf Shore Drive section of Vanderbilt Beach, within the exclusive Conners neighborhood. Just one house away from Gulf Shore Drive, it sits on desirable Bayview Avenue directly across from the beach, offering the ultimate coastal setting. Built in 2020, this coastal masterpiece blends…

Active
115 One Naples Way  406 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 4093Sq Ft
  • 2026Year Built
$7,900,000

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to Naples’ Most Desirable Place to Call Home. Framed by the Gulf and the tranquil waters of Vanderbilt Lagoon, The Ritz-Carlton Residences, Naples transcends Southwest Florida Luxury. The partnership between The Ritz-Carlton brand and developer, Stock Residences is based in a…

Active
128 Bayview Ave   Naples
$7,500,000

One or more photo(s) has been virtually staged, AI generated or rendered. Rare opportunity to own one of the best Bayfront building lots in Connor’s Vanderbilt that is only steps away from beautiful Vanderbilt Beach via the private beach access for Bayview residents. A membership in the new Paraiso Beach Club is included with…

Active
116 Bayview Ave   Naples
$7,500,000

One or more photo(s) has been virtually staged, AI generated or rendered. Rare opportunity to own one of the best Bayfront building lots in Connor’s Vanderbilt that is only steps away from beautiful Vanderbilt Beach via the private beach access for Bayview residents. A membership in the new Paraiso Beach Club is included with…

Active
380 Trade Winds Ave   Naples
  • 5Bedrooms
  • 6Bathrooms
  • 4350Sq Ft
  • 2018Year Built
$6,995,000

SOME HOMES ARE BEAUTIFUL. OTHERS ARE UNFORGETTABLE. At 380 Trade Winds Ave, waterfront living becomes an art form. Here, contemporary architecture meets the ever-changing beauty of the water, creating a residence where exceptional design and an extraordinary coastal setting exist in perfect harmony. Located in the prestigious Connors waterfront community, with the Gulf just minutes…

Active
418 Seabee Ave   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 5664Sq Ft
  • 2025Year Built
$6,975,000

One or more photo(s) has been virtually staged, AI generated or rendered. Build your dream waterfront home —without the stress. Imagine living steps from the Gulf while enjoying a premium southern exposure in home designed exactly for the way you want to live. This new construction opportunity in Conners at Vanderbilt Beach offers more…

Active
125 One Naples Way  402 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 4093Sq Ft
  • 2026Year Built
$6,950,000

This elegant three-bedroom, three-and-a-half bath coastal sanctuary spans 4,093 square feet of living space, plus spacious terraces. Masterfully executed by Marc-Michaels Interior Design, the residence showcases vaulted 10-foot ceilings and light oak floors in a distinctive driftwood hue that create an airy, light-filled atmosphere. In the great room, warm neutral wallcoverings with metallic hints complement the…

Active
179 Southbay Dr  603 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 3057Sq Ft
  • 2026Year Built
$6,500,000

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to Naples’ Most Desirable Place to Call Home. Framed by the Gulf and the tranquil waters of Vanderbilt Lagoon, The Ritz-Carlton Residences, Naples transcends Southwest Florida Luxury. The partnership between The Ritz-Carlton brand and developer, Stock Residences is based in a…

Active
179 Southbay Dr  607 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 3057Sq Ft
  • 2026Year Built
$6,500,000

Welcome to Naples’ Most Desirable Place to Call Home. Framed by the Gulf and the tranquil waters of Vanderbilt Lagoon, The Ritz-Carlton Residences, Naples transcends Southwest Florida Luxury. The partnership between The Ritz-Carlton brand and developer, Stock Residences is based in a mutual pursuit of excellence, lifestyle innovation, and bespoke amenities and services. This…

Active
9235 Gulf Shore Dr  Ph-01 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 3820Sq Ft
  • 2005Year Built
$5,450,000

Experience an extraordinary beachfront penthouse at The Vanderbilt, where sweeping views of the Gulf and bay create a spectacular backdrop for refined coastal living. Encompassing more than 3,800 square feet, this exceptional residence offers 3 bedrooms plus a den, 3.5 baths, a private two-car garage, and the rare opportunity for immediate membership to the exclusive…

Active
375 Germain Ave   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 3000Sq Ft
  • 1993Year Built
$4,950,000

Step into a world of refined luxury and modern design with this stunning custom Gulf access pool home, perfectly situated for the ultimate waterfront lifestyle. As you pass through the grand double doors, you are welcomed by soaring ceilings and a contemporary living space adorned with an expansive wall of glass, offering breathtaking water views!…

Active
415 Seabee Ave   Naples
  • 5Bedrooms
  • 6Bathrooms
  • 5709Sq Ft
  • 2026Year Built
$4,900,000

One or more photo(s) has been virtually staged, AI generated or rendered. An extraordinary opportunity to complete this exceptional waterfront estate on the widest canal in Vanderbilt Conners! Just moments from the sugar-sand beaches of Vanderbilt. Positioned on a lot with exceptionally wide water views. Custom home boast over 5,700 square foot and is…

Active
11125 Gulf Shore Dr  308 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 4522Sq Ft
  • 2009Year Built
$4,895,000

Experience the pinnacle of coastal living! Residence 308 at Moraya Bay presents a refined, contemporary beachfront offering within one of Naples’ most exclusive coastal towers. This spacious 3-bedroom plus den residence with a separate office and 3.5 baths has been thoughtfully updated, blending modern design with exceptional craftsmanship throughout. Wide-plank wood flooring, custom ceiling…

Active
112 Seabreeze Ave   Naples
$4,500,000

Walk to the beach and keep your boat in the backyard at 112 Seabreeze Avenue. This cleared waterfront lot in Conners Vanderbilt offers one of the most desirable lifestyle combinations in Naples. Enjoy true southern exposure, water views, direct Gulf access, and a raised seawall already in place. The property can accommodate a boat up…

Active
240 Channel Dr   Naples
  • 4Bedrooms
  • 2Bathrooms
  • 2123Sq Ft
  • 1988Year Built
$4,500,000

Nestled in the coveted Connors/Vanderbilt Beach neighborhood, this beautifully renovated four-bedroom waterfront retreat offers the rare combination of beachside serenity and boating freedom all on one level. The southern exposure fills the property with natural light and inside you’ll find light coastal finishes, an open-concept great room, custom cabinetry, and tasteful turnkey furnishings creating a…

Active
319 Lagoon Ave   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4278Sq Ft
  • 2001Year Built
$4,350,000

Located in the heart of the Conners Vanderbilt Beach Estates boating community, this coastal-vibe waterfront home has Gulf access and the privacy of a dead-end street. The open floor plan is illuminated with natural light and is impressive the moment you enter through the double-beveled glass entry doors. The open kitchen concept features stainless-steel appliances,…

Active
280 Egret Ave   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4096Sq Ft
  • 2006Year Built
$4,300,000

An exceptional waterfront opportunity in the heart of the Conners/Vanderbilt Beach area. DIRECT GULF ACCESS, a SHORT STROLL to the BEACH, and an incredible boating package that includes a 30- FOOT BOAT and 2 JET SKIS, a 28,000-pound boat lift, seawall, and durable fiberglass decking. This beautifully appointed Southern exposure residence embodies the ultimate Southwest…

Active
357 Germain Ave   Naples
$4,250,000

Remarkable point lot with . 45 of an acre presents an extraordinary westerly position with more than 180 ft of wrap around waterfront! One of the largest waterfront sites in all of Vanderbilt Beach. Boasting an incredible sense of space, privacy and breathtaking wide water views. Positioned at the end of a quiet cul-de-sac,…

Active
342 Germain Ave   Naples
  • 5Bedrooms
  • 5Bathrooms
  • 4360Sq Ft
  • 1989Year Built
$3,999,999

One or more photo(s) has been virtually staged, AI generated or rendered. Set along the water in the Conners area of Vanderbilt Beach, 342 Germain Avenue presents a rare Gulf-access waterfront setting on an approximately 0.37-acre tip lot at the end of a cul-de-sac. With approximately 175 feet of waterfront and western exposure, the…

Active
9811 Gulf Shore Dr  101 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2991Sq Ft
  • 1994Year Built
$3,995,000

Located along the pristine shores of Vanderbilt Beach, 9811 Gulf Shore Drive #101 offers an exceptional opportunity to experience luxury coastal living in Naples. Nestled within the exclusive Le Dauphin, this beautifully appointed residence captures sweeping views of the Gulf of Mexico and the tranquil waters of Vanderbilt Bay. Spanning nearly 3,000 square feet, the spacious…

Active
151 Bayview Ave   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2160Sq Ft
  • 1973Year Built
$3,750,000

RARE Vanderbilt Beach waterfront opportunity just steps from the Gulf. Located in the highly desirable Conners community, this Canal-Front property offers the perfect combination of beach access, boating, and long-term INVESTMENT potential. Situated approximately one-half block from Vanderbilt Beach, this 3-bedroom, 3-bath residence features a bright, open floor plan, updated finishes, a new roof, and a…

Active
371 Bayside Ave   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3447Sq Ft
  • 1998Year Built
$3,600,000

Luxury Live Auction! Bidding to start from $3,600,000.00! An Extraordinary Naples Waterfront Opportunity. Rarely does a waterfront property of this size, location, and potential become available in one of Naples' most desirable boating communities. Situated on an exceptional .58+ acre corner tip lot in Conners at Vanderbilt Beach, this remarkable property offers more than 300 feet of…

Active
494 Seagull Ave   Naples
  • 5Bedrooms
  • 4Bathrooms
  • 3468Sq Ft
  • 2008Year Built
$3,475,000

Paradise awaits beach lovers and boating enthusiasts in the highly sought after Conners at Vanderbilt Beach. This exceptional Gulf access residence offers coveted southern exposure, a private dock with new boat lift, and immediate access to the open waters of the Gulf. Just steps from the sand, the location delivers the ultimate Naples waterfront lifestyle.…

Active
211 Flamingo Ave   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 2732Sq Ft
  • 1993Year Built
$3,250,000

211 Flamingo Ave offers a substantial waterfront residence with an exceptionally spacious and functional floor plan, extensive recent upgrades and remodeling, and an outstanding location in the heart of Vanderbilt Beach. A new October 2026 Elevation Certificate confirms the main living level at 10.0 feet NAVD, approximately one foot above the 9.0 foot Base Flood…

Active
141 Conners Ave   Naples
$2,995,000

One of a kind, over sized estate lot with 132 ft of waterfront on the bay facing west in Conners Vanderbilt Beach. Permit approved for new seawall and removal of mangrove. No tight canal views here. Enjoy spectacular, panoramic, wide water sunset views over the bay with peaks of the Gulf of Mexico from…

Active
9790 Gulf Shore Dr  204 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2245Sq Ft
  • 1994Year Built
$2,995,000

A rare opportunity in the coveted Le Dauphin, residence 204 offers the ease of condominium living with the feel of a private waterfront beach home. This spacious 3-bedroom, 2.5-bath end unit features 2,245 SF under air, an abundance of floor-to-ceiling windows and natural light, with three private lanais/terraces showcasing beautiful Vanderbilt Bay views and even…

Active
316 Flamingo Ave   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 3270Sq Ft
  • 2001Year Built
$2,950,000

This completely remodeled, south-facing Conners waterfront home combines sophisticated interiors with exceptional outdoor living. Offering over 3,200 SF of living space, 3 ensuite bedrooms plus a powder room, and an open, airy floor plan with soaring ceilings, the home feels bright, spacious, and inviting. The gorgeous kitchen flows seamlessly into the living and dining areas,…

Active
483 Oak Ave   Naples
$2,896,000

Build your waterfront dream home in the Conners area of Vanderbilt Beach. Canal access to the Gulf of Mexico, it is a boater's paradise. Located on the desirable southern tip of Conners. Offers some of the closest access to Vanderbilt Beach, approximately 3/4 of a mile. Many high-end luxury houses have recently been built on…

Active
259 Trade Winds Ave   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1848Sq Ft
  • 1987Year Built
$2,850,000

Being sold as - is, LOT Value. Amazing lot option for a new construction home with BIG open water views on an 80 ft wide lot. New construction on either side. Conners Vanderbilt Beach location is just minutes from Naples’ world-renowned shopping, dining, and pristine beaches, this custom waterfront residence offers the best of…

Active
266 Egret Ave   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1869Sq Ft
  • 1987Year Built
$2,550,000

This stunning waterfront home in Conners is practically brand new- completely renovated recently with a new roof- offers the ultimate luxury coastal lifestyle for boaters! Located in Vanderbilt Beach just 10 minutes to the Gulf by boat, this residence is perfect for boating enthusiasts, featuring a custom 20,000-pound boat lift with room for a 6,000-pound…

Active
373 Egret Ave   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1767Sq Ft
  • 1970Year Built
$2,485,000

JUST COMPLETED--BRAND NEW SEAWALL, BRAND NEW DOCK, BRAND NEW 16,000 lb BOAT LIFT, BRAND NEW POOL DECK, and BRAND NEW BACKYARD WITH PUTTING GREEN OVERLOOKING THE GULF ACCESS CANAL! Inside was all remodeled as well within the last year approximately! BRING YOUR BOAT AND COME ENJOY PARADISE! THIS IS WHOLE NEW…

