Old Naples Homes

• 

  

  

  /19

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Apartment for Rent

  380 4th Ave S Unit 380, Naples, FL 34102

  Welcome to an exquisite abode at 380 4th Avenue South, Unit 380, nestled in the heart of scenic Naples, FL. This tastefully appointed residence offers 1,000 square feet of thoughtfully designed living space. Delight in two elegantly crafted bedrooms and two pristine bathrooms, all enhanced by central air conditioning and heating for your utmost comfort. The residence comes fully furnished,

  Anthony Dwyer Compass Florida LLC

  380 4th Ave S Unit 380, Naples, FL 34102
• 

  

  

  /7

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,064 Sq Ft

  201 8th St S Unit 304, Naples, FL 34102

  201 8th St S Unit 304, Naples, FL 34102
• 

  

  

  /33

  $599,900 Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  548 Broad Ave S Unit 548, Naples, FL 34102

  Welcome to your new oasis in sunny Naples, FL! This beautifully remodeled 1st-floor condo offers 2 bedrooms and 2 baths, making it the perfect cozy retreat or year-round residence. Recent upgrades ensure this home is as stylish as it is built to last. The brand-new roof and charming courtyard create a serene space to unwind, while fresh new paint, updated electrical and plumbing systems, and

  Kim Reed Reed Property Mgt. & Sales

  548 Broad Ave S Unit 548, Naples, FL 34102
• 

  

  

  /15

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 855 Sq Ft
  • Condo for Rent

  766 Central Ave Unit 119, Naples, FL 34102

  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’ provides a solace from the ‘hustle and bustle’ of downtown

  Maria Metzger Royal Shell Real Estate, Inc.

  766 Central Ave Unit 119, Naples, FL 34102
• 

  

  

  /12

  Est $1,879,564 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  201 8th St S Unit 210, Naples, FL 34102

  201 8th St S Unit 210, Naples, FL 34102
• 

  

  /50

  $4,950,000

  • 3 Beds
  • 3.5 Baths
  • 3,619 Sq Ft

  645 Broad Ave S, Naples, FL 34102

  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 Old Naples lifestyle. Filled with natural light, the home features 3 bedrooms plus a den, 3.5 baths, a gourmet kitchen, dining area, morning nook, and

  Lance Stahlman Compass Florida LLC

  645 Broad Ave S, Naples, FL 34102
• 

  

  /35

  $75,000 per month

  • 5 Beds
  • 5.5 Baths
  • 2,861 Sq Ft
  • House for Rent

  287 11th Ave S, Naples, FL 34102

  Newly restored + luxuriously to the NTH Degree. Absolutely everything you dream about in a Naples vacation rental is contained within the walls of the updated Old Glory Cottage and Guesthouse located in the Olde Naples historic district (renovated in 2011 by the Williams Group/Kristen Williams). Walk to the beach (yes, 2.5 blocks). Walk to 3rd Street and 5th Avenue restaurants and shopping. 287

  Michelle Craft Naples Homes and Rentals Inc

  287 11th Ave S, Naples, FL 34102
• 

  

  /12

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  201 8th St S Unit 307, Naples, FL 34102

  201 8th St S Unit 307, Naples, FL 34102
• 

  

  /47

  $6,995,000

  • 4 Beds
  • 5 Baths
  • 4,001 Sq Ft

  150 6th St N, Naples, FL 34102

  Meticulously designed and crafted to the highest standards, this exceptional residence combines timeless elegance with modern sophistication. Built in 2020 by Kaye Lifestyle Homes, the home boasts wide-plank Legno Bastone hardwood floors, custom millwork throughout, and intricate ceiling details, providing a sense of refined comfort at every turn. The expansive, open-concept layout seamlessly

  James Bates Premier Sotheby's Int'l Realty

  150 6th St N, Naples, FL 34102
• 

  

  /36

  $17,000 per month

  • 3 Beds
  • 3.5 Baths
  • 2,064 Sq Ft
  • Apartment for Rent

  201 8th St S Unit 104, Naples, FL 34102

  Available April 2026 at $13,500 | Welcome to the ultimate vacation escape, at the prestigious Mark on 8th, where luxury and convenience meet. This downtown fully furnished coastal contemporary condo offers a thoughtfully designed modern living space while boasting three beautifully appointed bedrooms and four elegant baths. An open-concept washed in natural light, whether preparing a meal in the

  Patrick Burke Halo Home Management LLC

  201 8th St S Unit 104, Naples, FL 34102
• 

  

