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
10173 Gulf Shore Dr   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 1892Sq Ft
  • 1967Year Built
$20,800,000

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
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
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 officially an award winning residence, 141 Channel Drive received the Grand Aurora Award for Best Custom Home Over 5,000 Square Feet at the Southeast Building Conference Awards in Orlando. Brand new, fully furnished, and just completed, this extraordinary waterfront estate represents the pinnacle of luxury…

Active
103 Bayview Ave   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3869Sq Ft
  • 2020Year Built
$7,499,000

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
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
432 Bayside Ave   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4293Sq Ft
  • 2019Year Built
$5,975,000

Experience the pinnacle of coastal luxury in this architecturally modern waterfront pool home featured in Gulfshore Life Magazine. Boasting over 4,000 square feet of sleek, open-concept living space, this exceptional residence is perfectly positioned just minutes from pristine beaches, upscale shopping, and fine dining. Step inside to soaring ceilings, expansive glass doors, and seamless indoor-outdoor flow…

Active
371 Bayside Ave   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3447Sq Ft
  • 1998Year Built
$5,400,000

A Rare Investment Opportunity in one of Naples’ Most Sought After Waterfront Communities. Where the beauty of Vanderbilt Bay meets boundless possibility, discover a property unlike any other in Conners. Spanning over .58 acres on a rare corner tip lot with more than 300 feet of pristine bay frontage, this extraordinary offering presents the chance to…

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
230 Seabreeze Ave   Naples
$4,550,000

Build your dream home where boating from your backyard meets sunsets on the sand—this is Naples waterfront living at its finest. This exceptional 0.30-acre property is tucked away at the end of a quiet cul-de-sac and offers highly sought-after southern exposure with over 140 feet of seawall. One of only 83 exclusive parcels in Naples where…

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
388 Pine Ave   Naples
  • 4Bedrooms
  • 5Bathrooms
  • 3384Sq Ft
  • 2023Year Built
$4,175,000

Welcome to a newly constructed 2023 Gulf-access waterfront custom residence in The Conners at Vanderbilt Beach, one of Naples’ most sought-after boating communities. Perfectly positioned on a quiet south-facing cul-de-sac lot with sweeping canal and bay views, this exceptional home offers effortless luxury boating and beach living just moments from Vanderbilt Beach. Built for both sophistication…

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
447 Egret Ave   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 3691Sq Ft
  • 2006Year Built
$3,900,000

This magnificent Gulf access waterfront home has been renovated and updated to like new status - kitchen, metal roof, bathrooms, flooring, pool and spa resurfacing, paint inside and out, garage doors, landscaping and lighting - all done! Almost 3700 sq. ft. under air, with the owner's suite on the first floor, a bedroom with ensuite…

Active
494 Seagull Ave   Naples
  • 5Bedrooms
  • 4Bathrooms
  • 3468Sq Ft
  • 2008Year Built
$3,800,000

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. Designed with…

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
366 Pine Ave   Naples
$3,500,000

Wide bay views from this exceptional oversized point lot in Vanderbilt Beach! This property represents a trophy investment, the perfect canvas for your forever home with Southwest Exposure for Year-Round Sunsets! Discover a rare opportunity to own in highly sought after Conners community near the Ritz Carlton. Nestled at the end of a serene cul-de-sac,…

Active
451 Oak Ave   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 2970Sq Ft
  • 2014Year Built
$3,299,000

BEST 2 story 4 BR/4 bath home on the market in this price range! Some rental homes like this can generate up to $45k/month in season. Beautiful coastal retreat residence ready for you to move in. Bright open design with 14 foot ceilings. Fully furnished! Four en suite bedrooms. A 3 story elevator make this…

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
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
396 Conners Ave   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2290Sq Ft
  • 1988Year Built
$2,799,000

This home truly checks all the boxes! Set on a triple-wide canal with direct southern exposure and expansive west views from the dock with lift, this elevated home in Conners/Vanderbilt Beach offers exceptional waterfront living at a compelling value. A gorgeous remodeled white kitchen flows into the living room, family room, and dining room. Bright, white…

Active
454 Flamingo Ave   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 2350Sq Ft
  • 1989Year Built
$2,750,000

RARE OPPORTUNITY—canal-front living on a lot with coveted southern exposure and in a X500 flood zone, meaning NO FLOOD INSURANCE REQUIRED and a history of NO HURRICANE DAMAGE. For the savvy buyer, this is a property built around flexibility and upside—you can live in it while designing and building your future dream home, or buy…

