The community of Olde Naples is situated in Naples. Wonderfully situated for access to all of the Naples region amenities and conveniences has to offer.

Hide Map
New Search Refine Search Save Search
250 listings match your search criteria.
Search Options
  • 10 per page
  • 25 per page
  • 50 per page
  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built
Active
71 18th Ave S  Naples
  • 6Bedrooms
  • 4Bathrooms
  • 5052Sq Ft
  • 1951Year Built
$44,000,000

No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinnacle of seaside luxury at this exceptional estate located in distinguished Olde Naples, where direct access to the pristine Gulf of Mexico beach defines an elite living experience.…

Active
275 Gulf Shore Blvd N  Naples
$39,000,000

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…

Active
23 6th Ave N    Naples
  • 6Bedrooms
  • 5Bathrooms
  • 5945Sq Ft
  • 1962Year Built
$27,900,000

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…

Active
616 Bougainvillea Rd   Naples
  • 6Bedrooms
  • 9Bathrooms
  • 9447Sq Ft
  • 2026Year Built
$25,900,000

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…

Active
1100 Gulf Shore Blvd S  Naples
  • 6Bedrooms
  • 6Bathrooms
  • 6978Sq Ft
  • 2026Year Built
$25,000,000

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…

Active
55 13th Ave S  Naples
  • 6Bedrooms
  • 5Bathrooms
  • 6143Sq Ft
  • 1886Year Built
$21,995,000

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…

Active
285 Central Ave   Naples
  • 5Bedrooms
  • 5Bathrooms
  • 6822Sq Ft
  • 2025Year Built
$17,950,000

Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Designed by Stofft Cooney Architects, built by Equinox Construction Group, and styled by Freestyle Interior Design, this residence blends timeless elegance with modern functionality. The spacious great room floor plan invites…

Active
1963 Gulf Shore Blvd S  Naples
  • 6Bedrooms
  • 5Bathrooms
  • 9047Sq Ft
  • 2016Year Built
$16,990,000

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…

Active
774 Golf Dr   Naples
  • 5Bedrooms
  • 6Bathrooms
  • 6882Sq Ft
  • 2024Year Built
$14,500,000

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…

Active
264 8th Ave S  Naples
  • 5Bedrooms
  • 5Bathrooms
  • 5057Sq Ft
  • 2026Year Built
$13,995,000

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…

Active
40 5th Ave S  Naples
  • 5Bedrooms
  • 6Bathrooms
  • 7635Sq Ft
  • 2002Year Built
$13,500,000

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,…

Active
501 7th Ave N  Naples
  • 5Bedrooms
  • 5Bathrooms
  • 5449Sq Ft
  • 2025Year Built
$12,900,000

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…

Active
273 10th Ave S  Naples
  • 5Bedrooms
  • 5Bathrooms
  • 4787Sq Ft
  • 2025Year Built
$11,995,000

Just minutes from the world class shopping and dining on 3rd Street South & Fifth Avenue South, this brand new, never lived in residence embodies refined living in the heart of the highly sought after Olde Naples neighborhood. Blending natural textures with contemporary elegance, the home offers five bedrooms + study, light-filled interiors, and a…

Active
690 7th Ave N  Naples
  • 5Bedrooms
  • 6Bathrooms
  • 4998Sq Ft
  • 2025Year Built
$10,895,000

Newly constructed Olde Naples cottage w 4,998 sf of living, southern exposure, built by award winning Calusa Construction. Interiors by award winning deClare Interiors. Open-floor plan w hardwood floors, Wolf/Subzero gourmet kitchen, 2 Cove dishwashers, refrigerator drawers, & wine trough in oversized island. Glass wine display, Solar Innovations folding doors to outdoor entertaining w covered…

Active
581 14th Ave S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4534Sq Ft
  • 2026Year Built
$10,499,000

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…

Active
241 7th Ave N  Naples
  • 5Bedrooms
  • 5Bathrooms
  • 5069Sq Ft
  • 2014Year Built
$10,395,000

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…

Active
160 Broad Ave S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 5283Sq Ft
  • 2017Year Built
$9,750,000

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…

Active
12 Gulf Shore Blvd N  Naples
$9,450,000

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!!!

Active
501 2nd Ave N  Naples
  • 4Bedrooms
  • 5Bathrooms
  • 5088Sq Ft
  • 2015Year Built
$8,995,000

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…

Active
835 11th Ave S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4709Sq Ft
  • 2025Year Built
$8,995,000

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…

Active
376 1st Ave N  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3768Sq Ft
  • 2020Year Built
$8,250,000

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…

Active
140 2nd Ave N  Naples
$7,950,000

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…

Active
1165 8th St S #302 Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4378Sq Ft
  • 2024Year Built
$7,695,000

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…

Active
185 North Lake Dr   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4082Sq Ft
  • 2017Year Built
$7,499,000

One or more photo(s) has been virtually staged, AI generated or rendered. Six doors from the Gulf, exceptional single-level living in the heart of Old Naples. Set on a generous one-third-acre homesite along a quiet residential street, 185 North Lake Drive offers a contemporary way of living that is increasingly difficult to recreate. While…

Active
180 7th Ave S  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 4670Sq Ft
  • 1997Year Built
$6,995,000

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,…

Active
473 1st Ave S  Naples
  • 5Bedrooms
  • 5Bathrooms
  • 3240Sq Ft
  • 2018Year Built
$6,995,000

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…

Active
200 Golf Dr   Naples
  • 4Bedrooms
  • 4Bathrooms
  • 6874Sq Ft
  • 2010Year Built
$6,950,000