  /10

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,064 Sq Ft

  201 8th St S Unit 305, Naples, FL 34102

  201 8th St S Unit 305, Naples, FL 34102
• 

  

  /20

  $839,500

  • 2 Beds
  • 2 Baths
  • 1,023 Sq Ft

  503 Broad Ave S Unit 503, Naples, FL 34102

  Experience coastal luxury at its finest in this beautifully renovated 2-bedroom, 2-bath condo, perfectly situated in one of Old Naples’ most coveted neighborhoods. Just moments from pristine Gulf beaches, 5th Avenue South dining, boutique shopping, and world-class entertainment, this residence blends modern elegance with timeless Naples charm.Step inside to discover a bright, open-concept

  Michelle Cefolia Amant Realty

  503 Broad Ave S Unit 503, Naples, FL 34102
• 

  

  /30

  $18,000 per month

  • 2 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Condo for Rent

  555 5th Ave S Unit 204, Naples, FL 34102

  Highly desirable & exclusive condo directly on 5th Ave S in Olde Naples. Experience the night life and luxury Naples has to offer right downstairs. 5th Ave offers some of Naples most prestigious and high-end dining and shopping. From cafes, bistros, boutiques, ice cream parlors, designer jewelers, fine art, 5th Ave's historic district has it all. To top it off, we're also only 5 blocks from

  Maurice Cossairt Edgewater Realty & Homes LLC

  555 5th Ave S Unit 204, Naples, FL 34102
• 

  

  /11

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,940 Sq Ft

  201 8th St S Unit 303, Naples, FL 34102

  201 8th St S Unit 303, Naples, FL 34102
• 

  /2

  $9,450,000

  • Land
  • 0.3 Acre
  • $31,500,000 per Acre

  12 Gulf Shore Blvd N, Naples, FL 34102

  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!!!

  Fred Zuccarelli Downing Frye Realty Inc.

  12 Gulf Shore Blvd N, Naples, FL 34102
• 

  

  /31

  $18,000 per month

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Condo for Rent

  555 5th Ave S Unit PH-1, Naples, FL 34102

  Currently accepting WEEKLY & MONTHLY rentals!Enjoy the life of luxury in the heartbeat of Naples in your own turn-key penthouse overlooking Olde Naples 5th Ave. 5th Ave offers world class fine dining and shopping. Just a few blocks away lies the beautiful white sand beaches of Naples. South of there, you'll find the famous Naples Pier. Your two bedroom+ den penthouse has an atrium-style

  Maurice Cossairt Edgewater Realty & Homes LLC

  555 5th Ave S Unit PH-1, Naples, FL 34102
• 

  

  /12

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,939 Sq Ft

  201 8th St S Unit 302, Naples, FL 34102

  201 8th St S Unit 302, Naples, FL 34102
• 

  

  /26

  $7,495,000

  • 5 Beds
  • 5.5 Baths
  • 4,483 Sq Ft

  1230 Gulf Shore Blvd S, Naples, FL 34102

  Just 70 steps from the Gulf of America and an effortless stroll to both Third Street South and Fifth Avenue South, this 2018 Stofft Cooney–designed beach-block residence captures timeless architecture, exceptional craftsmanship, and an unmatched location. Spanning over 4,450 square feet of air-conditioned living, the home features five bedrooms plus a study (optional sixth), an upper-level lounge

  Rex Miller William Raveis Real Estate

  1230 Gulf Shore Blvd S, Naples, FL 34102
• 

  

  /34

  $7,000 per month

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • House for Rent

  333 4th Ave S Unit 202, Naples, FL 34102

  Welcome to your perfect coastal escape—just two blocks from the sugar-white sands of Naples beaches! This exquisite 2-bedroom, 2-bathroom residence in the coveted Cambridge Club offers the ultimate blend of luxury, comfort, and convenience in one of Naples’ most desirable neighborhoods.Perched on the second floor, this beautifully furnished home is designed for effortless living. Simply

  Andrea Clark Premier Property Management

  333 4th Ave S Unit 202, Naples, FL 34102
• 

  

  /11

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,064 Sq Ft

  201 8th St S Unit 205, Naples, FL 34102

  201 8th St S Unit 205, Naples, FL 34102
• 

  