Active
9051 Gulf Shore Dr  703 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2155Sq Ft
  • 1981Year Built
$2,250,000

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Spectacular GULF VIEWS - RARELY AVAILABLE - THREE BEDROOM, THREE BATH - 7th FLOOR! Experience the ultimate Vanderbilt Beach lifestyle in this high-floor THREE-bedroom, THREE-bath END-UNIT residence in a direct…

Active
10691 Gulf Shore Dr  200 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1967Sq Ft
  • 1982Year Built
$2,225,000

Live the Gulf Coast lifestyle at The Barcelona on Vanderbilt Beach. Perfectly positioned in one of North Naples’ most sought-after beachfront locations, this beautifully maintained residence offers the rare combination of direct Gulf views and private beach access. Inside, the spacious two-bedroom, two-bath residence includes a versatile den with a Murphy bed, ideal for welcoming…

Active
464 Seagull Ave   Naples
$2,220,000

Rare waterfront opportunity in Vanderbilt Beach! This premium, cleared lot spans approximately 9,000 sq ft and offers 75 feet of premier canal frontage. Enjoy the highly desirable south-facing exposure, guaranteeing perfect winter sun on your future pool deck and private dock. Set on a short canal street with minimal traffic, this site offers an ideal…

Active
489 Heron Ave   Naples
$2,199,000

One or more photo(s) has been virtually staged, AI generated or rendered. OWNER SELLING AS A LOT WITH ARCHITECTURAL AND STRUCTURAL PLANS! The plans feature 5 bedrooms plus flex room, 6 full, and 2 half baths This lot is located on extra wide 92' canal lot with new taller sea wall in place. …

Active
9653 Gulf Shore Dr  303 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2014Sq Ft
  • 1983Year Built
$2,150,000

Stunning beachfront condo with spectacular Gulf views and year round sunsets! Directly on the beautiful white sands of Vanderbilt Beach. This rare to market condo with 3 bedrooms and 3 baths corner residence has an expansive wraparound lanai giving you incredible views. Spacious open floorplan with plenty of room for dining and relaxing. Casa Grande…

Active
10701 Gulf Shore Dr  901 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1855Sq Ft
  • 1981Year Built
$2,050,000

Rarely available 9th-floor “01 stack” beachfront residence in Vanderbilt Shores, offering breathtaking 270-degree Gulf views. This professionally remodeled and beautifully appointed condominium makes an immediate impression from the moment you enter. Perched on the 9th floor, this residence offers a truly captivating experience, where evenings are best spent on your spacious, exceptionally private lanai, taking…

Active
10951 Gulf Shore Dr  904 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1570Sq Ft
  • 1980Year Built
$2,000,000

Experience breathtaking, unobstructed Gulf views and spectacular sunsets from this beautifully remodeled beachfront residence at Vanderbilt Gulfside, one of Naples’ most desirable gated beachfront communities. Offering two bedrooms and two bathrooms, this stunning residence has been thoughtfully transformed with a sophisticated coastal contemporary design, creating the perfect blend of modern luxury and relaxed beachfront living. The…

Active
418 Seagull Ave   Naples
$1,995,000

Welcome to 418 Seagull Ave — a cleared, build-ready waterfront homesite in the heart of Naples’ highly coveted Vanderbilt Beach/Conners community. This quiet short cul-de-sac street is lined with impressive new construction, offering a peaceful setting surrounded by luxury homes all directly on the water as well. The lot is approximately 75' wide with highly desirable…

Active
9566 Gulf Shore Dr  201 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2082Sq Ft
  • 1998Year Built
$1,975,000

Million-dollar views of Vanderbilt Bay are included with this purchase. It’s difficult to describe the mesmerizing, postcard views that create the feel of a serene coastal retreat from this 2,082-square-foot, end-unit condominium. This residence is in Vanderbilt Beach with full beach access located directly across the street. You’ll enjoy the convenience of a short distance…

Active
10951 Gulf Shore Dr  1002 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1570Sq Ft
  • 1981Year Built
$1,950,000

Panoramic views of the Gulf of Mexico and Naples’ white sand beaches abound from this newly offered 10th floor condominium. Recently redesigned and remodeled with the finest contemporary finishes, the kitchen features a waterfall Calacatta quartz island, luxury Sub-Zero/Café appliance package with induction cooktop and full-height wine fridge, and custom cabinetry designed to maximize storage.…

Active
400 Flagship Dr  1206 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1750Sq Ft
  • 2000Year Built
$1,825,000

AN EXCEPTIONALLY RARE NAPLES OFFERING! This three-bedroom Regatta penthouse brings together sweeping Gulf and bay views, a short walk to the beach, a pet-friendly community and a private two-car garage—a combination that’s hard to find in Naples. Add the opportunity for private beach club membership and boat slips available separately, and you have a place to…

Active
9653 Gulf Shore Dr  702 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1579Sq Ft
  • 1983Year Built
$1,749,000

Welcome to your ultimate beachfront escape at Casa Grande on Vanderbilt Beach. This stunning, fully renovated 2-bedroom, 2.5-bathroom condo offers the perfect blend of coastal elegance and modern luxury, designed to make you feel right at home the moment you step inside. The open living space is anchored by the gorgeous, top of the line Anderson…

Active
9700 Gulf Shore Dr  202 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1546Sq Ft
  • 1992Year Built
$1,749,000

Majestic views of the Bay & Gulf from this updated Vanderbilt Beach condo that comes with a DEEDED BOAT SLIP WITH 24,000. This unit boasts never-ending trade winds year-round! Delight in front row seats to unobstructed sunrises from the spacious screen lanai that runs the length of your home & sunsets from right outside your…

Active
9577 Gulf Shore Dr  701 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1582Sq Ft
  • 1994Year Built
$1,650,000

PREFERRED SUNNY SOUTH CORNER BEACHFRONT RESIDENCE ON VANDERBILT BEACH! Above the shoreline on the seventh floor of the intimate and highly desirable Sea Chase, this exceptional three-bedroom Gulf-front corner residence boasts coveted southern exposure and breathtaking panoramic views of the turquoise waters of the Gulf, miles of sugar-white sand, and spectacular Naples sunsets, complemented by…

Active
410 Flagship Dr  801 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2005Sq Ft
  • 2000Year Built
$1,499,000

Beautiful three bedroom, two and a half bath condo with fabulous views of the bay and gulf. Just steps to the beach and the Ritz Carleton. Enjoy the Naples lifestyle living in this luxury unit. The community has much to offer in entertainment, amenities and close proximity to great dining and shopping…

Active
10482 Gulf Shore Dr  251 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1516Sq Ft
  • 1980Year Built
$1,485,000

This fully remodeled 5th-floor corner end unit offers an exceptional coastal retreat with beautiful Gulf and bay views, an open-concept floor plan, and expansive wraparound screened lanais designed to embrace the best of indoor-outdoor living. Positioned to capture views from multiple exposures, the residence is filled with natural light and offers a rare sense of…

Active
10475 Gulf Shore Dr  114 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1315Sq Ft
  • 1978Year Built
$1,329,000

Experience the beachfront lifestyle in this turnkey-furnished Gulf-front two-bedroom, two-bath condominium on Vanderbilt Beach. Wake each morning to breathtaking views of the Gulf, spend your days with direct beach access just a short distance away, and unwind each evening as spectacular sunsets paint the sky. Designed for effortless coastal living, this inviting retreat lets you…

Active
410 Flagship Dr  802 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1860Sq Ft
  • 2000Year Built
$1,300,000

Vanderbilt Beach three bedroom, two bath condo perfect for family or for rental. Just a quick walk to the beach and just minutes from shopping and dining. Enjoy the beauty of the Gulf and the bay. This friendly boaters' community welcomes dog owners. This unit comes with a second floor garage parking…

Active
9380 Gulf Shore Dr  402 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1482Sq Ft
  • 1991Year Built
$1,255,000

Welcome to your private waterfront retreat in the prestigious Watermark at Vanderbilt Beach, where sophisticated coastal living meets effortless luxury. Perfectly positioned on the fourth floor, this impeccably renovated residence offers breathtaking panoramic views of Vanderbilt Bay while providing deeded access to the pristine white sands of Vanderbilt Beach just moments away. High and dry through…

Active
9415 Gulf Shore Dr  102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1145Sq Ft
  • 1985Year Built
$1,249,000

Improved Price! Exclusive Beachfront Living on Vanderbilt Beach! Indulge in private, gated, beachfront luxury at The Admiralty, a boutique collection of just 12 Pet-Friendly (2 pets/25 lbs or less) residences on the pristine sands of Vanderbilt Beach. This newly-renovated 2-bedroom, 2-bath End Unit captures uninterrupted Gulf views and offers effortless access to the beach via…

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470 Launch Cir  V303 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1475Sq Ft
  • 1999Year Built
$1,150,000

Directly across the Naples Ritz Carlton Beach resort! Ready to move in to warm, sunny Naples with min 250 days of sunshine and ranked as one of the happiest and healthiest communities. How many people are fortunate enough to be able to walk out their door and have the white-sand beaches and glorious sunsets just…

Active
10682 Gulf Shore Dr  305 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1248Sq Ft
  • 1988Year Built
$1,150,000

Boaters, this is the one you've been waiting for. Beautifully renovated, this top-floor Monte Carlo Club residence is a unicorn Vanderbilt Beach property with breathtaking expansive bay views, a deeded boat dock (the trophy feature) and direct beach access just across the street (the lifestyle amplifier), all behind a gated entry. High ceilings and abundant…

Active
11 Bluebill Ave  606 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1480Sq Ft
  • 1980Year Built
$1,075,000

Newly completed and reimagined from the ground up, this corner residence at Vanderbilt Beach delivers the feel of new construction with an exceptional waterfront setting. A new Certificate of Occupancy was issued in July 2026, following a comprehensive transformation of the 2-bedroom, 2-bath home. Offering 1,480 square feet under air and 1,835 square feet of total…

Active
17 Bluebill Ave  1005 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1214Sq Ft
  • 1983Year Built
$875,000

See the ocean from your condo! Walk to the Beach! Vanderbilt Surf Colony is your new home!!, BEACH, BOATING, BAY, TENNIS, PICKLEBALL & KAYAKING ARE ALL AVAILABLE & SHORT WALKING DISTANCE TO VANDERBILT BEACH! High in the sky, 10th floor residence, offering SUNSETS OVER THE GULF & SWEEPING VIEWS OF THE BONITA BEACH COASTLINE. Newly…

Active
11030 Gulf Shore Dr  104 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1472Sq Ft
  • 1982Year Built
$859,000

Experience the best of Naples coastal living in this beautifully updated 2-bedroom, 2-bath residence at Vanderbilt Yacht & Racquet Club. Overlooking Vanderbilt Bay, this pristine condo offers a bright, open interior, stylish finishes and an inviting coastal atmosphere. Offered partially furnished or unfurnished, Naples lifestyle with Private beach access is conveniently located directly across Gulf…

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5 Bluebill Ave  702 + 802 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 868Sq Ft
  • 1973Year Built
$850,000

One or more photo(s) has been virtually staged, AI generated or rendered. Experience luxury coastal living in this stunning two-story penthouse offering breathtaking gulf water views and unforgettable year-round sunsets. The 2 bed, 2 ½ bath residence is perfectly positioned with a southwest exposure. Located so close to the beach you can hear the…

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11118 Gulf Shore Dr  803 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1470Sq Ft
  • 1989Year Built
$799,000

Panoramic Gulf and Beachside Views at Vanderbilt Landings Experience premier coastal living in this upper-floor sanctuary at Vanderbilt Landings, offering sweeping vistas stretching north toward Sanibel and south along Gulfshore Drive. Perfectly positioned just steps from the sugar-white sand beaches of North Naples, this peaceful retreat offers an unbeatable beachside lifestyle. Featuring a thoughtfully designed two-bedroom, two-bathroom…

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25 Bluebill Ave  201 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1506Sq Ft
  • 1994Year Built
$799,000

Picture yourself waking up and heading to the beach with your morning coffee. This 2 bed, 2 bath thoughtfully updated 2nd story condo in Gulf Breeze is just steps away from Conner Park Beach Access and Delnor-Wiggins State Park. Stunning 270 degree water views of Turkey Bay are enjoyed from two different lanais and plenty…

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271 Southbay Dr  240 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1075Sq Ft
  • 1986Year Built
$799,000

One or more photo(s) has been virtually staged, AI generated or rendered. Rarely available end-unit residence in Barefoot Pelican offering stunning, expansive bay views and an exceptional coastal lifestyle! This desirable 2-bedroom, 2-bath corner residence is ideally located just steps from the white sandy shores of Vanderbilt Beach and features a beautiful lanai where…

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271 Southbay Dr  241 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1075Sq Ft
  • 1986Year Built
$750,000

Welcome to your "Piece of Paradise" at Barefoot Pelican! Unit #241 is a 4th-floor, Fully Furnished 2-bed, 2-bath coastal condo offering incredible value in the prestigious Vanderbilt Beach corridor. BOAT SLIP #36 INCLUDED Direct gulf access right from your backyard! Offered at an incredible price , this condo presents a rare opportunity for investors…

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11 Bluebill Ave  203 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2109Sq Ft
  • 1980Year Built
$735,000

