
Holiday rentals with a pool in San Carlos Island
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Top-rated rentals with a pool in San Carlos Island
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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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100+ 5 Star Reviews and Right on The Beach!
We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.
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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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Paradise on Estero Bay
Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.
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Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki
This charming two-bedroom, one-bathroom home is perfect for families, offering comfortable beds and a relaxing atmosphere. Just under half a mile to the beach, Margaritaville, and great restaurants, it’s ideally located for both fun and convenience. Outside, enjoy a private oasis with a saltwater pool, hot tub, and a patio featuring a grilling area and dining space. The large tiki hut offers a lounge area with a smart TV. Located on a canal, it’s perfect for kayaking or fishing off the dock.
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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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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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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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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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Fort Myers Beach Sunset Nest
Sunset Nest | Pool, Walk to Beach & Times Square Bright, breezy, and ready for memory-making. This property offers a spacious, sunlit interior with a birds-eye view of the rebuilt, refreshed, thriving Fort Myers Beach neighborhood. Walking distance to the beach and Times Square allows for easy access to shops, dining, and waterfront strolls. The private pool area is just steps away from the main living space. Swim, soak, repeat as you unwind under Fort Myers Beach’s famous skies.
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Fort Myers Beach | private pool | bikes | Arcade
Welcome to our 4 bedroom, 4 bathroom beach house in Fort Myers Beach, with a private pool and easy beach access via Delmar. 🌟Property Highlights🌟 🏝️Public beach access available on Delmar (3-4 min short walk) 🏝️Large Private Pool (Optional Pool Heat) 🏝️Large Pool Patio as a private oasis 🏝️4 Bedrooms / 4 Bathrooms (3 King / 4 Queen Beds) 🏝️Incredibly large Chef's Kitchen Settle in, spread out, and enjoy a relaxed coastal stay that’s made for families and groups.
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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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Popular amenities for San Carlos Island rentals with a pool
House rentals with a pool

Luxury Beachside House W/ Heated Pool & Elevator
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Seaside Villa Aqua
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Sunset Canal House - Pool, Spa & Private Dock
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The Lazy Tiki - Private Pool
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Modern 4BR, Elevator, Pool & Spa
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Waterfront Oasis w/ Heated Pool, Spa & Boat Dock
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Blue Heaven*Pool duplex perfect for 2 families!
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Villa510~3 En-Suites~Gulf Access, Heated spa~pool
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Condo rentals with a pool

Beachfront fully equipped apartment
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Rare walkout condo on Sanibel beach
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Lovers Key Resort/Ft Myers Beach/Condo/Pool/View
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206C Gulf Water Views + 2 bikes + beach gear
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View of Gulf, Steps to Beach@The Turquoise Turtle
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Gulf-front Penthouse, Lighthouse Sunrises
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Harbour House #312 “Castaway Dreams”
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The Finn at Coconut Cove
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Other holiday rentals with a pool

Sleeps 10 Newly Updated Heated Pool
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Sundial E304: Gulf Front 3BR w/Stunning Ocean View
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Beachfront Bliss!
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Pool And Hot Tub 5 min walk to beach
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Bonaire Grand Luxury Villa
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Paradise on Palermo-Pool STR#200042 Now renting
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Pearl Beach House - Walk to FMB, Pool & Hot Tub!
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Beach escape! Walk to the square! Steps to beach!
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