$13,000 per month
- 2 Beds
- 2 Baths
- 1,090 Sq Ft
- Condo for Rent
365 5th Ave S Unit 303, Naples, FL 34102
365 5th Ave S Unit 303, Naples, FL 34102
324
Studio to 4 Bedroom Homes for Rent in Old Naples
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$4,500 per month
- 1 Bed
- 1 Bath
- 566 Sq Ft
- House for Rent
960 7th St S Unit 202, Naples, FL 34102
960 7th St S Unit 202, Naples, FL 34102 -
$5,000 per month
- 1 Bed
- 1 Bath
- 580 Sq Ft
- Apartment for Rent
540 4th Ave S Unit 13, Naples, FL 34102
540 4th Ave S Unit 13, Naples, FL 34102 -
$2,195 - $2,295 per month
660 8th St N, Naples, FL 34102Le Bijou
2 Beds
660 8th St N, Naples, FL 34102
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$10,000 per month
- 2 Beds
- 2 Baths
- 1,058 Sq Ft
- House for Rent
282 4th St S Unit 204, Naples, FL 34102
282 4th St S Unit 204, Naples, FL 34102DOWNTOWN NAPLES, CLOSE TO 5TH AVENUE - 3 MINUTES TO THE BEACHES Welcome to our Beautiful Beach Breeze Condo, which is located on a quiet street in downtown Naples. LOCATION, LOCATION, LOCATION! This vacation rental offers 1058 Square Feet of newly remodeled living space and the perfect location - Only two blocks away from Downtown 5th Avenue and four short blocks to the beach! Naples 5th Avenue
Dali Mihajlovic ALL IN PROPERTY MANAGEMENT LLC
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$1,795 - $2,395 per month
618-628 8th St N, Naples, FL 34102Villas Isabel
1 - 2 Beds
618-628 8th St N, Naples, FL 34102
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$5,000 per month
- 2 Beds
- 2 Baths
- 890 Sq Ft
- House for Rent
610 Broad Ave S Unit J610, Naples, FL 34102
610 Broad Ave S Unit J610, Naples, FL 34102Discover this beautifully renovated two-bedroom, two-bath apartment, ideally situated for a quintessential Naples experience. Enjoy the convenience of being within walking distance to the pristine Naples Beach, the vibrant atmosphere of downtown Naples, and the charming shops and restaurants of 3rd Avenue South. The home offers modern finishes throughout, ensuring a comfortable stay. Guests also
Elizabeth Potgieter Premier Sotheby's Int'l Realty
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$22,500 per month
- 2 Beds
- 2 Baths
- 882 Sq Ft
- Condo for Rent
636 Broad Ave S Unit FL2-ID1259386P, Naples, FL 34102
636 Broad Ave S Unit FL2-ID1259386P, Naples, FL 34102Feel at home in this light-filled end-unit condo in Olde Naples, just a half mile from the beach and Naples Pier. This charming 2-bedroom, 2-bath condo is accessible by elevator or stairs and is the perfect location for a relaxing beach escape in the heart of it all.The condo features a fully stocked kitchen, a bright living space with a sofa and wall-mounted TV, and an extra seating area
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$5,500 per month
- 2 Beds
- 1.5 Baths
- 887 Sq Ft
- House for Rent
642 12th Ave S Unit 642, Naples, FL 34102
642 12th Ave S Unit 642, Naples, FL 34102Perfectly situated for the quintessential Olde Naples lifestyle, this home places you just 7 blocks from the pristine Gulf beaches, 5 blocks from the cafés, boutiques, and restaurants of 3rd Street, and 3 blocks from The Dock and Bleu Provence—some of the area’s most beloved dining destinations. This beautifully renovated and fully furnished 2-bedroom, first floor home in the desirable 55+
Jane Shawkey Nye John R Wood Properties
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$5,500 per month
- 2 Beds
- 1 Bath
- 755 Sq Ft
- Condo for Rent
473 12th Ave S Unit B-10, Naples, FL 34102
473 12th Ave S Unit B-10, Naples, FL 34102Dates available April 2026 and onward. 30 day minimum. Book early the peak season lease 12 months in advance (2026 peak jan-mar gone). Located in the heart of Naples and just 1 block from the Historic 3rd Street South. You will find fine dining, boutique shops, and a weekly farmer's market. As if that wasn't enough the condo is only a few blocks from the beach and Naples Pier. Bonaire Club
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$75,000 per month
- 4 Beds
- 3 Baths
- 3,500 Sq Ft
- House for Rent
67 8th Ave S, Naples, FL 34102
67 8th Ave S, Naples, FL 34102Welcome to the Kite House a one of a kind Old Naples family compound only steps to The Gulf of Mexico. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage. The 2 bedroom residence can be rented separately. From the front porches, you are just steps to the sugary sand