Priced to SELL! One of the largest units in the building, offering the lowest price per square foot and beautiful views! Located in one of North Naples’ most desirable beachfront communities, Vanderbilt Surf Colony! This rare, oversized 3-bedroom, 3-bath residence offers over 2,000 square feet of living space and an incredible opportunity to create your…

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17 Bluebill Ave  904 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1214Sq Ft
  • 1983Year Built
$725,000

Sweeping ninth-floor panoramic vistas of the Gulf of Mexico and coastal mangroves serve as the stunning centerpiece of this turnkey-furnished residence. Continuous tile flooring and floor-to-ceiling glass sliding doors fill the light-infused layout, opening to an expansive screened lanai ideal for relaxing during warmer winter days and enjoying the coastal beach lifestyle. Offering exceptional value for…

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11 Bluebill Ave  1006 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1480Sq Ft
  • 1980Year Built
$699,000

Sellers say “Make An Offer!” for this walk-to-the-beach location! - This is your chance to own a spacious 2b/2b, move-in and/or rental ready residence at the Surf Colony. NEW AC 2024. NEW coastal style lobby and amenities including a poolside fitness room. Bluebill is the best kept secret in the Vanderbilt Beach area. Enjoy the…

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17 Bluebill Ave  803 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1214Sq Ft
  • 1983Year Built
$695,000

Calling All Boaters! Why wait years on a waiting list or spend thousands of dollars for a boat slip? Now you can own a beautiful condo with breathtaking Gulf and sunset views, secure your boat in an enclosed under-building garage space, and live just a short walk from Vanderbilt Beach! Perched on the 8th floor, this…

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21 Bluebill Ave  303 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1613Sq Ft
  • 1995Year Built
$649,700

THREE BEDROOMS NEAR VANDERBILT BEACH—NOW $649,900! Enjoy spacious coastal living in Gulf Breeze at Vanderbilt, just minutes from Vanderbilt Beach and Delnor-Wiggins Pass State Park. This 3-bedroom, 2-bath residence offers approximately 1,613 square feet, an updated kitchen and bathrooms, generous bedrooms, and a private screened lanai for morning coffee or relaxing after a day at…

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5 Bluebill Ave  305 + 405 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1133Sq Ft
  • 1973Year Built
$635,000

TURNKEY furnished, elegant two story BEACH TOWNHOUSE! TWO BEDROOMS, 2.5 BATHS! Easy living floorplan with access from both the third and fourth floor, so you don't have to use the stairs if you don't wish to! Enter your main living area level from the third floor, where you will find your kitchen and…

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3 Bluebill Ave  207 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1076Sq Ft
  • 1996Year Built
$550,000

This is your chance to live STEPS AWAY FROM THE BEACH! Just bring your toothbrush and move into this fully renovated 2 bedroom, 2 bathroom TURNKEY furnished condo features NEW AC, tile throughout for easy maintenance, a great room, large screened balcony and additional storage. Located in highly sought-after Vanderbilt Towers, the building offers…

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5 Bluebill Ave  812 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 816Sq Ft
  • 1973Year Built
$499,000

YOUR PENTHOUSE PARADISE awaits!! This 8th floor PENTHOUSE unit is offered FURNISHED and beautifully decorated. TOTALLY RENOVATED and updated throughout, even with IMPACT GLASS SLIDING DOORS! Kitchen and bathroom are tastefully remodeled, and the unit has been upgraded to tile floors throughout- no carpet to deal with! Water heater is BRAND NEW, and AC Compressor…

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17 Bluebill Ave  203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1214Sq Ft
  • 1984Year Built
$479,000

Discover the ideal blend of coastal charm and convenience in this inviting two-bedroom, two-bath residence overlooking the beautiful waters of Wiggins Bay. On the second floor, this well-maintained condominium has been lovingly cared for and tastefully refreshed over the years, offering a wonderful opportunity to add your personal style. Enjoy the best of the Southwest…

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5 Bluebill Ave  410 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 812Sq Ft
  • 1973Year Built
$400,000

Experience the best of the Naples beach lifestyle from this beautifully updated one-bedroom, one-bath condominium in Vanderbilt Towers III, one of North Naples' most sought-after coastal locations. Ideally situated just steps from Vanderbilt Beach and adjacent to Delnor-Wiggins Pass State Park, this fourth-floor residence offers peaceful bay views, abundant natural light, and an inviting open-concept…

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1 Bluebill Ave  409 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 768Sq Ft
  • 1971Year Built
$380,000

This beautifully furnished one bedroom residence is being offered turnkey and is just a short walk to one of Florida’s most desirable beaches at Delnor Wiggins State Park. Located on the fourth floor, this condo is ideal for full time living or as a seasonal retreat. Vanderbilt Towers is also an excellent investment opportunity. The rental…

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3 Bluebill Ave  602 Naples
  • 1Bathrooms
  • 454Sq Ft
  • 1972Year Built
$375,000

Investor Alert - great ROI with this one. Spectacular 6th floor studio with breathtaking SW gulf views located at Vanderbilt Beach in a gated community. This unit features modern design, wi-fi, cable and an expansive lanai with panoramic views of the Gulf. It is perfectly suited for the investor seeking a vacation condo that also…

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3 Bluebill Ave  405 Naples
  • 1Bathrooms
  • 450Sq Ft
  • 1972Year Built
$279,000

Experience spectacular sunsets and hear waves crash on the beach from this turnkey and completely remodeled Sea-Efficiency! Just steps to the beach with western exposure and tranquil views over the Wiggins State Park mangrove preserve. Privacy and peace of mind are provided by both impact sliders AND electric lanai shutters. Have it all with with…

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3 Bluebill Ave  205 Naples
  • 1Bathrooms
  • 433Sq Ft
  • 1972Year Built
$270,000

INVESTMENT OPPORTUNITY IN VANDERBILT BEACH! This second-floor studio in gated Vanderbilt Towers II offers excellent rental flexibility, minimum rental is one month (30 days) no more than 12 times per year. Currently rented from October 1, 2026 through June 1, 2027 providing immediate rental income. Convenient elevator access and common laundry facilities. Enjoy the coastal…

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1 Bluebill Ave  302 Naples
  • 1Bathrooms
  • 493Sq Ft
  • 1971Year Built
$259,900

THE LOWEST-PRICED WATERFRONT OPPORTUNITY IN VANDERBILT BEACH!Act fast to secure this coastal studio in Building 1 of the highly sought-after Vanderbilt Towers community Vanderbilt Towers I. Perched on the 3rd floor, this unit delivers an unbeatable entry-level price tag for a prime Vanderbilt Beach location. Please note: The interior photos provided are virtually staged/AI renderings…

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1 Bluebill Ave  202 Naples
  • 1Bathrooms
  • 525Sq Ft
  • 1971Year Built
$259,000

Location - Location -Location - Vanderbilt Beach Condo - Cozy studio condo overlooking the Harbor from your LanaiLOCATION, LOCATION, LOCATION! YOUR NAPLES BEACH RETREAT AWAITS! Experience the best of Southwest Florida living in this beautifully renovated, fully furnished studio condominium at Vanderbilt Towers, ideally located in the heart of Naples near Vanderbilt Beach! Completely refreshed and…

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5 Bluebill Ave  205 Naples
  • 1Bathrooms
  • 500Sq Ft
  • 1973Year Built
$245,000

Live the Naples lifestyle you’ve been dreaming of in this beautifully renovated, coastal-style studio condo, just steps away from the pristine Vanderbilt Beach. Located in a gated coastal community, this stylish unit offers the best value in Vanderbilt Beach. Recently updated with a fresh coastal feel, the studio features a Queen Murphy bed that tucks…

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1 Bluebill Ave  108 Naples
  • 1Bathrooms
  • 500Sq Ft
  • 1971Year Built
$239,000

This newly renovated Studio is steps away from the sugar-white sands of pristine Vanderbilt Beach. Enjoy your morning walk and afternoon sunsets outside this charming Hide-Away. There is a storage room across from the unit and laundry facilities on every floor. The community offers fllexible rental program ideal for investors. La Playa, or the beautiful…

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5 Bluebill Ave  105 Naples
  • 1Bathrooms
  • 500Sq Ft
  • 1973Year Built
$219,000

SELLER FINANCING MAY BE AVAILABLE! Flexible financing terms may be considered for qualified buyers, subject to seller approval. WALK TO THE BEACH IN UNDER 5 MINUTES from this rarely available FIRST-FLOOR CONDO in Vanderbilt Towers, ideally located at 5 BLUEBILL AVE, NAPLES FLORIDA. This efficiency with 1-bath offers the ultimate in COASTAL LIVING and CONVENIENCE,…

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336 Oak Ave   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 2700Sq Ft
  • 1986Year Built
$45,000

Beautifully furnished home with huge southern views across Vanderbilt Lagoon towards the Ritz Carlton. Bring your boat or personal watercraft!

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9811 Gulf Shore Dr  Ph 2 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 3863Sq Ft
  • 1994Year Built
$38,000

Welcome to an extraordinary beachfront escape at Le Dauphin, where luxury, privacy, and breathtaking Gulf views create an unforgettable Naples experience. Perched high above the coastline, this spectacular three-bedroom, 3.5-bath penthouse with private office offers an unparalleled setting overlooking the Gulf and Bay. With three exposures and floor-to-ceiling windows, natural light fills the residence while showcasing…

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225 Egret Ave   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 3395Sq Ft
  • 2003Year Built
$36,000

This beautiful waterfront enclave offers a private, amenity rich retreat perfect for discerning adults and families. Create lasting memories thanks to a two-story, open- air lanai casting shelter over a sun-soaked outdoor entertainment area featuring a lavish 26' x 15' HEATED swimming pool, mini-golf area and fully-equipped grilling station set on an exclusive stretch of…

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9517 Gulf Shore Dr  401 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2230Sq Ft
  • 1979Year Built
$30,000

NOT AVAILABLE JANUARY 2027 TO JUNE 2027. This 4th-floor end unit is located in the Sandcastle community on Vanderbilt Beach. It has about 2,200 square feet, comes furnished, and includes three bedrooms with attached bathrooms. The main living area connects to the kitchen, which has stainless steel appliances, granite countertops, and cabinets. The primary bedroom has…

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159 Conners Ave   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 3034Sq Ft
  • 2020Year Built
$30,000

Last minute availability for 2027 Season! This one of a kind 4BR/3BA turnkey furnished single-family pool/spa home in the Conners off Vanderbilt is truly a hidden gem. Comes with its own boat dock and a location that is hard to beat. This unique coastal home is professionally decorated, where modern design and luxury awaits you.…

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403 Seabee Ave   Naples
  • 5Bedrooms
  • 4Bathrooms
  • 4815Sq Ft
  • 2010Year Built
$28,000

One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional, one-of-a-kind luxury elevator-equipped three-story retreat with Gulf-access and complete with a private dock able to accommodate a large vessel. This estate sits perfectly positioned on one of Conners’ widest canals (approximately 200 feet across), offering the waterfront lifestyle you’ve always…

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9517 Gulf Shore Dr  202 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1750Sq Ft
  • 1979Year Built
$26,000

NOT AVAILABLE FEBRUARY, MARCH AND APRIL 2027 Located at 9517 Gulf Shore Drive #202 in Naples, Florida, this property epitomizes elite waterfront luxury, seamlessly blending opulence, exclusivity, and breathtaking views of the Gulf of Mexico. Designed for the discerning resident, this residence boasts expansive, elegantly appointed interiors featuring only the highest quality materials and cutting-edge fixtures.…

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10475 Gulf Shore Dr  122 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1315Sq Ft
  • 1978Year Built
$22,500

Experience the ultimate Gulf Coast lifestyle in this stunning third-floor sanctuary directly on the pristine sands of Vanderbilt Beach. This spacious 2-bedroom, 2-bathroom residence offers breathtaking, front-row views of the turquoise waters, providing the perfect backdrop for your coastal retreat. Currently undergoing a total luxury transformation this summer, the condo will soon debut a fresh,…

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383 Seabee Ave   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1923Sq Ft
  • 1986Year Built
$22,500

Wake up to sweeping canal views, stroll to the beach, and end each day with sensational sunsets from your private dock on the widest canal in the neighborhood. This resort-style Naples vacation home features three terraced outdoor living spaces: a spacious lanai with glass railings for morning coffee and unobstructed views, a large pool…

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9517 Gulf Shore Dr  403 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1645Sq Ft
  • 1979Year Built
$22,000

Experience the best of coastal Naples from this spacious vacation retreat at 9517 Gulf Shore Drive, Unit 403. Ideally positioned along Gulf Shore Drive, this approximately 1,645-square-foot condominium offers an inviting setting for a relaxing seasonal getaway in one of Naples’ most desirable coastal areas. Designed with comfort and extended stays in mind, the residence provides…

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10620 Gulf Shore Dr  602 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 3252Sq Ft
  • 2003Year Built
$22,000

Exceptional 3-bedroom plus den, 3.5-bath residence offering over 3,000 square feet under air with soaring 10-foot ceilings. One of only 15 private residences in the building, this luxurious property includes private elevator service, a 2-car garage, and boat dock #3. Enjoy spectacular evening sunsets from the expansive balcony overlooking the bay with views extending to…

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9577 Gulf Shore Dr  601 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1550Sq Ft
  • 1995Year Built
$22,000

In process of complete renovation New pictures coming soon 3 bedroom 2 bath 6th floor with attached one car garage.