Active
266 Egret Ave   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1869Sq Ft
  • 1987Year Built
$2,650,000

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
385 Willet Ave   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1603Sq Ft
  • 1974Year Built
$2,399,000

This Gulf-access gem is nestled at the end of a private cul-de-sac, offering sweeping intersecting canal views and an extraordinary 100 feet of waterfront, substantially wider than the typical homesite. The three bedroom, two bath coastal residence features a two-car garage, a spacious pool, and an outstanding 586 square foot dock equipped with a 10,000…

Active
480 Oak Ave   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 2461Sq Ft
  • 1970Year Built
$2,299,000

Experience the ultimate Southwest Florida lifestyle at 480 Oak Avenue, a prime SOUTHERN EXPOSURE waterfront residence in the heart of North Naples. Positioned on a wide canal with beautiful water views just off the bay with view of Ritz-Carlton Residences of Naples. This exceptional property offers direct boating access to the Gulf of Mexico, allowing…

Active
380 Conners Ave   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 2164Sq Ft
  • 1977Year Built
$2,295,000

An exceptional waterfront opportunity on an 80-foot-wide lot with coveted southern exposure and a rare, extra-wide canal view that creates an expansive, open feel on the water. The existing single-family residence is not move-in ready, but offers a strong foundation for renovation. The home has been professionally remediated, and the property is in the reconstruction phase.…

Active
493 Willet Ave   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 2146Sq Ft
  • 1961Year Built
$2,225,000

A rare investment opportunity and the only multifamily-style residence currently available in the entire Connors area of Vanderbilt Beach. This exceptional Gulf-access waterfront property offers versatility, usability, and long-term value, set on an oversized corner lot with approximately 105 feet of canal frontage. Constructed of concrete block and designed as a single-story residence, the property features…

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
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 convenience of walking to The Turtle…

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
10951 Gulf Shore Dr  1202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1570Sq Ft
  • 1981Year Built
$1,824,000

Freshly reimagined with a refined coastal aesthetic, this fully turnkey residence captures breathtaking, unobstructed views of Vanderbilt Beach and the Gulf. Every detail has been thoughtfully curated—from the designer Baer’s/Bernhardt furniture and art collection to the Hunter Douglas motorized shades, contemporary lighting, and wide-plank luxury flooring throughout. The bright, open kitchen showcases white shaker cabinetry, quartz…

Active
9566 Gulf Shore Dr  102 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2414Sq Ft
  • 1998Year Built
$1,750,000

Lowest priced 3+den in Vanderbilt Beach! This second floor unit offers the best of both worlds with both Gulf of America and expansive Bay views. Here's the arrangement: The grand living area and spacious primary bedroom capture glorious Bay views overlooking three intersecting canals, offering access to the east lanai. Other features include an enviable walk-in…

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
10420 Gulf Shore Dr  161 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1516Sq Ft
  • 1980Year Built
$1,499,777

This exceptional residence offers an unparalleled opportunity, providing breathtaking views of the Bay and Gulf from its opulent top floor. Additionally, you will enjoy exclusive beach access. The penthouse’s top floor boasts an expansive primary bedroom with Gulf vistas, complemented by another bedroom overlooking the bay and city lights. This meticulously renovated home features exquisite…

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
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…

Active
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
21 Bluebill Ave  B905 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1613Sq Ft
  • 1995Year Built
$1,089,000

You can almost touch the clouds from this 9th floor high rise in the sky, spacious 3 bedroom unit with western sunset Gulf views!!! Turnkey furnished, this condo is ready to be enjoyed, with the most recent upgrades including opening up the kitchen to the great room, new kitchen cabinet doors, fronts and hardware, and…

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

Experience elevated coastal living in this exquisitely redesigned corner residence, where timeless design meets an exceptional waterfront setting. Recently completed and issued a new Certificate of Occupancy in July 2026, this residence offers the quality and feel of new construction within one of Vanderbilt Beach's most desirable waterfront communities. Encompassing 1,480 square feet under air and…

Active
9101 Vanderbilt Dr  302 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1486Sq Ft
  • 1990Year Built
$975,000

The required milestone inspection report has been completed, and all recommended work is currently in progress and expected to be completed this month. The improvements are cosmetic in nature and include exterior painting, electrical updates, and other enhancements to refresh and update the appearance of the building. The interior space is a beautifully renovated…