  /40

  $1,950,000

  • 2 Beds
  • 2 Baths
  • 1,577 Sq Ft

  850 Central Ave Unit 205, Naples, FL 34102

  Experience refined Olde Naples living in Residence #205 at Eight Fifty Central, a boutique condominium community perfectly positioned in the heart of Old Naples. This corner residence features two bedrooms plus a den and two bathrooms, combining thoughtful design with contemporary style. Expansive floor-to-ceiling windows bathe the interiors in natural light, while the extended wraparound

  James Pilkington WeichertRealtors-ParadiseHomes

  850 Central Ave Unit 205, Naples, FL 34102
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  /24

  $4,500 per month

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Apartment for Rent

  421 12th Ave S Unit A-9, Naples, FL 34102

  2026!SEASON ! Book it now at lower rate !! very convenient to everything Walk or Roger bike at theALGONQUIN CONDO IN VILLAGE GREEN OFFERS A ONE BEDROOM, 1ST FLOOR CONDO FOR THE 2026 SEASON. NEW KITCHEN, NEW FLOORING, NEW FURNISHING. GREAT LOCATION DOWNTOWN AND OFFERS AN ABUNDANCE OF AMENITIES AT THE CLUBHOUSE AND POOL AREA. SOCIAL GATHERINGS TO MEET YOUR WINTER TIME FRIENDS AND NEIGHBORS.

  Karen Wagenheim Downing Frye Realty Inc.

  421 12th Ave S Unit A-9, Naples, FL 34102
• 

  

  /11

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,064 Sq Ft

  201 8th St S Unit 204, Naples, FL 34102

  201 8th St S Unit 204, Naples, FL 34102
• 

  /2

  $67,000

  • Land
  • 2.27 Acres
  • $29,515 per Acre

  0 2nd Ave SE Unit 226005225, Naples, FL 34117

  THIS IS A GREAT LOCATION, close to new shopping and New Fire Department at corner of Golden Gate Blvd at Desoto Blvd. Build your new home or invest for your future. Property has wetland and has been Price accordingly, DEP Report is attached in listing.

  Tony Arias O K Realty Inc

  0 2nd Ave SE Unit 226005225, Naples, FL 34117
• 

  

  /25

  $8,500 per month

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft
  • Condo for Rent

  286 4th St S Unit 203, Naples, FL 34102

  All about the location with this immaculate downtown condo nestled in the center of Olde Naples. Located 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 been meticulously decorated and stocked full of everything you need to enjoy your stay. Two updated bedrooms and an in-unit laundry

  Keith Ponsler Naples Vacation Properties

  286 4th St S Unit 203, Naples, FL 34102
• 

  

  /12

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,948 Sq Ft

  201 8th St S Unit 106, Naples, FL 34102

  201 8th St S Unit 106, Naples, FL 34102
• 

  

  /4

  $7,950,000

  • Land
  • 0.34 Acre
  • $23,382,353 per Acre

  470 Gulf Shore Blvd S, Naples, FL 34102

  It is all about location! This once-in-a-lifetime property is ideally positioned on famous 5th Avenue South, one of the most desirable addresses in downtown Naples. With .34-acres on the corner of 5th Avenue South beach block and the prestigious Gulf Shore Boulevard South, this incredible lot offers a unique opportunity to build a dream residence, just two homes from the beach and gulf. Only a

  James Bates Premier Sotheby's Int'l Realty

  470 Gulf Shore Blvd S, Naples, FL 34102
• 

  

  /26

  $55,600 per month

  • 5 Beds
  • 5 Baths
  • 4,251 Sq Ft
  • House for Rent

  Unlisted Address

  This finely decorated home is the pinnacle of luxury Old Naples living. The Balmoral has five bedrooms and plenty of living space, with tall ceilings and large windows for tons of light. The open living room and kitchen layout overlooks sliding glass doors that lead directly to the pool. The pool area itself features a large electric pergola for when you want to get out of the sun, and a fully

  Tom Puckett Luxury Real Estate LLC

  Unlisted Address
• 

  

  /11

  Est $2,065,352 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,064 Sq Ft

  201 8th St S Unit 105, Naples, FL 34102

  201 8th St S Unit 105, Naples, FL 34102
• 

  

  /49

  $10,500,000

  • 5 Beds
  • 5.5 Baths
  • 5,216 Sq Ft

  575 Palm Cir E, Naples, FL 34102

  In the desirable Palm Circle neighborhood, this beautiful home designed by Kukk Architecture is a short four-block distance to the beach. With wide water, western lake views, this residence features spacious open living areas and a large gourmet kitchen. The home has five bedrooms and five baths, plus powder and pool bath and is 5,168 square feet under air and 7,033 square feet under roof.