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. 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…

Active
1140 8th St S  Naples
  • 5Bedrooms
  • 5Bathrooms
  • 4004Sq Ft
  • 2023Year Built
$6,795,000

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…

Active
1165 8th St S #202 Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4378Sq Ft
  • 2024Year Built
$6,795,000

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…

Active
405 7th Ave N  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4092Sq Ft
  • 2021Year Built
$6,750,000

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…

Active
950 8th St S  Naples
  • 5Bedrooms
  • 4Bathrooms
  • 3741Sq Ft
  • 2010Year Built
$6,495,000

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…

Active
1355 4th St S  Naples
  • 4Bedrooms
  • 5Bathrooms
  • 2957Sq Ft
  • 1987Year Built
$6,495,000

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.…

Active
135 7th St N  Naples
  • 4Bedrooms
  • 5Bathrooms
  • 4730Sq Ft
  • 2026Year Built
$6,495,000

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,…

Active
788 7th Ave N  Naples
  • 4Bedrooms
  • 5Bathrooms
  • 3939Sq Ft
  • 2025Year Built
$6,450,000

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.…

Active
742 11th Ave S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3273Sq Ft
  • 1964Year Built
$6,300,000

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…

Active
844 8th St S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3495Sq Ft
  • 2025Year Built
$6,290,000

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,…

Active
560 9th Ave S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 2182Sq Ft
  • 1991Year Built
$6,250,000

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…

Active
570 2nd Ave N  Naples
  • 4Bedrooms
  • 3Bathrooms
  • 3772Sq Ft
  • 2006Year Built
$6,100,000

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…

Active
1165 8th St S #201 Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4371Sq Ft
  • 2024Year Built
$5,995,000

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…

Active
444 3rd St N  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1860Sq Ft
  • 1967Year Built
$5,950,000

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…

Active
545 13th Ave S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3829Sq Ft
  • 2012Year Built
$5,950,000

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…

Active
757 Broad Ct S  Naples
  • 4Bedrooms
  • 3Bathrooms
  • 3000Sq Ft
  • 2026Year Built
$5,757,000

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…

Active
250 Golf Dr   Naples
  • 3Bedrooms
  • 4Bathrooms
  • 3016Sq Ft
  • 2000Year Built
$5,300,000

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…

Active
244 11th Ave S  Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1699Sq Ft
  • 1935Year Built
$5,299,000

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…

Active
680 8th Ave S  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 3050Sq Ft
  • 1929Year Built
$4,995,000

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…

Active
1160 8th St S  Naples
  • 6Bedrooms
  • 4Bathrooms
  • 5822Sq Ft
  • 2007Year Built
$4,950,000

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…

Active
912 9th Ave S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3385Sq Ft
  • 2016Year Built
$4,950,000

(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…

Active
901 10th Ave S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3538Sq Ft
  • 2020Year Built
$4,900,000

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…

Active
645 Broad Ave S  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 3619Sq Ft
  • 2008Year Built
$4,599,000

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…

Active
888 10th Ave S  Naples
  • 5Bedrooms
  • 4Bathrooms
  • 3190Sq Ft
  • 2022Year Built
$4,499,000

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.…

Active
495 5th St S 304 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 2446Sq Ft
  • 2019Year Built
$3,595,000

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 designed residence above it all. With Naples’ finest restaurants, boutiques, galleries and cafés…

Active
442 Central Ave   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1000Sq Ft
  • 1951Year Built
$3,250,000

LOCATION LOCATION LOCATION !! This charming shabby chic cottage-style residence on a spacious .22-acre lot is 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 exceptional opportunity for INVESTORS and BUILDERS seeking a site for a thoughtfully designed…

Active
395 7th Ave S  Naples
$3,200,000

395 7th Avenue South offers a rare opportunity in the heart of Olde Naples to build your custom retreat. A short walk to Naples' white sand beach, famed 5th Avenue, or historic Third Street South, this premier homesite offers the perfect blend of tranquility and vibrant downtown living. Nestled in a collection of cottage style…

Active
430 10th Ave S 305 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2280Sq Ft
  • 2000Year Built
$3,190,000

Tucked within the intimate Isla Mar community in the heart of Old Naples, this end-unit residence lives like a private coastal retreat. Spanning approximately 2,280 square feet, the multi-level floor plan is filled with natural light and defined by crisp white interiors, shiplap detailing, and thoughtfully curated coastal finishes throughout. The open-concept kitchen serves as…

Active
740 5th Ave N  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2029Sq Ft
  • 2007Year Built
$2,995,000

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,…

Active
382 12th Ave S 202 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2429Sq Ft
  • 2015Year Built
$2,975,000

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…

Active
61 4th St S  Naples
$2,799,000

One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to create a custom luxury residence in one of Old Naples' most coveted locations. Perfectly positioned just three blocks from the Gulf (approximately a 3-minute walk) and only four blocks from world-renowned Fifth Avenue South (approximately a 2-minute walk),…

Active
411 6th St S 301 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1734Sq Ft
  • 2001Year Built
$2,799,000

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…

Active
875 6th Ave S 304 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2365Sq Ft
  • 2019Year Built
$2,775,000

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…

Active
165 5th St S 3 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1951Sq Ft
  • 2004Year Built
$2,700,000

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…

Active
705 10th St S 202 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2930Sq Ft
  • 2001Year Built
$2,700,000

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…

Active
780 5th Ave S 305 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1932Sq Ft
  • 2001Year Built
$2,700,000