Active
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…

Active
11118 Gulf Shore Dr  A803 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1470Sq Ft
  • 1989Year Built
$829,000

Perched on an upper floor in Vanderbilt Landings, this residence captures sweeping views of both the Gulf of Mexico and the tranquil Vanderbilt Canal. From your private lanai, enjoy cooling Gulf breezes and unobstructed sightlines over Vanderbilt Beach and Delnor-Wiggins Pass State Park, an ever-changing coastal backdrop you’ll appreciate in every season. This thoughtfully designed…

Active
17 Bluebill Ave  901 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1328Sq Ft
  • 1984Year Built
$820,000

This rarely available corner unit on the 9th floor boasts majestic bay and gulf views! From sunrise to sunset, you will be mesmerized by the scenery - with dolphins & manatees swimming by. Another advantage of such a corner unit is that you get more window space, more light and a wrapping balcony with beautiful…

Active
271 Southbay Dr  241 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1075Sq Ft
  • 1986Year Built
$800,000

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  404 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2109Sq Ft
  • 1980Year Built
$779,000

LOWEST PRICED 3 Bedroom, GULF VIEW Condo in Naples! Experience gorgeous sunsets and unobstructed gulf and bay views from your rarely available 3 bedroom, 3 bath condo boasting over 2100 sq ft of coastal living! The expansive lanai which runs the length of the great room and primary bedroom offers panoramic vistas of dolphin, manatees…

Active
21 Bluebill Ave  303 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1613Sq Ft
  • 1995Year Built
$749,000

NEW PRICE—$749,000! Exceptional opportunity in Gulf Breeze at Vanderbilt, just minutes from Vanderbilt Beach and Delnor-Wiggins Pass State Park. This spacious, move-in-ready 3-bedroom, 2-bath residence offers approximately 1,613 square feet, an updated kitchen and bathrooms, generous bedrooms, and a private screened lanai. Community amenities include a pool, tennis, pickleball, bocce, fitness facilities and marina/boat-dock access.…

Active
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 open Gulf views. One of the most desirable condo locations in North Naples, Vanderbilt Surf Colony sits on the corner of Wiggins Pass and offers breathtaking views of both the Gulf of Mexico and the Bay.…

Active
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…

Active
5 Bluebill Ave  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1494Sq Ft
  • 1978Year Built
$695,000

Experience coastal luxury in this beautifully appointed three-bedroom condominium on Vanderbilt Beach. Perfectly positioned just steps from the sugar-white sands and turquoise waters of the Gulf, this residence offers the ultimate Southwest Florida lifestyle. The spacious, light-filled floor plan features an open-concept living and dining area with expansive windows and a private balcony. The updated kitchen…

Active
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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25 Bluebill Ave  A-204 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1495Sq Ft
  • 1994Year Built
$675,000

Incredible value and priced to sell. Wake to soft coastal light and tranquil marina views in this beautifully updated, fully furnished residence at Gulf Breeze, set within the sought-after Vanderbilt Beach area, just steps from consistently top-rated white sand beaches. Encompassing over 1,800 total square feet, this two-bedroom, two-bathroom, two-balcony condominium is designed for effortless,…

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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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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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1 Bluebill Ave  711 Naples
  • 1Bathrooms
  • 523Sq Ft
  • 1971Year Built
$300,000

Discover the allure of Vanderbilt Towers—an inviting coastal retreat just steps from the sugar-white sands of the Gulf of Mexico. This charming studio condo offers effortless beachside living with a striking granite island, an updated bathroom, and a smart space-saving Murphy bed that transforms the layout from daytime lounge to restful sleeping space in seconds.…

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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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5 Bluebill Ave  205 Naples
  • 1Bathrooms
  • 500Sq Ft
  • 1973Year Built
$275,000

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  408 Naples
  • 1Bathrooms
  • 493Sq Ft
  • 1971Year Built
$275,000

Walk to the beach from this luxury studio condo at Vanderbilt Towers! Beautiful, updated unit with granite countertops, newer appliances and fixtures, tile throughout and lovely, airy furnishings. Light and bright and turnkey with everything you need. The fourth floor balcony is perfect for watching the beach action year round and 1 Bluebill boasts…

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1 Bluebill Ave  402 Naples
  • 1Bathrooms
  • 493Sq Ft
  • 1971Year Built
$259,900

