Vanderbilt Beach Homes for Rent

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  $16,000 per month

  • 3 Beds
  • 3 Baths
  • 2,035 Sq Ft
  • Condo for Rent

  400 Flagship Dr Unit 802, Naples, FL 34108

  Enjoy luxury living in one of the finest rental properties in the Regatta at Vanderbilt Beach! This fully renovated three-bedroom, three-bathroom, 8th-floor waterfront condominium offers a unique combination of breathtaking panoramic views of the Gulf of Mexico, the Ritz-Carlton Oceanfront Resort. The modern unit is bathed in natural light from its distinctive, unobstructed, western-facing floor

  Jodi Henderson William Raveis Real Estate

  400 Flagship Dr Unit 802, Naples, FL 34108
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  $15,000 per month

  • 3 Beds
  • 3 Baths
  • 1,860 Sq Ft
  • Condo for Rent

  410 Flagship Dr Unit 1105, Naples, FL 34108

  WEEKLY RATES AVAILABLE - Beautifully furnished 3 BR/3BA CONDO located on the 11th floor of the Regatta with Spectacular views of Vanderbilt Bay, the Gulf of Mexico, and Sanibel Island to the North from the screened lanai. The condo is extremely well maintained and offers an open concept living, kitchen and dining areas. The Regatta is a gated community and is situated on Vanderbilt Bay across

  David Roy Downing Frye Realty Inc.

  410 Flagship Dr Unit 1105, Naples, FL 34108
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  $15,000 per month

  • 3 Beds
  • 3 Baths
  • 2,035 Sq Ft
  • House for Rent

  400 Flagship Dr Unit 402, Naples, FL 34108

  This spacious and beautifully appointed 3-bedroom, 3-bath condo has everything you need for a relaxing and memorable stay in paradise. Featuring a preferred floor plan, it offers a bright, open kitchen, a generous great room, and three spacious bedrooms—each with its own bathroom. The sleeping arrangements include two king beds and one queen, with TVs in every bedroom for added comfort. The fully

  Lesley Garlock William Raveis Real Estate

  400 Flagship Dr Unit 402, Naples, FL 34108
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  $13,500 per month

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • House for Rent

  10701 Gulf Shore Dr Unit 302, Naples, FL 34108

  Available for January 2026 at a discounted rate and also open for December 2025 as well as April 2026. Breathtaking views of the Gulf of Mexico from this beautiful 2BR/2BA turnkey furnished condo on the third floor. The master bedroom offers queen size accommodations and the guest offers two twin beds. There is a formal as well as a family living area, which allows ample room for entertainment.

  Stephanie Spooner WeichertRealtors-ParadiseHomes

  10701 Gulf Shore Dr Unit 302, Naples, FL 34108
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  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 592 Sq Ft
  • Condo for Rent

  260 Southbay Dr Unit 207, Naples, FL 34108

  Discover the charm of this beautifully remodeled one-bedroom condo at Vanderbilt Palms. Enjoy a bright, modern interior with serene views overlooking Vanderbilt Bay. The open-concept living area flows seamlessly to a screened lanai—perfect for relaxing and taking in the coastal scenery. This unit features an in-unit washer and dryer for added convenience, along with an assigned parking space and

  Alex Owens Real Broker, LLC

  260 Southbay Dr Unit 207, Naples, FL 34108
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  $11,000 per month

  • 2 Beds
  • 2 Baths
  • 1,335 Sq Ft
  • Condo for Rent

  9101 Vanderbilt Dr Unit 304, Naples, FL 34108

  RENTED FOR SEASON 2026! *NO OFF SEASON RENTALS. Marvel at the stunning views of Vanderbilt Lagoon from this beautiful END UNIT condo at Chateau Vanderbilt!!! Tastefully decorated in casual beach shades, you will enjoy your vacation with all of the comforts of home. The lanai is opened up into the living area, adding to the interior living space, with French doors to the Master Bedroom. The floors

