Olde Naples

Discover the exceptional opportunity to design and build a custom beachfront residence on this expansive Gulf-front property featuring approximately 190 feet of beach frontage—one of the most significant parcels in the heart of Old Naples. Perfectly positioned along the sugar-sand shores of the Gulf, this oversized lot offers the ideal canvas for designing a world-class…

Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance. Perfectly positioned along 108 feet of pristine Gulf frontage, this six-bedroom residence offers an unparalleled opportunity to own a private sanctuary directly on the sugar-white sands of Naples. Evoking the refined charm of Alys Beach, the…

NOW COMPLETE! Commanding a rare western lakefront setting in the heart of Old Naples, this extraordinary new construction estate represents an exceptional achievement in architecture, craftsmanship and sophisticated resort-style living. Encompassing more than 9,400 square feet of interior living space, the residence was conceived as a private retreat where dramatic design and meticulous attention to…

One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to own a newly constructed estate on one of Olde Naples’ most coveted beach-block streets, just one property from the sugar-sand beaches of the Gulf of America. With Third Street South only moments away, the home’s location offers effortless…

This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during…

Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney of Stofft Cooney Architects and meticulously refurbished throughout, the residence reflects uncompromising craftsmanship and timeless sophistication and can be acquired…

Set within the prestigious South Golf Drive corridor in the heart of Old Naples, this newly completed estate embodies a rare level of architectural excellence, craftsmanship, and thoughtful design. Masterfully envisioned by MHK Architecture and brought to life by Lotus Construction’s luxury division, the residence enjoys a premier setting directly across from the newly redeveloped…

Steps from the shimmering Gulf waters, pristine white-sand beaches, and the vibrant charm of 5th Avenue South and 3rd Street South, 264 8th Avenue South offers the ultimate Olde Naples lifestyle—where prime location, refined luxury, and effortless living converge. Designed by Beck Architectural Group, this stunning home sits on a premium southern-exposure lot in the…

Located on an oversized parcel in one of Old Naples’ most walkable residential enclaves, this newly constructed estate blends British West Indies architecture with uncompromising modern performance. Encompassing 5,449 square feet of interior living space, the residence was designed by MHK Architecture, built by Lotus Construction, and furnished by Freestyle Interiors - all under the direction of…

GULF AND FIFTH AVENUE IS AT YOUR FRONT DOOR… EXQUISITE CURB APPEAL with circular drive way, magnificent royal Palms trees boarder the entire estate. Wrought-iron power gates, and twin limestone staircases to front door. As you enter twenty-four-foot foyer. Mediterranean in spirit, furnished, ready to live. First floor: fireplace living room to an eight-hundred-bottle wine room,…

An extraordinary expression of luxury living in Olde Naples steps from the brand new Four Seasons Resort. This exceptional estate offers an enviable lifestyle just a short stroll from the beach and moments from the celebrated dining, shopping and entertainment of downtown. Sophisticated yet effortlessly livable, the residence blends refined interiors with a spectacular private…

A masterfully crafted collaboration between Jeffrey Fisher Home, renowned architect JMDG, and the highly respected Waterside Builders; this newly completed Olde Naples residence blends elevated design with luxurious livability—just four blocks to the beach and two blocks from the charm of 3rd Street South. Every element of the home reflects attention to detail and timeless…

Custom built and designed by Harrell & Co., this architecturally distinctive residence stands apart in Old Naples, showcasing clean lines, dramatic ceiling details, and expansive floor-to-ceiling glass. Situated on one of the area’s most desirable streets, just blocks from 3rd Street South and the Gulf’s white sand beaches, the home features four en-suite bedrooms, two…

One or more photo(s) has been virtually staged, AI generated or rendered. Set just steps from the Gulf and the celebrated boutiques and restaurants of Third Street South and Fifth Avenue South, this extraordinary newly built estate embodies the pinnacle of refined Old Naples living. Crafted in 2017, this gorgeously furnished four-bedroom + den…

Steps from the beautiful beaches of Downtown Naples and walking distance to 5th Ave and 3rd St restaurants. Here is your chance to build your dream home on Gulf Shore Blvd!!!

A hidden retreat in the heart of Old Naples. At the end of a quiet, dead-end street shared by just four properties, this exceptional lakefront residence offers a rare combination of privacy, tranquility and proximity to Naples most celebrated destinations. Custom built in 2013 and offered for sale for the first time, the home is…

Perfectly positioned on one of Old Naples’ most sought after, mahogany-lined avenues, this coastal casual masterpiece delivers over 5,000 square feet of refined, effortless luxury living. Classic, timeless, and exquisitely finished, the light-filled open floor plan showcases a stunning great room designed for elevated entertaining. Built in 2015, this meticulously maintained residence lives better than…

One or more photo(s) has been virtually staged, AI generated or rendered. Ideally situated on a peaceful street in the heart of Old Naples, this newly built custom home by London Bay is just three blocks from the beach and steps from the exceptional shopping and dining of 5th Avenue South and 3rd Street…

One or more photo(s) has been virtually staged, AI generated or rendered. Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction, in collaboration with MHK Architecture and Freestyle…

Ideally located in the heart of Olde Naples, just three blocks from the Gulf, this striking contemporary residence pairs innovative architectural design with exceptional finishes and effortless indoor/outdoor living. Set along one of Olde Naples’ most picturesque streets, north of Central Avenue and surrounded exclusively by single family homes, the property enjoys a lush, private…

Located on a quiet street in the heart of Old Naples, this exceptional custom home by London Bay pairs timeless architecture with exquisite interiors by Romanza Interior Design. Completed in 2020, the residence showcases meticulous craftsmanship and distinctive details, including an arched glass front door, a faux Juliet balcony, decorative medallions, copper gutters, gas lanterns,…

Located on Naples' most coveted and picturesque avenues, this oversized, southern-facing parcel offers a 100' x 150' footprint and alley-access, creating a rare combination of size, location, and prestige—ideal for the discerning Buyer to build your dream residence just one block from the beach. Residents will enjoy unparalleled access to the best of Naples, including…

Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4 bedrooms, 4.5 baths, 2-3 car private garages and a thoughtfully planned layout that transitions effortlessly from quiet mornings to evenings…

Old Florida charm meets modern sophistication in this beautifully updated Old Naples residence, located just over a block to the beach and 2 blocks to Fifth Avenue South. This 3 + den, 5 bath home offers 4,670 square feet of living area with wide-plank oak flooring, a new white-shaker kitchen with dual islands, walk-in pantry,…

This exceptional Old Naples custom estate is was recently remodeled by Judith Liegeois Design. Showcasing sleek architectural elements, an open floor plan and enhanced through extensive upgrades, this residence epitomizes refined coastal living. Spanning 3,240 square feet under air and 4,872 total square feet, the residence offers five spacious bedrooms and five-and-a-half bathrooms. Every…

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. One of the few Old Naples residences offering both immediate Gulf access and a 5+ car garage, this timeless Italian-inspired home presents a rare combination of coastal proximity, scale, and…

A private sanctuary of timeless elegance, where thoughtful architecture and tranquil outdoor living come together in one of Old Naples’ most desirable settings. Custom-built by Waterside Builders for its original owners, this beautifully appointed residence offers three bedrooms plus a den, blending sophisticated design with effortless coastal comfort. Refined interiors and inviting living spaces create…

This exemplary home in a walk-to-beach-and-town location lives like brand new and is beautifully maintained. Built by Provident Beach Houses, this elegant home was featured in HGTV's Ultimate House Hunt as a 2023 Finalist for Amazing Kitchens. The gourmet kitchen features a Bertazzoni gas range, a huge center island, hidden pantry space, glass display cabinets…

Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4 bedrooms, 4.5 baths, 2-3 car private garages and a thoughtfully planned layout that transitions effortlessly from quiet mornings to evenings…

An extraordinary expression of modern coastal luxury, this architecturally striking residence enjoys an enviable location just two blocks from the pristine shores of the Gulf. Conceived through the creative collaboration of Integral Builders, Lotus Architecture, and L1 Design, this exceptional two-story home offers 4,100 square feet of beautifully curated interiors, where sophisticated design, dramatic architectural…

Ideally situated in the heart of downtown Naples, this completely remastered single-family residence embodies the essence of refined Florida living. Thoughtfully designed with elevated finishes throughout, the home welcomes you through a dramatic two-story foyer highlighted by soaring ceilings, architectural millwork, and a striking staircase that sets the tone for the interiors beyond. The flowing…

Completely reimagined and finished in 2025, this beautifully renovated Old Naples residence lives like a new home. Offering just under 3,000 square feet, the property includes four bedrooms and 5.5 baths designed for effortless luxury living. An open layout connects the living, dining and kitchen areas, creating an inviting flow for everyday living and entertaining.…

BRAND-NEW 2026-BUILT LUXURY ESTATE—JUST COMPLETED AND NEVER LIVED IN—in the heart of OLDE NAPLES, about half a mile from the GULF BEACHES and less than 1 mile from 5TH AVENUE SOUTH dining, shopping and entertainment. The WEST-FACING POOL AND OUTDOOR LIVING AREA enjoy beautiful sunsets and optimal natural light/sunlight. Offering 4,730 SQ FT UNDER AIR,…

Excellent investment opportunity in one of the best locations in Old Naples. Recently updated with new flooring, appliances, washer, dryer, air conditioning, and pool equipment. Your new home is ready to use and enjoy this season. The home has beautiful natural light and contemporary design. A few steps from the beach,…

Masterfully conceived and completed in 2025, this extraordinary Olde Naples residence represents the pinnacle of contemporary coastal design. Created by the acclaimed architectural team at H-Level in partnership with internationally recognized designers and expertly built by Alair Homes of Olde Naples, the home delivers an uncompromising blend of architectural excellence, refined craftsmanship, and effortless luxury.…

