Naples, FL Houses for Rent with Private Pool

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  $6,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • House for Rent

  920 Belville Blvd, Naples, FL 34104

  Welcome to your fully furnished rental in the beautiful Berkshire Lakes community of Naples, FL. This 3 bedroom, 2 bathroom pool home offers a serene canal view from the comfort of your own backyard. Enjoy the convenience of tile flooring throughout, cathedral ceilings, and a large screened pool cage perfect for relaxing or entertaining. Take advantage of the community amenities including a pool,

  Amber Jasper Grice Realty Inc

  920 Belville Blvd, Naples, FL 34104
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  $16,000 Per Month

  • 3 Beds
  • 3 Baths
  • 2,799 Sq Ft
  • House for Rent

  9634 Firenze Cir, Naples, FL 34110

  Available for April 2026 as well as off season from Sep through Nov. This is a STUNNING Bougainvilla Model, 3/3+Den single family home in Treviso Bay. The master bedroom has a king-sized bed. One guest bedroom opens up to the lanai, has a queen-sized bed, and a private bathroom. The second guest bedroom features 3 bed (bunk bed with twin on top and queen on bottom, and a single twin). There is

  Stephanie Spooner WeichertRealtors-ParadiseHomes

  9634 Firenze Cir, Naples, FL 34110
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  $12,500 Per Month

  • 3 Beds
  • 2 Baths
  • 2,034 Sq Ft
  • House for Rent

  6476 Caldecott Dr, Naples, FL 34113

  AVAILABLE FOR SEASON 2027! Escape to paradise in this beautifully maintained 3 bedroom + den, 2 bath home overlooking the prestigious Classics Golf Course in Caldecott at Lely Resort. This spacious, fully furnished residence offers the perfect blend of comfort, style, and breathtaking golf course views, creating an ideal setting for your seasonal retreat. Property Highlights include, Open concept

  Diana Canfield ENGEL & VOELKERS NAPLES

  6476 Caldecott Dr, Naples, FL 34113
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  $25,000 Per Month

  • 4 Beds
  • 4 Baths
  • 2,872 Sq Ft
  • House for Rent

  4611 Crayton Rd, Naples, FL 34103

  Located In the heart of Park Shore walking distance to Waterside, Venetian Village, Park Shore Beach, and Sea Gate School, this 4-bedroom plus den pool home features a spacious upper level studio/dorm/bonus room with full bath. Step out through French doors onto a little awning deck to survey Park Shore to the South. Completely updated this home provides a king and work area in the master, two

  Joe Hoopfer Premier Sotheby's Int'l Realty

  4611 Crayton Rd, Naples, FL 34103
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  $11,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,615 Sq Ft
  • House for Rent

  2147 Yellowfin Cir, Naples, FL 34114

  NOW AVAILABLE DEC '26 & MAY- NOV '27- This modern oasis offers the perfect getaway with everything one would need to enjoy their vacation! Tastefully decorated and “Turnkey” for your convenience, this Trailside model offers 4 Bedrooms + a den, 3 full bathrooms and a A BONUS LOFT on the 2nd story for your guests! At 2615 sqft, this highly sought after open-concept floor plan includes an expansive

  Taylor Farquhar Coldwell Banker Realty

  2147 Yellowfin Cir, Naples, FL 34114
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  $3,850 Per Month

  • 3 Beds
  • 2 Baths
  • 2,698 Sq Ft
  • House for Rent

  1040 Moon Lake Dr, Naples, FL 34104

  **Ask about the TWO WEEKS FREE***MOON LAKE***GREAT LOCATION***SINGLE FAMILY HOME WITH POOL***LAKE VIEW***UNFURNISHED ANNUAL***Large Estate pool home in Moon Lake with a 2 car garage. Large open kitchen, large family room, and great room with a fireplace and some built-ins. The kitchen features stainless steel appliances and an island with a cooktop. The master suite is oversized and has French

  Erin Hale Premier Property Management

  1040 Moon Lake Dr, Naples, FL 34104
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  $12,300 Per Month

  • 3 Beds
  • 2 Baths
  • 2,340 Sq Ft
  • House for Rent

  7863 Valencia Ct, Naples, FL 34113

  Beautiful 3 bedroom plus den single family home. This home has absolutely everything you'll ever need for afun-filled and carefree vacation. Not only is the home beautifully appointed, but the view out the enclosed rearyard is spectacular with the invisible screen that runs across the entire back. It's a delightful vacation spot thatyou will never want to leave! The home also comes

  Aniledif Ayala Burger Premier Sotheby's Int'l Realty

  7863 Valencia Ct, Naples, FL 34113
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  $4,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,711 Sq Ft
  • House for Rent

  856 98th Ave N, Naples, FL 34108

  Annual rental available in April 2026. Escape to paradise in this charming 3-bedroom, 2-bathroom home nestled in the heart of Naples Park, FL. Boasting a private heated pool, this delightful retreat promises endless relaxation and enjoyment for you and your loved ones. Step inside to discover a bright and airy living space adorned with coastal-inspired decor and ample natural light. The open

  Michael Dedio Naples Trust Real Estate Servi

  856 98th Ave N, Naples, FL 34108
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  /22

  $12,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,250 Sq Ft
  • House for Rent

  1131 Crayton Rd, Naples, FL 34102

  One or more photo(s) has been virtually staged, AI generated or rendered. COQUINA HOME , steps to the beach. This florida coastal home was completely updated and remodeled three years ago. Large main suite with additional space for office, exercise , or nursery, modern bedroom En-suite and built in closets. Slider to the pool. Expansive great room With cathedral ceilings and open tp the kitchen

  Karen Wagenheim Downing Frye Realty Inc.

