$6,000 per month
- 1 Bed
- 1 Bath
- 580 Sq Ft
- Condo for Rent
540 4th Ave S Unit 13, Naples, FL 34102
540 4th Ave S Unit 13, Naples, FL 34102
306
Old Naples Homes for Rent
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$48,000 per month
- 5 Beds
- 3.5 Baths
- 3,277 Sq Ft
- House for Rent
687 9th Ave S, Naples, FL 34102
687 9th Ave S, Naples, FL 34102 -
$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 -
$5,000 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 5/1/205-12/31/2025 and all 2026. 30 day minimum. Book early the peak season lease 12 months in advance (2025 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
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$5,000 per month
- 2 Beds
- 2 Baths
- 890 Sq Ft
- Condo for Rent
546 Broad Ave S Unit 546, Naples, FL 34102
546 Broad Ave S Unit 546, Naples, FL 34102Available 1/3/26 - 4/3/26. This second-floor walk-up is located in Olde Naples, 2 blocks from the shopping and dining district that is 3rd Avenue South. This unit is approximately a 1/2 mile walk to the beach and the Naples Pier. Building does have common laundry facilities located on the first floor that was recently renovated. The Village Green community amenities are located just across
Kathy Packish ERA Naples Realty Services
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$5,500 per month
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- House for Rent
465 8th St N, Naples, FL 34102
465 8th St N, Naples, FL 34102Fully furnished home! Available for Annual, Monthly, & Weekly Rentals.AVAILABLE NOW & Beyond! Weekly/Monthly/Yearly Rentals! Call Kate for more info!Be transported back in time to the beachy town days of Olde Naples with the modern comforts of today in this charming newly renovated beach cottage. Located in the heart of Olde Naples, 1 block west of 41, be shopping & dining on 5th
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$35,000 per month
- 3 Beds
- 2 Baths
- 2,358 Sq Ft
- House for Rent
860 7th St S, Naples, FL 34102
860 7th St S, Naples, FL 34102Quintessential Olde Naples charm. Lovely, updated, pet-friendly, pool home, perfect for a luxurious vacation rentla. The new pool was just poured in early Fall 2020, and the entire outfoor living area is brand new. Owner has recently totally remodeled baths and kitchen area. Walk to 5th, to 3rd, to the beach and to the ASG tennis courts.
Joe Hoopfer Premier Sotheby's Int'l Realty
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$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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$28,000 per month
- 4 Beds
- 4 Baths
- 2,691 Sq Ft
- House for Rent
223 11th Ave S, Naples, FL 34102
223 11th Ave S, Naples, FL 34102Olde 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 right next to Naples 5th Ave AND 3rd Street South where you can find world-famous shopping & dining, plus a 2-block walk or bike ride to the gorgeous beach that lines the
Stacey Cotter John R Wood Properties
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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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$6,250 per month
- 2 Beds
- 2 Baths
- 855 Sq Ft
- Condo for Rent
766 Central Ave Unit 304, Naples, FL 34102
766 Central Ave Unit 304, Naples, FL 34102Live steps from everything you love about Olde Naples in this 2 bed, 2 bath updated condo at Central Gardens. Tucked into a lush, low-density community with a sparkling pool, this Central Gardens condo is just a short walk to vibrant 5th Avenue South, the sun-soaked Gulf beaches, and Wynn’s Market—and only minutes by car to the dining, shopping, and galleries of 3rd Street South. Inside, enjoy
Timothy Peterson Realty One Group MVP
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$1,850 per month
- 1 Bed
- 1 Bath
- 552 Sq Ft
- Condo for Rent
421 12th Ave S Unit 5, Naples, FL 34102
421 12th Ave S Unit 5, Naples, FL 34102Wonderful 1 bedroom, 1 bath, 1st floor condo. No flooding from any storm. Walking distance to pier, beach, 3rd St, 5th Ave, restaurants, shops. Active Community with pool, shuffleboard, bocci ball, library, clubhouse, events, etc. Only 18 units in building. Covered carport parking in back of condo. Impact Resistant windows throughout building. Storage in building. Paver driveway. New paint
James Kux Downing Frye Realty Inc.