In the heart of Old Naples, just three blocks from famed Fifth Avenue South and a short distance from the beach, this nearly new residence, constructed by Gulfstream Homes in 2025, captures the timeless charm of a classic Naples cottage while delivering the craftsmanship, sophistication and conveniences of a modern luxury home. Offered beautifully furnished,…

One or more photo(s) has been virtually staged, AI generated or rendered. Rare opportunity in the heart of Olde Naples. Ideally positioned between Fifth Avenue South and historic Third Street South, this expansive 128' x 150' lot offers a rare opportunity to build a remarkable new residence in one of Olde Naples’ most desirable…

TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS. Perfectly positioned in the heart of Old Naples, this beautifully reimagined residence offers a rare opportunity to embrace today's luxury lifestyle while investing in tomorrow's possibilities. Just moments from the Gulf beaches, Fifth Avenue South, Third Street South, and the exciting transformation reshaping Downtown Naples, this exceptional property appeals…

Five blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, and turnkey modern comfort. Built of concrete block on both levels and located in the desirable X500 flood zone, the home has been thoughtfully upgraded for both peace of mind and everyday…

One or more photo(s) has been virtually staged, AI generated or rendered. Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4 bedrooms, 4.5 baths, 2-3 car private garages…

A beach bungalow in the heart of Old Naples, this charming three-bedroom, two-bath residence sits on an expansive 150-by-100-foot corner lot just three blocks from the Gulf. Surrounded by mature trees and lush landscaping, the property offers a wonderful sense of privacy while capturing the relaxed, timeless character of coastal Naples. The home is filled…

Discover an exquisite retreat in the heart of Olde Naples, just 2.5 blocks from 3rd Street South, featuring some of Naples’ most desirable shopping and dining experiences. Enjoy the sugar-white sands of the Gulf just moments away. This impeccably designed residence embodies refined coastal elegance, offering four lavish bedroom suites—each with a private ensuite bath…

Welcome to The Palm House Old Naples | New Construction | Private Guest Casita Welcome to The Palm House, a stunning new-construction residence in the heart of Old Naples, where timeless coastal charm meets sophisticated luxury. Thoughtfully designed and crafted with the finest materials, this exceptional four-bedroom, three-bath residence showcases impeccable craftsmanship, elegant finishes, and beautifully curated…

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 770 Park Street, an architectural masterpiece built by Lotus Builders and designed by MHK Architecture. Perfectly positioned in one of the most highly sought after pockets of Olde Naples, this modern coastal retreat sits just a stone’s throw from the…

British Cayman–inspired architecture, fresh interiors, and a coveted Old Naples location come together at this beautifully remodeled residence. Just three blocks from the Gulf beaches and five blocks north of Fifth Avenue South, the home places shopping, dining, and days by the water within easy reach. The property remained free of water intrusion during both…

One or more photo(s) has been virtually staged, AI generated or rendered. A rare Old Naples opportunity offering 0.35 acres and 96 feet of frontage, just a short walk to the beach and the newly completed Four Seasons Resort. Adding to its appeal, the property fronts the Four Seasons golf course, providing an open…

This Old Naples Dolphin Cottage was built in 1935 and has been meticulously restored to reflect the owner's love of historic Old Naples. The home is a blend of classic and fresh design ideas, with tongue and groove ceilings, wide plank wood flooring and updated baths that are aglow with vibrant and classic colors. The…

Experience rare coastal charm and modern sophistication at the iconic Captain Parker House, ideally located within walking distance of 5th Ave S, 3rd St S, Cambier Park, and the beach. Meticulously restored throughout, the residence showcases old-growth heart pine flooring, shiplap detailing, whimsical designer tile, a freestanding soaking tub, and a bespoke fireplace surfaced in…

One or more photo(s) has been virtually staged, AI generated or rendered. Price significantly reduced and now priced to sell. Offering nearly 6,000 square feet of luxurious living space, this exceptional Olde Naples residence features 6 bedrooms, 4.5 bathrooms, a private den, library, and an impressive third-floor bonus room ideal for entertaining, a media…

(PRICE DECREASE 09/03/26: $5,195,000 - > $4,950,000) || Accented by the warm tones of morning-lit palms, this 2016 West Indies-style home by Jeff Harrell and Associates adds a modern touch to classic Naples charm. Located in the heart of Olde Naples, you’re on the doorstep of everything the city has to offer. Walking…

Ideally positioned on a sun-filled corner lot in the heart of Old Naples, this exceptional 2020-built residence blends timeless coastal elegance with thoughtful modern design. Just one block from Naples Bay and moments to dining and boutiques of 3rd Street South and 5th Avenue South, the location offers the best of accessible Naples living. Designed…

Exceptional Olde Naples living in the heart of it all. Ideally located just 5 blocks from Historic Fifth Avenue South, 8 blocks from Third Street South, and minutes to the City Dock, lovely park overlooking the bay across the street, 888 10th Avenue South offers a sophisticated blend of luxury, comfort, and effortless coastal living.…

Between the Gulf of Mexico and Naples Bay, this coastal contemporary home captures the charm of Old Florida living. Just six blocks to the beach and Naples Pier, and moments from 3rd Street South and 5th Avenue, it’s perfectly situated for the Olde Naples lifestyle. Filled with natural light, the home features 3 bedrooms plus…

One or more photo(s) has been virtually staged, AI generated or rendered. Set directly in the heart of Fifth Avenue South, this exceptional penthouse at 505 on Fifth offers a lifestyle rarely available in Naples—the energy and sophistication of downtown quite literally at your doorstep, combined with the privacy and tranquility of a beautifully…

LOCATION LOCATION LOCATION !! This charming shabby chic cottage-style residence on a spacious .22-acre lot is in the X-500 ZONE as confirmed by the GIS FEMA MAP and located 4 BLOCKS from the BEACH, 5 blocks to 5th Ave, 2 blocks to the library, 7 blocks to the new Gulfshore Playhouse and presents an…

This charming coastal cottage offers an unbeatable location just moments from the beach and the world-class dining and shopping of 5th Avenue South. Embrace the quintessential Naples lifestyle—highly walkable and perfect for biking or golf cart cruising—right from your doorstep. Inside, the home showcases a fresh coastal contemporary design with thoughtful updates throughout, creating a light,…

Experience the very best of Olde Naples from this exceptional 3 bedroom, 3.5 bath condo at The Residences at 382, ideally positioned just off iconic Third Street South and only moments from the Gulf. Offering more than 2,400 square feet of beautifully designed living space, this sophisticated residence blends timeless coastal elegance with the ease…

This is your opportunity to live within the heart of Olde Naples and reside within one of Southwest Florida's most sought after newer construction luxury downtown condominiums. 875 Sixth Avenue consists of only eight exclusive condominiums within walking distance to all of the great amenities offered within the charming Downtown Olde Naples. Enjoy delicious hors…

Perfectly positioned in the heart of Old Naples, this beautifully transformed two-story villa offers an exceptional combination of privacy, sophisticated coastal style and an enviable walkable lifestyle. Just three blocks from the renowned shopping and dining of Fifth Avenue South and five blocks from Naples’ white-sand beaches and the Gulf, the location is truly outstanding. Offering…

A rare opportunity to own a completely renovated residence in the heart of Old Naples, just one mile from the Gulf's white sand beaches and moments from renowned shopping, dining, art galleries and entertainment. This beautifully reimagined three-bedroom, 3.5-bath condominium offers nearly 3,000 square feet of thoughtfully designed living space and includes the rare convenience…

Fantastic opportunity on 5th Avenue! Experience luxury downtown Naples living in this exceptional residence at 780 Fifth. This open and spacious floor plan features beautiful travertine flooring, elegant crown molding, and a stunning recently updated kitchen with quartz countertops and a large island perfect for entertaining. Two private suites are complemented by a generously sized…

Sophisticated coastal living in the heart of Olde Naples, just one block north of iconic 5th Avenue South. Beautifully renovated and thoughtfully designed, this three-bedroom, two-bath residence blends timeless style with an exceptional downtown location. The light-filled interior features 10-foot ceilings, substantial crown molding, luxury DuChateau hardwood flooring, custom 4” wood plantation shutters, and an elegant…

Experience the charm of Olde Naples at Villa Avellino! Ideally located just moments from the renowned shops and restaurants of Third Street South, this spacious 3-bedroom, 4-full-bath villa offers an exceptional coastal lifestyle. Featuring a private pool, private elevator servicing all three levels, generous living spaces, multiple balconies, walk-in closets, and an attached garage, this…

Introducing Residence 205 at Stella Naples, an award-winning boutique collection of just nine signature residences in the heart of Olde Naples. Completed in 2024 and ideally positioned just moments from Fifth Avenue South, this sophisticated coastal residence pairs exceptional design with the ease, privacy, and walkability that make downtown Naples so coveted. The two-bedroom Aria…

One or more photo(s) has been virtually staged, AI generated or rendered. This prime lot (0.22 Acres) features a private ALLEY ACCESS, allowing for a discreet rear-entry garage—perfect for ADDITIONAL GARAGE BAYS, a collector’s showcase, golf cart storage, or space for watercraft and toys. This thoughtful feature enhances both privacy and architectural flexibility,…

A rare opportunity in the heart of Olde Naples. Originally two residences, Units A & B have been masterfully combined into the only 3-bedroom residence in Petit Square, offering 2,038 square feet, 3 full baths, two covered carports, elevator access, and beautiful city views. Completely renovated with high-end finishes, the residence features elegant Carrara marble…

Naples lifestyle is at its best with this updated and rarely available Hamilton Club condominium, ideally on a quiet street just three short blocks from the sandy white beaches of the Gulf. Recent updates include coastal-inspired shiplap accent walls, new trim work, lighting fixture and modern hardware accents. Fresh paint completes the look, providing a…