  Karen Van Arsdale Premier Sotheby's Int'l Realty

  575 Palm Cir E, Naples, FL 34102
• 

  

  /31

  $10,500 per month

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • House for Rent

  285 5th Ave S Unit 2B, Naples, FL 34102

  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 luxury living. Marble and Travertine floors throughout greet you in this custom 2Bedroom+Den(with sofa sleeper), 2Bath. With a

  Anthony Porter Sun Realty

  285 5th Ave S Unit 2B, Naples, FL 34102
• 

  

  /7

  Est $1,337,000 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,942 Sq Ft

  201 8th St S Unit 306, Naples, FL 34102

  201 8th St S Unit 306, Naples, FL 34102
• 

  

  /29

  $729,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  255 3rd Ave S Unit 255, Naples, FL 34102

  Walk to the Beach. Walk to Dinner. Skip the Car. At $729,000, this is one of the best values in Olde Naples — and the numbers back it up. There are only 24 two-bedroom, two-bath condos for sale in Olde Naples under $1,000,000, and this is the closest one to the beach at this price with covered parking. Located just two blocks from the Gulf and two blocks to iconic 5th Avenue South, this updated

  Beth Brown William Raveis Real Estate

  255 3rd Ave S Unit 255, Naples, FL 34102
• 

  

  /11

  $14,970 per month

  • 2 Beds
  • 2 Baths
  • 662 Sq Ft
  • Condo for Rent

  1295 Gulf Shore Blvd S Unit 218, Naples, FL 34102

  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 as a true beach town from this gem of a location, walking distance to

  Stacey Cotter John R Wood Properties

  1295 Gulf Shore Blvd S Unit 218, Naples, FL 34102
• 

  

  /7

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  201 8th St S Unit 207, Naples, FL 34102

  201 8th St S Unit 207, Naples, FL 34102
• 

  

  /21

  $3,750,000

  • 3 Beds
  • 3 Baths
  • 1,840 Sq Ft

  725 2nd St S Unit 5, Naples, FL 34102

  Beauty, sophistication & elegance embrace each other in this truly exquisite and one-of-a-kind property in Olde Naples less than 1000ft from the beach! A recent complete remodel of this 3bed/3bath (all en-suite) reveals tons of open space, top of the line appliances & equipment, IMPACT WINDOWS & DOORS, Restoration Hardware throughout, LVP flooring throughout, recessed dimmable LED lighting, and a

  Todd Culmer Waterfront Realty Group Inc

  725 2nd St S Unit 5, Naples, FL 34102
• 

  

  /48

  $5,688 per month

  • 2 Beds
  • 2.5 Baths
  • 1,950 Sq Ft
  • House for Rent

  550 3rd Ave N, Naples, FL 34102

  ***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 Downtown Naples? Look no further than this rental! You'll enjoy a convenient location that's a five-minute stroll to the beach and downtown fifth avenue where high-end dining

  Angela Muscato Premier Property Management

  550 3rd Ave N, Naples, FL 34102
• 

  

  /37

  Est $518,703 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 804 Sq Ft

  421 12th Ave S Unit A1, Naples, FL 34102

  421 12th Ave S Unit A1, Naples, FL 34102
• 

  

  /26

  $910,000

  • 1 Bed
  • 1 Bath
  • 691 Sq Ft

  101 8th St S Unit 206, Naples, FL 34102

  Own a newer 2021 construction stunning property just blocks to 5th Ave. S. and the beaches in Olde Naples under $1M! Furnishings/interiors designed by Clive Daniel Home throughout, facing west with an open green space sunset view and having unique rental zoning flexibility to rent out nightly, weekly or monthly! This impeccable one bedroom unit comes turnkey with sleeping for four and an assigned

  Shannon May Compass Florida LLC

  101 8th St S Unit 206, Naples, FL 34102
• 

  

  /26

  $8,000 per month

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Condo for Rent

  1051 3rd St S Unit 301, Naples, FL 34102

  2026 Feb-April rented, Booking for seasonal Nov, Dec. Jan. at South Beach Club in olde Naples on 3rd St S . This charming apartment condo is on the third floor and an end unit featuring two bedrooms, den/ guest room/office. The kitchen was updated with new cupboards, Granite and stainless steel appliances. The two bathrooms were updated recently. Tile floors throughout for easy upkeep . The

  Karen Wagenheim Downing Frye Realty Inc.

  1051 3rd St S Unit 301, Naples, FL 34102

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