$35,000 per month
860 7th St S, Naples, FL 34102
Quintessential 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
$15,000 per month
4005 Gulf Shore Blvd N Unit 904, Naples, FL 34103
Located on the 9th floor of the sought-after Gulfside at Park Shore, this beautifully renovated and fully furnished 2-bedroom, 2-bathroom condo offers breathtaking views of the Gulf of Mexico and a lifestyle defined by comfort, style, and convenience. Step inside to an open and airy floor plan featuring designer finishes, custom cabinetry, and high-end appliances. The kitchen flows seamlessly
John Lynch William Raveis Real Estate
$28,000 per month
223 11th Ave S, Naples, FL 34102
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 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
$12,000 per month
2400 Gulf Shore Blvd N Unit 205, Naples, FL 34103
Great location for beach access and 5-star resort amenities! Admiralty Point on Gulf Shore Boulevard North offers a rare opportunity to enjoy one of Naples’ most desirable waterfront communities. Perfectly situated between the Gulf and Moorings Bay, this gated 10-acre property combines convenience, security, and resort-style amenities. This spacious three-bedroom, two-bath residence features a
PJ Smith Serhant-Naples
$6,000 per month
555 Park Shore Dr Unit B513, Naples, FL 34103
**WALK TO VENETIAN PLAZA AND PRIVATE BEACH Luxurious Park Shore Condo with Private Park Shore Beach Access Pass**Welcome to your tropical retreat in the heart of Park Shore! This exquisite condo offers a perfect blend of modern elegance and coastal charm, ensuring a luxurious stay in one of Naples' most coveted locations.From the moment you step inside, you'll be captivated by the
Angela Shackleford Coldwell Banker Realty
$6,000 per month
4607 Arboretum Cir Unit 202, Naples, FL 34112
Arboretum, is ideally located in Naples' Bayshore Arts District, adjacent to Naples Botanical Garden, with proximity to the Gulf Coast's best beaches. Resort-style amenities like a sparkling pool surrounded by lounge chairs and umbrellas, a spa, a fire pit social area, a BBQ grilling area, a covered social terrace, a fitness center, and a dog park! Just 5 minutes from 5th Ave South's incredible
Morgan York Downing Frye Realty Inc.
$4,000 per month
4607 Arboretum Cir Unit 202, Naples, FL 34112
Arboretum, is ideally located in Naples' Bayshore Arts District, adjacent to Naples Botanical Garden, with proximity to the Gulf Coast's best beaches. Resort-style amenities like a sparkling pool surrounded by lounge chairs and umbrellas, a spa, a fire pit social area, a BBQ grilling area, a covered social terrace, a fitness center, and a dog park! Just 5 minutes from 5th Ave South's incredible
Morgan York Downing Frye Realty Inc.
$5,500 per month
307 Goodlette-Frank Rd S Unit B202, Naples, FL 34102
Available 2026!! Welcome to waterfront living at its finest. This ground floor residence offers effortless access with expansive water views enjoyed right from your private patio. Each morning begins with the serene reflection of the water and each evening ends with the calm of the coastal lifestyle.A dedicated boat slip is included, providing direct access to open water and making this
Anna Mead Compass Florida LLC
$15,000 per month
1927 Crayton Rd, Naples, FL 34102
Gorgeous 3/2 Completely remodeled pool home plus 2 car garage with fabulous floor plan. Your beach cottage in the Moorings. New everything, all high-end finishes, wood cabinets, base and crown moldings, solid core doors, quartz counter-tops, new tile, glass tile inlays, high-end fixtures, tray ceilings, recessed lighting, rope lighting, frameless shower doors, commercial-grade hurricane-proof
Carl Suarez Sun Realty
$12,000 per month
2305 Gulf Shore Blvd N Unit 313, Naples, FL 34103
AVAILABLE FOR SEASON 2026 FOR UP TO 6 MONTHS!!! Beautiful open concept 2 bedrooms, 2 1/2 bath condo overlooking Doc Pass and the Gulf! Magnificent views!! King size bed in Master Bedroom and Queen size bed in Guest Bedroom with a Queen size sofa bed in the Living Room and Day Bed in out cove. Plenty of sleeping quarters. The Amenities at Admiralty Point are amazing with brand new Club House,
Susan Cohen Downing Frye Realty Inc.