Monica Simon William Raveis Real Estate
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$2,200 per month
- 1 Bed
- 1 Bath
- 650 Sq Ft
- Condo for Rent
473 12th Ave S Unit B7, Naples, FL 34102
473 12th Ave S Unit B7, Naples, FL 34102Location, location, locationAvailable for Seasonal or Annual rent!This property is completely renovated. Brand new floors, kitchen and bathroom. Everything is brand new!!!New white interior window shutters for both windows. $2200/month annually$ 4500 November- March $ 5000 January- March 2026. Prime locationProperty is steps
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$24,000 per month
- 2 Beds
- 2.5 Baths
- 1,704 Sq Ft
- House for Rent
201 8th St S Unit 209, Naples, FL 34102
201 8th St S Unit 209, Naples, FL 34102Indulge in the ultimate luxury and convenience at The Mark on 8th, a premier condominium community in the heart of Olde Naples. Just steps from world-class boutiques, charming cafés, acclaimed restaurants, and the pristine sandy beaches of the Gulf of Mexico, this prime location offers everything you need for an unforgettable Southwest Florida vacation. Unit 209 is thoughtfully designed to
Stacey Cotter John R Wood Properties
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$2,000 per month
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Condo for Rent
685 12th Ave S Unit Everglades, Naples, FL 34102
685 12th Ave S Unit Everglades, Naples, FL 34102FURNISHED AND TURN-KEY! Downtown Olde Naples Annual Rental/Possibly for season. $2000 annual/$4500 seasonal. Walk to Third St. S. Avail now. No pets. 55 and older. if seasonal, the dates would go from January 1 to the end of April all payable in advance plus security deposit.Tenants would have access to Village Green pool and clubhouse, which is also located on 12th Ave S. and features:
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$9,000 per month
- 2 Beds
- 2 Baths
- 979 Sq Ft
- Apartment for Rent
284 4th St S Unit 103, Naples, FL 34102
284 4th St S Unit 103, Naples, FL 34102The envy of location! Tucked into the heart of Olde Naples just two blocks from 5th Ave S and four blocks from the sugar white sand beach, Beach Breeze offers the opportunity to live in one of the most desirable residential neighborhoods in the USA. Unit 284 offers the convenience of a ground floor entry and has wonderful views out to tree-lined 4th St S from newer impact resistant windows.
Stacey Cotter John R Wood Properties
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$42,900 per month
- 2 Beds
- 2 Baths
- 2,500 Sq Ft
- House for Rent
47 8th Ave S, Naples, FL 34102
47 8th Ave S, Naples, FL 34102Plan Your Beach Vacation Now! Welcome to the “Kite House,” a charming Old Naples retreat just steps from the Gulf of Mexico. This listing features the beautifully designed 2-bedroom, 2-bath residence, perfect for a family getaway or a relaxing couples’ retreat. Enjoy all the comforts of a newly remodeled property, complete with exquisite décor, thoughtful design, and state-of-the-art appliances.,
Monica Simon William Raveis Real Estate
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$30,000 per month
- 2 Beds
- 2.5 Baths
- 1,704 Sq Ft
- House for Rent
201 8th St S Unit 311, Naples, FL 34102
201 8th St S Unit 311, Naples, FL 34102Indulge in the pinnacle of luxury and convenience at The Mark on 8th, a premier condominium development nestled in the heart of Olde Naples. Just a short walk from boutiques, quaint cafés, acclaimed restaurants, and the pristine beaches along the Gulf of Mexico, this exceptional location is ideal for a Southwest Florida getaway. Unit 311 is meticulously designed to accommodate larger groups. The
Stacey Cotter John R Wood Properties
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$30,000 per month
- 3 Beds
- 3.5 Baths
- 3,325 Sq Ft
- House for Rent
12 6th St S, Naples, FL 34102
12 6th St S, Naples, FL 34102Rented for Season 2026. Welcome to Naples Coastal Retreat – Your Luxurious Getaway! Experience the epitome of coastal contemporary living at our stunning vacation rental home in beautiful Naples, FL. This exquisite three-bedroom sanctuary, each with its own attached bathroom, offers the perfect blend of luxury, comfort, and style, making it an ideal retreat for families or groups of friends. Each
Michael Dedio Naples Trust Real Estate Servi