TOTALY RENOVATED AT THE HIGHEST STANDARD! You will LOVE this thoughtfully reimagined 2nd floor condo featuring: 3 Bedrooms and a RARE 3rd bathroom, an amazing open floor plan with a large gourmet kitchen and 4x9 island, French Oak floors throughout, custom plantation shutters throughout, new impact windows and sliders, extensive closet storage including a large…

Live in the heart of Fifth Avenue South, where Naples' celebrated dining, upscale boutiques and vibrant downtown atmosphere are just outside your door. Perfectly positioned along one of the city's most recognized destinations, this turnkey furnished, two-bedroom, two-bath condominium offers a front-row perspective of the avenue below. The spacious, south-facing balcony is a highlight of…

Experience the allure of waterfront living in the highly desirable Olde Naples Seaport area. This fully furnished three-bedroom, three- bathroom residence is a true haven for boating enthusiasts. The open floor plan radiates elegance while fostering a relaxed lifestyle. A private elevator from the two-car garage provides direct access to your home, which is equipped…

NEWER CONSTRUCTION + PRIME OLDE NAPLES LOCATION + RENTAL INCOME POTENTIAL! Welcome to Residence #208 at The Mark on 8th, a turnkey-furnished luxury condominium offering a compelling combination of location, lifestyle, and investment potential in the heart of Olde Naples. Built in 2021, The Mark on 8th gives buyers the advantages of newer construction in an…

Stunning designer furnished by Cocoon Gallery, 2 bedroom, 2.5 bath unit in the highly desirable The Mark on 8th in Olde Naples. Located on the third floor (with elevator access), unit 309 enjoys enhanced privacy with abundant natural light. Approximately 500 sq. ft. of outdoor living space spread across three furnished terraces. Recently completed in…

One of the lowest price per square foot three-bedroom condos in Old Naples! Completed in 2021 and perfectly positioned in the highly walkable downtown area, this residence offers the best three bedroom value west of 41. Look no further, this is the condo you have always wanted. Enjoy a stunning resort style pool, rooftop living…

One or more photo(s) has been virtually staged, AI generated or rendered. "Live Life Beautifully in Southwest Florida" in this beautifully maintained three-bedroom, two-bath turnkey-furnished condo located in the Terraces of Olde Naples. This one-owner residence has been lovingly cared for and lightly used as a guest home for family and friends. Built in…

Experience the privacy of south facing single family style living in this exquisitely renovated two story residence in the heart of Olde Naples. One of just four residences in an intimate boutique building, this exceptional home offers a private retreat just steps from the shopping and dining of 5th Avenue South and 3rd Street South…

Experience the pinnacle of downtown living at 365 5th Ave S, Unit 307, where the vibrant energy of Naples meets sophisticated coastal elegance. Located right in the heart of the iconic 5th Avenue South district and only two blocks from the beach, this residence places world-class dining, high-end boutiques, and sugar-sand beaches just moments from…

Perfectly Located in the Heart of Old Naples! Just five blocks from the beach and two blocks from the shops and restaurants of 3rd Street South—with an easy stroll to 5th Avenue South—this first-floor condo offers the ultimate in location and lifestyle. The open-concept floor plan is ideal for entertaining, with a screened lanai only steps from…

Thoughtfully finished with premium Wolf and Sub-Zero appliances, this residence showcases elevated design with curated furnishings and designer lighting throughout. Ideally located just steps from 5th Avenue South and positioned west of 41, the property offers exceptional walkability to Naples’ top dining, shopping, and entertainment. Residents enjoy access to a rooftop grilling and entertainment space,…

Welcome to 850 Central Ave — a stunning, turnkey two-bedroom plus den/third bedroom unit offering effortless, elevated Naples living. Beautifully furnished and move-in ready, this immaculate residence includes everything you need from day one. Located on the corner of 8th Street and Central Avenue, you’re just steps from the dining, boutiques, and charm of Fifth Avenue…

A rare top-floor end-unit at Eight Fifty Central, this two-bedroom, two-bath residence offers a clean, modern design within a low-density, highly sought-after Olde Naples address. Built in 2021 and comprised of just 22 residences, the building delivers both exclusivity and everyday convenience. The interior is defined by an open-concept layout where the living and dining…

One or more photo(s) has been virtually staged, AI generated or rendered. Experience the best of downtown Naples living in this beautifully updated three-story townhouse villa, ideally located just moments from 5th Avenue South, Tin City, the Naples Marina, and the Cambier Park Tennis facility. Don't forget The Avenue that is under construction which…

DOWNTOWN OLDE NAPLES 5TH AVE. "URBAN" COASTAL LIVING! THIS UPGRADED ($150,000+/-)  DECORATOR "TURNKEY" FURNISHED 2 BEDROOM, 2 BATH HOME HAS IT ALL! EIGHT-FIFTY CENTRAL offers exceptional UPSCALE CONDO in the middle of it all in OLDE NAPLES! (Walk to Naples Famous Beaches, 5th Ave, 3rd Street South, Boutique Shopping, World-Class Restaurants and Entertainment). Large open…

Welcome to Gloucester Bay! This beautifully updated & exceptionally spacious 3-bedroom, 2-bathroom end-unit residence offers one of the largest floor plans available in downtown Naples at this price point! Featuring 3 full bedrooms, generous living areas, & an expansive, open floor plan, this remarkable condo delivers an incredible combination of space, location, privacy, & value.…

Rare opportunity to own a fully renovated, luxurious townhome in the heart of downtown Naples at an incredible value. Ideally located in the exclusive Naples Marina Villas, this residence offers a truly walkable lifestyle just steps from the Naples Boat Club, Tin City, Fifth Avenue South, Cambier Park, waterfront dining, boutique shopping, art galleries, marinas,…

Prime Olde Naples Location | Top-Floor Corner Condo The Warwick Club enjoys a premier location in the heart of Olde Naples. This recently updated, top-floor corner residence offers two bedrooms and two bathrooms, with improvements including beautifully refreshed bathrooms, new lighting, fresh paint, and the convenience of an in-unit washer and dryer. The important mechanical updates…

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Beautifully renovated in 2026, this sophisticated end-unit residence offers exceptional privacy, abundant natural light and an enviable location in the heart of Olde Naples. Thoughtfully redesigned with a bright, open-concept…

Just one block from 5th Avenue South and minutes from the beach, this recently updated two bedroom, two bathroom condominium offers an exceptional opportunity to experience the best of downtown Naples. Ideally positioned near the city’s renowned dining, shopping, entertainment, and pristine white-sand beaches, this residence places the very best of Naples right at your…

Luxury Coastal Living Just Steps from 5th Avenue South & the Beach. Experience the very best of the Naples lifestyle in this beautifully renovated, turnkey-furnished condo, ideally positioned just steps from the beach and the vibrant heart of downtown Naples. Set in a prime 5th Avenue South location, this exceptional residence places you within easy walking distance…

Exceptional Opportunity in the Heart of Old Naples. Rare opportunity to own a garage condominium just four blocks to the beach in the heart of Old Naples. Located in an intimate eight-residence building, this second-floor two-bedroom, two-bath residence offers privacy, natural light, and exceptional walkability to 5th Avenue South and 3rd Street South. The home…

Live where Naples’ best beaches, restaurants, and vibrant downtown lifestyle are just steps from your door! Ideally located just two blocks from the sugar-sand beaches of the Gulf and the world-class dining and shopping of 5th Avenue South, this beautifully updated 2-bedroom, 2-bathroom condo puts you right in the heart of everything that makes Naples…

Fully renovated with luxurious high-end finishes, offered turnkey furnished & move-in ready! Perfectly situated in the heart of Old Naples, this exceptional residence has been completely reimagined with top-of-the-line finishes, custom craftsmanship & extraordinary attention to detail. No expense has been spared in creating a sophisticated coastal retreat where every inch has been thoughtfully designed…

LOWEST PRICED 2 BEDROOM NEWER CONSTRUCTION UNIT IN 34102! MOTIVATED SELLER HAS REDUCED PRICING SIGNIFICANTLY TO SELL! The ultimate downtown lifestyle awaits at So|Ce Flats. Own 2021 fresh construction while having quick walkability to 5th Ave. S. dining, the sugar sand beaches and all that charming Olde Naples has to offer! Perched on the top…

COME EARLY AND QUICK to see this gem of a condo nestled in Olde Naples. Surrounded by multi-million-dollar homes on Second Street South in Downtown Naples, this bright, sunny end unit, 2Bedroom/ 2 Bath (0), 55+ and co-op condo is on the 2nd floor of “Buttonwood by the Beach” and has been totally renovated…

Discover the Best of Olde Naples Living at Bayside Villas! Enjoy the charm and convenience of Olde Naples in this spacious two-bedroom, two-bath end-unit condominium, ideally situated in the heart of it all. Located directly across from Naples Bay, Naples Landing Park with public boat ramp access, Crayton Cove, and the City Dock, you’ll be surrounded…

RARELY AVAILABLE, EXTREMELY PET & RENTAL FRIENDLY, NO BUILDING FLOODING IN ANY STORMS! Welcome to this exceptionally pet-friendly building located in the vibrant heart of Olde Naples. This spacious and inviting southwest corner unit is bathed in natural sunlight and boasts an expansive lanai equipped with convenient electric shutters. The recently remodeled kitchen features elegant…

No stairs & no flooding! Happy is the feeling you have walking into this open, airy, bright, garden level home in the heart of Olde Naples. 2 BR, 2 BA, ground floor end unit feels like a charming cottage. NO FLOODING IN ANY STORMS! Walk through a lush courtyard to your front door. Or…

Rare opportunity to purchase adjoining units in Naples iconic Cove Inn!! Beautifully updated first floor units (these units sit substantially raised) overlooking expansive views of Naples bay! You have the option for personal use or put it in the rental program managed through the Cove Inn, making it completely hassle free. Unit 133 has never…