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$32,500 per month
- 3 Beds
- 3.5 Baths
- 2,563 Sq Ft
- Condo for Rent
477 3rd Ave S Unit 2, Naples, FL 34102
477 3rd Ave S Unit 2, Naples, FL 3410230 Day Minimum. Available November and December 2025 at $25,000 per month. Available January, March, April 2026 at $32,500 per month. Newly Available! Escape to this stunning beach villa in the heart of Olde Naples—just 4 blocks from the Gulf and 2 blocks from the world-class dining, boutique shops, and art galleries of 5th Avenue South. The perfect winter retreat awaits you!The main
Michael Dedio Naples Trust Real Estate Servi
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$150,000 per month
- 5 Beds
- 5.5 Baths
- 5,789 Sq Ft
- House for Rent
1270 Gulf Shore Blvd S, Naples, FL 34102
1270 Gulf Shore Blvd S, Naples, FL 34102Escape 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 balcony, direct beach access, and the soothing sounds of the
Michelle Lauzier Douglas Elliman Florida,LLC
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$6,800 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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$6,500 per month
- 2 Beds
- 2 Baths
- 855 Sq Ft
- Condo for Rent
766 Central Ave Unit 112, Naples, FL 34102
766 Central Ave Unit 112, Naples, FL 34102LOCATION, LOCATION, LOCATION!!! This 2 bedroom / 2 bath unit is located in the heart of ‘Olde Naples’, featuring a king bed in the master with a trundle in the guest. Only four blocks from 5th Avenue for world class dining, shopping and nightlife. The area is historical & quaint, but offers all of the modern conveniences of theater, a cultural arts center and a library. ‘Central Garden’ provides
Maria Metzger Royal Shell Real Estate, Inc.
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$12,000 per month
- 2 Beds
- 2 Baths
- 735 Sq Ft
- Condo for Rent
175 5th Ave S Unit 103, Naples, FL 34102
175 5th Ave S Unit 103, Naples, FL 34102WINTER IN BEAUTIFUL DOWNTOWN NAPLES!!! AVAILABLE WEEKLY OR MONTHLY NOW THROUGH December 23rd, 2025; December 31, 2025 Through January 31st, 2026 AND From March 1st Through April 30th, 2026. Spend your vacation in the HEART OF NAPLES!!! Meticulously Maintained, this GROUND FLOOR Condo is beautifully COMPLETELY RENOVATED with 2 King Beds and its own washer and dryer. Fifth Avenue Beach Club offers
Louise Messina Phase III Real Estate Services
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$12,000 per month
- 2 Beds
- 2 Baths
- 735 Sq Ft
- Condo for Rent
175 5th Ave S Unit 104, Naples, FL 34102
175 5th Ave S Unit 104, Naples, FL 34102WINTER IN BEAUTIFUL DOWNTOWN NAPLES!!! AVAILABLE WEEKLY OR MONTHLY NOW THROUGH December 23rd, 2025, December 31, 2025 Through February 9th, 2026 AND From February 23rd Through April 30th,2026. Spend your vacation in the HEART OF NAPLES!!! Meticulously Maintained, this GROUND FLOOR Condo is beautifully COMPLETELY RENOVATED with 2 King Beds and its own washer and dryer. Fifth Avenue Beach Club
Louise Messina Phase III Real Estate Services
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$65,000 per month
- 5 Beds
- 5.5 Baths
- 5,145 Sq Ft
- House for Rent
154 4th Ave N, Naples, FL 34102
154 4th Ave N, Naples, FL 34102Coastal 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, and an upstairs loft perfect for reading or cards. This vacation home is
Stacey Cotter John R Wood Properties
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$55,000 per month
- 4 Beds
- 4.5 Baths
- 3,576 Sq Ft
- Condo for Rent
270 5th Ave S Unit H-2, Naples, FL 34102
270 5th Ave S Unit H-2, Naples, FL 34102A 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 featuring a fitness room, guest suites with custom
Nathan Dyer William Raveis Real Estate
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$15,000 per month
- 4 Beds
- 3.5 Baths
- 3,094 Sq Ft
- House for Rent
155 1st Ave S, Naples, FL 34102
155 1st Ave S, Naples, FL 34102Welcome to your coastal retreat, just steps from the pristine white sands of Naples' famous beaches. Nestled on one of the most coveted and tranquil streets in Olde Naples, this timeless residence is now available as a long-term, unfurnished rental. Recently refreshed with new interior paint and updated landscaping, this home offers an ideal retreat for those seeking comfort, charm, and location.