Experience the epitome of luxury living in the heart of downtown Naples, located above Provident Jewelers on prestigious 5th Avenue. This completely remodeled unit features 2 spacious bedrooms and 2.5 baths, all of which have been thoughtfully redesigned for modern living. Wide plank hardwood floors flow seamlessly throughout, while the chef's kitchen showcases high-gloss white…

Active
780 5th Ave S 203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1800Sq Ft
  • 2001Year Built
$2,695,000

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…

Active
82 9th St S 205 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 2131Sq Ft
  • 2024Year Built
$2,595,000

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…

Active
760 1st Ave N  Naples
$2,500,000

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,…

Active
292 14th Ave S A Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2038Sq Ft
  • 1972Year Built
$2,499,000

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…

Active
225 5th Ave S 103 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1728Sq Ft
  • 1983Year Built
$2,250,000

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…

Active
640 2nd St S 2 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2218Sq Ft
  • 1989Year Built
$2,100,000

LOCATION, LIFESTYLE & INVESTMENT OPPORTUNITY! This fabulous 3-bedroom, 3-bath condo is located within walking distance to 5th Avenue South, 3rd Street South, and the Naples Pier, placing the best of downtown Naples right outside your door. You simply must see this property in person to truly appreciate its amazing location! Expansive windows fill the home with…

Active
1001 10th Ave S D2 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 3387Sq Ft
  • 2004Year Built
$2,050,000

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…

Active
201 8th St S 208 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1704Sq Ft
  • 2024Year Built
$1,999,999

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…

Active
850 Central Ave  207 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1638Sq Ft
  • 2021Year Built
$1,995,000

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…

Active
611 10th Ave S B2 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1857Sq Ft
  • 1997Year Built
$1,900,000

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…

Active
365 5th Ave S 307 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1150Sq Ft
  • 1995Year Built
$1,870,000

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…

Active
545 11th Ave S 104 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1447Sq Ft
  • 1995Year Built
$1,699,000

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…

Active
850 Central Ave  204 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1397Sq Ft
  • 2021Year Built
$1,595,000

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,…

Active
850 Central   303 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1397Sq Ft
  • 2021Year Built
$1,590,000

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…

Active
850 Central Ave  209 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1401Sq Ft
  • 2021Year Built
$1,495,000

Experience the best of Downtown Naples living from this beautifully appointed TURNKEY 2 Bedroom + Den, 2 Bath residence at Eight Fifty Central, a boutique 22-residence community ideally LOCATED WEST OF US 41 and just blocks from Fifth Avenue South, Third Street South, and Naples' beaches. Constructed in 2021, this modern pied-à-terre offers the rare…

Active
850 Central Ave  311 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1209Sq Ft
  • 2021Year Built
$1,475,000

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…

Active
995 9th Ave S 5 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1395Sq Ft
  • 1980Year Built
$1,350,000

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…

Active
995 9th Ave S 4 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1861Sq Ft
  • 1980Year Built
$1,299,000

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,…

Active
280 2nd Ave S 303 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1162Sq Ft
  • 1968Year Built
$1,245,000

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…

Active
990 8th St S 1c Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1492Sq Ft
  • 1982Year Built
$1,225,000

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. 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…

Active
666 3rd St S 202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1384Sq Ft
  • 1970Year Built
$1,150,000

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…

Active
101 8th St S 201 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 902Sq Ft
  • 2021Year Built
$1,149,000

Seller financing available!! Interest only financing for 3 years at 4.95% interest rate for full prices offers with a 50% down payment. This unit is expected to have north of $80,000 in rental income this year!!! LOWEST PRICED 2/2 newly built condo in all of 34102!! Rental property management will continue for the new owners…

Active
175 5th Ave S 4 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 735Sq Ft
  • 1964Year Built
$1,089,000

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…

Active
415 10th Ave S 7 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1372Sq Ft
  • 1958Year Built
$1,075,000

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…

Active
1222 Gordon Dr  2 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1125Sq Ft
  • 1974Year Built
$899,000

Welcome to this sophisticated Beach retreat nestled in the heart of Naples, FL. This elegantly appointed residence has undergone a complete interior renovation and offers the perfect blend of downtown vibrancy and serene beachside living, capturing the very essence of Naples' finest offerings. Spanning 1,125 square feet, this home features two spacious bedrooms and two…

Active
536 2nd St S 536 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1000Sq Ft
  • 1967Year Built
$815,000

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…

Active
1065 8th St S 203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1217Sq Ft
  • 1982Year Built
$799,900

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…

Active
211 3rd Ave S 211 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1250Sq Ft
  • 1965Year Built
$799,000

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…

Active
900 Broad Ave S 133/134 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 800Sq Ft
  • 1964Year Built
$775,000

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…

Active
1295 Gulf Shore Blvd S 134 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 662Sq Ft
  • 1966Year Built
$749,999

NEW PRICE — $749,999! 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,…

Active
900 8th Ave S 103 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1092Sq Ft
  • 1971Year Built
$655,000

Your Olde Naples getaway is ready for season! Now offered at a new price, this beautifully renovated and professionally furnished 2-bedroom, 2-bath residence delivers the downtown Naples lifestyle buyers love. Walk to Fifth Avenue South, Third Street South, Cambier Park, Tin City and Naples’ white-sand beaches. Completely reimagined down to the concrete, the residence offers…

Active
721 9th St S 1 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1132Sq Ft
  • 1967Year Built
$650,000

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…

Active
1100 8th Ave S 309c Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1080Sq Ft
  • 1970Year Built
$650,000