NEW PRICE — $725,000! An exceptional opportunity to own in the heart of Olde Naples, just steps from the Gulf and directly across from the iconic Naples Pier. Welcome to The Mariner, where an unbeatable beachside location puts you moments from the sugar-white sand, Third Street South, Fifth Avenue South, exceptional dining, boutique shopping, galleries,…

Prime Olde Naples Location! Just steps to 5th Avenue, Cambier Park, and the Gulf beaches, this spacious two bedroom condo presents a rare opportunity to create your own private retreat in one of Naples’ most sought-after neighborhoods. This condo lives and feels like a single family home with two private lanais.Filled with natural light a…

Location, location, location in the heart of Olde Naples! Welcome to Kensington Gardens, a charming vacation rental community just one block from world-famous Fifth Avenue South and only a short stroll to the white sandy beaches of the Gulf of Mexico. This beautifully updated 1-bedroom, 1-bath condominium offers the perfect Naples retreat with a bright…

Boaters and coastal enthusiasts, this is the Olde Naples opportunity you’ve been waiting for. This stunning end-unit condo offers the ultimate waterfront lifestyle, featuring a deeded 28-foot boat slip equipped with a lift and direct Gulf access. Adding even more value to this offering is an included certificate of ownership in the exclusive “Adventurer's Club.”…

MOTIVATED SELLER!! You have patiently waited for the perfect condo in Olde Naples to be close to pristine Naples beaches with the most beautiful sunsets every evening. Stroll Naples 5th Avenue South and visit the art galleries, theater and enjoy fine dining, casual cafes and shopping. Within steps you are at Tin City Waterfront Shops…

Welcome to Castleton Gardens 204, a rare second floor renovated and beautifully furnished one-bedroom condominium in the heart of Old Naples. This unit features a king-sized bedroom, updated bath, open kitchen with large island and a comfortable living space. Ideally just three blocks to 5th Avenue South, two blocks to Cambier Park and one block…

Steps from the beach and all of Naples’ finest dining! This beautiful, turnkey furnished condo offers an unbeatable location - 2.5 blocks to prestigious Fifth Avenue and the beach, and 4 blocks to the charming boutiques and restaurants on Third Street South! This unit is filled with natural light and set within an intimate boutique…

Welcome to the Neapolitan Club in the heart of Olde Naples, just three blocks to 5th Avenue South and minutes to the beach! This light-filled two-bedroom, two-bath corner residence has been recently remodeled, including a brand new A/C, and is offered turnkey furnished, making it truly move-in ready. The interior features new kitchen cabinetry, appliances,…

RARE OPPORTUNITY IN OLDE NAPLES – TURNKEY & FULLY REMODELED! Experience the ultimate Naples lifestyle in this stunning, 1st-floor residence at the gated Castleton Gardens. Perfectly situated just blocks from the world-class dining of 5th Avenue South, the shops of 3rd Street South, and the pristine white sands of Naples Beach. No expense was spared…

OLDE NAPLES, 5TH AVENUE THE BEACHES STEPS AWAY- A PERFECT DOWNTOWN "BEACH COTTAGE" GET-A-WAY! NICELY TURNKEY FURNISHED, UPGRADED ONE BEDROOM, ONE BATH! "Welcome to your dream affordable downtown 5th Ave. condo in the prestigious Essex House in Olde Naples! ACT FAST, BEFORE THIS UNIT GOES TO RENTAL ONLY! NO FLOODING FOR ESSEX HOUSE, IT IS…

Take in breathtaking bay views from this beautifully finished top-floor condo-hotel unit. The Cove Inn is ideally located in the heart of historic Olde Naples. Just moments from pristine Gulf beaches, upscale boutiques, and acclaimed dining, the setting offers the perfect mix of coastal serenity and lively downtown energy. This light and bright unit participates…

Ideally positioned in the heart of Olde Naples, this beautifully updated second floor end residence offers an exceptional combination of location, comfort, and convenience. Just three blocks from the sugar white sands of the Gulf and within an easy stroll of both Fifth Avenue South and Third Street South, the very best of Naples dining,…

A little slice of Olde Naples with your very own private patio! This remodeled first-floor, one-bedroom, one-bath end-unit condo is tucked into peaceful Olde Naples, just a 10 minute walk from 8th Ave S Beach Access. Take an even shorter stroll in different directions and you'll find yourself on Fifth Avenue South, Third Street South,…

BOATER’S PARADISE IN THE HEART OF OLDE NAPLES! An exceptional opportunity to own a turnkey furnished 2-bedroom, 2-bath residence at Marina Manor, complete with a highly desirable 28-foot covered boat slip with electric lift and direct Gulf access with no bridges. The extra-wide Slip #58 is included with the residence, giving you the ultimate Naples…

Morning coffee overlooking the water, an afternoon by the bayside pool, and dinner in Olde Naples. This furnished studio at the Cove Inn brings those experiences together with the flexibility of personal use and an optional on-site rental program. Located at 900 Broad Avenue South, residence #139 offers 350 square feet, one full bathroom, and a…

One or more photo(s) has been virtually staged, AI generated or rendered. SELLER FINANCING AVAILABLE WITH INTEREST RATES AS LOW AS 5%! An incredible opportunity to own a COMPLETELY RENOVATED, MOVE-IN READY CONDO IN THE HEART OF OLDE NAPLES! Whether you're searching for a seasonal getaway, full-time residence, or income-producing investment, this…

Live the quintessential Olde Naples lifestyle in this renovated 2-bedroom, 2-bath residence at Town Manor, ideally located on prestigious 3rd Street South. Just one block from Naples’ iconic dining and shopping district, you’ll enjoy effortless access to celebrated restaurants including Campiello, The Continental, Tommy Bahama Restaurant & Bar, and Sea Salt, along with charming boutiques…

Discover the perfect mix of laid-back coastal charm and savvy investing at this beautifully upgraded efficiency unit at the iconic Cove Inn on Naples Bay. Wake up to breathtaking, picture-perfect water views from your private patio, where a thoughtful privacy wall frames the shimmering marina and Naples Bay, your own personal slice of paradise. This fully…

Discover the best of **downtown Naples living at 960 7th St S, Unit 103!** Perfectly situated in the heart of **Old Naples**, this charming residence places you just moments from the white-sand Gulf beaches, **5th Avenue South and 3rd Street South**, with exceptional dining, boutiques, galleries, and entertainment nearby. A standout feature is the **convenience…

Rarely does an opportunity arise to own a waterfront retreat in the heart of Old Naples with the flexibility to enjoy personally and rent on a nightly, weekly, monthly or seasonal basis. Along Naples Bay at The Cove Inn, this updated residence offers an ideal combination of lifestyle, convenience and income-producing potential. Overlooking the marina…

Discover an effortless downtown Naples lifestyle in this first-floor, two-bedroom, two-bathroom condominium offering 855 square feet of air-conditioned living space within the highly desirable Central Garden community in Olde Naples. Positioned perfectly for buyers searching for a ground-floor condo near 5th Avenue South, this residence provides seamless walkability to the area's best dining, shopping, and…

The absolute very best of the Naples beach lifestyle. Where to start, first of all you are literally down the street from the beach. A short 5 minute walk or 2 minute bike ride straight to one of the best beaches in the world and the Crown Jewel of Naples. As were talking about the…

PRICED TO SELL! BEAUTIFULLY UPDATED FIRST-FLOOR END UNIT IN THE HEART OF OLDE NAPLES! Enjoy downtown living in this lovingly maintained 2-bedroom condo, ideally situated just steps from 5th Avenue South, Cambier Park, and the Gulf’s white sand beaches. Surrounded by multimillion-dollar residences, this inviting retreat pairs a coveted location with thoughtful upgrades, VERY LOW…

One or more photo(s) has been virtually staged, AI generated or rendered. Leave the car parked and make Olde Naples your neighborhood. Walk to the Gulf for sunset, explore the restaurants and boutiques of Fifth Avenue South, or spend a leisurely afternoon beside the heated community pool. At Park Terrace Club, this refreshed 1-bedroom,…

Escape to paradise in this stunning beachfront estate offering the perfect blend of coastal elegance and modern comfort. This spacious home boasts 5 bedrooms plus several flex spaces 5 and a half baths and private elevator, providing ample room for family, guests or a home office set up. Enjoy breathtaking ocean views from your private…

Combine the coastal charm of the past with the luxurious amenities of a custom build, 844 is the perfect rental. No detail was spared. Wake up and enjoy the morning sun as you sip your coffee with views of the heated pool and spa. Walk to the beach or stroll up to 5th Avenue or…

Beautiful and elegantly appointed, be the first to enjoy this 4 bedroom, 4.5 bath house in Olde Naples, just 2 blocks to the beach. The living room offers a neutral-toned l-shaped, linen couch, side chair, large TV, and fireplace. The Dining area has a rectangular table seating for 8, Walkin Wine room; Wet Bar. The…

Coastal Chalet in Olde Naples - this stunning coastal dream is only a 2-min walk to the sparkling coastline of the Gulf of Mexico! This beautifully appointed home includes 4 bedrooms (two of them being primary suites), a centrally located study perfect for midday meetings, an upstairs den set up as a 2nd entertainment area,…

Price REDUCED to $59,500/mo for April, 2027, To replace a cancelled lease in 2027! Enjoy your vacation in one of Naples’ most desirable locations! Nestled in a beautiful, quiet neighborhood in Olde Naples, this stunning contemporary home is just blocks from the pristine Gulf beaches and a short bike ride to the shops and restaurants…

EXCEPTIONAL OLDE NAPLES LOCATION! This two story home and guest house- approximately 2½ blocks from the Gulf beaches and within walking distance of 5th Avenue South and 3rd Street South, a unique five-bedroom, 5.5-bath property features a four-bedroom, 4.5-bath main residence plus a separate guest house with a private king bedroom, full bath, kitchen, and…