Samantha Ford John R Wood Properties
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$6,500 per month
- 2 Beds
- 1 Bath
- 755 Sq Ft
- Condo for Rent
473 12th Ave S Unit B8, Naples, FL 34102
473 12th Ave S Unit B8, Naples, FL 34102Newly renovated in the heart of Olde Naples! Bonaire Club is part of the Village Green community providing amenities including large community pool, shuffleboard, bocce ball and club room. One block from Naples renowned Third Street South where you can find sophisticated and delightful shops, renowned restaurants and bistros and farmers markets every weekend. Two blocks from the beach and the
Michelle Combs Keller Williams Realty Naples
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$12,000 per month
- 2 Beds
- 2 Baths
- 1,241 Sq Ft
- Condo for Rent
651 10th Ave S Unit 651, Naples, FL 34102
651 10th Ave S Unit 651, Naples, FL 34102Charming 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 is fully furnished and ready for your next monthly
Marybeth Alford Diversified Real Estate Group
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$9,000 per month
- 3 Beds
- 2.5 Baths
- 1,400 Sq Ft
- Condo for Rent
1140 5th St S Unit A, Naples, FL 34102
1140 5th St S Unit A, Naples, FL 34102Step into the epitome of coastal elegance at 1140 5th Street South, Unit A, located in the heart of Olde Naples, where charm, convenience, and luxury converge. This beautifully appointed vacation rental offers the quintessential Florida lifestyle just a short stroll from the world-renowned 5th Avenue South, Third Street South, fine dining, boutique shopping, and the sugar-white sands of Naples
Bill Archer Keller Williams Realty Naples
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$16,000 per month
- 2 Beds
- 2 Baths
- 1,667 Sq Ft
- Condo for Rent
231 2nd Ave S Unit 102, Naples, FL 34102
231 2nd Ave S Unit 102, Naples, FL 34102$8.5K/month is for an Off-Season Lease only. Two blocks to Naples white sand beaches! This pristine and fully updated 2 BR + Den, 2 Bath condominium with 1,667 Living Area in in the delightful four-unit complex of Gulfwalk with southern exposure community pool. A seaside cottage in the heart of Olde Naples. Feels like a new, coastal home. Clean and bright, but warm and charming. This condo’s
Aaron Earls John R Wood Properties
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$6,500 per month
- 2 Beds
- 2 Baths
- 855 Sq Ft
- Condo for Rent
766 Central Ave Unit 312, Naples, FL 34102
766 Central Ave Unit 312, Naples, FL 34102Available for the 2026 season. 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 complex with mature trees and lush landscaping has a heated pool with a large area for poolside lounging, a sauna, BBQ area and
Charlie Wallen Naples Flat Fee Realty LLC
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$19,995 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 34102Rare opportunity to secure your long term rental in Old Naples! Only 1.5 blocks to the beach and 9 blocks to 5th Ave S! This renovated, well maintained 4/3 beach house has soaring ceilings and a backyard oasis that dreams are made of. Offered turn key furnished. Have peace of mind knowing this house has never flooded.
Daniel Riess Compass Florida LLC
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$10,795 per month
- 2 Beds
- 2 Baths
- 1,132 Sq Ft
- House for Rent
1325 Gordon Dr, Naples, FL 34102
1325 Gordon Dr, Naples, FL 34102** GORDON DRIVE FULLY REMODELED COTTAGE FOR SEASON ** 2/2 ** BLOCK AND HALF FROM THE BEACH ** LUXURY ** Welcome to the oldest Cottage on Gordon Drive. This STUNNING completely remodeled 2/2 Cottage comes fully stocked with everything NEW! Located in Prestigious Olde Naples, FL. This luxurious 2 bedroom, 2 bath Cottage is just a block and a half away from the beautiful Naples white powdery-sands
Cheri Anne DeMonico Premier Property Management
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$6,000 per month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Condo for Rent
1021 3rd St S Unit 102, Naples, FL 34102
1021 3rd St S Unit 102, Naples, FL 34102Walk to the beach and Downtown Naples**ANNUAL or SEASONAL FURNISHED RENTAL AVAILABLE** 2 BEDS 2 BATHS ** Welcome to this beautiful coastal retreat! Fully furnished annual or 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
Angela Muscato Premier Property Management
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$18,000 per month
- 4 Beds
- 3 Baths
- 2,293 Sq Ft
- House for Rent
320 Gulf Shore Blvd S, Naples, FL 34102
320 Gulf Shore Blvd S, Naples, FL 34102***DOWNTOWN***OLDE NAPLES***BEACH IS JUST A FEW STEPS FROM FRONT DOOR***4 BEDS/ 3 BATHS***FURNISHED SEASONAL***Stately charm and Olde Naples elegance await you in beautiful Villa Rosa, a classic Bahamian villa just steps from the sugar-sand beaches in Olde Naples. Four bedrooms and three full baths make this home the perfect spot for the whole family to enjoy! There's a large kitchen and living
Angela Muscato Premier Property Management