$4,300 per month
3001 Sandpiper Bay Cir Unit 105, Naples, FL 34112
AVAILABLE FOR SEPTEMBER, OCTOBER, NOVEMBER, DECEMBER 2025 and JANUARY, FEBRUARY, MARCH, APRIL, MAY 2026Situated 3 minutes from downtown Naples 5th Avenue where you can enjoy shopping, dining, and pristine beaches. Community amenities include a pool, clubhouse, and tennis court for added enjoyment.Stunning first floor, coastal inspired, updated unit is fully furnished. The kitchen's
Bonita Blackburn Sellstate on 5th
$6,500 per month
333 Harbour Dr Unit 106, Naples, FL 34103
Enjoy your winter months in this renovated 1st floor condo. Walk out to the community pool and Bay front waters, relax by the pool and if you wish, meet the small enclave of residents. Inside the spacious condo you will have large full wall of sliding doors to enjoy the views, quartz counters, stainless steel appliances, large screen tv and comfortable new furnishings. The main bedroom is
Poogie Cooper Downing Frye Realty Inc.
$12,000 per month
4031 Gulf Shore Blvd N Unit 10C, Naples, FL 34103
Enjoy sparkling views of the Gulf of Mexico and Venetian Bay from this Beachfront 10th-floor, 2-bedroom, 2-bath condominium in the Allegro. Floor-to-ceiling Hurricane Impact windows and frameless tempered glass railings give this residence a bright, modern appeal. The split floor plan offers over 2,100 square feet of living space with a full laundry room, separate living and dining rooms, updated
Kimberly Costantini Premier Sotheby's Int'l Realty
$6,000 per month
3070 Gulf Shore Blvd N Unit 209, Naples, FL 34103
Available for immediate occupancy. Rent in the heart of Naples, and moments to the beach, and Naples bay. This beautifully appointed and remodeled second-floor condominium unit offers an open living space with two bedrooms and two baths. The floor plan and location each provide ample natural light from windows overlooking the tropical landscaped courtyard, pool, and the bay with direct boat
Celine Wells Douglas Elliman Florida, LLC
$6,250 per month
766 Central Ave Unit 304, Naples, FL 34102
Live 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
$15,000 per month
1135 3rd Ave S, Naples, FL 34102
Step into unparalleled elegance in this 2-bedroom plus den Naples Square residence—the ultimate in resort-style living—offering over 1,800 sq. ft. of sun-drenched, open-concept space. Floor-to-ceiling windows and sliding glass doors illuminate a gourmet kitchen with Bosch appliances, quartz countertops, and a large island perfect for entertaining in style. The split-bedroom design ensures
Celine Wells Douglas Elliman Florida, LLC
$1,850 per month
421 12th Ave S Unit 5, Naples, FL 34102
Wonderful 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.
$12,000 per month
4005 Gulf Shore Blvd N Unit 603, Naples, FL 34103
Gulfside, a premier BEACHFRONT condominium, is just steps away from the powdery, white-sand beaches and the glimmering waters of the Gulf, located in the much sought-after Naples PARK SHORE neighborhood. Unit 603's floor-to-ceiling windows frame a beautiful, panoramic backdrop of the sparkling waters of the sunny Gulf and adjacent park. The recently updated apartment features the privacy of a
Robert Fogel Downing Frye Realty Inc.