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10620 Gulf Shore Dr  203 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2357Sq Ft
  • 2003Year Built
$22,000

Booked Jan 15 - May 15, 2027. 3BR/3.5BA condo at The Vanderbilt Beachcomber with breathtaking bay views to the east and Gulf glimpses to the southwest. Just steps to the sand via the beach path directly across the street - minutes to The Ritz-Carlton, LaPlaya, and Wiggins Pass State Park.This showpiece features an open-concept living area with…

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9577 Gulf Shore Dr W 504 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1582Sq Ft
  • 1995Year Built
$22,000

365 days of sunsets, 5th floor location with views all the way to Sanibel Upgraded with perfection 3 bedroom 2 baths, private one car garage. Gated direct beachfront, Manager Boutique building wrap around lanai for sunny days and relaxing evenings.

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343 Conners Ave   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2014Sq Ft
  • 1978Year Built
$22,000

Your dream waterfront canal getaway! This beautifully renovated vacation home offers a great combination of coastal elegance and comfort. There is ample space for relaxing and entertaining with a fully equipped kitchen, a resort style backyard, 15x30 pool and an exquisite gazebo for your day or evening enjoyment (seating arrangement, coffee table, TV). . .…

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10951 Gulfshore Dr  1405 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1964Sq Ft
  • 1980Year Built
$21,000

One or more photo(s) has been virtually staged, AI generated or rendered. Gorgeous Three Bedroom, Three Bathroom 14th floor end unit in the this highly sought after community on Vanderbilt Beach! Vanderbilt Gulfside! This unit boasts incredible views that will amaze you! Views to Sanibel looking North and Southern views straight down Vanderbilt Beach!…

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10475 Gulf Shore Dr  161 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1594Sq Ft
  • 1978Year Built
$20,000

** Available for 2027 season ! ** Top Floor • Corner • Gulf-Front • 3 Beds / 2 Baths - Private Beach Access Rarely available top-floor, corner Gulf-front residence in Bayshores of Vanderbilt Beach, offering unobstructed Gulf views, wraparound western and southern exposure, and exceptional privacy. With 1,594 square feet of interior living…

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437 Trade Winds Ave   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 3484Sq Ft
  • 1988Year Built
$20,000

Available now for long or short term rentals. Complete remodel of first floor game room and extra bedroom are completed. The 2nd story is the main living area with balcony overlooking the pool and spa. The kitchen has been remodeled and has a huge island. There are 3 bedrooms on the main living area. The bottom…

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10475 Gulf Shore Dr  115 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1594Sq Ft
  • 1978Year Built
$20,000

RARELY AVAILABLE– TOTALLY REMODELED BEACH FRONT CONDO – 3 BEDROOM – POOLSIDE CABANA – GARAGE - BOAT DOCK W/ LIFT - TURNKEY - END UNIT. Minimum of Two weeks is required. Designer-renovated and impeccably maintained, this stunning 3-bedroom beachfront condo is a rare lease opportunity on Vanderbilt Beach. An end unit with multiple balconies and…

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496 Flamingo Ave   Naples
  • 5Bedrooms
  • 4Bathrooms
  • 3476Sq Ft
  • 1986Year Built
$20,000

Owner is open to weekly leases in the summer months. Renovated and updated home with high-end interior design choices. Located in the sought after area of "Conners" at Vanderbilt Beach. Minutes to the open waters of the Gulf if Mexico, glorious beaches & the exclusive Ritz Carlton. This stunning home offers amazing light and open…

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9653 Gulf Shore Dr  203 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2014Sq Ft
  • 1990Year Built
$19,500

**LUXURY BEACH-FRONT SPECTACULAR UNOBSTRUCTED GULF VIEWS**REMODELED**3 BED\3 BATH AT CASA GRANDE ON VANDERBILT BEACH**AVAILABLE SEASONAL ONLY**BREATHTAKING GULF-FRONT LUXURY WITH UNOBSTRUCTED GULF & BEACH VIEWS AT CASA GRANDE ON VANDERBILT BEACH 3 Bedrooms | 3 Bathrooms | 2,014 Sq. Ft. | Luxury Furnished | 60-Day Minimum Stay Experience the very best of Southwest Florida living in this exceptional,…

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9577 Gulf Shore Dr  703 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1340Sq Ft
  • 1995Year Built
$19,500

**** Not available for January, February or March 2027 **** Quiet Retreat on Vanderbilt Beach is a 7th-floor beachfront condominium at Sea Chase offering direct Gulf views, bay views, and private beach access. This 2-bedroom, 2-bath residence features an open main living area capturing the western exposure, with sliding glass doors connecting to a large screened…

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10851 Gulf Shore Dr  303 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1600Sq Ft
  • 1980Year Built
$18,000

Stunning Beachfront Retreat with Dual Master Suites – Vanderbilt Gulfside, Naples FL Experience the ultimate in coastal luxury at this beautifully renovated 2-bedroom, 2-bath condominium located on the 3rd floor of the exclusive Vanderbilt Gulfside community in Naples, Florida. Designed for comfort and style, this spacious residence features two private master suites, perfect for couples…

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410 Flagship   1104 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2320Sq Ft
  • 2000Year Built
$18,000

Welcome to Glamour by the Gulf, a luxury waterfront residence in the highly sought-after Regatta at Vanderbilt Beach where refined coastal style meets effortless comfort. Offering the community’s largest floor plan with over 2,300 square feet, this spacious residence features 3 beautifully appointed bedrooms and 3.5 baths, thoughtfully designed for both privacy and relaxation. From the…

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10475 Gulf Shore Dr  165 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1594Sq Ft
  • 1978Year Built
$18,000

Coastal comfort abounds in this 3 bedroom 2 bath condo overlooking the beautiful white sands directly on the Gulf. Listen as the lapping waves of aquamarine waters beckon you to come, relax and enjoy what Vanderbilt Beach has to offer. Perched on the northern corner of the top floor Offering 2-week rentals mid-April thru Mid-November,…

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10475 Gulf Shore Dr  162 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1315Sq Ft
  • 1978Year Built
$17,900

Available for Jan - Mar, 2027 with a 14 day minimum lease period. Beachfront Bliss at Bayshores on Vanderbilt Beach Perched on the coveted top floor, this stunning two-bedroom, two-bath condominium offers sweeping Gulf views and an unparalleled coastal lifestyle. A private cabana and boat lift available with the residence — ideal for…

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17 Bluebill Ave  903 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1214Sq Ft
  • 1984Year Built
$17,250

**** Available for the month of January 2027, act quickly! **** Serenity Condo is a 9th-floor Gulf and bay view residence at Vanderbilt Surf Colony in North Naples, offering panoramic views of the Gulf of Mexico and Vanderbilt Bay, with sightlines extending toward Sanibel Island. Water views are visible from every room, and a private, 24-foot…

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9653 Gulf Shore Dr  502 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1553Sq Ft
  • 1983Year Built
$17,000

Welcome to your dream beachfront rental retreat. This stunning, fully renovated 2-bedroom, 2.5-bathroom condo at Casa Grande on Vanderbilt Beach is completely turnkey and ready for you to move right in. Thoughtfully redesigned to comfortably sleep up to six guests, the home offers the perfect blend of coastal luxury and modern comfort. Step inside…

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9375 Gulf Shore Dr  602 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1530Sq Ft
  • 1981Year Built
$17,000

AVAILABLE NOVEMBER 9th through DECEMBER 2026 AND MAY 2027. 30 Days Minimum … STUNNING 6TH FLOOR CONDO DIRECTLY ON VANDERBILT BEACH!!!! Enjoy breathtaking views as soon as you enter this 6th floor beachfront condo. 2 Bedrooms PLUS Open Den, 2 FULL Bathrooms....King Bed in the Master Bedroom and Queen Bed in the Guest Bedroom. This…

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410 Flagship Dr  1201 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2005Sq Ft
  • 2000Year Built
$17,000

Experience elevated coastal living in this exceptional penthouse residence at Regatta at Vanderbilt Beach. Ideally positioned on the 12th floor, Unit 1201 offers breathtaking panoramic views of the Gulf, bay, and surrounding waterways. This beautifully appointed residence features an expansive open floor plan, generous living spaces, and a spacious private lanai, creating the perfect setting…

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10851 Gulf Shore Dr  605 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2003Sq Ft
  • 1980Year Built
$17,000

A dream beach vacation becomes reality in this Key West styled three bedroom/three bathroom condominium. The southwest exposure of this corner unit fills the living, dining and kitchen areas with abundant natural light and the Gulf breeze. The kitchen offers abundant space for meal preparation and a beautiful vista. The living and dining areas lead…

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10851 Gulf Shore Dr  502 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1570Sq Ft
  • 1980Year Built
$17,000

Incredible Gulf and Beach views from this 5th floor, 2 bed 2 bath unit. Upon entering the gates of this amazing community you will be mezmerized by the surrounding beauty from the 8 acres of tropical surroundings, 40X60 heated swimming pool, two tennis courts, Tesla charging stations, barbecue grill area and exercise facility! This community…

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10851 Gulf Shore Dr  1402 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1570Sq Ft
  • 1980Year Built
$17,000

One or more photo(s) has been virtually staged, AI generated or rendered. Highly Sought After Beachfront Condo-Vanderbilt Gulfside. Renovated to perfection!! The Coastal design concept offered by this two bedroom, two bathroom plus open den on the 14th floor will not disappoint! Exquisite views of the Gulf, Bay and tropical surroundings of 8 acres…

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9653 Gulf Shore Dr  402 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1579Sq Ft
  • 1983Year Built
$16,500

RARELY AVAILABLE… GORGEOUS, TURNKEY, FULLY RENOVATED BEACHFRONT 2 bedroom, 2 1/2-bath condo for lease at CASA GRANDE on Vanderbilt Beach. This condo has been fabulously redesigned to accommodate up to six people. This meticulously maintained home showcases incredible features including: Remote sun shade window coverings, plantation shutters, crown molding, beautiful wood flooring, custom built cabinets,…

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9375 Gulf Shore Dr  401 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1600Sq Ft
  • 1985Year Built
$16,000

Sunsets on the balcony overlooking the Gulf all summer long?! Condo rental available April through October 2026 and April through October 2027. Beachfront end unit condominium located directly on Vanderbilt Beach offering a private balcony on the Gulf with panoramic water views from every angle. Floor to ceiling windows and sliding glass doors provide abundant…

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9375 Gulf Shore Dr Dr  203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1530Sq Ft
  • 1981Year Built
$16,000

Just hit the market for Season 2027! Off season and partial season opportunities available as well at a discounted rate! True beachfront condo at Vanderbilt Beach, one of Naples' most sought after stretches of coastline. White sand and turquoise water sit right outside your screened wraparound balcony, where west facing views deliver front row sunsets…

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400 Flagship Dr  802 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2035Sq Ft
  • 2000Year Built
$16,000

Enjoy luxury living in one of the finest rental properties in the Regatta at Vanderbilt Beach! This fully renovated three-bedroom, three-bathroom, 8th-floor waterfront condominium offers a unique combination of breathtaking panoramic views of the Gulf of Mexico, the Ritz-Carlton Oceanfront Resort. The modern unit is bathed in natural light from its distinctive, unobstructed, western-facing floor…

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10851 Gulfshore Dr  1001 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2003Sq Ft
  • 1980Year Built
$16,000

Wonderful Three Bedroom, Three Bathroom 10th floor end unit. This unit has been renovated and boasts wonderful furnishings with a relaxed beach cottage flair! Master Bedroom features a king sized bed and television, guest bedroom features a queen sized bed and television, 2nd guest bedroom features two twin beds. You will enjoy incredible Bay and…

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410 Flagship Dr  605 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1860Sq Ft
  • 2000Year Built
$16,000

Escape to paradise at Regatta, an exceptional vacation rental designed for comfort, style, and effortless coastal living. This spacious 3-bedroom, 3-bath residence offers an inviting retreat with plenty of room to relax in a serene waterfront setting. Unwind on the extended outdoor living space, where breathtaking sunsets paint the sky each evening. Watch dolphins glide…

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10951 Gulf Shore Dr  1504 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1570Sq Ft
  • 1980Year Built
$16,000

Welcome to your slice of paradise at Vanderbilt Gulfside! This recently refurbished 2-bedroom, 2-bathroom residence is perched on the 15th floor, offering sweeping views of the Gulf and Naples’ famous sunsets right from your private balcony. Step inside to a light, coastal-inspired space with brand new furnishings designed for comfort and relaxation, updated bathrooms, and…

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9415 Gulf Shore Dr  501 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1145Sq Ft
  • 1985Year Built
$15,750

**** Not available for January, February or March 2027 **** Experience luxury beachfront living at Vibrant Tides on Vanderbilt Beach, an elegantly updated 2-bedroom, 2-bath residence offering direct private beach access and sweeping Gulf views from its premier 5th-floor position. Vibrant coastal decor and upgraded furnishings create a sophisticated yet relaxed ambiance, while wide Gulf vistas…

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410 Flagship Dr  806 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1979Sq Ft
  • 2000Year Built
$15,400