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$22,000 per month
- 4 Beds
- 3 Baths
- 2,488 Sq Ft
- House for Rent
370 6th Ave S, Naples, FL 34102
370 6th Ave S, Naples, FL 34102NOW AVAILABLE FOR JANUARY 2026 at $25,000 plus taxes and fees due to cancelation. Nestled in the heart of Olde Naples, this exquisite 4-bedroom, 3-bathroom home offers the perfect blend of luxury, privacy, and convenience. With its prime location just one block from the bustling 5th Avenue and three blocks from the pristine beaches, you'll have the best of both worlds: the tranquility of a
Michael Dedio Naples Trust Real Estate Servi
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$32,500 per month
- 4 Beds
- 4 Baths
- 3,641 Sq Ft
- House for Rent
258 9th Ave S, Naples, FL 34102
258 9th Ave S, Naples, FL 34102NEW VACATION RENTAL - Available for 2026 season. Perfectly situated between 5th Avenue South and 3rd Street South, this Olde Naples residence offers an unbeatable walkable lifestyle—just steps to the sandy white beaches and surrounded by world-class dining, boutique shopping, and daily entertainment. Enjoy morning coffee on 5th, dinner on 3rd, and sunsets on the Gulf without ever needing a car.
Tina Keppy William Raveis Real Estate
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$11,000 per month
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
- Condo for Rent
271 Broad Ave S Unit 203, Naples, FL 34102
271 Broad Ave S Unit 203, Naples, FL 34102Embrace the quintessential Old Naples lifestyle in this light-filled, end-unit condo—turnkey and available for immediate seasonal or annual lease. Perched on the top floor of a charming three-unit building, this residence boasts an unbeatable location just steps from 3rd Street South, where world-class dining, boutique shopping, and charming cafés line the palm-shaded streets. Only two blocks
Steven Fenttiman Coldwell Banker Realty
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$12,500 per month
- 2 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
271 Broad Ave S Unit 202, Naples, FL 34102
271 Broad Ave S Unit 202, Naples, FL 34102Experience the ultimate Naples lifestyle in this beautifully furnished 2-bedroom, 2-bath condo—turnkey and available for immediate short term 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 shopping and dining. Only two blocks away, the pristine white
Steven Fenttiman Coldwell Banker Realty
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$39,995 per month
- 4 Beds
- 3 Baths
- 2,122 Sq Ft
- House for Rent
339 4th Ave N, Naples, FL 34102
339 4th Ave N, Naples, FL 34102January special due to cancellation! Exquisitely renovated (11/2025) Olde Naples beach home. With soaring ceilings and boundless outdoor living spaces, this house flows exceptionally. Providing four bedrooms & three baths, this sanctuary is situated in one of the finest locations of Olde Naples. The outdoor space feels as if one walked into a botanical garden. Relax pool side, or dine al fresco
Daniel Riess Compass Florida LLC
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$18,000 per month
- 3 Beds
- 3.5 Baths
- 4,101 Sq Ft
- Condo for Rent
428 9th St S, Naples, FL 34102
428 9th St S, Naples, FL 34102Experience the epitome of downtown Naples living in this exquisite Penthouse, where sophistication meets convenience. Just steps from the vibrant 5th Avenue and a short walk to the stunning beaches, this property offers the perfect blend of luxury and location, available for both seasonal and annual rental. Spanning an entire floor, this penthouse welcomes you with a 2,000-square-foot wrap-around
Steven Fenttiman Coldwell Banker Realty
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$55,000 per month
- 4 Beds
- 4.5 Baths
- 3,850 Sq Ft
- House for Rent
300 2nd Ave N, Naples, FL 34102
300 2nd Ave N, Naples, FL 34102BOOKED 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 lights up the home. Four bedrooms, a huge bonus room, wide wood plank
Marjorie Workinger Royal Shell Real Estate, Inc.
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$30,000 per month
- 3 Beds
- 3 Baths
- 2,252 Sq Ft
- House for Rent
359 2nd Ave N, Naples, FL 34102
359 2nd Ave N, Naples, FL 34102This 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. Magnificent outdoor spaces make this home a private oasis. Spend the day by the open- air, resort style
Marjorie Workinger Royal Shell Real Estate, Inc.