  Louise Messina Phase III Real Estate Services

  9101 Vanderbilt Dr Unit 304, Naples, FL 34108
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  $11,000 per month

  • 2 Beds
  • 2 Baths
  • 1,335 Sq Ft
  • Condo for Rent

  9101 Vanderbilt Dr Unit 304, Naples, FL 34108

  RENTED FOR SEASON 2026! *NO OFF SEASON RENTALS. Marvel at the stunning views of Vanderbilt Lagoon from this beautiful END UNIT condo at Chateau Vanderbilt!!! Tastefully decorated in casual beach shades, you will enjoy your vacation with all of the comforts of home. The lanai is opened up into the living area, adding to the interior living space, with French doors to the Master Bedroom. The floors

  Louise Messina Phase III Real Estate Services

  9101 Vanderbilt Dr Unit 304, Naples, FL 34108
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  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,476 Sq Ft
  • Condo for Rent

  11116 Gulf Shore Dr Unit 801, Naples, FL 34108

  Enjoy sunrises over Vanderbilt Bay and sunsets over the Gulf of Mexico in this 8th floor end-unit in The Vanderbilt Landings. This condo residence has wraparound windows providing excellent panoramic views. Upgrades include black tile flooring and newly installed Berber carpeting, as well as black granite kitchen counter tops. The split-bedroom floor plan includes two bedrooms and two baths, a

  

  David Puskaric

  Parkline Realty

  (239) 426-9135

  11116 Gulf Shore Dr Unit 801, Naples, FL 34108
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  $12,000 per month

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft
  • House for Rent

  400 Flagship Dr Unit 501, Naples, FL 34108

  Ready for the 2026 Season! Sunshine filled END UNIT 3bds-2bths, coastal decor, SW lanai with views of Gulf, Bay and sunsets; High Speed WiFi /Cable; assigned covered parking space and abundant guest parking. REGATTA is a luxury, gated community on the Bay, across from the RITZ CARLTON; a short walk to VANDERBILT BEACH white sand and to the beach side restaurants. REGATTA features a tropical style

  Domenico Ceruzzi Downing Frye Realty Inc.

  400 Flagship Dr Unit 501, Naples, FL 34108
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  /21

  $25,000 per month

  • 3 Beds
  • 4 Baths
  • 3,494 Sq Ft
  • House for Rent

  336 Lagoon Ave, Naples, FL 34108

  Absolutely magnificent! Full view of the Bay from the back of the property from the kitchen dining room Den Master bed guest bed upstairs, nothing has been missed living exceptional has an address. 30-day minimum long-term available. Please check availability ,as this property is not available during the season of 2026 we already have a regular tenant property is available from end of April 2026

  Shaun Thompson Liberty Real Estate Services

  336 Lagoon Ave, Naples, FL 34108
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  $14,000 per month

  • 3 Beds
  • 3 Baths
  • 1,760 Sq Ft
  • Condo for Rent

  400 Flagship Dr Unit 504, Naples, FL 34108

  Escape to paradise at Regatta at Vanderbilt Beach! Experience serene bay vistas and breathtaking sunsets over the Gulf from your own spacious and private lanai. The open-concept gathering space effortlessly flows from the kitchen to the living area and out to the lanai, making relaxation and entertaining a breeze. This beautiful Regatta residence features light, neutral colors, stylish, casual

  Lesley Garlock William Raveis Real Estate

  400 Flagship Dr Unit 504, Naples, FL 34108
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  $15,000 per month

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Condo for Rent

  400 Flagship Dr Unit 1006, Naples, FL 34108

  JAW-DROPPING GULF AND BAY VIEWS envelope this 10th-floor retreat in Regatta, where stunning daily sunsets are the backdrop to idyllic beach life! Available off season for $4500/month for 6+ months. The beautifully renovated coastal contemporary residence offers a generous amount of space with 3 bedrooms and 3 baths and an expansive lanai for entertaining. Ample natural light and a beachy palette