Experience paradise at Regatta in this bright and sunny 8th-floor end unit offering 3 bedrooms, 2.5 baths, plus a cozy den — providing plenty of space to relax, unwind, and enjoy the Naples lifestyle. Beautifully decorated with tropical-inspired furnishings, this updated residence features all new bedding, luxurious linens, and thoughtfully stocked kitchen essentials to ensure…

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10851 Gulf Shore Dr  1504 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1489Sq Ft
  • 1980Year Built
$15,300

BEACH, BEACH, AND MORE BEACH! Welcome to your beachfront escape at Vanderbilt Gulfside, where the sparkling Gulf of Mexico, soft white sand, and unforgettable Southwest Florida sunsets are right outside your door. This delightful 2-bedroom, 2-bath condo combines classic coastal charm with all the comforts of home, creating the perfect setting for a relaxing Naples…

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470 Launch Cir  503 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1475Sq Ft
  • 1999Year Built
$15,000

Welcome to Regatta, your Naples getaway just a short walk to Vanderbilt Beach. This updated 5th-floor condo offers 3 bedrooms, 2 bathrooms, and a comfortable place to relax and enjoy your stay. Enjoy your morning coffee or an evening outside on the spacious private lanai with beautiful western faced views. Spend the day at the beach,…

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400 Flagship Dr  402 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2035Sq Ft
  • 2000Year Built
$15,000

Your perfect home away from home in beautiful Naples, Florida! This spacious and beautifully appointed 3-bedroom, 3-bath condo has everything you need for a relaxing and memorable stay in paradise. Featuring a preferred floor plan, it offers a bright, open kitchen, a generous great room, and three spacious bedrooms—each with its own bathroom. The sleeping arrangements…

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10620 Gulf Shore Dr  202 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2375Sq Ft
  • 2003Year Built
$15,000

Available for 2027 Season at $15,000 per month. Enjoy the sunshine from the balcony of this beautifully updated 3-bedroom, 3.5-bath condominium at the Vanderbilt Beachcomber. Offering breathtaking views of both the Gulf and the bay, this upscale residence combines luxury, comfort, and location. The building has recently undergone a complete overhaul, including refreshed common areas, pool and…

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10475 Gulfshore Dr  142 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1314Sq Ft
  • 1978Year Built
$15,000

Your quiet, serene beachfront retreat awaits! Take in all the beauty that Vanderbilt Beach in Naples has to offer. Enjoy a morning walk along the waters edge, a cup of coffee from the 4th floor lanai, and spectacular sunsets in the evening. With modern comforts and coastal charm, this 2 bedroom plus den, 2 bathroom…

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410 Flagship Dr  305 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1860Sq Ft
  • 2000Year Built
$15,000

Enjoy the best of coastal Naples at this beautifully located residence in Regatta at Vanderbilt Beach. With peaceful bay views, a private patio, and just a five-minute walk to the beach, this property offers the perfect blend of relaxation and convenience. Wake up to the sight of boats drifting by and enjoy your morning coffee…

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400 Flagship Dr  1207 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2035Sq Ft
  • 2000Year Built
$15,000

Stylish PENTHOUSE offers SPECTACULAR views of the GULF AND BAY. Spacious 3 bedroom and 3 bathroom condo just a short walk to the Vanderbilt Beach. Designed as a resort style community, Regatta offers amazing on-site amenities such as a fitness center, poolside grill and picnic area, furnished social room with built in media center, fishing piers, boat…

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400 Flagship Dr  705 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1750Sq Ft
  • 2000Year Built
$15,000

Exquisite condo at Regatta, Vanderbilt Beach, featuring stunning decor with tasteful furnishings and accessories. Meticulous attention to detail, including elegant lighting fixtures, captivating artwork, luxurious linens, and well-appointed kitchenware, makes this an ideal vacation retreat. Enjoy a comfortable and relaxing atmosphere suitable for the entire family. Revel in beautiful gulf and bay views, along with an iconic…

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10851 Gulf Shore Dr  402 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1562Sq Ft
  • 1980Year Built
$15,000

Gorgeous 2-bedroom 2 bath beach front unit available for season 2027! This home has been totally renovated and boasts an amazing gourmet kitchen with all new appliances and beautiful furnishings. This gated community features eight acres of tropical surroundings with private walkway leading directly to the beach. Vanderbilt Gulfside features a 40 x 60 swimming…

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11116 Gulf Shore Dr  B-904 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1476Sq Ft
  • 1990Year Built
$15,000

This beautifully renovated 9th floor end-unit condo is awash in natural light and has panoramic views of the Gulf of Mexico and Vanderbilt Bay. This property offers two bedrooms, two bathrooms and two separate lanais, each providing stunning views of the Bay and The Gulf of Mexico. The expansive master suite has views of…

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410 Flagship Dr  1105 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1860Sq Ft
  • 2000Year Built
$15,000

Welcome to this stunning 11th-floor condo at The Regatta, offering breathtaking, panoramic views of Vanderbilt Bay, the Gulf of Mexico, and Sanibel Island from your private screened lanai. Beautifully furnished and meticulously maintained, this 3-bedroom, 3-bathroom condo features a bright, open-concept layout that seamlessly connects the living, dining, and kitchen areas. Located in a secure,…

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400 Flagship Dr  302 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2035Sq Ft
  • 2000Year Built
$15,000

LUXURY BAYSIDE SEASONAL RENTAL… 30 Days Minimum… AVAILABLE JANUARY, APRIL and MAY 2027 AND FOR THE HOLIDAYS ~ NOVEMBER & DECEMBER 2026. BEAUTIFULLY refreshed 3BR/3BA residence in Regatta at Vanderbilt Beach, located in highly desirable Building One and offering one of the largest, most open floor plans in the community. Bright and spacious with refined…

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400 Flagship Dr  1206 Penthouse Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1750Sq Ft
  • 2000Year Built
$15,000

Regatta is one of the most desired bay-front high-rise buildings in Vanderbilt Beach. Modern design concept offered by this beautiful PENTHOUSE - 3 bedroom w/3 en-suite baths - furnished with every comfort to make a rental stay more enjoyable luxury and convenience. Exquisite views of the Gulf, Bay and tropical surroundings. Recently updated with all…

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11118 Gulf Shore Dr  A401 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1476Sq Ft
  • 1995Year Built
$15,000

Welcome to your perfect coastal getaway! This beautifully appointed 2-bedroom, 2-bath condo offers nearly 1,500 sq ft of interior living space plus two spacious lanais, giving you plenty of room to relax and enjoy the Florida lifestyle. Located on the quiet north end of Vanderbilt Beach, this 4th-floor, end-unit residence is just steps to the…

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400 Flagship Dr  1104 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1750Sq Ft
  • 2000Year Built
$15,000

Beautifully renovated 3-Beds,3-Baths 11th floor residence offering expansive northwest views of the Gulf of America and South Bay. Regatta is a gated luxury community across from the Ritz-Carlton and just a short stroll to the pristine white sands of Vanderbilt Beach and its beachfront dining. Community amenities include Tropical-style waterfall pool and hot tub, New…

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400 Flagship Dr  403 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2035Sq Ft
  • 2000Year Built
$14,500

Life is good at The Regatta! Just one block from Naples’ pristine Vanderbilt Beach, this luxurious and spacious 3-bedroom, 3-bathroom fourth-floor condo offers spectacular panoramic water views and is the perfect setting for a memorable Naples getaway. SPECIAL HOLIDAY AVAILABILITY — DECEMBER 2026 THROUGH THE NEW YEAR! If you are looking for a beautiful Naples…

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400 Flagship Dr  902 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2035Sq Ft
  • 2000Year Built
$14,500

Welcome to the Regatta! This 9th floor residence offers one of the most highly sought after floor plans at Regatta with 3 bedrooms and 3 full bathrooms. With over 2000 sq.ft. of air conditioned space this property boasts breathtaking Gulf and Bay views from your living room, master bedroom as well as the kitchen. Enjoy…

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9375 Gulf Shore Dr  302 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1530Sq Ft
  • 1981Year Built
$14,000

Sand, sea and sky are the constant backdrop from this bright and sun-filled spacious 2 bed 2 bath condo directly on the sand at Vanderbilt Beach. The unit has unparalleled gulf views from the modern living area and newly renovated eat-in kitchen. Full wall of sliders leading out to the oversized balcony spanning the full…

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9375 Gulf Shore Dr  501 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1530Sq Ft
  • 1981Year Built
$14,000

Welcome to your dream beachfront getaway! This gorgeous, turnkey furnished 2- bedroom, 2-bathroom end-unit condo at Seawatch on Vanderbilt Beach is now available for lease. Beautifully designed with a bright, coastal vibe, this meticulously maintained home offers the perfect blend of luxury and comfort. Inside, you’ll find high-end features throughout, including beautiful wood flooring, plantation shutters,…

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400 Flagship Dr  1002 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2035Sq Ft
  • 2000Year Built
$14,000

This beautifully remodeled 10th-floor, 3-bedroom/3-bath condo offers over 2,000 sq ft of luxurious waterfront living with breathtaking western views of the Gulf of Mexico and the Ritz Carlton Resort. Light coastal décor, vibrant accents, and elegant wood-like porcelain tile floors create a chic and welcoming atmosphere. The spacious great room features comfortable seating, a flat-screen TV, a…

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400 Flagship Dr  905 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1750Sq Ft
  • 2000Year Built
$14,000

Located on Vanderbilt Bay this lovely nautical themed condo has everything that you will need to enjoy your time in PARADISE! Recently refreshed to deliver a comfortable and coastal-beachy flair. Freshly painted, new flat screen TV, lighting fixtures, linens and accessories. The warmth and coziness of the master and guest quarters are complemented…

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450 Launch Cir  602 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1480Sq Ft
  • 2001Year Built
$14,000

Regatta at Vanderbilt Beach is a resort style condo complex ideally located just two blocks to Vanderbilt Beach, home of the Ritz Carlton Naples and one of the area’s most popular beaches for recreation. Unit 602 beautiful coastal modern furnishings. The primary bedroom features a king size bed with en-suite bathroom and boasts a fantastic…

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10562 Gulf Shore Dr  202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1227Sq Ft
  • 1984Year Built
$14,000

A beautifully renovated condo nestled along the bay, exuding coastal elegance. The inviting interiors feature comfortable furnishings, stylish accents, and vibrant hues, creating a tropical oasis. This end unit offers breathtaking views of the Gulf of Mexico to the west and the serene bay to the east. Completely redone, it includes a well-equipped kitchen with…

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10851 Gulf Shore Dr  301 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2003Sq Ft
  • 1981Year Built
$14,000

Welcome to Vanderbilt Gulfside, one of Naples’ most loved beachfront communities, where eight acres of beautifully landscaped grounds meet the soft white sands of Vanderbilt Beach. This three-bedroom, three-bathroom corner residence captures the timeless charm of coastal Florida living — comfortable, spacious, and filled with natural light from its coveted southwest exposure. From the moment…

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470 Launch Cir  V-405 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1639Sq Ft
  • 1999Year Built
$14,000

Just steps from Vanderbilt Beach! This beautiful 3BR/2BA condo is a short walk to the white sandy shores, perfect for relaxing, enjoying stunning sunsets, or trying out water sports. Recently updated with new furnishings and accessories, it offers a fresh and stylish retreat. Located in the resort-style community of Regatta, you’ll have access to fantastic…

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400 Flagship Dr  504 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1760Sq Ft
  • 2000Year Built
$14,000

Escape to paradise at Regatta at Vanderbilt Beach! Experience serene bay vistas and breathtaking sunsets over the Gulf from your own spacious and private lanai. The open-concept gathering space effortlessly flows from the kitchen to the living area and out to the lanai, making relaxation and entertaining a breeze. This beautiful Regatta residence features light, neutral colors,…

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400 Flagship Dr  704 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1760Sq Ft
  • 2000Year Built
$14,000

Large Gulf and Bay view overlooking the Lap pool and the marina, from the comfort of this contemporary Regatta residence; perfectly maintained 3 Bds 3 bths with tiles throughout, stainless steel appliances, stylish lights and accessories; updated guest bathrooms newly painted, WIFI controlled thermostat, keyless entry, 75" HDTV, and plentiful storage room. This residence also…

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400 Flagship Dr  501 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1734Sq Ft
  • 2000Year Built
$14,000

Ready for the 2027 Season! Sunshine filled END UNIT 3bds-2bths, coastal decor, SW lanai with views of Gulf sunsets and Bay waters; High Speed WiFi /Cable; assigned covered parking space and abundant guest parking. REGATTA is a luxury, gated community on the Bay, across from the RITZ CARLTON; a short walk to VANDERBILT BEACH white…

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470 Launch Cir  V401 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1635Sq Ft
  • 2000Year Built
$14,000

Where luxury meets effortless coastal living. This beautifully updated residence offers approximately 1,700 square feet of open, light-filled living space with a thoughtfully designed 3-bedroom, 2-bath layout—perfect for relaxing and entertaining. Natural light enhances the inviting coastal feel, while upscale finishes throughout include wood flooring, upgraded appliances, new lanai screens and shutters, stylish lighting, and tastefully…

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400 Flagship Dr  401 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1734Sq Ft
  • 2000Year Built
$13,500