COVERED BOAT SLIP w/ LIFT INCLUDED ($200,000)! Beautiful 2 bedroom, 2 bath, Top floor (3rd floor) END UNIT CONDO - NEW WOOD-LIKE PLANK FLOORS THROUGHOUT-One of the most FINANCIALLY sound associations in OLDE NAPLES! Certificate of Ownership in the "Adventure's Club" is included! Just a few blocks away from Tin City, 5th Avenue & 3rd…

Active
480 5th St S 202 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 536Sq Ft
  • 1965Year Built
$625,000

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…

Active
1100 8th Ave S 210b Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1080Sq Ft
  • 1970Year Built
$620,000

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.”…

Active
1100 8th Ave S 205a Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1080Sq Ft
  • 1969Year Built
$559,000

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 a historic…

Active
980 7th Ave S 204 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 540Sq Ft
  • 1971Year Built
$499,000

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…

Active
275 8th Ave S 275 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 532Sq Ft
  • 1956Year Built
$494,000

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…

Active
900 8th Ave S 102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1092Sq Ft
  • 1971Year Built
$475,000

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 and is offered turnkey furnished, making it truly move-in ready. The interior features new kitchen cabinetry, appliances, updated bathrooms, and clean coastal…

Active
980 7th Ave S 109 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 540Sq Ft
  • 1971Year Built
$464,000

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…

Active
534 4th Ave S 3 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 580Sq Ft
  • 1964Year Built
$450,000

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…

Active
766 Central Ave  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1032Sq Ft
  • 1973Year Built
$449,000

LOWEST PRICED 3 BEDROOM CONDO IN OLDE NAPLES! This is a great opportunity to own a 1st floor unit in Central Garden with 3 full bedrooms, assigned parking close to the unit and extra storage just steps away. The condo has a screened lanai that faces the beautiful pool area. The flooring has recently been…

Active
900 Broad Ave S 320 Naples
  • 1Bathrooms
  • 350Sq Ft
  • 1964Year Built
$429,000

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…

Active
285 8th Ave S 285 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 532Sq Ft
  • 1956Year Built
$425,000

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,…

Active
655 8th Ave S 3 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 526Sq Ft
  • 1973Year Built
$425,000

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,…

Active
1100 8th Ave S 204a Naples
  • 2Bedrooms
  • 2Bathrooms
  • 924Sq Ft
  • 1970Year Built
$420,000

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…

Active
900 Broad Ave S 139 Naples
  • 1Bathrooms
  • 350Sq Ft
  • 1964Year Built
$415,000

Completely renovated studio residence at the Cove Inn on Naples Bay. The unit was stripped to the studs and fully rebuilt following Hurricane Irma in 2017, offering a fresh, updated interior in one of Old Naples’ most recognizable waterfront condo-hotels. Owners may enjoy the residence for personal use or participate in the optional on-site rental…

Active
960 7th St S 103 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 534Sq Ft
  • 1973Year Built
$399,900

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…

Active
766 Central Ave  113 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 855Sq Ft
  • 1973Year Built
$399,900

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…

Active
900 Broad Ave S 117 Naples
  • 1Bathrooms
  • 350Sq Ft
  • 1964Year Built
$380,000

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…

Active
900 Broad Ave S 125 Naples
  • 1Bathrooms
  • 350Sq Ft
  • 1964Year Built
$375,000

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…

Active
960 7th St S 105 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 534Sq Ft
  • 1973Year Built
$359,000

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…

Active
1021 3rd St S 306 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1012Sq Ft
  • 1968Year Built
$350,000

LOCATION + GREATLY REDUCED PRICE = EXCELLENT VALUE!! (SELLER MOTIVATED!!!)........... (MAKE OFFER!!!) (DISTRESS SALE!) LET'S MAKE A DEAL!!! YOU WIN!!! 1) Superb Old Naples Location; 3 Blocks to Beach + Famous Fishing Pier! 2 Blocks to Fabulous 3rd Street Shoppes & Bistros. Easy stroll to 5th Avenue S. shopping district! Short walk to…

Active
766 Central Ave  119 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 855Sq Ft
  • 1973Year Built
$349,999

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…

Active
975 9th Ave S 11 Naples
  • 2Bedrooms
  • 1Bathrooms
  • 715Sq Ft
  • 1969Year Built
$349,900

PRICED TO SELL! FULLY UPDATED 1ST FLOOR END UNIT WITH METAL ROOF IN DOWNTOWN NAPLES! Prime location in highly desirable Olde Naples, just steps from 5th Avenue South, Cambier Park, and the white sand beaches of the Gulf, this beautifully updated 2-bedroom condo offers exceptional value in a neighborhood surrounded by multimillion-dollar residences. Now offered…

Active
72 7th St S 108 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 712Sq Ft
  • 1968Year Built
$325,000

ATTENTION ALL INVESTORS!!! BEST VALUE in OLDE NAPLES,... -Minutes to Fifth Avenue, Shopping, restaurants, health care, beaches and more! The Collier County Public Library is just adjacent from the Park Terrace Club! Amazing opportunity to hang your hat and make this casual, cozy condo your slice of paradise! 1 bedroom, 1 bath condo…

Active
72 7th St S 106 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 712Sq Ft
  • 1968Year Built
$275,000

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,…

Active
1270 Gulf Shore Blvd S  Naples
  • 5Bedrooms
  • 5Bathrooms
  • 5789Sq Ft
  • 2013Year Built
$150,000

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…

Active
245 Broad Ave S  Naples
  • 5Bedrooms
  • 6Bathrooms
  • 4500Sq Ft
  • 2005Year Built
$75,000

A slice of Key West HEAVEN in the HEART of Olde Naples. Affectionately called "The Christmas Cottage," this Craftsman SFH is luxurious and lavish, yet as comfortable as your home. A very upscale main house and separate guest cottage with a total of 5 bedrooms (if you include the office/den that has a queen pullout);…

Active
187 Broad Ave S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 2912Sq Ft
  • 1995Year Built
$75,000

Everything you dream about in this remastered Olde Florida cottage. Pet Friendly. 1.87 blocks to the Beach. 1.87 blocks to Campiello's and Tommy Bahama's ... and all that is fabulous dining and shopping. Main house has three bedrooms + office + den and the separate guest house has two bedrooms.