WELCOME TO 1 VANDERBILT TOWERS, #402. Just STEPS AWAY from STUNNING VANDERBILT BEACH, INTRIGUING DEL-NOR WIGGINS PASS STATE PARK, and the BEST SHOPPING and RESTAURANTS found in NAPLES, FLORIDA! This REMODELED 4TH FLOOR STUDIO features ENGINEERED WOOD PLANK FLOORS, NEW APPLIANCES, GRANITE COUNTERTOPS, BACKSPLASH and a CHARMING, UPDATED BATH. FURNISHINGS are…

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1 Bluebill Ave  302 Naples
  • 1Bedrooms
  • 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  108 Naples
  • 1Bathrooms
  • 500Sq Ft
  • 1971Year Built
$245,000

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

Huge southern views across Vanderbilt Lagoon towards the Ritz Carlton. Bring your boat or personal watercraft. Available for rentals of 30 days or more.

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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

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 water views, lanai access, and a…

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403 Seabee Ave   Naples
  • 5Bedrooms
  • 4Bathrooms
  • 4815Sq Ft
  • 2010Year Built
$30,000

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 dreamed of. Designed to impress, this architectural masterpiece showcases breathtaking water views from…

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

Available for 2027 Season as well as off 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…

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

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. The living spaces extend to large…

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383 Seabee Ave   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1923Sq Ft
  • 1986Year Built
$23,500

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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9653 Gulf Shore Dr  203 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2010Sq Ft
  • 1990Year Built
$22,500

Available for the 2027 season at $22,500. Amazing Panoramic Beach and Sunset Views in this completely remodeled condominium on Vanderbilt Beach. Nestle between The Turtle Club and LaPlaya, this 3 bedroom, 3 1/2 bathroom condominium features an open floor plan with stunning gulf view from your lanai and master bedroom. Lease rate includes…

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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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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

Boutique building right on the sand 3 bedroom with garage2 bath CURRENTY UNDER TOTAL RENOVATION ready to enjoy for season BOOK now Jan 2027 and Feb 2027 available to book This one of the newest building on the Beach. Only 32 units

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

Available Seasonally at $22000 per month. 3BR/3.5BA condo in 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 shiplap accent walls,…

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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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9577 Gulf Shore Dr W 504 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1582Sq Ft
  • 1995Year Built
$21,500

Complete and gorgeous renovation 3 bedrooms 2.5 baths. Sunsets 365 days, reimaged Kitchen upscale appliances designer furniture, Only unit in the building offering expanded actual laundry room and extra 1/2 bath. Westerly views and small lanai overlooking the Bay. One car attached garage. Walk to Ritz Carlton, Turtle club, Laplaya and…

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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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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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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. One of the nicest new boat dock, boat lift and jet ski lifts in Conners water front canal home. The 2nd story is the main living area with balcony overlooking the pool and spa. The…

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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…

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

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 lanai suitable for dining or seating. Remote-controlled solar shades…

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10525 Gulf Shore Dr  251 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1594Sq Ft
  • 1978Year Built
$18,500

Live the Naples dream at Gulfshores at Vanderbilt Beach, where the Gulf of Mexico is just steps away and one of the best community pools on the beach awaits. This furnished 3-bedroom, 2-bath condo offers over 1,500 square feet of coastal living with an open floor plan, tile flooring in the main areas, and carpet in the…

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10701 Gulf Shore Dr  502 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1642Sq Ft
  • 1981Year Built
$18,000

Available for the 2027 Season at $18,000 per month. New furniture and photos coming the end of August. Welcome to beachfront bliss at The Seville on Vanderbilt Beach! This stunning 2-bedroom, 2-bathroom condo offers the perfect combination of luxury, comfort, and coastal living. As you step inside, you're greeted by an inviting and…

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10475 Gulf Shore Dr  162 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1315Sq Ft
  • 1978Year Built
$18,000

Open for the 2027 season. 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 effortless days on the water or relaxing in…

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

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 screened lanai overlooks both the Gulf and bay, surrounded by…

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10620 Gulf Shore Dr  202 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2375Sq Ft
  • 2003Year Built
$17,000

Available for 2027 Season at $17,000 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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9375 Gulf Shore Dr  602 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1530Sq Ft
  • 1981Year Built
$17,000

AVAILABLE NOVEMBER & DECEMBER 2026 AND MAY 2027. 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 lovely condo has been recently…