Experience coastal living at its finest in this beautifully furnished and updated 3-bedroom, 2-bath condo in the sought-after Regatta community. Ideally located just a short walk from Vanderbilt Beach, this residence places you near some of Naples’ most desirable destinations, including The Ritz-Carlton, The Turtle Club, and Baleen at LaPlaya. Regatta is a resort-style gated…

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10701 Gulf Shore Dr  401 Naples
  • 2Bedrooms
  • 3Bathrooms
  • 1961Sq Ft
  • 1981Year Built
$13,500

Rented for Season 2027. Enjoy the EXPANSIVE TILED LANAI overlooking breathtaking panoramic views of the Gulf of Mexico at Vanderbilt Beach/Wiggins Pass! With a little over 1960 square feet of interior space, this TWO Bedroom PLUS Den, THREE FULL Bath condo lives large and comfy with Tile Flooring Throughout! King Bed in the…

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15 Bluebill Ave  606 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1493Sq Ft
  • 1982Year Built
$13,500

Water on Two Sides, the Beach at the End of the Street From the sixth-floor corner of Vanderbilt Surf Colony II, the view works all day: morning light on Water Turkey Bay, boats idling out toward Wiggins Pass, mangroves running green to the horizon, and the Vanderbilt Beach skyline catching the last of the sunset. The…

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400 Flagship Dr  604 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1760Sq Ft
  • 2000Year Built
$13,500

Enjoy the best of coastal living in this spacious 3-bedroom, 3-bathroom condominium, perfectly situated in the desirable Vanderbilt Beach area—just a short stroll from the white sand beaches and breathtaking sunsets over the Gulf. This inviting condo has everything you need for a relaxing and memorable stay in paradise, including a fully equipped kitchen, plush…

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10475 Gulf Shore Dr  113 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1315Sq Ft
  • 1978Year Built
$13,500

AVAILABLE DECEMBER 2026, MARCH & APRIL 2027. BEACHFRONT CONDO - DIRECTLY ON VANDERBILT BEACH! Relax out on the lanai and listen to the serene sounds of the Gulf. So close to the shore it feels as though you are sitting directly on the beach! This 2 Bedroom + OPEN DEN/2 Bath BEACHFRONT BEAUTY is light…

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460 Launch Cir  202 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1475Sq Ft
  • 2000Year Built
$13,200

Welcome to your perfect Naples getaway at Regatta at Vanderbilt Beach—a highly sought-after terrace-level condo with coveted western exposure overlooking a lush tropical waterfall pool. Property rents by the week or monthly. The new owners are thoughtfully refreshing the space with soft coastal paint tones, breezy décor, and vibrant, fun accents to create a relaxed,…

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15 Bluebill Ave  1004 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2068Sq Ft
  • 1982Year Built
$12,750

Take in the sprawling Gulf of Mexico views the moment you step into this 3 bed / 3 bath 10th floor unit located in building 2 of Vanderbilt Surf Colony! The breathtaking views from the balconies include the Vanderbilt Channel, Bay, Delnor-Wiggins State Park and the Gulf of Mexico. Beautiful oversized tile throughout, custom open kitchen…

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3 Bluebill Ave  801 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1472Sq Ft
  • 1972Year Built
$12,500

Available for the 2027 season! Discover effortless coastal living in this bright and inviting 8th-floor, 3-bedroom, 2-bath condo in Vanderbilt Towers, just steps from the white sands of Vanderbilt Beach and the serene natural beauty of Delnor-Wiggins Pass State Park. This welcoming retreat offers an open, sun-filled layout with comfortable finishes throughout, along with an…

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9380 Gulf Shore Dr  102 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1800Sq Ft
  • 1991Year Built
$12,000

Special Pricing for December 2026 and April 2027; 9,000/month! Discover the perfect vacation rental nestled by the bay with front door views of the Gulf of America. This spacious 3-bedroom, 2-bathroom condo with a screened lanai offers the ultimate retreat. Enjoy private beach access right across the street, featuring stunning water views. Inside, you'll…

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400 Flagship Dr  306 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1750Sq Ft
  • 2000Year Built
$12,000

Vanderbilt Beach Area-Completely Renovated- Walking Distance to the Beach! Regatta is one of the most sought-after rental properties in Naples. The location on the Bay has shopping, restaurants, and a white sandy beach -- all within walking distance! This beautiful 3/3 condo has many upgrades from the tile flooring to the granite countertops,.…

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410 Flagship Dr  1101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1979Sq Ft
  • 2000Year Built
$12,000

Discover the ultimate vacation retreat in this 3BR+open den/2.5BA condo at Regatta at Vanderbilt Beach. This spacious 11th-floor end unit, adorned with tropical island-style decor, boasts stunning gulf and bay views across a generous 2,000-square-foot open living space. The expansive lanai is the perfect spot to unwind and take in breathtaking sunsets after a day…

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10682 Gulf Shore Dr  C-204 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1177Sq Ft
  • 1988Year Built
$12,000

Relax in comfort and style at the Monte Carlo Club! A dream rental, this light filled 2nd floor condo has an open floor plan that feels incredibly spacious and is newly renovated and designer furnished in a contemporary beach style. The kitchen is finely appointed with quartz countertops, Wolf and Bosch appliances and a counter…

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400 Flagship Dr  505 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1760Sq Ft
  • 2000Year Built
$11,500

Beautiful upscale condominium on the 5th floor with magnificent views of Vanderbilt Bay and a glimpse of the Gulf of Mexico. This 3 bedroom, 3 bath apartment has everything you want in a vacation residence: brand new stainless steel appliances; hardwood floors in the bedrooms and ceramic tile in the living areas, baths and lanai; 6 televisions (including…

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9103 Vanderbilt Dr  205 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1221Sq Ft
  • 1990Year Built
$11,495

Enjoy the quintessence of coastal living in a luxurious waterfront 2 Bedroom, 2 Bathroom second-floor corner condo in the desirable Vanderbilt Beach area. This freshly remodeled modern flat features a coastal aesthetic with fine finishes, high gloss white porcelain tiles throughout the apartment, quartz countertops, and stylish light fixtures. Wake up to breathtaking bay views…

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10682 Gulf Shore Dr  C205 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1248Sq Ft
  • 1988Year Built
$11,000

Experience relaxation at the Monte Carlo Club! This dream rental condo features a spacious open floor plan that exudes a serene ambiance. The inviting living room offers ample space for lounging with a cozy sofa and two comfortable club chairs. Marvel at the breathtaking bay views from the comfort of your interior or step out…

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400 Flagship Dr  505 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1760Sq Ft
  • 2000Year Built
$11,000

Beautiful upscale condominium on the 5th floor with magnificent views of Vanderbilt Bay and a glimpse of the Gulf of Mexico. This 3 bedroom, 3 bath apartment has everything you want in a vacation residence: brand new stainless steel appliances; hardwood floors in the bedrooms and ceramic tile in the living areas, baths and lanai; 6 televisions…

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9101 Vanderbilt Dr  304 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1335Sq Ft
  • 1990Year Built
$11,000

RENTED FOR SEASON 2027! *NO OFF SEASON RENTALS. Marvel at the stunning views of Vanderbilt Lagoon from this beautiful END UNIT condo at Chateau Vanderbilt!!! Tastefully decorated in casual beach shades, you will enjoy your vacation with all of the comforts of home. The lanai is opened up into the living area, adding to the…

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10684 Gulf Shore Dr  B-302 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1248Sq Ft
  • 1988Year Built
$11,000

Welcome to your coastal escape at Monte Carlo Club in Naples! Perfectly positioned just across the street from the beautiful Gulf beaches, this updated top-floor three-bedroom, two-bath condominium offers the ideal blend of comfort, style, and the quintessential Naples beach lifestyle. Step inside and immediately take in the stunning views of both the Gulf of Mexico and…

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10951 Gulfshore Dr  504 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1562Sq Ft
  • 1980Year Built
$11,000

Welcome Home to this wonderful two bedroom, two bathroom, 5th floor unit on the beach. Highly sought after community of Vanderbilt Gulfside located directly on the beach. Furnished in neutral tones with all of the comforts of home you could ask for! Master bedroom features a king sized bed, guest bedroom two twins. This property…

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10686 Gulf Shore Dr  A105 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1248Sq Ft
  • 1988Year Built
$11,000

Welcome to this beautifully updated 2-bedroom + den condominium in the highly sought-after Monte Carlo Club of Naples. Perfectly positioned on the bay and just steps from Vanderbilt Beach, this residence combines coastal living with modern elegance. Inside, you’ll find an open-concept floor plan with abundant natural light and water views. The sleek new kitchen features…

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9101 Vanderbilt Dr  204 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1154Sq Ft
  • 1990Year Built
$10,500

Luxury Bayfront Condo on Vanderbilt Bay | Naples, FL Experience Ultimate Naples Living: Wake up to sparkling water and wind down with breathtaking westerly sunsets from this meticulously decorated, 2-bedroom plus den bayfront condo. Situated directly on Vanderbilt Bay, this exceptional retreat places you just a short, pleasant walk from the world-famous white sands of Vanderbilt…

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9101 Vanderbilt Dr  203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1154Sq Ft
  • 1990Year Built
$10,500

Step into the soothing rhythm of the bay at this beautifully bright and breezy 2-bedroom, 2-bath Bayfront condo, perfectly positioned within easy walking distance to the sugar-white sands of Vanderbilt Beach. With soft coastal hues, sun-drenched interiors, and tranquil bay views, this peaceful retreat offers the perfect blend of comfort, charm, and coastal elegance. Wake…

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15 Bluebill Ave  406 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1525Sq Ft
  • 1992Year Built
$10,000

Available March & April 2027 Gorgeous remodel in this beautiful condo overlooking the ocean!Walking distance to the white sands of Vanderbilt Beach from this water view, two bedroom, two bath condominium.Unique beautiful view from the wrap around lanai with boats go by, or just enjoy the sights and sounds of the Gulf of Mexico.…

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271 Southbay Dr  155 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1056Sq Ft
  • 1986Year Built
$10,000

AVAILABLE MARCH AND APRIL OF 2027 SEASON. Are you ready to escape to paradise? Welcome to the Barefoot Pelican, a stunning bayfront condominium community that embodies the essence of relaxation. Nestled in the coveted Vanderbilt Beach area of Naples, this intimate gated community features just 60 exclusive waterfront condos, offering you a tranquil retreat…

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11116 Gulf Shore Dr  601 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1476Sq Ft
  • 1990Year Built
$10,000

Terrific distant Gulf and bay views from this sixth floor end unit residence in one of Vanderbilt Beach's most popular high rise communities.  Enjoy the cool Gulf breezes while having an afternoon drink on one of two screened balconies.  Many recent updates include all wood grain style plank tile installed in all living areas and…

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10701 Gulf Shore Dr  702 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1560Sq Ft
  • 1981Year Built
$10,000

JANUARY 2027 SPECIAL – DISCOUNTED RATE PLUS AN EXTRA WEEK FREE (FEBRUARY 1–7)! Also available for off-season from now through December 2026! Experience beachfront living at its finest in the highly sought-after Seville! This beautifully decorated 7th-floor residence offers 2 bedrooms, 2 bathrooms, and the rare luxury of dual balconies, including an expansive balcony showcasing breathtaking…

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400 Flagship Dr  407 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2034Sq Ft
  • 2000Year Built
$9,950

Seasonal Rental – Steps from Vanderbilt Beach! Welcome to this stunning 3-bedroom, 2-bathroom corner unit in the prestigious Regatta at Vanderbilt Beach. Located just a short walk to the sand and the Ritz-Carlton, this spacious residence features elegant marble flooring throughout and an expansive wrap-around balcony with breathtaking bay views—perfect for enjoying Naples’ famous sunsets.…

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25 Bluebill Ave  1103 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1613Sq Ft
  • 1994Year Built
$9,500

Soaring above the coastline on the 11th floor, this exceptional residence offers breathtaking views of the Gulf of Mexico. Featuring tall ceilings that enhance the sense of space and light, this beautifully maintained condo provides an open and airy coastal retreat. Enjoy spectacular sunsets and sweeping water vistas right from your private balcony. Gulf Breeze…

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11118 Gulfshore   203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1470Sq Ft
  • 1990Year Built
$9,400

Brand NEW & AVAILABLE NOW for one, two or more months or for a 2 week minimum visit -rates will be calculated/pro-rated ... BRAND NEW interior, $4,500 a month for 12 month lease or for a summer rental. BOOK NOW to keep this rate! Available APRIL FORWARD IN 2027 for monthly or weekly.…

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17 Bluebill Ave  1102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1300Sq Ft
  • 1984Year Built
$9,000

Vanderbilt Beach Area-Top Floor Condo-Walking Distance to the Beach- Gulf of Mexico Views! Enjoy magnificent views of gulf sunsets and the bay from this rarely available top floor condo. This spacious, 2 bedroom, 2 bath unit has been partly renovated with fresh paint, granite counter in master bath, tile countertops in kitchen. Tastefully furnished…

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35 Bluebill Ave  B-702 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1626Sq Ft
  • 1998Year Built
$9,000

**VANDERBILT TOWERS**3BEDS/2BATHS**BAY VIEWS**WALK TO THE BEACH** AVAILABLE NOW! 3 bedroom 2 bath 1626 sqft PENTHOUSE unit with sprawling bay views in sunny Naples Florida. You are just steps to the pristine white beaches of Vanderbilt Beach. This is a water and beach lover’s dream. This corner unit sits at the top floor and features an…

