$5,000 per month
- 1 Bed
- 1 Bath
- 580 Sq Ft
- House for Rent
540 4th Ave S Unit 13, Naples, FL 34102
540 4th Ave S Unit 13, Naples, FL 34102
133
Old Naples Houses for Rent
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Explore Old Naples
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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 -
$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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$24,000 per month
- 4 Beds
- 4 Baths
- 2,446 Sq Ft
- House for Rent
180 6th Ave S Unit 3, Naples, FL 34102
180 6th Ave S Unit 3, Naples, FL 34102Nestled in the heart of Old Naples, this coastal inspired 4 bedroom plus den, 4 bath residence is the perfect winter retreat. The light-filled living room features expansive windows that create a bright, welcoming space to relax and unwind. A dining area with seating for six sets the stage for intimate dinners or lively gatherings with family and friends. The kitchen is both stylish and
Sarah Wayne Gulf Coast International Lux R
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$21,500 per month
- 3 Beds
- 3 Baths
- 2,310 Sq Ft
- House for Rent
1080 5th St S, Naples, FL 34102
1080 5th St S, Naples, FL 34102Fabulous 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
Jeffrey Windland Royal Shell Real Estate, Inc.
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$6,700 per month
- 3 Beds
- 2 Baths
- 1,032 Sq Ft
- House for Rent
766 Central Ave Unit 117, Naples, FL 34102
766 Central Ave Unit 117, Naples, FL 34102Three Bedrooms |Two Bathrooms | First -Floor Condo in the Heart of Naples. This beautiful condo offers the perfect blend of comfort and convenience. Ideally located just four blocks from 5th Avenue South Naples' renowed destination for fine dining, shopping, and entertainment and only minutes away from the award winning white sandy beaches on the gulf coast. Enjoy breathtaking sunsets and
Ody Noa Hamro & Associates LLC
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$22,000 per month
- 3 Beds
- 4 Baths
- 2,100 Sq Ft
- House for Rent
1165 4th St S Unit 2, Naples, FL 34102
1165 4th St S Unit 2, Naples, FL 34102OPEN FOR 2026 Season!! Book EARLY!! OPEN FOR Summer and Fall too! This completely updated 3 bedroom/3+ bath residence offers everything one thinks of in Olde Naples: Central location, Walk to the pristine beaches, Naples' fishing pier, restaurants/shopping. This 2-story Villa sleeps six; it is spacious, well furnished, well equipped, and offers one a very comfortable place to stay in Olde Naples.
Marjorie Workinger Royal Shell Real Estate, Inc.
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$55,000 per month
- 4 Beds
- 6 Baths
- 3,909 Sq Ft
- House for Rent
434 3rd Ave S, Naples, FL 34102
434 3rd Ave S, Naples, FL 34102Arguably the best location for a rental in Olde Naples! Only 3 blocks from the white sandy beaches that make Naples one of the most desired locations in FL. This dream home boasts nearly 5,000 square feet with heated pool, southern exposure, and 4 Clive Daniel decorated bedrooms, each with its own en suite bath. One bedroom features four floating bunks, each with a privacy curtain, lamp and
Todd Culmer Waterfront Realty Group Inc
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$33,000 per month
- 3 Beds
- 5 Baths
- 3,213 Sq Ft
- House for Rent
425 5th St S Unit A, Naples, FL 34102
425 5th St S Unit A, Naples, FL 34102BOOKED FOR THE 2026 SEASON. Location, location, location! This stunning, 3 level, 3 bedroom villa is located less than 1 block from Fifth Avenue in beautiful downtown Naples, featuring a private pool/spa and outdoor kitchen with wet bar & fridge. As you enter the 1st level you are greeted by a spacious foyer leading to a comfortable den with a Murphy bed, large screen TV and private outdoor
Sarah Wayne Gulf Coast International Lux R
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$10,000 per month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- House for Rent
250 7th Ave S Unit 301, Naples, FL 34102
250 7th Ave S Unit 301, Naples, FL 34102*Jan - Mar 2026 Rented. Available Off-Peak Months. Welcome to The Olde Towne Condominium, your perfectly located vacation home in the heart of Olde Naples. This fully renovated unit offers 2 bedrooms and 2 full bathrooms. Outstanding features include an open-concept gourmet kitchen, top-quality stainless-steel appliances, washer-dryer, new bathrooms, plantation shutters and more! The primary