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$10,000 per month
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Condo for Rent
1222 Gordon Dr Unit 3, Naples, FL 34102
1222 Gordon Dr Unit 3, Naples, FL 34102This condo is available for March and April 2026 only.2 Blocka ro Naples Pier Beach and 1 Block to all of the fun on 3rd avenue restaurants and shops! It doesn't get better than that. THis condo has been COMPLETELY redone and furnished with all new furniture from Baers! If you are looking for a perfect seasonal rental this is it. Parking place right behind the back door and a bike rack near
Marcie Roggow Douglas Elliman Florida, LLC
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$22,000 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 34102Soak up the sun in this pet friendly cottage! This single family pool home gives you the perfect place to drop your bags and hit the beaches that line the Gulf of Mexico, go shopping or dining at the world famous 5th Ave Naples, or relax poolside in the privacy of your own backyard. The spacious pool deck offers a covered sitting/dining area, grill station, and mini fridge. Located right around
Stacey Cotter John R Wood Properties
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$49,500 per month
- 6 Beds
- 5.5 Baths
- 3,811 Sq Ft
- House for Rent
362 2nd Ave N, Naples, FL 34102
362 2nd Ave N, Naples, FL 34102A 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 has an open white marble kitchen, dining area, living room, home office with
Stacey Cotter John R Wood Properties
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$18,000 per month
- 3 Beds
- 3 Baths
- 1,638 Sq Ft
- Condo for Rent
850 Central Ave Unit 207, Naples, FL 34102
850 Central Ave Unit 207, Naples, FL 34102Experience 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 guest bedroom, and a versatile
Monica Simon William Raveis Real Estate
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$14,000 per month
- 2 Beds
- 2 Baths
- 1,150 Sq Ft
- Condo for Rent
365 5th Ave S Unit 307, Naples, FL 34102
365 5th Ave S Unit 307, Naples, FL 34102Newly 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 of style and
Marjorie Workinger Royal Shell Real Estate, Inc.
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$6,500 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Condo for Rent
480 5th St S Unit 102, Naples, FL 34102
480 5th St S Unit 102, Naples, FL 34102One-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 comfortable. Huge sectional sofa, 2 flat-screen TVs, plantation shutters, beautiful quartz and marble countertops, stainless steel
Terese DeLuca Berkshire Hathaway FL Realty
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$17,500 per month
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
- Condo for Rent
850 Central Ave Unit 203, Naples, FL 34102
850 Central Ave Unit 203, Naples, FL 34102Beautifully appointed 2-bedroom, 2-bathroom condo in the vibrant heart of Naples, FL. This modern and elegant unit offers a perfect blend of comfort, style, and convenience. Sleek kitchen features high-end stainless appliances and oversized island with counter seating. The well-designed floorplan maximizes space and natural light with a comfortable main living area boasting large flat screen TV
Lauren Wells Premier Sotheby's Int'l Realty
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$43,500 per month
- 4 Beds
- 4 Baths
- 2,700 Sq Ft
- House for Rent
369 2nd Ave N, Naples, FL 34102
369 2nd Ave N, Naples, FL 34102Listed rate is for High Season (November-April). Longer High Season leases have greater discounted rates. Annual Rate is $32,625 / month. Located just three blocks from the Gulf, this charming residence offers the perfect blend of elegance, comfort, and coastal living. Nestled on the property is a sun-drenched main residence featuring open-concept interiors with vaulted ceilings and a cozy
Bill Earls John R Wood Properties
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$2,600 per month
- 2 Beds
- 2 Baths
- 890 Sq Ft
- Condo for Rent
490 Broad Ave S Unit 490, Naples, FL 34102
490 Broad Ave S Unit 490, Naples, FL 34102ANNUAL RENTAL 2nd Floor 2 bedroom 2 bath. Turn key furnishedBeautiful updated kitchen with custom cabinetry, granite counters and stainless appliances. Island bar between kitchen and living room provides a great spot to enjoy with friends. Enclosed lanai overlooking landscaped area, large trees and Broad Ave South. King sized bed in Master and Guest Bedroom is set up as a den with pull-out
Carolyn Quistberg Premiere Plus Realty Company
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$10,000 per month
- 2 Beds
- 2.5 Baths
- 1,584 Sq Ft
- Condo for Rent
1080 6th St S, Naples, FL 34102
1080 6th St S, Naples, FL 34102AVAILABLE FOR AUGUST - DECEMBER....BOOKED FOR THE 2026 SEASON. 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 fully equipped
Sarah Wayne Gulf Coast International Lux R
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