$30,000 per month
477 3rd Ave S Unit 2, Naples, FL 34102
30 Day Minimum. Available November and/or December 2025 at $22,000 per month. Available January or April 2026 at $30,000 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
$5,800 per month
2347 Coach House Ln, Naples, FL 34105
A Great opportunity to reside in this private residence that has never before been rented. A Unique fully furnished 4 bedroom 3 bath home on a 2 1/2 Acre parcel of land that is not only TOTALLY PRIVATE, the entire 2 1/2 acres is fully fenced with a landscaped and wooded acre of land as your back yard. The home and furnishings are all upscale and unconventional as it was created and designed by
Sheila Lewis Gulf Coast Investment Properties
$11,000 per month
450 Bayfront Place Unit 4304, Naples, FL 34102
Full 2026 Season Now Available. Don’t miss the opportunity to make this residence your home—whether for a season or a longer stay. This Bayfront retreat promises an unforgettable Naples lifestyle. Experience luxury living in this stunning turnkey 2-bedroom, 2-bathroom residence on the 3rd floor of the prestigious Bayfront community in downtown Naples. This spacious open-concept home features
Denise Verduzco Napoli Realty Services, LLC
$150,000 per month
1270 Gulf Shore Blvd S, Naples, FL 34102
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 balcony, direct beach access, and the soothing sounds of the
Michelle Lauzier Douglas Elliman Florida,LLC
$18,000 per month
4251 Gulf Shore Blvd N Unit 14C, Naples, FL 34103
RENTED FOR SEASON 2026. GORGEOUS RENOVATED UNIT WITH AMAZING GULF AND SUNSET VIEWS. KING IN MASTER AND GUEST BEDROOM AND DEN HAS SLEEPER SOFA.ALL BATHROOMS TOTALLY RENOVATED AND NEW FLOORING THROUGHOUT. EASY BEACH ACCESS. THIS LUXURY BEACHFRONT TOWER HAS CONTINUED TO RENOVATE ITS COMMON AREAS IN A BEAUTIFUL STYLE.
LAUREN FOWLKES Downing Frye Realty Inc.
$30,000 per month
Unlisted Address
Step back into a bygone era of classic charm and comfortable elegance. Nestled in the ultra-exclusive, world renowned enclave of Port Royal, Florida, this quiet, very private, oasis invites you to experience old-world charm combined with modern comfort. This splendid waterfront residence boasts 4 graciously appointed bedrooms and 4.5 luxurious bathrooms, sprawling across nearly 4,000 s.f. of
Anthony Dwyer Compass Florida LLC
$4,500 per month
3500 Gulf Shore Blvd N Unit 406, Naples, FL 34103
Discover coastal elegance at its finest with this stunning 2-bedroom, 2-bathroom condo in the prestigious Venetian Cove Club, located at 3500 Gulf Shore Blvd N, Apt 406, Naples, FL 34103. Spanning 1,575 square feet, this meticulously maintained residence offers breathtaking bay and partial Gulf views, providing the perfect backdrop for your Naples lifestyle. Fully Furnished. Please note that
Gino Torriero LoKation
$30,000 per month
4041 Gulf Shore Blvd N Unit 109, Naples, FL 34103
Gulf Paradise Found! Live your best life on Gulf Shore Boulevard in Park Shore Beach, Naples, Florida. This exceptional beachfront residence delivers panoramic views of the Gulf of Mexico, pristine white sands, and picture-perfect sunsets, all from one of the most sought-after buildings on the beach.Fully remodeled with top-of-the-line finishes and high-end features throughout,
Ody Noa Hamro & Associates LLC
$2,800 per month
7 Rivard Rd Unit 21, Naples, FL 34112
Discover the epitome of Naples living in this completely renovated two-bedroom, two-bathroom residence. Boasting a spacious, open floor plan, this home offers a seamless blend of comfort and style. The attached garage provides convenience and security, while the beautiful backyard offers a private outdoor retreat. Inside, you'll find a modern living space perfect for both relaxation and
Elizabeth Potgieter Premier Sotheby's Int'l Realty
$4,850 per month
2662 Riverview Dr, Naples, FL 34112
Experience exceptional waterfront living with direct Gulf access to Naples Bay and the Gulf of Mexico perfect for endless back bay boating adventures. Relax in the stunning heated pool and hot tub, or entertain guests on the expansive pool deck, ideal for outdoor dining. Nestled near the vibrant Bayshore Drive entertainment district, this home places you close to shopping, dining, and
Jack Veldhoven Premiere Plus Realty Company
$30,575 per month
635 Fountainhead Ln, Naples, FL 34103
This property boasts a prime location, situated conveniently west of 41 in one of the most desirable neighborhoods, Park Shore. This recently renovated exquisite home is just a few minutes away from the beach, Venetian Village, and Waterside Shops, making it the perfect spot for those who enjoy a lively and active lifestyle. The area is renowned for its scenic beauty, upscale shopping and dining
Jonathan Minerick Homecoin.com
$10,000 per month
202 Bears Paw Trail Unit 97, Naples, FL 34105
*** RENTED January-March 2026 / OTHER DATES AVAILABLE *** This beautiful villa offers 2 bed/2 bath and a spacious enclosed lanai under AC with view on the Jack Nicklaus Signature Golf Course. Quiet, located in a cul de sac, steps away to the pool. There is a 2-car garage and the golf cart is included in the unit. Conveniently located close to downtown, Bears Paw has a lot to offer: golf course,
Sylvie Lafrance LLC Downing Frye Realty Inc.