Active
675 2nd St S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3000Sq Ft
  • 2017Year Built
$70,000

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…

Active
154 4th Ave N  Naples
  • 5Bedrooms
  • 5Bathrooms
  • 5145Sq Ft
  • 1991Year Built
$70,000

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,…

Active
590 6th Ave N  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 4729Sq Ft
  • 2024Year Built
$65,000

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 of Fifth Avenue South and Third Street South. This spacious 4-bedroom, 4.5-bath residence welcomes…

Active
287 11th Ave S  Naples
  • 5Bedrooms
  • 5Bathrooms
  • 2861Sq Ft
  • 2012Year Built
$65,000

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…

Active
380 5th Ave N  Naples
  • 4Bedrooms
  • 3Bathrooms
  • 3229Sq Ft
  • 2001Year Built
$58,500

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…

Active
134 16th Ave S  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2754Sq Ft
  • 1966Year Built
$55,000

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…

Active
300 2nd Ave N  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3850Sq Ft
  • 2019Year Built
$55,000

BOOKED FROM JAN. 1- April 30, 2026'. 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…

Active
501 2nd Ave N  Naples
  • 4Bedrooms
  • 5Bathrooms
  • 5088Sq Ft
  • 2015Year Built
$50,000

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…

Active
362 2nd Ave N  Naples
  • 6Bedrooms
  • 5Bathrooms
  • 3811Sq Ft
  • 2004Year Built
$49,500

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 the covered front porch. The main floor…

Active
270 5th Ave S H-2 Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3576Sq Ft
  • 2007Year Built
$48,000

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…

Active
687 9th Ave S  Naples
  • 5Bedrooms
  • 3Bathrooms
  • 3277Sq Ft
  • 2000Year Built
$48,000

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.…

Active
942 9th Ave S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3156Sq Ft
  • 2015Year Built
$48,000

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…

Active
210 Central Ave   Naples
  • 5Bedrooms
  • 5Bathrooms
  • 4600Sq Ft
  • 1955Year Built
$45,000

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…

Active
930 9th St S 930 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2847Sq Ft
  • 2018Year Built
$35,000

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…

Active
263 10th Ave S  Naples
  • 3Bedrooms
  • 2Bathrooms
  • 3065Sq Ft
  • 2001Year Built
$34,000

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…

Active
1375 Gordon Dr   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 2150Sq Ft
  • 1925Year Built
$30,000

HISTORIC OLD NAPLES in the heart of the 3rd Street Shopping District.. This recently remodeled property on Gordon Drive near 3rd Street South has a Cottage with 3 sleeping rooms and a one-bedroom cabana joined by a large wood-deck with multiple seatings areas for outdoor dining, conversation or taking in the afternoon sun. The Cabana…

Active
359 2nd Ave N  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2252Sq Ft
  • 1961Year Built
$30,000

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.…

Active
201 8th St S   310 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1700Sq Ft
  • 2024Year Built
$30,000

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…

Active
295 6th St N  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1868Sq Ft
  • 1966Year Built
$30,000

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…

Active
444 2nd Ave N  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2776Sq Ft
  • 2017Year Built
$30,000

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…

Active
92 10th Ave S  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1790Sq Ft
  • 1940Year Built
$28,000

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…

Active
295 5th Ave S  Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1570Sq Ft
  • 1980Year Built
$27,000

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,…

Active
1016 7th St S  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2320Sq Ft
  • 2008Year Built
$26,500

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. Enjoy the Gulf’s white sand beaches and the relaxed lifestyle. Explore 5th Avenue South’s galleries and fine dining, 3rd Street South Farmers Market, and the…

Active
270 5th Ave S H-2 Naples
  • 4Bedrooms
  • 4Bathrooms
  • 3576Sq Ft
  • 2007Year Built
$26,000

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…

Active
875 6th Ave S 304 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2365Sq Ft
  • 2019Year Built
$24,000

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…

Active
201 8th St S 208 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1704Sq Ft
  • 2024Year Built
$24,000

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…

Active
150 1st Ave N  Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2097Sq Ft
  • 1973Year Built
$24,000

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…

Active
420 Palm Cir E  Naples
  • 4Bedrooms
  • 3Bathrooms
  • 2930Sq Ft
  • 2000Year Built
$23,000

Available due to cancellation: Nov/Dec: 23k/month. Jan/Feb/Mar/Apr: 50k/month seasonal rate. 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…

Active
339 4th Ave N  Naples
  • 4Bedrooms
  • 3Bathrooms
  • 2122Sq Ft
  • 1996Year Built
$22,500

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…

Active
572 11th Ave S 2 Naples
  • 3Bedrooms
  • 4Bathrooms
  • 2520Sq Ft
  • 2005Year Built
$22,000

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…

Active
300 3rd Ave S 3 Naples
  • 4Bedrooms
  • 5Bathrooms
  • 3745Sq Ft
  • 2005Year Built
$22,000