Experience life in one of Naples' most pleasant neighborhoods just steps to the beach! Southern Sunset is a newly renovated and designer decorated coastal style home with all of the features and amenities you're searching for. Enter from the circular drive into an open living room with views out to the southern exposure lanai, heated…

This furnished house, designed by MHK Architect, is perfectly situated just 2 blocks to the beach and a short stroll to Fifth Ave. Open floor plan with 370 Sq. Ft. of sliding pocketed doors to maximize the Florida outdoor living experience. With all important southern exposure, the sun lights up the home. Four bedrooms, a…

OLD NAPLES home located just STEPS from the beach & a quick walk to the 3rd Street shopping/dining district, this completely remodeled (2023) home retains its vintage charm. From the high ceilings and clerestory windows to the sunken living room & detached guest house, you'll appreciate the abundance of natural light, the Old Florida style…

Annual rate is $40,500 per month. Listed rate is for High Season (Nov. through April). Longer High Season leases have greater discounted rates. See attached rate sheet. Located only two blocks to the beach and featuring lush, mature tropical foliage, this classic Bermuda styled home offers absolutely stunning interiors. The sprawling residence hosts five bedrooms,…

Live in the heart of Olde Naples at 888 10th Ave S. This beautifully appointed residence offers four bedrooms in the main house plus a private guest cabana above the garage, giving you plenty of room for a large family and visiting guests alike. Inside, you’ll find 11-foot ceilings, Legno Bastone flooring, UMI quartz countertops, and…

Experience the charm of Olde Naples in this beautifully renovated four-bedroom, four-bath coastal cottage, ideally situated directly across from Cambier Park, just three blocks from Fifth Avenue South and six blocks from the Gulf beaches. Surrounded by lush tropical landscaping, this private retreat offers timeless Old Florida character with modern comforts. The inviting interior features…

This exceptional Old Naples residence offers over 5,000 square feet of thoughtfully designed living space just moments from the beach, shopping, dining, and entertainment. Featuring 4 bedrooms plus a den and 5 full bathrooms, this two-story home combines timeless elegance with modern comfort. The open-concept floor plan is filled with natural light and ideal for both…

One or more photo(s) has been virtually staged, AI generated or rendered. The annual rate is $36,000.00 / month. The advertised rate is for high-season (Nov.-April); longer terms have greater discounted rates. Situated only four houses from Naples’ sugar sand beaches on an oversized lot offering the utmost this home represents the quintessential tropical…

Live the Olde Naples lifestyle from a rare three-story, turnkey-furnished end-unit villa in Villas Escalante — a boutique enclave of only 16 residences, steps from Fifth Avenue South and a short walk to the beach and the Naples Pier. Approximately 3,576 sq. ft. of light-filled living space offers four bedrooms plus a den, four full…

Location, Location, Location! 687 9th Ave S is a short distance to fabulous dining on 5th Avenue, shopping on 3rd Street South, tennis and other fun at Cambier Park, relaxing at the Naples Beach, and boating on Naples Bay. Live in the heart of Olde Naples in this two-story home with a first-floor master suite.…

This gorgeous Olde Naples rental offers a luxurious, private courtyard setting in a highly sought after location, near the sugary beaches and Naples bay. The unique design features 4 bedroom suites with private baths, a private cabana, and a 2-car garage. The first floor hosts a fantastic open concept great room and kitchen, one of…

ANNUAL RATE IS $35,438 / month. Listed rate is for High Season (December through April). Longer leases have greater discounted rates. See rental rate sheet. Now available is the renowned featured cover home of Home & Design magazine’s 2015 Design Issue—an architecturally significant coastal retreat just three blocks from the beach. Masterfully designed with a…

Annual rate is $35K per month. Advertised rate is for high-season (Nov. through April); longer lease terms have greater discounted rates. This Old Naples Cottage home is a perfect union of style and function and is situated just three doors to the beach on a lushly landscaped lot. As you enter you are greeted by…

Welcome to your private tropical sanctuary in the heart of Olde Naples. Just five homes from the sugar-white sands and turquoise waters of the Gulf, this extraordinary luxury estate delivers the ultimate Naples escape—where timeless coastal elegance meets effortless resort-style living. Hidden behind lush tropical landscaping on an oversized corner homesite, this remarkable residence feels like…

Annual rate is $40,500 per month. Listed rate is for High Season (Nov. through April). Longer High Season leases have greater discounted rates. See attached rate sheet. Located only two blocks to the beach and featuring lush, mature tropical foliage, this classic Bermuda styled home offers absolutely stunning interiors. The sprawling residence hosts five bedrooms,…

Available January 2027. Beautifully renovated and professionally furnished Olde Naples Home steps to the Beach! This meticulously renovated and outfitted luxury rental is situated on a private, oversized corner lot (nearly half an acre!) Renovations and furnishings include wide plank flooring, full kitchen remodel, Restoration Hardware and Arhaus furniture, brand new plush pillow top mattresses…

Adjusted high-season rate reflects remaining seasonal availability. A welcoming Olde Naples retreat awaits at Neapolitan Sky! The stately Key West style home sits amidst lush landscaping on one of the prettiest tree-lined avenues in town, just a third of a mile from beach access. Approach the home from the circular driveway and enter across the…

Listed rate is for High Season (November-April). Longer High Season leases have greater discounted rates. Annual Rate is $32,625 / month. Located just three blocks from the Gulf, this charming residence offers the perfect blend of elegance, comfort, and coastal living. Nestled on the property is a sun-drenched main residence featuring open-concept interiors with vaulted…

Annual Rate is $32K per month. Listed rate is for High Season (November through April). Longer High Season leases have greater discounted rates. Nestled one of Olde Naples most picturesque tree-lined streets, and just three short blocks to sugar sand beaches, this idyllic and private residence affords 3,100 square feet of everything one could desire.…

Annual rate is $31,500. Listed Rate is for High Season (Nov. through April). Longer lease terms have greater discounted rates. Charming in every respect, this cottage is located a mere minute's walk to the beach! The residence features four spacious bedrooms, three renovated bathrooms, a fireplace, as well as multiple clean and bright living spaces.…

Available for the 2027 Season! Spend your winter in the heart of Old Naples, where beach days, memorable dining, and relaxed coastal living are all just moments from home. Ideally located only two blocks from Third Street South and close to the Gulf’s sugar-sand beaches, this charming three-bedroom-plus-den residence offers an inviting private retreat in…

This charming Old Naples house has a perfect combination of great location, serene outdoor spaces, and a spacious, updated interior. The house is 2.5 blocks to the beach, a short bike ride to 5th Ave. S., as a well as the local grocery so leaving the car in the three - car garage is optional.…

Nestled in the heart of Olde Naples, The Mark on 8th offers a rare blend of luxury, location, and flexibility — including weekly rentals that make it an exceptional choice for your Southwest Florida escape. Steps from world-class dining, boutique shopping, and the sun-drenched shores of the Gulf of Mexico, this thoughtfully designed two-bedroom residence…

9th Street Villa is a contemporary townhome that offers the ultimate downtown Naples luxury lifestyle! Set in a prime location steps to 5th Ave S, Cambier Park and the Olde Naples Seaport marina, you will find yourself walking distance to many of the best restaurants and activities in town. Two light flooded floors comprise nearly…

Welcome to one of Olde Naples' most sought-after addresses — a beautifully renovated three-bedroom, three-bath single family home offering the quintessential Naples lifestyle in a setting of privacy, luxury, and unmatched convenience. Set on a lushly landscaped lot, this fully furnished, turnkey residence is a true retreat. The pristine private pool serves as the centerpiece…

Discover timeless charm with a front porch perfect for morning coffee or evening breezes in the heart of Olde Naples! This two-story gem, just several blocks from the beach, offers a unique blend of character and coastal allure. Inside, find 3 bedrooms, a flexible den, and an open, sunlit layout that combines Old Florida charm…

Annual Rate is $22,500 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally located, this is the quintessential Olde Naples cottage home in a tropical, park-like setting only two and a half blocks to the beach. Cute, charming, and pristine, this three-bedroom home is the perfect…

Experience the pinnacle of coastal living in this masterfully renovated 3 bedroom, 3 bathroom sanctuary that seamlessly blends Old Naples vintage charm with modern refinement. Located on the beach block, Naples' sugar-sand beaches and legendary sunsets are just outside your front door. Inside, vaulted ceilings and stunning hardwood floors anchor a light-filled living space featuring a cozy fireplace and classic…

Experience the best of Old Naples at Sun Dial 295 — a stunningly reimagined two-bedroom retreat in one of Naples’ most sought-after locations. This residence blends sophisticated design with coastal elegance, offering the perfect balance of luxury and convenience just steps from world-class beaches, dining, and shopping. Step inside to discover a light-filled open-concept layout,…

AVAILABLE FOR 2027 WINTER SEASON! Old Naples Seasonal Retreat: Tucked along a quiet, tree-lined avenue in the heart of Old Naples, this luxury townhouse offers a rare escape to one of Florida’s most coveted addresses. Sun filled three level residence with endless outdoor terraces, private elevator, two car garage, three bedrooms and three full baths.…

A rare opportunity located in the heart of Old Naples. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported Italian wood and glass custom doors and custom cabinetry in the kitchen and baths. A private interior elevator leads you to the additional floors…

Available immediately! Offered at $24,000 per month January through March and $15,000 per month April through December. Experience luxury living in the heart of Olde Naples, just steps from iconic Fifth Avenue South and Naples’ beautiful white-sand beaches. One of only eight exclusive residences at 875 Sixth Avenue, this newer-construction condominium offers an intimate setting…