$6,800 per month
578 Broad Ave S Unit 578, Naples, FL 34102
Welcome 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.
$36,000 per month
2728 Crayton Rd, Naples, FL 34103
Located in Moorings, one of Naples' most desirable and highly sought-after neighborhoods is this chic and sophisticated 3 bedroom/3 full-bath home featuring an open-concept living area, and an oversized, covered lanai with a heated pool and sweeping views of the Moorings golf course. Decorated by one of Naples' finest interior designers, Wilfredo Emanuel. Close to downtown and the beach, this
Jonathan Minerick Homecoin.com
$6,500 per month
766 Central Ave Unit 112, Naples, FL 34102
LOCATION, 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.
$13,000 per month
1088 Wisconsin Dr, Naples, FL 34103
Central Naples BLISS! This PET-FRIENDLY 2 bedroom, 2 1/2 bath home lives large with more than 2,000 sf of private, back yard living space. Enjoy the heated pool with a sun shelf, spa and outdoor shower; large, covered family room /dining area with a mounted flat screen TV and gas grill; ample open patio space for soaking in the sun and a storage area for the pool and yard toys. Inside, the
Julie Baron Premier Sotheby's Int'l Realty
$10,000 per month
800 River Point Dr Unit 320, Naples, FL 34102
LOCATION, LOCATION- This unique Naples Bay Club Townhome is perfectly located on "Naples Island". Enjoy the spectacular views of prestigious Naples Bay with pelicans, dolphins & manatees and watch boats, yachts, excursion tours going by. Enjoy magnificent sunsets from your western exposure screened lanai or open air patio. This spacious totally renovated townhome with marbleized
Grace Meholick Premier Sotheby's Int'l Realty
$12,000 per month
175 5th Ave S Unit 103, Naples, FL 34102
WINTER IN BEAUTIFUL DOWNTOWN NAPLES!!! AVAILABLE WEEKLY OR MONTHLY NOW 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 a community pool in the courtyard and is
Louise Messina Phase III Real Estate Services
$12,000 per month
175 5th Ave S Unit 104, Naples, FL 34102
WINTER IN BEAUTIFUL DOWNTOWN NAPLES!!! AVAILABLE WEEKLY OR MONTHLY NOW 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 offers a community pool in the courtyard and is
Louise Messina Phase III Real Estate Services
$12,000 per month
735 High Pines Dr, Naples, FL 34103
Available 2026 Season. Available starting December $9K for full month, Partial month of Dec pro-rated at full season rate of $12,000 per month. ALL RENTALS SUBJECT TO TAXES AND STANDARD FEES. Fantastic West of 41 Location. Walk to everything, Just 7 blocks to the beach, Gulf Shore North Beach Access or Clam Pass Park with Beach Tram Facilities, Beachside Lunch-n-Cocktails. Waterside shops 3
Steve Fuller Downing Frye Realty Inc.
$1,650 per month
3325 Airport Pulling Rd N Unit E4, Naples, FL 34105
Charming First Floor Corner Condo centrally located...10 minutes from Downtown Naples.There is an assigned parking space adjacent to the rear of the unit...approximately 10 steps from the apartment and 30 steps from the pool. Available laundry facilities and a bike storage in the building. Freshly painted, tiles throughout. The kitchen has been recently remodeled with white shaker
Zully Ruiz Zully Ruiz Enterprises, Inc
$12,000 per month
3443 Gulf Shore Blvd N Unit 511, Naples, FL 34103
Beachfront 2-Bedroom Condo – Stunning Gulf ViewsExperience the ultimate Naples getaway in this 5th-floor beachfront condominium, perfectly situated on Gulf Shore Blvd. N. Enjoy direct, unobstructed views of the Gulf of Mexico, the soothing sound of waves, and breathtaking sunsets right from your private balcony.This light-filled unit features an open floor plan, flowing seamlessly
Antonio Brown Alfred Robbins Realty Group
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