  Lesley Garlock William Raveis Real Estate

  400 Flagship Dr Unit 1006, Naples, FL 34108
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  /26

  $6,500 per month

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft
  • Condo for Rent

  470 Launch Cir Unit 401, Naples, FL 34108

  Rarely available annual rental at Regatta. WHERE LUXURY MEETS SIMPLICITY. Discover a stunning residence with approximately 1,700 square feet of open living space, featuring a thoughtfully designed 3-bedroom, 2-bath layout. The kitchen has been remodeled to eliminate soffits, creating a spacious, open area perfect for hosting and entertaining. Natural light pours into the interior, enhancing the

  Lesley Garlock William Raveis Real Estate

  470 Launch Cir Unit 401, Naples, FL 34108
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  $15,000 per month

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft
  • Condo for Rent

  10475 Gulf Shore Dr Unit 165, Naples, FL 34108

  Coastal comfort abounds in this 3-bedroom 2 bath condo overlooking the beautiful white sands directly on the Gulf. Listen as lapping waves of aquamarine waters splash on pristine white sands, beaconing you to come, relax and enjoy what Vanderbilt Beach has to offer. Perched on the top floor offering 2-week rentals mid-April thru mid-November 2025 and 2026, this condo has it all, including a BEACH

  Judy Rowe Paradise Lifestyles LLC

  10475 Gulf Shore Dr Unit 165, Naples, FL 34108
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  $12,000 per month

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Condo for Rent

  400 Flagship Dr Unit 306, Naples, FL 34108

  Vanderbilt Beach Area-Completely Renovated- Walking Distance to the Beach! Regatta is one of the most sought-after rental properties in Naples. The location on the Bay has shopping, restaurants, and a white sandy beach -- all within walking distance! This beautiful 3/3 condo has many upgrades from the tile flooring to the granite countertops,. Also enjoy a unique 3rd floor-only extended deck

  Tony Blaskis William Raveis Real Estate

  400 Flagship Dr Unit 306, Naples, FL 34108
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  $16,000 per month

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • House for Rent

  9375 Gulf Shore Dr Unit 401, Naples, FL 34108

  THINKING ABOUT A MOVE TO NAPLES? TEST IT OUT 1ST IN THE OFF SEASON TO SEE HOW YOU ENJOY WAKING UP ON THE GULF AT HIGHLY REDUCED OFF SEASON RATES!! Breathtaking Gulf views in this stunning beachfront condo on Vanderbilt Beach. From the moment you step inside, floor-to-ceiling windows and sliding glass doors frame the mesmerizing Naples coastline, offering unparalleled views and direct access to

  Marissa DiMare John R Wood Properties

  9375 Gulf Shore Dr Unit 401, Naples, FL 34108
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  $4,500 per month

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • House for Rent

  11118 Gulf Shore Dr Unit 203, Naples, FL 34108

  AVAILABLE NOW... WALK TO THE BEACH. Absolutely Immaculate & BRAND NEW WITH GULF & BAY WATER VIEWS...NEW INTERIOR, NEW FURNISHINGS, NEW APPLIANCES, NEW SHEETS & TOWELS, ETC.......Walk right over to the beach & never miss a sunset or enjoy the sunrise & Bay views from this condo also. AVAILABLE NOW for season at $9,500 per month for March, April and forward. Discounted rates for November &

  Tracey Young Real Estate Specialty Svcs II

  11118 Gulf Shore Dr Unit 203, Naples, FL 34108
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  $15,000 per month

  • 3 Beds
  • 3.5 Baths
  • 2,375 Sq Ft
  • House for Rent

  10620 Gulf Shore Dr Unit 202, Naples, FL 34108

  OWNER ACCEPTING SINGLE MONTH LEASE OFFERS FOR 2026. Available Jan - Mar, 2026 at $15000 per month Stunning Bay & Gulf View Condo - Vanderbilt Beach Area Welcome to this beautifully renovated 3-bedroom, 3.5-bathroom condo located on the bayside of Vanderbilt Beach, offering the perfect blend of comfort, luxury, and convenience. With sweeping views of both the bay and the Gulf of Mexico, this

