Vacation rentals with a pool in San Carlos Island

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Top-rated rentals with a pool in San Carlos Island

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious living area features a large sectional sofa adorned with cozy pillows. Natural light fills the room from the adjoining dining area, which showcases a wooden table seating six. The modern kitchen with stainless steel appliances is visible in the background, creating an inviting social space.

Home in Fort Myers Beach

4.99 out of 5 average rating, 125 reviews

Sandy Feet Retreat on Virginia Ave

Your Sandy Feet Retreat in Paradise This newly remodeled home offers modern elegance with 3 spacious bedrooms and 2.5 beautifully remodeled bathrooms. Enjoy the private heated pool, perfect for relaxing. Situated in the heart of Fort Myers Beach, this home is just a 5-minute stroll to the powdery, sugar-sand beach and only a 10-minute walk to margaritaville andTimes Square. With a variety of restaurants and bars featuring live music nearly every night, it’s the perfect location for enjoying th

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Top guest favorite

An inviting outdoor patio features a sectional sofa with soft cushions and decorative pillows. A coffee table sits in the center, complemented by a lantern. Large windows provide a view of the pool area and landscaped grounds, allowing natural light to fill the space.

Condo in Sanibel

5.0 out of 5 average rating, 102 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

Welcome to The Turquoise Turtle Sanibel, one of the most stylish condos in Loggerhead Cay! Our personal vacation spot; this family friendly, coastal property overlooks the pool and is a two-minute walk to the gorgeous white sand beach. Fully renovated in 2021 with new kitchen, bathrooms, flooring, furniture, and curated beautiful beach decor. Grab a drink and relax on the patio, with a view of the beach and listen to the sound of the waves. At The Turquoise Turtle you will truly make memories!

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Top guest favorite

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

Home in Pelican

4.99 out of 5 average rating, 262 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

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Top guest favorite

Home in Fort Myers Beach

5.0 out of 5 average rating, 16 reviews

The Bayview

Welcome to "the Bayview," a stunning getaway minutes from downtown Fort Myers Beach, and a short drive to Sanibel Island. This gorgeous 4 bedroom, 3-bath home has all the amenities to experience the perfect vacation with family and friends. Kick back and enjoy the breathtaking view of Estero Bay from the front porch Lanai, or relax with the family around the rear pool patio. Looking for some fun? Ride an E-bike, rent a golf cart or walk to the nearby "Excursions Marina" and make some memories!

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Top guest favorite

Home in Burnt Store

5.0 out of 5 average rating, 21 reviews

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

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Top guest favorite

An inviting screened-in patio features a large heated swimming pool surrounded by lounge chairs. Sculptures adorn the sides of the pool, and lush greenery is visible through the expansive windows, offering tranquil views of the outdoors and tranquil ambiance.

Home in Cape Coral

5.0 out of 5 average rating, 103 reviews

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Luxurious 4BR 3.5Bath villa located in a prime location, directly on the Calosahachee River in a sought-after waterfront area near downtown. Magnificent expansive backyard with high-end amenities and direct river access ✔ 4 bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Pool and Hot tub, Bar, Dining, BBQ) ✔ Expansive Tropical Yard ✔ Indoor/Outdoor Surround Sound ✔ 7 Smart TVs ✔ High-Speed Wi-Fi ✔ Large Private pier/dock w/ boat & jet ski lift and a Tiki Hut! See more below!

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Top guest favorite

A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.

Home in Fort Myers Beach

4.99 out of 5 average rating, 114 reviews

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

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Top guest favorite

The outdoor area features a spacious paved patio surrounding a private heated pool. Lounge chairs are positioned by the poolside, and a grill is visible nearby. The pink-hued villa and a screened lanai area can be seen in the background.

Cottage in Fort Myers Beach

4.96 out of 5 average rating, 145 reviews

Coral Reef Villa - Steps from beach / Private Pool

We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

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Top guest favorite

Home in Fort Myers Beach

5.0 out of 5 average rating, 22 reviews

FMB Farmhouse

Relax at this new, 3 bedroom home. 3 minute walk or bike ride to the beach or restaurants. Large Master bedroom with king bed and en suite bathroom. Second bedroom has a queen bed and shared guest bath. Third bedroom has two sets of bunk beds. Amenities include Wi-Fi, flat screens in living and bedrooms, heated pool, hot tub, grill and AC. 3 bedrooms, a stocked kitchen, washer/dryer, outdoor dining and a cozy living room make this property perfect for families, couples or friends.

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Top guest favorite

A resort-style pool area is showcased with a stone patio, featuring several lounge chairs and two shaded umbrellas. Palm trees stand nearby, and a rock formation is visible within the pool's edge, complementing the serene outdoor setting.

Home in Iona

4.93 out of 5 average rating, 134 reviews

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

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Top guest favorite

A coastal home featuring a light blue exterior with a metal roof, surrounded by palm trees. The front yard is landscaped with greenery, and a paved driveway leads to a covered parking area beneath the house. Steps ascend to a front porch adorned with white railings.

Home in Fort Myers Beach

5.0 out of 5 average rating, 33 reviews

Beach Bound + 2025 Build + Walk to town

Personally hosted by Paul & Alicia of Dancing Palms Vacations, a fresh coastal escape with all the essentials: a saltwater heated pool, fenced backyard, and spacious lanai for lounging or dining outdoors. The covered front porch frames bay views and catches Gulf breezes — perfect for slow mornings with coffee. After the beach (just a short walk away), fire up the Blackstone grill or wander to local restaurants and bars. (FMB permit/license 25-0052)

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Superhost

Home in Fort Myers Beach

4.71 out of 5 average rating, 7 reviews

Ostego Charm | Fort Myers Beach Coastal Charm

Welcome to Ostego Charm! This beautiful 2 bed, 2 bath Fort Myers Beach home offers an open floor concept filled with natural light and coastal charm. Enjoy breezy evenings on the spacious covered porch or entertain in the bright, modern living space. Elevated for safety and style, and surrounded by lush tropical landscaping, Ostego Charm is just minutes from the beach—your perfect island getaway or vacation rental!

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