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$8,000 per month
- 1 Bed
- 1 Bath
- 534 Sq Ft
- Condo for Rent
960 7th St S Unit 101, Naples, FL 34102
960 7th St S Unit 101, Naples, FL 34102Located in the heart of Olde Naples sits this modern yet cozy first floor corner unit in an idyllic boutique building that says Welcome to Paradise. Newly renovated this 1 bedroom 1 bath unit with open floor plan features all stainless Appliances, Gourmet Kitchen, Custom Cabinets & a Large Master Suite is in close proximity to Cambier Park, 5th Ave, Naples City Dock, Dining, Shopping and the
Mel Pierce Douglas Elliman Florida,LLC
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$20,000 per month
- 3 Beds
- 3.5 Baths
- 1,939 Sq Ft
- House for Rent
201 8th St S Unit 301, Naples, FL 34102
201 8th St S Unit 301, Naples, FL 34102AVAILABLE FOR CHRISTMAS-JANUARY 2026! UNIQUE CORNER BALCONY - Combine City and Sunset views for the ultimate experience in Downtown Naples living. Just a short block away to the areas hottest restaurants, shops, galleries, events and more, and just 6 blocks to famous Naples beaches! This ideally located top-floor 3 bedroom/3.5 bath unit offers privacy and quiet mornings with serene westerly
Emily Konopasek Your Naples Realty LLC
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$20,000 per month
- 3 Beds
- 3 Baths
- 2,051 Sq Ft
- House for Rent
740 5th Ave N, Naples, FL 34102
740 5th Ave N, Naples, FL 34102Available January and February 2026! 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 boutique shopping of 5th Avenue South. Enjoy the ultimate Naples lifestyle with easy access to sandy shores, scenic bike rides, and golf
Michael Dedio Naples Trust Real Estate Servi
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$16,000 per month
- 3 Beds
- 2.5 Baths
- 1,995 Sq Ft
- House for Rent
325 3rd St S Unit 6, Naples, FL 34102
325 3rd St S Unit 6, Naples, FL 34102Available for March and April and also the 2026 off-season. Situated in the heart of Old Naples, this beautifully appointed 3 bedroom, 2.5 bath residence is your ideal home-away-from-home. The bright and airy living room exudes coastal elegance, blending comfort and style seamlessly. The gourmet kitchen features rich cabinetry, granite countertops, stainless-steel appliances, a wine refrigerator,
Sarah Wayne Gulf Coast International Lux R
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$7,000 per month
- 2 Beds
- 2 Baths
- 800 Sq Ft
- Apartment for Rent
473 12th Ave S Unit B11, Naples, FL 34102
473 12th Ave S Unit B11, Naples, FL 34102Steps from 3rd Street South and just two blocks to Naples Beach & Pier, this bright 2-bed/2-bath offers an open-concept living space, modern kitchen, and resort-style Boniare Club amenities including a pool, bocce ball and shuffleboard courts. Inside, a bright open-concept great room welcomes you with stylish finishes and a relaxed atmosphere. The gourmet kitchen features a spacious center
Renee Easley Alfred Robbins Realty Group
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$17,000 per month
- 3 Beds
- 3 Baths
- 1,663 Sq Ft
- House for Rent
850 Central Ave Unit 310, Naples, FL 34102
850 Central Ave Unit 310, Naples, FL 34102Available now through November 2026! Short term or long term. This boutique condo is in an exclusive 22 unit building in the heart of Naples. The building offers plenty of privacy, but you’ll be just steps from 5th Avenue shopping and dining and mere blocks from the beach — truly the best of both worlds. This 3 bedroom, 3 bath unit on the 3rd floor is stylish and sophisticated, with clean lines
Wendy Garber Coldwell Banker Realty
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$6,300 per month
- 3 Beds
- 2 Baths
- 855 Sq Ft
- Condo for Rent
766 Central Ave Unit 303, Naples, FL 34102
766 Central Ave Unit 303, Naples, FL 34102This 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 unbelievable sunrises and sunsets. The prettiest sunsets are in Naples, Florida Escape to
Ody Noa Hamro & Associates LLC
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$6,500 per month
- 2 Beds
- 2 Baths
- 890 Sq Ft
- Condo for Rent
578 Broad Ave S Unit 578, Naples, FL 34102
578 Broad Ave S Unit 578, Naples, FL 34102Welcome to your slice of paradise in the vibrant Condo in the heart of Olde Naples! This stunningly renovated condominium is not just a place to live – it’s a lifestyle choice for those aged 55 and better, looking to enjoy the sun-drenched beauty of Florida’s Gulf Coast. Nestled in an unbeatable location, you are mere steps away from pristine beaches, upscale shopping, and delectable dining
Dawn Hardee Royal Shell Real Estate, Inc.