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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

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 of property from this property! Sensational Sunsets will await you from this property.…

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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…

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

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 and the sound of the waves elevate every moment…

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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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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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10951 Gulf Shore Dr  804 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1795Sq Ft
  • 1980Year Built
$15,000

Elegant Two Bedroom, Two Bathroom 8th floor unit. Featuring a queen size bed in the guest bedroom and King in the master. Tastefully decorated with upgraded bathrooms and kitchen. Gorgeous Gulf of Mexico views from this lovely property. Community features a 40X60 heated swimming pool, barbecue grills for your outdoor cooking enjoyment, tennis courts, fitness…

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

LUXURY BAYSIDE SEASONAL RENTAL… AVAILABLE FOR 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 updates throughout.…

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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! One Block to Naples Pristine Beach with a Great View! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT! Luxury 3BD/3BA with a spectacular panoramic water view is the perfect vacation rental for beachcombers and boaters at VANDERBILT BEACH ! Enjoy…

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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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3 Bluebill Ave  801 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1472Sq Ft
  • 1972Year Built
$14,000

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

Available FEBRUARY 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 Master…

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

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 and bright with coastal decor... GRANITE counter…

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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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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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10701 Gulf Shore Dr  702 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1560Sq Ft
  • 1981Year Built
$12,000

Available for January 2027 at a discounted rate and an extra week incentive from February 1-7 at no additional cost. Also available for off season, May & June then from August through December in 2026! Beautifully decorated 7th floor The Seville! Directly ON THE BEACH!! Highly sought after, rarely available high rise on the beach…

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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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11116 Gulf Shore Dr  601 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1476Sq Ft
  • 1990Year Built
$11,500

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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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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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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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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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 each…

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

Available February and March 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. This…

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

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 that is still close to all the…

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400 Flagship Dr  1008 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1734Sq Ft
  • 2000Year Built
$10,000

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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10420 Gulf Shore Dr  121 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1329Sq Ft
  • 1980Year Built
$10,000

Available April 2026 and Winter of 2027! 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…

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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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11118 Gulf Shore Dr  A204 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1359Sq Ft
  • 1990Year Built
$9,000

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

AVAILABLE THROUGH MARCH 2027...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 glass doors providing natural light…

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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…

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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

STILL AVAILABLE FOR FEBRUARY AND/OR MARCH 2025. 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…

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10686 Gulf Shore Dr  206 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1490Sq Ft
  • 1988Year Built
$8,000

Water views in every direction make for an unforgettable Naples getaway! 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 the kitchen essentials, linens, and conveniences needed…

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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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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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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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11030 Gulf Shore Dr  202 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1770Sq Ft
  • 1982Year Built
$8,000

Taken for SEASON 2027 but available May 1 to Dec '26 and April '27 forward. 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 showcase sparkling views of the…

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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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17 Bluebill Ave  904 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1214Sq Ft
  • 1984Year Built
$8,000

17 Bluebill Ave #904 in Naples, FL 34108 is an exceptional vacation rental for several compelling reasons: Nestled in the heart of North Naples, this vacation rental is just steps away from the pristine sandy beaches of the Gulf of Mexico. The location offers the perfect balance of tranquility and convenience, with easy access to…

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

AVAILABLE THROUGH DECEMBER 2026, JANUARY AND APRIL 2027! Bi-Weekly Rentals Available Off Season through December. 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…

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271 Southbay Dr  225 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 977Sq Ft
  • 1984Year Built
$8,000

Enjoy waterfront living in this beautifully updated 2-bedroom, 2-bathroom condo on the second floor of Barefoot Pelican in North Naples. Set along Vanderbilt Lagoon, this residence offers a peaceful setting with sweeping water views while being just minutes from the beach, dining, and shopping. Inside, the condo features an open and airy layout with stylish updates…

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400 Flagship Dr  1206 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1760Sq Ft
  • 2000Year Built
$7,950

6 month or 12 month rental only. Luxury Penthouse Living at Vanderbilt Beach Furnished 3 bedroom, 3 bathroom penthouse in Regatta with double car garage is just moments from the white sands of Vanderbilt Beach. Available April 1st for annual rental, this residence offers sweeping water views and exceptional privacy from its top floor vantage point. Light-filled living spaces…

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15 Bluebill Ave  205 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1525Sq Ft
  • 1978Year Built
$7,900