Welcome to Unit 208 at The Mark on 8th, where refined design meets unbeatable location in the heart of Olde Naples. Perfectly situated just a short stroll from upscale shopping, gourmet dining, and the pristine white sands of the Gulf of Mexico, this premier condominium offers a truly elevated Naples vacation experience. Designed with both style…

The perfect beach cottage! This classic Olde Naples home has been completely renovated to offer comfort and coastal style in an ideal location along tree-lined 1st Ave N, just three houses from the beach. Walk out your front door to catch nightly sunsets or enjoy early morning beach walks to welcome another beautiful day in…

LUXURY OLD NAPLES VILLA | $22,000 MONTHLY Available Nov; Dec; Jan; Feb, 2027: Owner will do 6 weeks! Make an Offer!! Live the Olde Naples lifestyle in your own private retreat. Ideally located in the heart of Olde Naples, this beautifully appointed two-story villa places you just moments from the beach, Naples Pier, Third Street South, world-class dining,…

Beautifully finished turnkey attached Villa in the heart of Olde Naples, offering 2,520 sq.ft. across three levels with private elevator access. Features a gourmet kitchen, attached garage, and private pool with inviting outdoor space. Available for seasonal rental. Conveniently located near the beach and just a short walk or bike ride to 5th Ave S…

Welcome to the ultimate Naples getaway, where luxury, space, and an unbeatable location come together just steps from Fifth Avenue South and the beach. Perfectly positioned in the heart of downtown Naples, this extraordinary four-bedroom penthouse with private office and 5.5 baths offers an elevated vacation experience just moments from the white-sand beaches of the Gulf…

Available 01/01/2027. Posted rate is for annual lease. Exquisitely renovated Olde Naples beach home. Long term offerings like this are extremely rare in Olde Naples. Lease the multi million dollar lifestyle at a fraction of the cost! With soaring ceilings and boundless outdoor living spaces, this house flows exceptionally. The house is situated on a…

Fabulous multistory attached villa located right in the heart of Olde Naples! So close to everything this highly desirable neighborhood has to offer. Four stories of luxurious, yet comfortable, accommodations offer the best of Florida living. Numerous luxury appointments include all solid surface flooring throughout, soaring ceilings, granite kitchen countertops, stainless steel appliances plus much…

AVAILABLE SEASON 2027. Coastal yet cosmopolitan, this 3-bedroom, 2 bath townhome with PRIVATE ELEVATOR access to each floor is located on the QUIETER (south-facing) side of prestigious 5th Ave. just 6 blocks from the white sand beaches of Old Naples. Take the secured elevator to the second floor to enter the main living area. …

This gorgeously remodeled house is the ideal fusion of your modern coastal home and your Olde Naples beach cottage. Everything you need in a Naples vacation rental is present in this three-bedroom home with a den and three bathrooms. All rooms include hardwood and tile flooring, and the kitchen has been entirely rebuilt with new…

Experience Coastal Elegance in Downtown Naples! Welcome to Eight Fifty Central, a stunning corner unit condominium in a prime walkable downtown location. This beautifully furnished, single-level home offers a blend of contemporary style and luxurious comfort. The spacious layout features three bedrooms with a king-size bed in the master suite, a queen bed in the…

Experience the best of downtown Naples from this beautifully updated seasonal residence at La Majorca. Designed with coastal luxury in mind, this spacious 3-bedroom, 3 bath condo features modern coastal furnishings, an open and inviting floor plan, and all the comforts of a luxury retreat. Each bedroom offers its own en-suite bathroom, providing privacy and…

Adjusted high-season rate reflects remaining seasonal availability, as mid January through March is already committed. Olde Naples Oasis is a short walk to the beautiful Gulf of Mexico! Nestled in a non-gated coastal neighborhood, this 2-story home with a Key West ambiance is the ideal place to relax & unwind enjoying the Florida sun. Situated…

Unavailable January 1 - March 31, 2027. This beautifully appointed 2-bedroom + den, 2-bath residence blends refined coastal living with effortless convenience. With the den furnished as a bedroom, the layout lives like a true 3-bedroom home. Tucked within an intimate 22-unit boutique building, the setting offers a rare sense of privacy and tranquility just…

August through October offered at $7,500 per month, November and December at $12,000 per month, and January 2027 at $17,500. Welcome to your slice of paradise in the heart of Olde Naples! This beautifully updated coastal cottage offers the perfect blend of charm, comfort, and location—just minutes from the beach and the world-class dining and…

Furnished Three-Level Townhouse in the Heart of Olde Naples — Golf Cart Included Live the Olde Naples lifestyle from one of downtown's best-kept secrets. Tucked inside Naples Marina Villas — an intimate six-residence enclave just steps from Naples Bay — this one-of-a-kind, three-level townhouse offers 3 bedrooms, 3.5 baths, and 1,838 square feet of beautifully appointed…

Bella Bungalow is a classic Olde Naples ranch home, newly renovated and furnished to honor its mid century modern roots! Experience an authentic taste of Olde Naples in this excellent location just 6 blocks from the beach, 3 blocks from the beloved 3rd Street South shopping and dining district and 3-4 blocks from Crayton Cove…

Incredible location, beautifully renovated, decorator furnished, two bedroom condo in the heart of downtown Naples and just five blocks from the beach! Two large, split arrangement bedroom suites , with large bathrooms. This exceptional property is steps from downtown 5th Avenue South’s and 3rd Street South’s world-class shopping, dining, entertainment and white-sand beaches. Minimum rental term of…

Welcome to your coastal sanctuary at Olde Westlake Villas! This fully remodeled 2-bedroom, 2-bathroom plus den residence on the first floor offers the perfect blend of luxury and convenience, just 4 blocks from the beach. Step inside and immerse yourself in the tranquility of this meticulously upgraded space. The master bedroom features a sumptuous king-size bed…

Welcome to Villa Yvonne, a beautifully furnished 3 bedroom, 2 bathroom condominium in the heart of Old Naples. Ideally located near the beach and the shops, restaurants, and entertainment of 5th Avenue South, this inviting residence offers a comfortable and stylish setting for your Naples getaway. The open-concept living area features a spacious seating area,…

Welcome to your Naples escape—where luxury, location, and leisure come together in the most perfect way. This 3-bedroom, 3-bath villa places you right in the heart of Olde Naples, just a short stroll from the sugar-white Gulf beaches, vibrant 5th Avenue South, and charming 3rd Street South. From morning coffee on the balcony to sunset…

One will have no choice but to fall in love with Sunny Naples, FL after residing in this recently updated and decorated open floor plan unit situated within the heart of Downtown Naples. Take your pick of daily views from the private balcony overlooking iconic 5th Avenue South or enjoy breathtaking sunrises and sunsets from…

Leased from January 25 - March 25, 2027. This boutique condo is in an exclusive 22 unit building in the heart of Naples. The building offers plenty of privacy, while just steps from 5th Avenue shopping and dining and mere blocks from the beach — truly the best of both worlds. This 2 bedroom + den unit…

Live the Old Naples lifestyle at 850 Central, a boutique 2020-built residence of just 22 condos on the corner of 8th Street and Central Avenue. This turnkey-furnished 2-bedroom 2-bath home offers approximately 1400 sq ft of light-filled, single-level living with 10-ft ceilings, wide-plank wood floors, and a private terrace that opens directly onto the building's…

"Live Life Beautifully in Southwest Florida" in this stunning, remodeled waterfront condo in Marina Manor, located in the heart of downtown Naples. This spacious residence features stylish shiplap accents & tile flooring throughout, a modern and sophisticated kitchen with stainless steel appliances, and breathtaking views of the Gordon River—where you can watch boats pass by…

Newly available for the 2025–2026 season! This exceptional two bedroom two bathroom penthouse is one of only seven exclusive residences, located at 365 Fifth Avenue South. A wonderful location to enjoy urban living in downtown Naples. Offering PGT impact-rated windows, porcelain tile flooring, custom closet systems, and Porcelanosa, vanities and trim, this condominium is one…

A light, bright and casually inspired beach cottage in the heart of Olde Naples. Close to downtown, beaches and shopping. Primary bedroom features a queen bed, flat-screen TV and ensuite bathroom with marble countertop. 2nd guest room offers another queen bed. flat-screen TV & guest bath. A powder room and a third…

Emphasizing the significance of location, this exquisite 2-bedroom, 2-full bathroom luxury condominium serves as an ideal winter retreat. Exuding contemporary vibes, this residence includes a gourmet kitchen with a spacious breakfast bar, a natural gas stove, Sub-zero appliances, a wine cooler, and quartz countertops. The primary suite, adorned with a king-sized bed, large windows, and…

Beautifully remodeled three-bedroom, three-bath residence in the heart of Old Naples, just a short walk to the beach, 5th Avenue South dining, and boutique shopping. The bright, open living and dining area features vaulted ceilings, wood and tile flooring, and plantation shutters throughout. The modern kitchen offers quartz countertops, custom cabinetry, stainless steel appliances, and a charming pass-through window…

Spend your Naples getaway in the heart of Olde Naples at St. Charles. This beautifully updated 3-bedroom, 2-bath condominium is just a short stroll to the white sand beaches of the Gulf of Mexico and the acclaimed restaurants, boutiques, and galleries of both 3rd Street South and 5th Avenue South. The bright, open floor plan…

Escape to sunshine and enjoy the Olde Naples lifestyle this winter. The beautifully updated, tastefully furnished 3 bedroom, 2 bath condo offers a rare opportunity - one of only three 3 bedroom residences in the community. Walk to dinner on Fifth Avenue, just 3 blocks away. Enjoy the Arthur Allen Tennis complex and Cambier Park,…

Discover the best of Olde Naples living in this beautifully decorated 2-bedroom, 2-bath condo, ideally located just one block from the bustling 5th Ave S. Enjoy easy access to an incredible array of top-rated restaurants, boutique shopping, vibrant nightlife, and charming art galleries — all within walking distance. The pristine white sand beach is only…