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 residence with a private office and 5.5 full baths offers an elevated vacation experience just moments from the white-sand beaches of…

Active
1080 5th St S 1080 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2310Sq Ft
  • 1998Year Built
$21,500

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…

Active
739 7th Ave N  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2253Sq Ft
  • 1959Year Built
$20,000

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…

Active
1165 4th St S 2 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2100Sq Ft
  • 1998Year Built
$20,000

LUXURY OLD NAPLES VILLA | $20,000 MONTHLY Available for the 2026–2027 Season 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, boutique shopping, art galleries, and the vibrant energy of…

Active
850 Central Ave  207 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1638Sq Ft
  • 2021Year Built
$18,000

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…

Active
411 6th St S 202 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2293Sq Ft
  • 2001Year Built
$18,000

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…

Active
223 11th Ave S  Naples
  • 4Bedrooms
  • 4Bathrooms
  • 2691Sq Ft
  • 1950Year Built
$18,000

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…

Active
850 Central Ave  305 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1577Sq Ft
  • 2020Year Built
$18,000

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…

Active
740 5th Ave N  Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2051Sq Ft
  • 2009Year Built
$17,500

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…

Active
995 9th Ave S 6 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1838Sq Ft
  • 1980Year Built
$17,000

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…

Active
1155 6th St S  Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1384Sq Ft
  • 1966Year Built
$16,000

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…

Active
627 6th Ave S B-302 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1969Sq Ft
  • 2004Year Built
$16,000

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…

Active
101 8th St S 302 Naples
  • 2Bedrooms
  • 1Bathrooms
  • 865Sq Ft
  • 2021Year Built
$15,750

302 is SoCe Flats’ premier unit, offering a top floor corner location with large wraparound balcony and west facing sunset views! SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise Coast’s most coveted beach town. "SoCe", named for the ideal location South of Central Avenue in Olde…

Active
101 8th St S 202 Naples
  • 2Bedrooms
  • 1Bathrooms
  • 865Sq Ft
  • 2021Year Built
$15,750

Unit 202 is a two-bedroom, one-bath corner unit with a wraparound balcony offering the largest private outdoor living space in SoCe! Other notable features include west and north facing views and an outdoor dining table that seats four. SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise…

Active
392 7th Ave S 4 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1600Sq Ft
  • 1986Year Built
$15,000

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…

Active
229 7th Ave S 201 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1670Sq Ft
  • 1980Year Built
$15,000

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,…

Active
544 10th Ave S 202n Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1365Sq Ft
  • 1990Year Built
$15,000

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…

Active
1222 Gordon Dr  15 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1200Sq Ft
  • 1974Year Built
$15,000

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…

Active
684 10th Ave S D1 Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2321Sq Ft
  • 2008Year Built
$15,000

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…

Active
780 5th Ave S 302 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1449Sq Ft
  • 2001Year Built
$15,000

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…

Active
365 5th Ave S 303 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1090Sq Ft
  • 1993Year Built
$15,000

Chic 2-Bedroom, 2-bath condo in the Heart of Olde Naples! Welcome to your dream retreat in downtown Olde Naples! This beautifully updated 2-bedroom, 2-bathroom condo at 365 5th Avenue South #303 offers an elegant blend of style, comfort, and convenience just steps from the best of Naples. Located on Naples’ famous 5th Avenue South, with…

Active
850 Central Ave  203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1397Sq Ft
  • 2021Year Built
$15,000

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…

Active
1100 8th Ave S 123f Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1440Sq Ft
  • 1970Year Built
$15,000

"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…

Active
101 8th St S 210 Naples
  • 1Bedrooms
  • 2Bathrooms
  • 1190Sq Ft
  • 2021Year Built
$14,175

Unit 210 at SoCe Flats is a modern loft designed to impress! The 1-bedroom, 2-bath duplex floor plan has ceiling to floor west facing windows spanning two levels and offers the largest under air square footage in the building. SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the…

Active
101 8th St S 304 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 920Sq Ft
  • 2021Year Built
$14,175

Unit 304 is a 1-bedroom plus den condo on the top floor, offering the largest single level square footage in SoCe Flats! Notable features include a west facing furnished balcony, sliding wood doors to enclose the den for privacy and to serve as a second bedroom, and a master bath with double sink vanity and…

Active
116 3rd St  N  Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1400Sq Ft
  • 1970Year Built
$14,000

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…

Active
365 5th Ave S 307 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1150Sq Ft
  • 1995Year Built
$14,000

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…

Active
1222 Gordon Dr  14 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1200Sq Ft
  • 1973Year Built
$13,500

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 with front windows overlooking the pool. The condo…

Active
850 Central Ave  311 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1209Sq Ft
  • 2020Year Built
$13,500

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…

Active
375 8th Ave S D Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1915Sq Ft
  • 1983Year Built
$13,000

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…

Active
101 8th St S 308 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 691Sq Ft
  • 2021Year Built
$12,600

Unit 308 is a 1-bedroom, 1-bath top floor luxury condo with a desirable west-facing balcony! The bedroom has a king-size bed and the living room is equipped with a sleeper sofa to accommodate a total of four guests. SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise…

Active
101 8th St S 306 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 725Sq Ft
  • 2021Year Built
$12,600

Unit 306 at SoCe Flats is a 1-bedroom, 1-bath luxury condo with a desirable west-facing balcony on the top floor of the building! SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise Coast?s most coveted beach town. "SoCe", named for the ideal location South of Central Avenue…

Active
101 8th St S 206 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 691Sq Ft
  • 2021Year Built
$12,600