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25 Bluebill Ave  1002 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1613Sq Ft
  • 1994Year Built
$9,000

LOCATION, LOCATION, LOCATION! April SPECIAL $7000 FOR THE MONTH!! GREAT DEAL FOR A 3 BEDROOM UNIT! Welcome to Gulf Breeze at Vanderbilt, a premier high-rise condo community perched at Baker-Carroll Point in beautiful North Naples. This move-in ready 3-bedroom, 2-bath condominium is perfectly positioned on the 10th floor, offering breathtaking panoramic views of the Gulf of Mexico,…

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25 Bluebill Ave  301 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1506Sq Ft
  • 1994Year Built
$8,500

Amazing views from this end unit located directly on the Vanderbilt channel - something is always happening, whether it be the boats going out to the gulf or the dolphins and manatees swimming by, not to mention a good sunset at the end of the day. Gulf Breeze is located in a gated community and…

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25 Bluebill Ave  403 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1613Sq Ft
  • 1994Year Built
$8,500

One of the newest and most sought after buildings on the Vanderbilt Beach Peninsula. Gulf Breeze is located in a gated community in a secure building, offering waterfront condos on the bay with views of the Gulf of Mexico. Light and bright unit is turnkey right down to the beach chairs and an umbrella. Jult…

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15 Bluebill Ave  805 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1525Sq Ft
  • 1982Year Built
$8,500

UNOBSTRUCTED GULF & SUNSET VIEWS! Enjoy breathtaking, direct western views of the Gulf from this 8th-floor corner residence in the highly desirable Surf Colony II. The panoramic vistas extend up the coastline to the tip of Fort Myers Beach. Ideally situated just steps from the sugar-sand beaches of Vanderbilt Beach and the natural preserve of…

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10420 Gulf Shore Dr  162 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 1045Sq Ft
  • 1980Year Built
$8,500

AVAILABLE NOVEMBER 2026 THROUGH MARCH 2027...30 Days Minimum… ENJOY THE PANORAMIC BAY VIEW FROM THIS BEAUTIFULLY APPOINTED 1 BEDROOM, 1 BATHROOM PENTHOUSE ON VANDERBILT BAY! BONUS...view of the Gulf of Mexico from your front door! Updated with tasteful finishes and tile flooring throughout, this open floor plan has 7 panels of floor-to-ceiling impact sliding…

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5 Bluebill Ave  403 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1086Sq Ft
  • 1973Year Built
$8,500

Vanderbilt Beach – this two-bedroom, two-bath unit in Vanderbilt Towers 3 offers great views of the Gulf and pathway to the beach. The unit features a screened lanai overlooking both the Gulf and green space. The living and dining areas open directly to the oversized screened Lanai. Thoughtfully designed and fully equipped for seasonal living,…

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1 Bluebill Ave  410 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1040Sq Ft
  • 1971Year Built
$8,000

Experience the allure of this absolutely stunning 4th floor two bedroom, two bath condo, offering serene views of the mangroves and pool area. Every detail has been meticulously renovated, featuring beautiful quartz counters, new appliances, tile flooring and furnished with a decorator's flair. Step outside and find yourself just moments away from Delnor Wiggins and…

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1 Bluebill Ave  412 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1050Sq Ft
  • 1971Year Built
$8,000

Charming two bedroom condo with views of the marina. Beautifully renovated with granite counters and porcelain tile throughout. Twin beds in the guest room. Walk out the door and you're steps to sugar sand of Vanderbilt Beach and Delnor Wiggins State Park. Relax on the oversized lanai and enjoy the sunset and evening breeze after…

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3 Bluebill Ave  303 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1071Sq Ft
  • 1972Year Built
$8,000

Just a short distance from the picturesque Vanderbilt Beach, and available for the 2027 season! Discover effortless coastal living in this bright and inviting 3rd-floor, 2-bedroom, 2-bath condo in Vanderbilt Towers, Nestled in the exclusive, gated boating community of Bluebill, and just steps from the white sands of Vanderbilt Beach and the serene natural beauty…

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17 Bluebill Ave  1104 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1214Sq Ft
  • 1994Year Built
$8,000

Breath-taking views of the Gulf and bay backwater views from this top floor condominium. Upgrades include bone tile in all living areas. A beach themed condo to relax in. White leather sofa and a leather chair in the living room. The glass dining room table seats four plus there is…

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10682 Gulf Shore Dr  C-104 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1250Sq Ft
  • 1988Year Built
$8,000

Lovely water views from this 2/2 condo on 1st floor. Monte Carlo is a gated community located directly across the street from Vanderbilt Beach and close to Wiggins State Park. There is assigned covered parking with additional guest parking available and large heated community pool. Location is convenient to shopping, dining and entertainment at…

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11118 Gulf Shore Dr  A204 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1359Sq Ft
  • 1990Year Built
$8,000

Seasonal Rental in Vanderbilt Beach! Beautifully furnished 2 bedroom, 2 bathroom condo in a desirable high-rise building on Gulf Shore Drive. This inviting residence offers a spacious and comfortable layout with tasteful furnishings, plenty of natural light, and everything needed for an easy seasonal stay. Located on a canal in the sought-after Vanderbilt Beach area,…

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21 Bluebill Ave  B401 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1804Sq Ft
  • 1994Year Built
$8,000

Coastal Retreat at Vanderbilt Beach - Welcome to this nicely decorated two-bedroom, corner-unit condo on the 4th floor—just steps away from the pristine sands of Vanderbilt Beach and the natural beauty of Delnor-Wiggins State Park. This light-filled residence offers stunning Bay and Gulf views, creating the perfect backdrop for your beachside lifestyle. Enjoy your…

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10686 Gulf Shore Dr  A302 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1500Sq Ft
  • 1988Year Built
$8,000

Great water Bay views from this updated 2 bedrooms plus den, 2 bath condominium. Decorated in a beach theme with original art work and many charming touches, this residence is well equipped with all the kitchen and linen necessities. The easterly view from the screened in lanai offers wonderful waterscapes and the western view from…

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15 Bluebill Ave  205 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1525Sq Ft
  • 1978Year Built
$8,000

WONDERFUL BIG BAY VIEWS WITH AWESOME SUNSETS. CLOSE WALK TO BEACH. AMAZING POOL AND BUILDING AMENITIES. AVAILABLE FOR SUMMER/ FALL2027 AT DISCOUNTED RATES AND WINTER SEASON 2028. BIG WRAP AROUND LANAI AND PPRIVATE WATER VIEW LANAI OFF THE MASTER. COME HAVE AN AMAZING WINTER VACATION AT THE BEACH.

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5 Bluebill Ave  201 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1441Sq Ft
  • 1973Year Built
$8,000

Vanderbilt Beach – this three-bedroom, two-bath unit in Vanderbilt Towers 3 offers great views of the boats, marina and pathway to the beach. The unit features a screened lanai overlooking both the marina and the pathway to the beach. The open living space includes a remodeled kitchen with new countertops, floors & appliances. The living…

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271 Southbay Dr  235 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1075Sq Ft
  • 1986Year Built
$8,000

AVAILABLE Monthly OR Bi-Weekly NOVEMBER THROUGH DECEMBER 2026, JANUARY AND APRIL 2027! LESS THAN 1 BLOCK WALK TO VANDERBILT BEACH! Beautifully Renovated 2-bedroom, 2-bath condominium on the bay is crisp and bright, designed with straight lines and tastefully decorated with a beachy yet contemporary flare! TILE FLOORS THROUGHOUT… The kitchen and both bathrooms feature white…

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10420 Gulf Shore Dr  141 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1516Sq Ft
  • 1980Year Built
$8,000

Now available for move-in! Secure your slice of paradise with flexible leasing options: Season 2026-2027 ready at $15,000/month (Nov–Apr), Off-Season at $10,000/month (May–Oct), or enjoy year-round luxury with an Annual Lease at $8,000/month. Experience luxury coastal living in this stunning, fully renovated end-unit condo situated in the heart of Vanderbilt Beach. Offering the best of both…

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1 Bluebill Ave  604 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1051Sq Ft
  • 1971Year Built
$7,500

Location!!! Two bed / two bath Vanderbilt Towers condo with access to Vanderbilt Beach and Delnor-Wiggins State Park. Located on the 6th floor. Tile throughout, spacious bedrooms, and marina views from large screened lanai. Enjoy a short walk to the beach. Convenient location to shopping, dining and entertainment as well! This condo is fully stocked…

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5 Bluebill Ave  209 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1076Sq Ft
  • 1973Year Built
$7,500

Vanderbilt Beach – this two-bedroom, two-bath unit in Vanderbilt Towers 3 offers great views of the boats, marina and pathway to the beach. The unit features a screened lanai overlooking both the marina and the pathway to the beach. The open living space includes a remodeled kitchen with new countertops, floors & appliances. The living…

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400 Flagship Dr  1008 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1734Sq Ft
  • 2000Year Built
$7,500

Escape Winter in Style, Your Naples Beach Retreat Awaits! Trade snow for sunshine and discover the ultimate coastal escape in this exquisite 10th-floor residence just steps from the powdery sands of Vanderbilt Beach. Perfectly positioned across from the iconic Ritz-Carlton Naples, this elegant end unit offers a front-row seat to the best of Florida’s luxurious…

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834 Gulf Pavilion Dr  204 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1516Sq Ft
  • 1988Year Built
$7,000

NEW to RENTAL Market!! SUMMER RATE: $5000/MONTH. Call for WINTER SEASON RATE. WALK TO BEACH!! FULLY RENOVATED with MODERN finishes, 2nd floor with SOARING ceilings, WATER & FOUNTAIN VIEW, with Pool beyond. TILE floors throughout, an interior STORAGE closet on the first floor. This is an END UNIT with brilliant SOUTHERN…

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10686 Gulfshore Dr  304 A Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1177Sq Ft
  • 1988Year Built
$7,000

This highly sought after third floor two bedroom, two bathroom unit in Monte Carlo Club on Vanderbilt Beach is the perfect winter retreat for those who are looking for comfort, charm, stunning views and a property that is so well equipped you will feel like you haven't left home. Freshly painted, new luxury vinyl flooring…

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12945 Vanderbilt Dr  304 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1500Sq Ft
  • 1982Year Built
$7,000

Indulge in the ultimate coastal living experience at The Anchorage Vanderbilt. This coastal condo overlooks Little Horse Pass, Wiggins Bay and the Cocohatchee River, which grants you sea life right before your eyes, Manatee & Dolphins along with colorful bird watching right from the screened patio. Although you do not have to be a boating…

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410 Flagship Dr  301 (terrace) Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1979Sq Ft
  • 2000Year Built
$7,000

The Ultimate Naples Waterfront Lifestyle — Private Garage, Expansive Terrace & Boat Dock — Everything You Want in a Naples Residence. Rarely available as an annual rental at Regatta, this spacious, beautifully updated waterfront condo offers an exceptional coastal living experience.The standout feature is the expansive 400+ sq. ft. open-air terrace—an incredibly rare find in…

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12945 Vanderbilt Dr  306 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1200Sq Ft
  • 1982Year Built
$7,000

Escape the cold this year and come stay with us at this hidden waterfront gem! The Ancorage is a quiet gated community west of 41. The community has a marina, tiki bar, grills, pool and more. Enjoy bayviews and spectacular sunsets from the 3rd floor in this beautiful 2 bedroom/2 bath condo. …

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1 Bluebill Ave  703 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 800Sq Ft
  • 1971Year Built
$6,500

Experience the allure of this absolutely stunning 7th-floor one-bedroom condo, offering breathtaking views of the marina and bay. Every detail has been meticulously renovated, featuring beautiful porcelain tile throughout and furnished with a decorator's flair. Step outside and find yourself just moments away from Delnor Wiggins and Vanderbilt Beach. Unwind on the oversized lanai, soaking…

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5 Bluebill Ave  504 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 896Sq Ft
  • 1973Year Built
$6,500

Experience the allure of this absolutely stunning 5th-floor one-bedroom condo, offering breathtaking views of the Gulf of America. Every detail has been meticulously renovated and newly furnished with a decorator's flair. Step outside and find yourself just moments away from Delnor Wiggins and Vanderbilt Beach. Unwind on the oversized lanai, soaking in the sunset…

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1 Bluebill Ave  707 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 1040Sq Ft
  • 1971Year Built
$6,500

GULF VIEW! Short Short WALK TO THE BEACH! Literally, walk out the building's back door and yards to Delnor-Wiggins 166-acre state park beach. Bluebill 1 is the closest building in the community to the beach. And the desirable Southwest exposure combined with the 7th floor advantage, allows you to watch beautiful romantic sunsets from your…

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5 Bluebill Ave  505/605 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1035Sq Ft
  • 1972Year Built
$6,500

This beautifully renovated two bedroom, 2.5 bath condominium is one of the most unique properties in Vanderbilt Beach. Set up like a townhouse, this 2 story property boasts GULF VIEWS and is within walking distance to the beach. Beautifully renovated with a new kitchen with breakfast bar seating, new appliances, new air conditioning, high-end designer…