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$27,000 per month
- 2 Beds
- 2.5 Baths
- 1,704 Sq Ft
- House for Rent
201 8th St S Unit 310, Naples, FL 34102
201 8th St S Unit 310, Naples, FL 34102Experience the ultimate in luxury and convenience at The Mark on 8th, the latest high-end condominium development located in Olde Naples. This property is extremely unique in the fact it allows weekly rentals (please inquire for rates)! Just steps away from world-class boutiques, charming cafés, renowned restaurants, and the pristine sandy beaches of the Gulf of Mexico, this prime location is
Stacey Cotter John R Wood Properties
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$4,000 per month
- 2 Beds
- 1.5 Baths
- 1,000 Sq Ft
- Condo for Rent
72 7th St S Unit 203, Naples, FL 34102
72 7th St S Unit 203, Naples, FL 34102In the Heart of Olde Naples, Park Terrace Club -- Two bedroom condo with one full bath and a half bath. A second floor unit in an elevator building for $4,000 for January 2026 plus 11% tourist tax plus cleaning & Broker fee. Common laundry. Also an application fee to be paid by Renter. The open floor plan for the dining and living area extends to the enclosed lanai. Crown molding and laminate
Karen Meola Downing Frye Realty Inc.
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$6,300 per month
- 2 Beds
- 2 Baths
- 855 Sq Ft
- House for Rent
766 Central Ave Unit 304, Naples, FL 34102
766 Central Ave Unit 304, Naples, FL 34102Welcome to Unit 304 at 766 Central Avenue, a beautifully appointed two-bedroom, two-bath residence offering elegant interiors and serene views of the pool and city. Ideally located just a few blocks from Naples’ iconic 5th Avenue South and 3rd Street, you’ll enjoy fine dining, boutique shopping, and an abundance of local art galleries, all within walking distance of the award-winning white sandy
Ody Noa Hamro & Associates LLC
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$55,000 per month
- 4 Beds
- 4.5 Baths
- 3,631 Sq Ft
- House for Rent
165 Broad Ave S, Naples, FL 34102
165 Broad Ave S, Naples, FL 34102This is a remarkable Olde Naples gem located one block from the beach on the iconic palm tree-laden street of Broad Avenue South. This four-bedroom home includes a private courtyard with your very own pool, spa, grill, and outdoor dining space. This is a private oasis, complete with a dedicated workspace, three-car garage, pine wood floors, Viking appliances, and a spacious owner's suite complete
Jayda Reisman Douglas Elliman Florida, LLC
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$24,900 per month
- 4 Beds
- 5.5 Baths
- 3,745 Sq Ft
- House for Rent
300 3rd Ave S Unit 3, Naples, FL 34102
300 3rd Ave S Unit 3, Naples, FL 34102Luxury Coastal Living Steps from Fifth Avenue and the Beach Perfectly positioned in one of Naples’ most desirable locations, this beautifully appointed residence offers the ultimate blend of comfort, style, and convenience. Just three blocks from the white sands of the Gulf and two blocks from the vibrant energy of Fifth Avenue South, you’ll enjoy easy access to Naples’ finest dining, boutique
Marie Vaughan Diversified Real Estate Group
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$14,000 per month
- 2 Beds
- 2 Baths
- 1,482 Sq Ft
- House for Rent
850 Central Ave Unit 202, Naples, FL 34102
850 Central Ave Unit 202, Naples, FL 34102Available for 2026 season! This boutique condo is in an exclusive 22 unit building in the heart of Naples. The building offers plenty of privacy, while just steps from 5th Avenue shopping and dining and mere blocks from the beach — truly the best of both worlds. This 2 bedroom + den unit was designed with clean lines and contemporary touches, high end finishes, and airy, light-filled rooms with
Steven Fenttiman Coldwell Banker Realty
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