Unit 206 at SoCe Flats is a 1-bedroom, 1-bath luxury condo with a desirable west-facing balcony! SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise Coast?s most coveted beach town. "SoCe", named for the ideal location South of Central Avenue in Olde Naples, offers the unique opportunity…

Active
376 3rd St S 102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1396Sq Ft
  • 1990Year Built
$12,000

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…

Active
230 3rd Ave S 4 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 978Sq Ft
  • 1965Year Built
$12,000

Welcome to your perfect Naples getaway. 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 necessities, you'll be able to enjoy morning strolls along the shore, breathtaking Gulf sunsets, and effortless access to Naples’ renowned dining, boutiques,…

Active
360 10th Ave S B100 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1544Sq Ft
  • 1981Year Built
$12,000

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…

Active
651 10th Ave S C651 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1241Sq Ft
  • 1997Year Built
$12,000

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…

Active
101 8th St S 305 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 790Sq Ft
  • 2021Year Built
$11,025

Unit 305 in SoCe Flats is a city-view one bedroom condo on the top floor of the building! SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise Coast's most coveted beach town. "SoCe", named for the ideal location South of Central Avenue in Olde Naples, offers the…

Active
101 8th St S 205 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 790Sq Ft
  • 2021Year Built
$11,025

Unit 205 in SoCe Flats is a city-view one bedroom condo offering top of the line luxury finishes! SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise Coast's most coveted beach town. "SoCe", named for the ideal location South of Central Avenue in Olde Naples, offers the…

Active
101 8th St S 207 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 691Sq Ft
  • 2021Year Built
$11,025

Unit 207 is a 1-bedroom, 1-bath luxury condo in Olde Naples. SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise Coast's most coveted beach town. "SoCe", named for the ideal location South of Central Avenue in Olde Naples, offers the unique opportunity for a luxurious short-term vacation…

Active
1060 6th St S 1060 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1570Sq Ft
  • 190Year Built
$11,000

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…

Active
1080 6th St S  Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1584Sq Ft
  • 1980Year Built
$11,000

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…

Active
285 5th Ave S 2b Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1568Sq Ft
  • 1980Year Built
$10,500

JANUARY 2027 AVAILABLE AT A DISCOUNTED RATE! WALK TO DINNER AND THE BEACH! (on the corner of 5th Ave & 3rd Street!). Forget about needing a car because you can comfortably walk roughly 50 feet to the exclusive shops and restaurants in downtown Naples, and enjoy its many vibrant events. Almost 1600 square feet of…

Active
1295 Gulf Shore Blvd S 218 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 662Sq Ft
  • 1966Year Built
$10,479

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…

Active
250 7th Ave S 207 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1000Sq Ft
  • 1973Year Built
$10,000

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…

Active
250 7th Ave S 202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1000Sq Ft
  • 1973Year Built
$10,000

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…

Active
250 7th Ave S 301 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1000Sq Ft
  • 1973Year Built
$10,000

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…

Active
280 4th St S 104 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1058Sq Ft
  • 1969Year Built
$10,000

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…

Active
1050 9th St S 102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1680Sq Ft
  • 1986Year Built
$10,000

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!…

Active
802 10th Ave S 802 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1480Sq Ft
  • 1981Year Built
$10,000

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…

Active
302 2nd St S 302 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1340Sq Ft
  • 1970Year Built
$10,000

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,…

Active
663 10th Ave S B663 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1241Sq Ft
  • 1997Year Built
$10,000

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,…

Active
705 10th St S 301 Naples
  • 4Bedrooms
  • 4Bathrooms
  • 2930Sq Ft
  • 2001Year Built
$10,000

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…

Active
666 3rd St S 202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1364Sq Ft
  • 1970Year Built
$9,500

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…

Active
900 8th Ave S 105 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1142Sq Ft
  • 1971Year Built
$9,500

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…

Active
1140 5th St S A Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1140Sq Ft
  • 1978Year Built
$9,000

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…

Active
1100 8th Ave S 328h Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1350Sq Ft
  • 1969Year Built
$8,950

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…

Active
980 7th Ave S 201 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 540Sq Ft
  • 1970Year Built
$8,500

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…

Active
286 4th St S 203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1058Sq Ft
  • 1969Year Built
$8,000

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…

Active
1100 8th Ave S H227 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1350Sq Ft
  • 1969Year Built
$8,000

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.…

Active
215 3rd Ave S 215 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1150Sq Ft
  • 1965Year Built
$7,600

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…

Active
250 7th Ave S 305 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1000Sq Ft
  • 1973Year Built
$7,500

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!

Active
341 3rd Ave S 341 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1300Sq Ft
  • 1984Year Built
$7,500

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…

Active
880 8th Ave S 101 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1529Sq Ft
  • 1987Year Built
$7,500

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…

Active
271 Broad Ave S 202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1500Sq Ft
  • 1975Year Built
$7,500

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…

Active
271 Broad Ave S 203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1400Sq Ft
  • 1975Year Built
$7,500

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…

Active
975 9th Ave S 5 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 523Sq Ft
  • 1969Year Built
$7,000

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…

Active
362 4th Ave S 362 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 965Sq Ft
  • 1972Year Built
$7,000

"Live Life Beautifully in Southwest Florida" in the heart of Olde Naples! Available beginning in late November and throughout the 2027 season, this beautifully remodeled 2-bedroom, 2-bathroom second-floor condo offers an incredible downtown location just 3½ blocks from the white sandy beaches of Southwest Florida and only one block from world-renowned Fifth Avenue South, with…