2027 NAPLES SEASON — January, February and March currently available. 30-day minimum. Owner will consider discounted monthly terms for stays longer than 60 days. Spend winter where people dream of being—Olde Naples, Naples Florida, close enough to walk to the beach, Naples Pier, Third Street South and Fifth Avenue South. This fully furnished, turnkey 2-bedroom, 2.5-bath condo…

Welcome to Ashley Court in the heart of Olde Naples. This beautifully renovated two-bedroom plus den condo with two full bathrooms is ideally positioned for your 2027 season. Gorgeous natural wood flooring flows throughout the impeccably styled interior, where abundant natural light fills every room and both bedrooms offer complete privacy. The spacious kitchen features…

Charming Old Naples Retreat – Fully Furnished 2-Bedroom, 2-Bath Condo with Secluded Pool - Walk to Beach, Fifth Avenue and Third Street Restaurants and Shopping! Escape to paradise at this inviting, modern 2-bedroom, 2-bathroom condo, nestled in the heart of vibrant Old Naples at 651 10th Avenue South. Spanning 1,241 square feet, this turnkey gem…

Welcome to your fabulous townhouse retreat nestled in the heart of Old Naples! This exquisite home invites you to experience a sense of tranquility from the moment you step through the doors. With an open floor plan that exudes warmth and charm, this townhouse is designed for both relaxation and entertaining. The dream chef's kitchen…

This condo offers an amazing location and fabulous living in the heart of Old Naples! Spend your vacation on iconic 5th Avenue and 3rd Street for luxury shopping and five-star dining. Or the stunning, sandy beaches of the Gulf of Mexico are just minutes away. This 2 bedroom/2.5 bath condo is beautifully decorated and is…

Short term rental! Iconic Olde Naples! Experience mid-century charm at the Mariner in this recently updated coastal style condo. The Mariner is ideally located just a block from the Gulf of Mexico beach right at the Naples Pier and a block the other direction from the 3rd Street South shopping and dining district. Enjoy Naples…

Just steps from the BEACH and exquisite shopping and dining on FIFTH AVE and THIRD STREET. This exquisitely REMODELED condo is just 2 blocks from the white sand beach of the Gulf of Mexico; 2 blocks from glamorous 5th Avenue South with its world-famous shops and restaurants, and 4 blocks from the charm that…

Welcome to The Olde Towne Condominium, your ideally situated vacation retreat in the very heart of Olde Naples. This fully-renovated residence offers two bedrooms and two beautifully updated full bathrooms, designed to blend comfort with coastal elegance. The open concept gourmet kitchen features top-quality stainless-steel appliances, a washer dryer, and refined finishes complemented by thoughtfully…

Welcome to The Olde Towne Condominium, your ideally situated vacation retreat in the very heart of Olde Naples. This fully-renovated residence offers two bedrooms and two beautifully updated full bathrooms, designed to blend comfort with coastal elegance. The open concept gourmet kitchen features top-quality stainless-steel appliances, a washer dryer, and refined finishes complemented by thoughtfully…

NOW available for flexible stays at amazing monthly rates through February 14, 2027.... November 2026 $6,000/mo. December 2026 $8,000/mo. January - Feb 14, 2027 $10,000/mo. Ideally located just two blocks from the beach, this beautifully appointed 2-bedroom, 2.5-bath townhome offers the best of coastal living. Fully furnished and equipped with all the…

Beautifully remodeled 2-bedroom, 2-bath first-floor corner condo in the heart of Olde Naples. Fully renovated and redesigned in 2025, this approximately 1,058-square-foot residence offers a fresh coastal feel with an updated kitchen and baths, comfortable furnishings, and a bright, inviting living space. Exceptional downtown location just two blocks from 5th Avenue South and four blocks from…

MARCH APRIL open! Gorgeous 2 bedroom 2 full baths with views of the Landings Park and partial water view. Beautiful open layout with Washer and dryer in unit. 1 car garage and 1 extra parking spot. Walking distance to all Naples has to offer. Pet allowed!…

Off season rental available. Renovating and need a place for a few months. Your chance to get a beautiful 2 bedroom plus Den and Lanai. HEATED POOL! Turnkey, just bring your clothes! Light and bright natural light fills your private 1 floor oasis. Central to 3rd Street shops and restaurants…

Fabulous first floor Garden condo completely renovated 2 Bedroom, 2 Bath, 2 Blocks from the BEACH. This stunning, two bedroom, two bath residence, features an open concept floor plan, and a brand new state of the art kitchen with all new appliances, cabinetry, and finishes. The light filled living area, offers and inviting space for entertaining,…

Furnished Top-Floor Retreat at Suntide on Tenth — Olde Naples Living at Its Easiest Unit is available for the 2027 season! $10,000/month for 3+ months, $11,000/month for 2+ months, and $12,000/month for 1+ months. Tucked along a quiet, palm-lined stretch of 10th Avenue South, Suntide on Tenth is an intimate six-residence community where lush courtyard grounds,…

Available for short or long term lease. AVAILABLE JULY 2026 FORWARD for 1 or more months!! Penthouse living with a single family home feel. Available NOW for multiple months or an annual lease....! Perfect Olde Naples location to walk to everything on 5th avenue, 3rd street historical district, Tin City and have plenty of room…

Enjoy the best of Naples living at Colonnade Club, residence #202. This welcoming two-bedroom condominium in the heart of Old Naples is just minutes from the beautiful beaches and shopping, dining, and entertainment districts of 3rd Street and 5th Avenue South. The thoughtfully designed split-bedroom floor plan offers comfort and privacy for families and…

Living the Life in Olde Naples. This cozy 2-bedroom 2 bath condo is located in the historic Third Street District. Many extras including granite counters, porcelain tile floors, and a large, screened lanai plus only 3 blocks to the beach, 1 block to Third Street shopping, dining, art galleries and much more. Enjoy a…

Welcome to your dream rental in downtown Old Naples! This beautifully curated, upscale 2-bedroom condo offers an unmatched blend of luxury, convenience, and style. Perfectly situated to enjoy all the charming amenities of Old Naples, you’ll be within walking distance to the shops on 5th Avenue, restaurants on 3rd Street, world-class beaches, tennis courts, and…

Adjusted high-season rate for the month of January. Only 1.5 blocks from the iconic Naples Pier and beach, one block from charming Third Street South - location doesn’t get much better in Naples than the intimate Pierre Club condominium! Unit 14 is a two-level second floor unit situated perfectly at the center of the building…

Welcome to your vacation paradise in the heart of Olde Naples! This beautifully updated three-bedroom, 2½-bath townhouse offers the ideal location for enjoying everything Naples has to offer. The home features a private outdoor patio, an attached one-car garage with a private driveway, and stylish flooring throughout—no carpet. Step outside and you're just minutes from the…

Seasonal Condo downtown Naples. Walk to Beach.Spend the winter season downtown Naples. 5th Ave. is walking distance from this lovely end unit condo. Just steps to the pool on a quiet street that ends at the most beautiful beach with crystal blue water and white sand. Take a sunset cruise on the Naples Princess out…

Available for the entire 2027 Season! Unbeatable Olde Naples location, convenience and unobstructed Bay views from this tastefully updated 2-bedroom + den condo in Marina Manor overlooking Naples Bay. Just 3 blocks to 5th Avenue South and walking distance to Naples Beach. If quiet and privacy within steps to downtown Naples is your priority, you…

All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of Olde Naples only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has…

hic 2 Bedroom + Den Vacation Rental in Olde Naples Escape to paradise in this beautifully updated 2-bedroom plus den condo in Olde Naples. With 1,350 square feet of luxurious living space, this end unit offers stunning bay views and is just steps away from 5th Ave, Tin City, Bayfront, and the iconic Naples beaches.…

Welcome to your Naples getaway in the heart of Olde Naples! This inviting two-bedroom, two-bath condo offers an ideal location just moments from the beautiful Gulf beaches and the vibrant shops, restaurants, and attractions of downtown Naples. Inside, the comfortable living area provides a relaxing place to unwind after a day of exploring. The primary bedroom…

This fantastic condo is conveniently nestled in Olde Naples only 2 blocks from Naples beaches and boutiques, as well as within walking distance of many world renowned restaurants and other specialty shoppes. You will be able to enjoy all the Olde Naples charm and ambience!

Guests will enjoy this Lovely, cheerful and colorful property only 2 blocks to 5th Ave. S. in Old Naples. Walk to the beach (3 blocks) and walk to all the restaurants, shops and galleries for which Old Naples is famous!  All this is possible and still enjoy reasonable rent.  The living room offers a sofa…

The vibrancy of the city and convenience of in-town living is yours to enjoy in this end-unit residence with 2Bedrooms Plus Den- two full baths and an enclosed lanai. The lanai overlooks the pool and greenery. Low-density complex overlooking tranquil gardens featuring a private pool shared by only six residences. Only a short distance from…

Leased from February 1 - April 30, 2027. Experience the ultimate Naples lifestyle in this beautifully furnished 2-bedroom, 2-bath condo—turnkey and available for annual lease. Ideally located on the top floor of a quaint, three-unit building in the heart of Old Naples, this residence is just steps from the iconic 3rd Street South, renowned for its world-class…

Leased from February 1 - March 31, 2027. Live the quintessential Old Naples lifestyle in this light-filled, end-unit condo—turnkey and available for immediate annual or seasonal lease. Set on the top floor of a charming three-unit building, this residence enjoys a premier location just steps from 3rd Street South, where world-class dining, boutique shopping, and…

Available March 1-April 30, 2027 ** Close to Everything in Olde Naples! Enjoy the best of Naples living in this freshly renovated, fully furnished 1-bedroom, 1-bath condo located in the desirable Bayview condo community. Perfectly positioned for a walkable lifestyle, this charming retreat puts you close to everything that makes Naples special. You’re approximately 4 blocks from…