Kal Anderson Coldwell Banker Realty
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$10,000 per month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- House for Rent
250 7th Ave S Unit 202, Naples, FL 34102
250 7th Ave S Unit 202, Naples, FL 34102*Jan - Mar 2026 Rented. Available Off-Peak Months. Welcome to The Olde Towne Condominium, your perfectly located vacation home in the heart of Olde Naples. This fully renovated unit offers 2 bedrooms and 2 full bathrooms. Outstanding features include an open-concept gourmet kitchen, top-quality stainless-steel appliances, washer-dryer, new bathrooms, plantation shutters and more! The primary
Kal Anderson Coldwell Banker Realty
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$55,000 per month
- 5 Beds
- 4 Baths
- 3,905 Sq Ft
- House for Rent
642 6th Ave N, Naples, FL 34102
642 6th Ave N, Naples, FL 34102Escape to this stunning Olde Naples retreat, perfectly located on a beautiful tree-lined street just blocks from the beach, parks, and the vibrant dining and shopping of Fifth Avenue South and Third Street. Designed for both relaxation and entertaining, this spacious single-level home offers nearly 4,000 sq. ft. of living space with 5 bedrooms, multiple living areas, and a flexible layout ideal
Monica Simon William Raveis Real Estate
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$14,000 per month
- 2 Beds
- 2 Baths
- 1,396 Sq Ft
- House for Rent
376 3rd St S Unit 102, Naples, FL 34102
376 3rd St S Unit 102, Naples, FL 34102Discover 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 three blocks away, perfect for sunbathing,
Monica Simon William Raveis Real Estate
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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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$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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$32,500 per month
- 3 Beds
- 4 Baths
- 2,563 Sq Ft
- House 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/or December 2025 at $25,000 per month. Available January or 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 level
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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$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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$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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$12,000 per month
- 2 Beds
- 2 Baths
- 1,241 Sq Ft
- House 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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$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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$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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$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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$16,000 per month
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
- House 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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$10,000 per month
- 2 Beds
- 3 Baths
- 1,584 Sq Ft
- House 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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$4,000 per month
- 1 Bed
- 1 Bath
- 689 Sq Ft
- House for Rent
72 7th St S Unit 208, Naples, FL 34102
72 7th St S Unit 208, Naples, FL 34102It's all about the location! This quaint, nicely appointed and furnished unit is located in a prime location for experiencing the Naples lifestyle. Walk to 5th Ave. for shopping and dining while the white sandy beaches of The Gulf of Mexico are only blocks away. This unit has been nicely updated with wood-like porcelain tile flooring and a neutral palette throughout, which adds to the charm of
Joe Hoopfer Premier Sotheby's Int'l Realty
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$70,000 per month
- 4 Beds
- 4.5 Baths
- 3,000 Sq Ft
- House for Rent
675 2nd St S, Naples, FL 34102
675 2nd St S, Naples, FL 34102Beautiful 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, Walk-in Wine room; Wet Bar. The well- equipped Kitchen has all white cabinetry, white quartz counters and bar
Marjorie Workinger Royal Shell Real Estate, Inc.