Active
1051 3rd St S 301 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1256Sq Ft
  • 1972Year Built
$7,000

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 ,…

Active
732 7th Ave N  Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1829Sq Ft
  • 2016Year Built
$6,995

**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…

Active
1100 8th Ave S 226g Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1350Sq Ft
  • 1969Year Built
$6,500

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.…

Active
766 Central Ave  112 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 855Sq Ft
  • 1973Year Built
$6,500

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’…

Active
207 8th Ave S 207a Naples
  • 1Bedrooms
  • 1Bathrooms
  • 564Sq Ft
  • 1966Year Built
$6,500

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,…

Active
480 5th St S 102 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 600Sq Ft
  • 2002Year Built
$6,500

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…

Active
72 7th St S 203 Naples
  • 2Bedrooms
  • 1Bathrooms
  • 1000Sq Ft
  • 1972Year Built
$6,490

**AVAILABLE for January & February 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 living. The functional kitchen comes…

Active
766 Central Ave  304 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 855Sq Ft
  • 1973Year Built
$6,300

Location, Location, Location! Experience the best of downtown Naples living from this beautifully appointed two-bedroom, two-bath residence, ideally positioned just blocks from iconic Fifth Avenue South and Third Street South. Thoughtfully decorated and impeccably maintained, the residence offers elegant, comfortable interiors complemented by serene views of the pool and city. The inviting floor plan provides the…

Active
766 Central Ave  303 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 855Sq Ft
  • 1973Year Built
$6,300

This Gem awaits you in Olde Naples. Quaint 2 BDR quiet unit is everything you need for your stay. Super close to the beach, quick walk to Downtown 5th Ave., for all your shopping, dinning, Art and exciting entertainment Naples has to offer. Also just a few blocks to our awarded white sandy beaches, for…

Active
940 3rd St S 201 Naples
  • 2Bedrooms
  • 1Bathrooms
  • 936Sq Ft
  • 1975Year Built
$6,200

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.…

Active
480 5th St S 202 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 600Sq Ft
  • 1965Year Built
$6,000

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…

Active
950 7th Ave S 23 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 631Sq Ft
  • 1968Year Built
$6,000

WIDE OPEN FOR SEASON! OFFERED LONG-TERM ($4000 per month) AND SHORT TERM ($6000 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 bright,…

Active
1222 Gordon Dr  O-15 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1200Sq Ft
  • 1974Year Built
$6,000

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…

Active
1100 8th Ave S 211b Naples
  • 2Bedrooms
  • 2Bathrooms
  • 924Sq Ft
  • 1970Year Built
$6,000

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,…

Active
766 Central Ave  312 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 855Sq Ft
  • 1973Year Built
$6,000

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…

Active
964 8th Ave S B-2 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1707Sq Ft
  • 1985Year Built
$6,000

Yearly rental in a prime area, conveniently located close to 5th Ave S, 3rd St S, Tin City, shopping, dining and only 9 blocks away from the beach. This three-bedroom home includes 2 bathrooms and plenty of storage options. The primary living space features vinyl wood plank floors, and the great room contains a sitting…

Active
1021 3rd St S 102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1000Sq Ft
  • 1968Year Built
$5,500

**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…

Active
72 7th St S 202 Naples
  • 2Bedrooms
  • 1Bathrooms
  • 1000Sq Ft
  • 1972Year Built
$5,500

*AVAILABLE all season 2027* 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 a bright, functional layout and…

Active
1222 Gordon Dr  2 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1125Sq Ft
  • 1974Year Built
$5,500

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…

Active
704 Broad Ave S 704 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1300Sq Ft
  • 1978Year Built
$5,500

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…

Active
766 Central Ave  119 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 855Sq Ft
  • 1973Year Built
$5,000

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’…

Active
550 3rd Ave N  Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1350Sq Ft
  • 1978Year Built
$5,000

***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…

Active
780 10th Ave S 2 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 566Sq Ft
  • 1969Year Built
$5,000

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…

Active
1100 8th Ave S 209c Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1008Sq Ft
  • 1970Year Built
$4,500

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…

Active
950 7th Ave S 23 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 631Sq Ft
  • 1968Year Built
$4,000

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…

Active
1222 Gordon Dr  18 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1300Sq Ft
  • 1974Year Built
$3,150

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…

Active
1100 8th Ave S 314b Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1040Sq Ft
  • 1970Year Built
$3,000

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…

Active
507 Broad Ave S  Naples
  • 2Bedrooms
  • 2Bathrooms
  • 836Sq Ft
  • 1971Year Built
$2,500

AVAILABLE NOW IS THIS IMMACULATE TWO BEDROOM, TWO BATH FIRST FLOOR CONDO IN OLDE NAPLES. THIS LOCATION PROVIDES THE FULL "OLDE NAPLES" LIVING EXPERIENCE OFFERING CLOSE PROXIMITY TO THE BEAUTIFUL WHITE SAND BEACHES OF NAPLES, 5TH AVENUE, THIRD STREET, DOWNTOWN, TIN-CITY, BAYFRONT AND SO MUCH MORE. THE HOME HAS BEEN UPGRADED AND COMES FULLY FURNISHED…

Active
666 3rd St S 106 Naples
  • 1Bedrooms
  • 1Bathrooms
  • 750Sq Ft
  • 1970Year Built
$2,500

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…

Active
1021 3rd St S 302 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 916Sq Ft
  • 1968Year Built
$2,400

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…

No results found

Search Options
  • 10 per page
  • 25 per page
  • 50 per page
  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built

Wordpress IDX Plugin