  1131 Crayton Rd, Naples, FL 34102
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  $11,500 Per Month

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft
  • House for Rent

  5901 Ashford Ln, Naples, FL 34110

  One of Naples' most desirable gated communities! Serene lake and golf course views from this two story detached villa residence in Ana's Place in The Strand. Tastefully furnished in a Florida style decor scheme with fresh and modern color tones throughout. Main living level comprises of the living room, dining room, kitchen, master suite, full office and powder room. The second level boasts a

  Jeffrey Windland Royal Shell Real Estate, Inc.

  5901 Ashford Ln, Naples, FL 34110
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  $15,000 Per Month

  • 4 Beds
  • 3 Baths
  • 3,077 Sq Ft
  • House for Rent

  7763 Winding Cypress Dr, Naples, FL 34114

  Seasonal Rental available for 2027. Turnkey Furnished, and ready for you to enjoy. This 2 story Summerwood model home with Breathtaking Pool and Spa offers a spectacular open floor plan. This home has a very large, beautiful Gourmet kitchen with Dining area, generous Great room with baby Grand Piano, 3 Bedrooms, 3 bathrooms on the main floor, 1 bedroom, 1 bathroom, plus a very large loft on the

  Melanie Listrom REMAX Affinity Mercato

  7763 Winding Cypress Dr, Naples, FL 34114
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  $9,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,685 Sq Ft
  • House for Rent

  7052 Live Oak Dr, Naples, FL 34114

  LUXURY WINDING CYPRESS VACATION RENTAL IN NAPLES FLORIDA / BACKYARD OASIS WITH A PRACTICE PUTTING GREEN, INFINITY SPA, FIRE TABLE AND OVERSIZED HEATED POOL. NOW BOOKING SEASON 2027 7052 Live Oak Drive is Your Private Southwest Florida Escape. The ideal home for vacation getaways or extended stays all year round. This 2 Bed, 2 Bath Home with a Den / Office offers 2 King Beds and all the comforts

  Dali Mihajlovic ALL IN PROPERTY MANAGEMENT LLC

  7052 Live Oak Dr, Naples, FL 34114
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  $20,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,490 Sq Ft
  • House for Rent

  707 Portside Dr, Naples, FL 34103

  Beautifully updated 4-bedroom, 3-bath single-family pool home located in the Moorings, one of the most desirable locations in Naples. This spacious charming Florida classic residence has been tastefully furnished and has a wonderful layout that is perfect for entertaining. Upon entering this home, you are captivated by its charm and the generous natural light that gives the home a light and airy

  Kimberly Costantini Premier Sotheby's Int'l Realty

  707 Portside Dr, Naples, FL 34103
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  $4,000 Per Month

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • House for Rent

  751 100th Ave N, Naples, FL 34108

  Available for January 2026 and for the 2027 season. Pet-friendly. Lovely Naples Park POOL home approximately 1 mile from Vanderbilt Beach. The pool & spa are heated for your comfort. The master bedroom offers a king-size bed and sliding doors to the backyard oasis. You will find another queen-size bed in the secondary bedroom. All beds have upscale bedding, lots of pillows, and towels. Open

  Alex Belan Realty Hub

  751 100th Ave N, Naples, FL 34108
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  $25,000 Per Month

  • 4 Beds
  • 4.5 Baths
  • 3,500 Sq Ft
  • House for Rent

  6051 Plana Cays Dr, Naples, FL 34113

  Stock Model

  Lawrence Martinelli Beachwood Properties, Inc.

  6051 Plana Cays Dr, Naples, FL 34113
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  $30,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • House for Rent

  877 7th St S, Naples, FL 34102

  Walk to Beach - YES. Steps to Fifth and Third - YES. Fabulously updated, old-Florida Style, coastal contemporary - YES. Pet Friendly - YES. Elevator - YES. It doesn't get any better than this in a rental property in Olde Naples. Perfectly designed to be warm, friendly and functional. This three-bedroom and a den property meets all your needs. Very private and lush outdoor living area with large

  Michelle Craft Naples Homes and Rentals Inc

  877 7th St S, Naples, FL 34102
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  $15,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  530 108th Ave N, Naples, FL 34108