South Beach Club in Olde Naples offers this two bedroom two bath den condo newly furnished and updated available November December2026 January 2027 for your Thanksgiving Christmas New Year’s celebration. This condo features an eastern view with sunset, walking distance from the beach, restaurants art galleries. Saturday morning farmers market on 3rd street ,…

**OLDE NAPLES LUXURY ANNUAL HOME ** PRIVATE HEATED POOL & SPA ** PET FRIENDLY ** 3 BEDROOM, 2 BATHROOMS ** FURNISHED/ ANNUAL OR SEASONAL ** OLD NAPLES ** CLOSE TO BEACH ** NO HOA MOVE IN TODAY ** Luxury Furnished Private Pool Home in Olde Naples – Annual Rental or Seasonal Experience luxury coastal living in this…

Season 2027 at $7000 per month. Discover coastal elegance in this updated end unit located in Marina Manor, a well-managed waterfront community offering a prime location. Enjoy breathtaking views of Naples Bay, complemented by the convenience of being within walking distance of 5th Avenue, 3rd Street, Tin City, and the pristine beaches of Olde Naples.…

LOCATION, LOCATION, LOCATION!!! This 2 bedroom / 2 bath ground floor property is located in the heart of ‘Olde Naples’, only four blocks from 5th Avenue for world class dining, shopping and nightlife. The area is historical & quaint, but offers all the modern conveniences of theater, cultural arts center and a library. ‘Central Garden’…

Season 2027 open. 90 day minimum required. Location, location, location! Enjoy the short distance to the gorgeous Naples Beaches - just 2 blocks away! This quaint, first-floor courtyard condo is situated in Olde Naples and only minutes from the highly sought after 5th Avenue as well as 3rd street with all the amazing shopping, entertainment,…

Available May 15 to November 30 for only $4,000 a month. One-half block off 5th Avenue South in Downtown Naples FL! 4 blocks to the beach! This is the one-bedroom condo that puts you right in the heart of Naples. Completely renovated and well-designed with all the comforts of home. So elegant, so sophisticated, so…

Experience the best of Old Naples from this beautifully furnished 2 bedroom, 1 bath second-floor condominium, just 3 blocks from the beach! Ideally located in the heart of Old Naples, this charming residence puts you just moments from the area’s renowned boutiques, restaurants, parks and entertainment, with 3rd Street South and 5th Avenue South both close by.…

Location… Location.. Location, Old Naples best Vacation Destination. This newly renovated condominium is a cozy retreat in the very heart of Old Naples. Just ½ block from Fifth Avenue South where you will find fine restaurants, live theatre, browse the array of wonderful art galleries and world class shopping, best of all the property…

OFF-SEASON RENTAL — AVAILABLE THROUGH DECEMBER AND AFTER APRIL 2027. This listing is for OFF-SEASON stays, not January–March seasonal occupancy. 30-day minimum. Owner will consider discounted monthly terms for stays longer than 60 days. Experience Olde Naples, Naples Florida during one of the best times to enjoy it—fewer crowds, easier restaurant reservations, quieter beaches and the…

Available for Jan & February and April 2027. This 2 bedroom / 2 bath unit in Olde Naples is just 4 blocks north from 5th Ave South so you can walk or ride your bike to the downtown area where you can enjoy shopping, entertainment, dining and what Olde Naples has to offer. This small…

**AVAILABLE for the last week of Dec. '26 & January 2027** Experience the ultimate Olde Naples coastal lifestyle in this turnkey, 2-bedroom, 1.5-bath second-floor condominium at Park Terrace Club. Featuring elevator access, an open-concept living and dining area with crown molding, laminate flooring throughout, and a bright enclosed lanai, this residence is designed for effortless…

**Walk to the beach and Downtown Naples**SEASONAL FURNISHED RENTAL AVAILABLE** 2 BEDS 2 BATHS **Welcome to this beautiful coastal retreat! Fully furnished seasonal rental! This newly renovated 2-bedroom, 2-bathroom first floor condo offers the perfect blend of comfort and convivence. Located within walking distance to the pristine Naples beach and the famous 5th avenue. Step inside…

Welcome to your downtown Naples beach retreat! This 2 bedroom, 2 bath residence has been completely re-imagined from the floor to the ceiling and is being offered as an annual rental! This light and bright end unit will wow you with its tasteful finishes and spacious rooms. The kitchen boasts a large island, Kitchen Aid…

*RENTED January & February 2027 - other dates available* Experience coastal living at its finest in this beautifully 2-bedroom, 1.5-bathroom condo designed for effortless comfort and style. Ideally located just minutes from pristine Naples beaches, world-class dining and shopping on 5th Avenue South, the Sugden Community Theater, and vibrant Cambier Park. This inviting residence features…

WIDE OPEN FOR SEASON 2027! OFFERED LONG-TERM ($3800 per month) AND SHORT TERM ($5900 per month) Seasonal Rental Condo in Prime Olde Naples Location Castleton Gardens. Discover the charm and convenience of Olde Naples living in this beautifully remodeled condo located in the highly sought-after, gated community of Castleton Gardens. This turnkey residence offers a…

LOCATION, LOCATION, LOCATION! Welcome to Marina Manor, ideally situated in the heart of Olde Naples at 1100 8th Ave S. This 2-bedroom, 2-bath condo offers an exceptional opportunity to enjoy the Naples lifestyle in a highly desirable downtown location. Just steps from Naples Bay and the marina and within walking distance to world-famous 5th Avenue South,…

Furnished seasonal rental in the heart of Olde Naples! This first-floor 2 bedroom plus den, 2 bath residence in Villa Versailles, a quiet 12-unit low-rise condominium, offers approx. 1,300 sq ft of comfortable living. The split-bedroom floor plan features a spacious primary suite with walk-in closet, a versatile den ideal for a home office or…

LOCATION, LOCATION, LOCATION!!! This 2 bedroom / 2 bath ground floor property is located in the heart of ‘Olde Naples’, only four blocks from 5th Avenue for world class dining, shopping and nightlife. The area is historical & quaint, but offers all the modern conveniences of theater, cultural arts center and a library. ‘Central Garden’…

***DOG PET FRIENDLY***NEW PHOTOS UPLOADED***BRAND NEW LANDSCAPING PACKAGE**BRAND NEW EXTERIOR UPLIGHTNG INSTALLED AND PAVERS ***FULLY FURNISHED***OLDE NAPLES***WALK TO THE BEACH***DOWNTOWN NAPLES***AMAZING LOCATION. ***NAPLES BEACH GET-AWAY***UNIQUE OLDE NAPLES LIVING*** 4 BLOCKS FROM THE BEACH!!!! HEART OF OLDE NAPLES, FAMOUS 5TH AVENUE SHOPPING AND RESTAURNT GALORE!!!Searching for your own affordable piece of paradise in the heart of…

Available Now - Nov, Dec 2026 Jan-Dec 2027 Experience the ultimate coastal lifestyle in this charming 2-bedroom, 2-bathroom home, perfectly situated in the highly desirable heart of Downtown Olde Naples. Boasting an unbeatable central location, you are just a short, scenic stroll away from pristine sandy beaches and steps from the area's premier dining, shopping,…

Enjoy the BEST of Naples from this beautifully remodeled first-floor, one- bedroom, one-bath TURNKEY residence. Thoughtfully updated with stylish finishes and comfortable furnishings, this inviting retreat is rental ready and fully equipped for a relaxing stay. This FIRST FLOOR corner unit has assigned parking that is located directly outside of this units for ease of…

PREMIER LOCATION!!! Walking distance to 5th Ave, Tin City, Old Naples and white sandy beaches. Fine dining, boutique and antique stores, performing arts, car shows, art fairs right on 5th Ave, free concerts at Cambier Park, all of it just steps away. Beautifully furnished with BRAND NEW FURNITURE, facing southeast over Naples Bay. Living/dining room…

LOCATION !!! LOCATION !!! LOCATION !!! Olde Florida Style Turnkey Rental in Olde Naples. and so close to the Beach! This rare end unit featuring an abundance of windows offers plenty of natural light throughout the day. This roomy 2 bedroom 2 bath condominium features a large living and dining area with a back door…

AVAILABLE IMMEDIATELY LONG-TERM. WIFI & WATER INCLUDED. Beautifully remodeled 1-bedroom condo in the heart of Olde Naples at Castleton Gardens. This turnkey residence offers a bright, open layout with brand-new furnishings, updated appliances, in-unit laundry, a well-appointed kitchen, spacious bedroom, and outdoor space perfect for relaxing. Castleton Gardens is a highly sought-after gated community set…

Exquisite designer renovation ! One block from the beach and Pier and Olde Naples famed 3rd St. dining/shopping district. A comprehensive renovation was completed at this 2 BR/2.5BA poolside condo in the renowned Pierre Club, offering an immaculate contemporary living style with no expense spared on finishes, furnishings and appliances. Unique two-level residence on the…

RENTED FROM SEPTEMBER 2026 THRU MAY 2027! If you ever dreamed about living so close to the Gulf of Mexico and within walking distance to downtown Naples for less than half of what the rentals go for in this area - then this is the one! This condo offers a coastal vibe with views of…

A UNIQUE OPPORTUNITY IN OLDE NAPLES! This hard to find, unfurnished first floor one bedroom condo, is ideally located just two blocks from the prestigious 5th Avenue and also Naples' sugar sand beaches! Recently renovated with an updated kitchen with stainless steel appliances, white cabinetry, off white tile floors, and new paint throughout. Located inside…

Perfect location is the heart of Old Naples. Town Manor is a quaint 21 unit complex only 3 blocks to the white sandy beaches & steps away from the historic 3rd street shopping & dining district. Relax by the courtyard style community pool & enjoy 2 split bedrooms, sizable living & dining areas. Enjoy the…