AVAILABLE FOR MARCH AND APRIL 2026. NOVEMBER/DECEMBER 2025. BEAUTIFUL WIDE BAY AND SUNSET VIEWS FROM THIS COZY LITTLE PIECE OF PARADISE. WALK TO THE BEACH OR JUST SIT BY AN AMAZING SUNNY POOL. FRIENDLY BUILDING. COVERED PARKING AND CLOSE TO SHOPPING AND GREAT RESTAURANTS. ALL THE BEST OF THE FLORIDA LIFESTYLE. QUIET. PEACEFUL AND…

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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…

Active
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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1 Bluebill Ave  703 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 800Sq Ft
  • 1971Year Built
$7,000

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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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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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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1 Bluebill Ave  803 Naples
  • 1Bedrooms
  • 2Bathrooms
  • 1147Sq Ft
  • 1971Year Built
$6,700

Breathtaking Views of the Gulf from an expansive 8th-floor lanai, and an enviable location steps away from beaches at Delnor-Wiggins State Park are all wrapped up in this bright Vanderbilt Towers Penthouse residence. The immaculate turn-key furnished condo has tile floors throughout and features an open living room and spacious bedroom with lots of natural…

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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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15 Bluebill Ave  206 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1493Sq Ft
  • 1982Year Built
$6,500

Now available for Season 2027 (and rest of 2026), this cozy bright CORNER condo has lovely views of Turkey Bay and beyond from every window and is a short walk to the Beach! Fully turnkey, the condo is ready for you to live in while the weather up North is frigid. A COVERED CARPORT awaits…

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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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9486 Gulf Shore Dr  A101 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1132Sq Ft
  • 1981Year Built
$6,250

ANNUAL/SHORT TERM RENTAL AVAILABLE NOW @ $6,250/MONTH. AVAILABLE FOR SEASON 2027 (Dec. 2026 - April 2027) @ $14,500/MONTH. Experience elevated coastal living in this beautifully renovated, turnkey-furnished 2-bedroom, 2-bath residence in the highly desirable Sunset Bay Condominium, ideally located just across the street from Vanderbilt Beach. This light-filled, move-in-ready condo features a thoughtfully designed open-concept layout with…

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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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15 Bluebill Ave  103s Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1569Sq Ft
  • 1982Year Built
$5,995

Available for January $5995 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 the wrap around lanai…

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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…

Active
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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25 Bluebill Ave  A201 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1506Sq Ft
  • 1994Year Built
$4,500

Don't miss this rare opportunity to Lease a slice of Florida living at its finest! This 1500+sf 2 bed, 2 bath, tastefully updated corner-unit offers stunning 270 degree water views from every room! New quartz countertops, HVAC (December 2025), washer, dryer, updated bathrooms, and more! Perfectly poised near Mercato's world-class shopping, Dining and entertainment, this…

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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

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 Vanderbilt Towers, the building offers on-site management, community pool, kayak…

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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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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…

Active
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,…

Active
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 November 1 to Dec 15 2026! Also available January and April 2027 at season rates.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 where you can watch boats…

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;…

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5 Bluebill Ave  305/405 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1133Sq Ft
  • 1973Year Built
$2,695

** STUNNING BEACHSIDE TOWNHOUSE CONDO IN VANDERBILT TOWERS — NAPLES, FL ** LOOKING FOR A LONG-TERM TENANT **Experience coastal luxury living in this beautifully appointed, turnkey furnished two-story townhouse located in the highly desirable, gated community of Vanderbilt Towers in the heart of Naples. Just steps from Vanderbilt Beach and Delnor-Wiggins Pass State Park, this elegant…

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5 Bluebill Ave  312 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 809Sq Ft
  • 1973Year Built
$2,200

Fully Furnished 1 bedroom condo on the water!! This condo is just a few minute walk to the Gulf! Over 800 square feet of living space, large open great room, updated flooring, and large primary bedroom. Available September 1st.

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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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1 Bluebill Ave  511 Naples
  • 1Bathrooms
  • 524Sq Ft
  • 1971Year Built
$1,950

Enjoy Gulf views from the private lanai of this 5th-floor studio condo at Vanderbilt Beach, the perfect place to relax and take in spectacular Southwest Florida sunsets. Just a short walk to the white-sand beach and adjacent to Delnor-Wiggins Pass State Park, this charming retreat offers the ideal coastal lifestyle. Conveniently located near The Turtle…

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