  Enjoy your own slice of paradise in Naples Park, just minutes from Vanderbilt Beach, Mercato, The Ritz-Carlton, restaurants, shopping, and local attractions. This updated 3-bedroom, 2-bath home offers the perfect vacation feel with a saltwater pool with sun shelf and spa, two tiki huts, and a custom tiki bar that makes the backyard feel like your own private getaway. Inside, you'll find modern

  Elina Maranz Naples Vibe Realty, LLC

  530 108th Ave N, Naples, FL 34108
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  $33,000 Per Month

  • 3 Beds
  • 3 Baths
  • 2,705 Sq Ft
  • House for Rent

  677 18th Ave S, Naples, FL 34102

  AVAILABLE SHORT OR LONG TERM. Cozy and comfortable Florida home with circular driveway located in the prestigious area of Aqualane Shores! Direct canal front. Bring your boat and tie up to the floating dock. Entertainer's delight from the built-in pool and a hot tub to the many outdoor seating areas. Split bedrooms allow for privacy while the great room provides a fabulous gathering space that

  Maureen Vita Berkshire Hathaway FL Realty

  677 18th Ave S, Naples, FL 34102
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  $13,000 Per Month

  • 3 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • House for Rent

  9761 Willet Ct, Naples, FL 34120

  Luxurious and stylish 3 bedroom plus den home in the resort style community of Greyhawk at Golf Club of the Everglades. Beautifully furnished and decorated, ready for your perfect vacation in Naples! This amenity rich community offers plenty of activties and luxury - clubhouse, restaurant, bar ,outdoor dining, tiki bar, state of the art fitness center, pilates, yoga, pickleball, tennis, bocce

  Elina Maranz Naples Vibe Realty, LLC

  9761 Willet Ct, Naples, FL 34120
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  $4,200 Per Month

  • 4 Beds
  • 2 Baths
  • 2,055 Sq Ft
  • House for Rent

  16432 Aberdeen Way, Naples, FL 34110

  HOUSE FOR RENT...4BR/2BA home in Barrington Cove with just under 2,055 sq ft. Open floor plan with split bedrooms, plantation shutters, ample storage, and upgraded flooring—tile in main areas and wood-plank vinyl in bedrooms. Light, bright kitchen with 42" cabinets, granite, stainless steel appliances, and large pantry. Private outdoor area features custom pool with sun shelf, electric heater,

  Michael Tran TSD Realty

  16432 Aberdeen Way, Naples, FL 34110
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  $7,500 Per Month

  • 2 Beds
  • 2.5 Baths
  • 2,249 Sq Ft
  • House for Rent

  2109 Morning Sun Ln, Naples, FL 34119

  AVAILBLE MARCH & APRIL 2027! **FABULOUS POOL HOME!** 30 DAY MINIMUM REQUIRED, 90 DAYS MINIMUM PREFERRED. Beautifully decorated and well appointed, this 2 bedroom plus a den pool home with spa has all the comforts of home. Features include vaulted ceilings and an open floor plan. Outdoor living can be enjoyed to the fullest while stepping onto the screened in lanai featuring a private pool, spa

  Louise Messina SunStream Realty

  2109 Morning Sun Ln, Naples, FL 34119
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  $28,000 Per Month

  • 3 Beds
  • 3 Baths
  • 2,867 Sq Ft
  • House for Rent

  2201 Beacon Ln, Naples, FL 34103

  Perfectly positioned just minutes from Olde Naples and Venetian Village, this waterfront home offers beautiful bay views and western exposure, perfectly capturing the Gulf’s stunning sunsets. The open floor plan provides ample space for gathering and entertaining, with seamless access to a spacious covered sitting area overlooking the heated pool. Ideally suited for seasonal or extended stays,

  Tanya LaButte Douglas Elliman Florida,LLC

  2201 Beacon Ln, Naples, FL 34103
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  /23

  $7,500 Per Month

  • 5 Beds
  • 4 Baths
  • 3,215 Sq Ft
  • House for Rent

  13728 Luna Dr, Naples, FL 34109

  : Experience luxury resort-style living in the highly sought-after Marbella Isles with this stunning fully furnished seasonal rental. This spacious 5-bedroom, 4-bathroom home features a desirable open-concept floor plan with elegant finishes, designer furnishings, and abundant natural lightthroughout. The gourmet kitchen is equipped with premium stainless steel appliances, quartz

  Andrey Doroshenko Marzucco Real Estate

  13728 Luna Dr, Naples, FL 34109
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  $9,500 Per Month

  • 3 Beds
  • 2 Baths
  • 2,046 Sq Ft
  • House for Rent

  14606 Tropical Dr, Naples, FL 34114

  Book your 2027 seasonal rental today!! Contemporary designed and decorated luxury rental in the amenity rich community of Naples Reserve! This bright and welcoming home offers 3 bedrooms plus a den, 2 bathrooms, and over 2000 square feet of living space. Comfortable living for up to 8, Primary bedroom with King bed, 2 guest rooms each with Queen beds, guest room/den with sleeper sofa. This

  Jennifer DeFrancesco Coldwell Banker Realty

  14606 Tropical Dr, Naples, FL 34114

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