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1 Bluebill Ave  709 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 800Sq Ft
  • 1971Year Built
$6,000

Gorgeous views of the Gulf of America in this 7th floor one bedroom condo. Renovated kitchen with quartz counters and furnished with a charning beach flair. Relax on the oversized lanai and enjoy the sunset over the Gulf after a day on the beach or at the community pool. Walk out the…

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10686 Gulf Shore Dr  206 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1490Sq Ft
  • 1988Year Built
$6,000

REDUCED for DECEMBER ($5,000), JANUARY ($6,000) and APRIL ($6,000) ! Enjoy the water views in every direction. This beautifully maintained 2-bedroom plus den, 2-bath condominium offers the perfect combination of comfort, waterfront living, and an exceptional North Naples location directly across from Vanderbilt Beach. Tastefully decorated and immaculately maintained, the residence is thoughtfully equipped with…

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11030 Gulf Shore Dr  202 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1770Sq Ft
  • 1982Year Built
$6,000

Rented for Jan-Mar 2027 but available monthly for Nov to Dec '26 and April '27 forward. (Weekly stay can be discussed) Gulf & Bay Views! Private Beach Access! Step into a realm of sophistication as you enter this spacious three-bedroom corner unit in a great Community with many Amenities. Floor-to-ceiling, wrap-around (hurricane-grade) glass doors…

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10682 Gulfshore Dr  304 C Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1490Sq Ft
  • 1988Year Built
$5,600

Wonderful Two Bedroom, Two Bathroom 3rd floor unit with incredible bay views! Vaulted ceilings, private balcony this unit has been maintained to perfection! Queen size bed in the master bedroom, two twins in the guest. This unit offers all of the comforts of home with wi-fi internet and flat screen televisions! A boat dock is…

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5 Bluebill Ave  303-1 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1068Sq Ft
  • 1973Year Built
$5,500

Escape to coastal elegance at Vanderbilt Towers III where beach vibes meet comfort and convenience. This beautifully maintained 3rd-floor condo offers 2 bedrooms and 2 bathrooms, and is tailor-made for your tropical getaway. Spacious, open-plan living and dining areas — good for relaxing or entertaining. A fully equipped kitchen with modern appliances and plenty of storage (perfect…

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3 Bluebill Ave  704 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 807Sq Ft
  • 1972Year Built
$5,000

Fantastic sunset views with an unbeatable location. If you've been waiting for a place with great Gulf views and yearlong sunsets, wait no longer. This beautifully remolded unit boasts granite counters, custom cabinets, stainless steel appliances, new wood vanities and so much more. King size bed in the master bedroom and the white leather sofa…

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3 Bluebill Ave  610 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 810Sq Ft
  • 1972Year Built
$5,000

Vanderbilt Beach Area-Marina Views-Walk to the Beach! This beautiful Naples condo overlooks the Bay and Marina. Wonderful water views from the sixth floor. Two Queen beds! Close to shopping, restaurants, and Delnor Wiggins Pass State Park a 166-acre park. The beach is a great place to sunbathe, swim, beachcomb, snorkel and picnic. At the beach…

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11 Bluebill Ave  103 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 780Sq Ft
  • 1980Year Built
$5,000

Welcome to your perfect getaway! Nestled just a short stroll from the sun-kissed sands of Wiggins Pass beach, this nicely appointed 1-bedroom, 1-bath condominium offers a harmonious blend of comfort, convenience, and coastal living. Whether you're seeking a seasonal escape or a year-round residence, this condo is designed to meet all your needs. This unit…

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5 Bluebill Ave  210 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 812Sq Ft
  • 1973Year Built
$5,000

Discover the ultimate beach escape in this charming one-bedroom, one-bath condo, just moments from the tranquil bay! Bathed in natural light, the airy living space invites you to kick back, relax, and let the vacation vibes take over. Whip up delicious meals in the fully equipped kitchen, then savor them with a view on your…

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5 Bluebill Ave  810 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 812Sq Ft
  • 1973Year Built
$5,000

This nicely updated condo in Vanderbilt Towers at 5 Bluebill Ave offers a delightful and comfortable vacation destination on the 8th floor. The one-bedroom, one-bath unit features wood-look tile flooring throughout and has recently been painted, creating a modern and inviting ambiance. The kitchen and bathroom are both updated with elegant granite countertops, enhancing the…

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3 Bluebill Ave  206 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 890Sq Ft
  • 1972Year Built
$5,000

Your Perfect Naples Beach Getaway Awaits! Experience the Naples lifestyle at this charming and nicely furnished 1-bedroom, 1-bath condo in Vanderbilt Towers II, just moments from the pristine sands of Vanderbilt Beach and Delnor-Wiggins Pass State Park. Combining comfort, convenience, and a relaxed coastal atmosphere, this inviting residence is the perfect place to enjoy…

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15 Bluebill Ave  103s Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1569Sq Ft
  • 1982Year Built
$4,995

Available for a Special January rate of $4995 and April $6995 2027! Off-season rates available May through December 15,!A few steps to the BEACH! Gorgeous 2ND FLOOR condo with common elevator overlooking the OCEAN! Walking distance to the white sands of Vanderbilt Beach from this water view, two bedroom, two bath condominium.Unique beautiful view from…

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1 Bluebill Ave  605 Naples
  • 1Bathrooms
  • 524Sq Ft
  • 1971Year Built
$4,940

Escape the cold and enjoy the Naples beach lifestyle in this lovely furnished seasonal studio at Vanderbilt Towers, within walking distance of Vanderbilt Beach. Located on the sixth floor with elevator access, this 524-square-foot retreat features fresh paint, new furniture, tile flooring, granite countertops, and a kitchen island with seating. A Murphy bed offers…

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834 Gulf Pavilion Dr  204 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1516Sq Ft
  • 1988Year Built
$4,800

ANNUAL Rental, FULLY FURNISHED!! Walk to Beach, Publix, Movie Theater, Restaurants, and MORE!! All Brand new contents! NEW to RENTAL Market!! WALK TO BEACH!! FULLY RENOVATED with MODERN finishes, 2nd floor with SOARING ceilings, WATER & FOUNTAIN VIEW, with Pool beyond. TILE floors throughout, an interior STORAGE closet on the first floor.…

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1 Bluebill Ave  405 Naples
  • 1Bathrooms
  • 524Sq Ft
  • 1971Year Built
$4,500

AVAILABLE FOR SEASON 2027! Wake up steps from the soft white sands of beautiful Vanderbilt Beach, one of Naples most coveted winter destinations. From your screened-in fourth-floor balcony, enjoy the gentle breezes in a perfect setting for quiet mornings, sunset evenings, and effortless relaxation. Inside, the condo feels fresh and modern with quartz…

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11118 Gulf Shore Dr  A203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1470Sq Ft
  • 1990Year Built
$4,500

Great off season rates for this WALK TO THE BEACH condo!! Brand NEW & AVAILABLE NOW for one, two or more months or for a 2 week minimum visit -rates will be calculated/pro-rated ... BRAND NEW interior, $4,500 a month for 12 month lease or for a summer rental. BOOK NOW to keep…

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5 Bluebill Ave  104 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 817Sq Ft
  • 1973Year Built
$4,200

If you love sunshine and water, welcome to your new tropical paradise next to Delnor-Wiggins Pass State Park. Longer Term Leases available at reduced rate. This newly renovated condo features security-coded entrances for both the community and the building. This beautiful unit is conveniently located on the first floor, providing easy access without the need…

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470 Launch Cir  403 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1475Sq Ft
  • 1999Year Built
$4,000

Located on Vanderbilt Bay this lovely 4th floor condo just 500 steps to the beach appears surreal as its charm and elegance inspire you for costal life-on-the-bay! Splashed in the vivid palette of calming colors, renovations come together to deliver a tranquil and welcoming sense steeped in a coastal-beachy flair. Newer flooring, granite counter tops,…

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5 Bluebill Ave  205 Naples
  • 1Bathrooms
  • 500Sq Ft
  • 1973Year Built
$3,500

Available as Seasonal or Annual!! Walk to the beach from this gorgeous studio condo at Vanderbilt Beach. Stylishly updated and impeccably designed, this lovely condo is being rented turnkey. Steps away from one of the most pristine stretches of beach in the world! Walking distance to fabulous Naples highlights such as the Turtle Club, LaPlaya…

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3 Bluebill Ave  207 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1176Sq Ft
  • 1972Year Built
$3,500

Available ,November December at $ 3500 .January is $7000 This is your chance to enjoy condo STEPS AWAY FROM THE BEACH! Move in ready this 2 bedroom, Brand new renovated 2 bathroom TURNKEY furnished condo features NEW AC, tile throughout , a great room, large screened balcony and additional storage. Located in highly sought-after…

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470 Launch Cir  V301 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1475Sq Ft
  • 2000Year Built
$3,500

Your week-long escape begins in this 3BR/2BA end unit at Regatta! Enjoy cozy furnishings, stylish accessories, and a well-equipped kitchen. A mere short walk will lead you to the tranquil shores of the Gulf of Mexico and its soft, sugary beach. We've got you covered with beach essentials – towels, a beach chairs, umbrella, and…

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10420 Gulf Shore Dr  121 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1329Sq Ft
  • 1980Year Built
$3,500

Welcome to Vanderbilt Bay — where tranquil Bayfront sunrises and golden Gulf sunsets frame each day in effortless coastal elegance. This spacious two-bedroom residence features a thoughtfully designed split floor plan, offering both privacy and comfort for you and your guests. Wake each morning to breathtaking views over the bay as you enjoy coffee from…

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12945 Vanderbilt Dr  402 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1102Sq Ft
  • 1982Year Built
$3,500

Off Season rental available Mid April to Mid Dec 2026! Rented Mid Dec to Mid April 2027. Gorgeous bay view from this 4th floor residence at "Anchorage at Vanderbilt " The Anchorage is a gated gulf access community with only 34 condominiums. This 4th floor beauty has 2 split bedrooms and 2 full baths…

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460 Launch Cir  301 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1630Sq Ft
  • 1999Year Built
$3,000

This impeccably maintained 3BR/2BA condo, with its island-style décor and sunny western exposure, invites you to unwind in comfort. It comes fully furnished with a well-equipped kitchen, luxurious linens, and everything you need for a relaxing tropical escape. Regatta offers resort-style living with a fitness center, poolside grill, picnic area, tropical waterfall pool, spa, lap…

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470 Launch Cir  V-604 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1475Sq Ft
  • 1999Year Built
$3,000

This top floor condo is located just a couple of minutes walk to the beach. This is a 3BR/2BA with a West Indies decor. Regatta offers amazing on-site amenities such as fitness center, poolside grill and picnic area, gated community, Tropical resort style community pool and a lap pool. Designed as a resort style community,…

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450 Launch Cir  404 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1635Sq Ft
  • 2000Year Built
$3,000

Discover the perfect coastal escape at this beautiful 3BR/2BA retreat, located on the bay and just a short stroll from Vanderbilt Beach. This well-appointed condo has everything you need for a comfortable stay. Regatta offers amazing amenities that will make your vacation unforgettable. Cool off in the tropical waterfall pool, let the kids splash around…

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460 Launch Cir  403 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1475Sq Ft
  • 1999Year Built
$3,000

This bright and cheerful Regatta condo is perfectly poised for enjoying serene lanai sunsets while overlooking the resort-style pool or taking a short stroll to the beach. Spacious floor plan with updated kitchen including stainless appliances and granite counters. Regatta is a gated communities in the Vanderbilt Beach area and is known for incredible amenities…

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260 Southbay Dr  107 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 592Sq Ft
  • 1985Year Built
$3,000

Searching for somewhere new to stay for your next tropical getaway? Look no further! Rare opportunity to book a weekly or monthly rental in a one-bedroom condo, with only a short walk down & across Gulf Shore Drive to beautiful Vanderbilt Beach. "Vanderbilt Palms" is a unique, hidden gem, on South Bay Drive, nestled amidst…

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15 Bluebill Ave  103aa Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1569Sq Ft
  • 1982Year Built
$2,995

Available for January $4995 and April $6995 2027! Off-season rates available May through December. A few steps to the BEACH! Gorgeous 2ND FLOOR condo with common elevator overlooking the OCEAN! Walking distance to the white sands of Vanderbilt Beach from this water view, two bedroom, two bath condominium.Unique beautiful view from the wrap around lanai…

Active
3 Bluebill Ave  505 Naples
  • 1Bathrooms
  • 433Sq Ft
  • 1972Year Built
$2,975

Enjoy stunning sunsets over the Gulf in this beautifully appointed efficiency, just a short distance from the award-winning sands of Delnor-Wiggins Pass State Park! Perfect for snowbirds, professionals, or vacationers, this fully equipped retreat offers the ultimate in coastal convenience and comfort. This beach side escape includes: Panoramic Gulfviews: watch sunsets from your screened lanai;…

Active
260 Southbay Dr  207 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 592Sq Ft
  • 1985Year Built
$2,000

Discover the charm of this beautifully remodeled one-bedroom condo at Vanderbilt Palms. Enjoy a bright, modern interior with serene views overlooking Vanderbilt Bay. The open-concept living area flows seamlessly to a screened lanai—perfect for relaxing and taking in the coastal scenery. This unit features an in-unit washer and dryer for added convenience, along with an assigned…

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