  Joe Hoopfer Premier Sotheby's Int'l Realty

  10620 Gulf Shore Dr Unit 202, Naples, FL 34108
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  $18,000 per month

  • 3 Beds
  • 3 Baths
  • 1,860 Sq Ft
  • Condo for Rent

  410 Flagship Dr Unit 305, Naples, FL 34108

  Bayfront Condo for Rent – Breathtaking Views and Modern Living! Enjoy coastal living at its finest in this beautiful bayfront condo in Naples. With stunning water views and a spacious, modern layout, this property offers the perfect blend of comfort and convenience. Whether you're watching the sunset from your private terrace or enjoying the local amenities, this condo is a true gem. Features

  Michal Serafin Coldwell Banker Realty

  410 Flagship Dr Unit 305, Naples, FL 34108
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  /5

  $35,000 per month

  • 3 Beds
  • 4 Baths
  • 3,395 Sq Ft
  • House for Rent

  225 Egret Ave, Naples, FL 34108

  This unique waterfront enclave offers a private, amenity-rich retreat perfect for discerning adults and families. Create lasting memories rain or shine thanks to a two-story, open-air lanai casting shelter over a sun-soaked outdoor entertainment area featuring a lavish 26’ x 15’ heated swimming pool, mini-golf area and fully-equipped grilling station set on an exclusive stretch of Naples’ lush

  Elizabeth Pieszak London Foster Realty

  225 Egret Ave, Naples, FL 34108
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  $13,500 per month

  • 2 Beds
  • 2 Baths
  • 1,315 Sq Ft
  • Condo for Rent

  10475 Gulf Shore Dr Unit 113, Naples, FL 34108

  AVAILABLE MONTHLY OR BI-WEEKLY APRIL THROUGH DECEMBER 2025 AND APRIL & MAY 2026!!! RENTED JANUARY THROUGH MARCH 2026. BEACHFRONT CONDO - DIRECTLY ON VANDERBILT BEACH! Relax out on the lanai and listen to the serene sounds of the Gulf. So close to the shore it feels as though you are sitting directly on the beach! This 2 Bedroom + OPEN DEN/2 Bath BEACHFRONT BEAUTY is light and bright with

  Louise Messina Phase III Real Estate Services

  10475 Gulf Shore Dr Unit 113, Naples, FL 34108
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  $13,500 per month

  • 2 Beds
  • 2 Baths
  • 1,315 Sq Ft
  • House for Rent

  10475 Gulf Shore Dr Unit 124, Naples, FL 34108

  RARE 2-week rentals right on the beautiful sands of Vanderbilt Beach! Enjoy a sunny get away for the holidays in November or December 2025 or arrive for a relaxing after holiday respite in January 2026. March 1-15 is also available! Relax in this unique and charming artists haven directly on beachfront. Beautiful white sands, tranquil blue waters and warm sunshine on the Gulf. Recently updated

  Judy Rowe Paradise Lifestyles LLC

  10475 Gulf Shore Dr Unit 124, Naples, FL 34108
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  /22

  $14,000 per month

  • 2 Beds
  • 2 Baths
  • 1,562 Sq Ft
  • Condo for Rent

  10851 Gulf Shore Dr Unit 402, Naples, FL 34108

  Gorgeous 2-bedroom 2 bath beach front unit available for season 2021! This home has been totally renovated and boasts an amazing gourmet kitchen with all new appliances and beautiful furnishings. This gated community features eight acres of tropical surroundings with private walkway leading directly to the beach. Vanderbilt Gulfside features a 40 x 60 swimming pool, BBQ grill and fitness center.

  Monica Simon William Raveis Real Estate

  10851 Gulf Shore Dr Unit 402, Naples, FL 34108

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