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$14,000 per month
- 3 Beds
- 2.5 Baths
- 1,400 Sq Ft
- House for Rent
116 3rd St N, Naples, FL 34102
116 3rd St N, Naples, FL 34102A 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 bedroom offers 1 twin bed and walks onto the large lanai. Home features a
Grace Meholick Premier Sotheby's Int'l Realty
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$17,500 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 34102A rare opportunity to enjoy the trifecta of perfect location with this Single Family Home in Old Naples that places you within walking distance to everything Naples is famous for: 5th Avenue S, 3rd Street S and it's white-sand beaches. This property features 4 bedrooms, 4 bathrooms, a large, open floor plan with over 3600 SQFT, and it's own private pool and spa. Entertain family and friends with
Ryan Gaumer William Raveis Real Estate
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$15,000 per month
- 4 Beds
- 3.5 Baths
- 2,930 Sq Ft
- House for Rent
420 Palm Cir E, Naples, FL 34102
420 Palm Cir E, Naples, FL 34102Summer special! 15k for the month of September. Beautifully renovated and professionally furnished Old Naples Home steps to the Beach! This meticulously renovated and outfitted luxury rental is situated on a private, oversized corner lot. Renovations and furnishings include wide plank flooring, full kitchen remodel, Restoration Hardware and Arhaus furniture, brand new plush pillow top mattresses
Daniel Riess Compass Florida LLC
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$47,250 per month
- 4 Beds
- 3.5 Baths
- 3,562 Sq Ft
- House for Rent
688 3rd St N, Naples, FL 34102
688 3rd St N, Naples, FL 34102ANNUAL RATE IS $35,438 / month. Listed rate is for High Season (December through April). Longer leases have greater discounted rates. See rental rate sheet. Now available is the renowned featured cover home of Home & Design magazine’s 2015 Design Issue—an architecturally significant coastal retreat just three blocks from the beach. Masterfully designed with a sleek, transitional aesthetic, this
Bill Earls John R Wood Properties
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$30,000 per month
- 3 Beds
- 3.5 Baths
- 2,369 Sq Ft
- House for Rent
374 14th Ave S, Naples, FL 34102
374 14th Ave S, Naples, FL 34102Key West style waterfront beach house in Aqualane Shores with direct gulf access with private boat dock and lift. Bring your boat and jet skis or paddle with kayaks or paddleboards. Beautiful 3 bedroom, 3 1/2 bath home on the water with direct gulf access with boat dock and lift. Less than a block to 3rd St restaurants and shops. 3 blocks to beach. Huge outdoor area with resort style pool, full
James Kux Downing Frye Realty Inc.
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$39,000 per month
- 3 Beds
- 3.5 Baths
- 2,567 Sq Ft
- House for Rent
500 3rd Ave N, Naples, FL 34102
500 3rd Ave N, Naples, FL 34102Welcome to "Naples Walk" Located just 4 short blocks from the beach, this thoughtfully designed home features a great room concept with three bedrooms and four bathrooms. The large kitchen and great room open to a generous outside living area that includes an impressive pool and spa, summer kitchen, and outdoor fireplace. The large primary suite is located on the ground level and features a
Joe Hoopfer Premier Sotheby's Int'l Realty
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$45,000 per month
- 3 Beds
- 3.5 Baths
- 3,558 Sq Ft
- House for Rent
160 3rd St N, Naples, FL 34102
160 3rd St N, Naples, FL 34102Experience the ultimate in luxury living in this stunning residence located in prestigious Olde Naples, just steps away from the white sugar sand beaches of the Gulf of Mexico. Recently renovated to reflect today's lifestyle, this Key West architectural gem boasts over 3,600 square feet of interior living space with three bedrooms, an office, and three and a half bathrooms. As you step through
Monica Simon William Raveis Real Estate
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$16,000 per month
- 3 Beds
- 2 Baths
- 1,384 Sq Ft
- House for Rent
1155 6th St S, Naples, FL 34102
1155 6th St S, Naples, FL 34102Bella 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 and Naples City Dock on the bay. Fifteen minute walk to the luxurious
Stacey Cotter John R Wood Properties
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$10,000 per month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- House for Rent
380 4th Ave S Unit 380, Naples, FL 34102
380 4th Ave S Unit 380, Naples, FL 34102Welcome 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
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$75,000 per month
- 5 Beds
- 5.5 Baths
- 2,861 Sq Ft
- House for Rent
287 11th Ave S, Naples, FL 34102
287 11th Ave S, Naples, FL 34102Newly 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
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$13,000 per month
- 3 Beds
- 4 Baths
- 2,064 Sq Ft
- House for Rent
201 8th St S Unit 104, Naples, FL 34102
201 8th St S Unit 104, Naples, FL 34102RENTED Jan-March 2026 | Available April 2026 at $13,000 | Available Sept-Dec at $9,500 | Available Long-Term | 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
Patrick Burke Jr Halo Home Management LLC
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