
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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LAST Minute! NEW Villa-Heated Saltwater Pool & Spa
Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

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.

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!

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!

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.

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.

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.

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.

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Dive into Luxury: Stunning Tropical Home & Pool
Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Primo Paradise
LOCATION is everything! Your family will enjoy easy access to everything from this centrally located property. Walkable to Time Square, the beach, and so much more! Brand new Margaritaville is .2/mile walk. Lani Kai is .3/mile. While at the property you will become obsessed with the pool, canal view, and lanais! This home offers it all! Primo Paradise is also big enough to bring the whole family!

Luxury Canal Home | Spa • Pool • Walk to Beach
Welcome to your perfect Fort Myers Beach escape! This stunning 3-bedroom, 2-bath luxury home sits on a sunny corner lot along a quiet canal and features a private heated saltwater pool and spa, just a short 8-10 minute walk to the beach. STR#: 22-0522
Popular amenities for San Carlos Island rentals with a pool
House rentals with a pool

McGregor’s Gem• Heated Pool 3BR/2BA River District

Paradise Palms A Desirable Pool Home

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Last Minute-Villa Twenty Two - modern, pool & spa

Paradise on Estero Bay

Short walk to beach and Time Square

Renaissance Oasis Retreat

4BR Casa Del Mar – Sand Beach Pool & Hot Tub
Apartment rentals with a pool

Rare walkout condo on Sanibel beach

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Sundial F403 - "Beach Bliss"

Bay to Beach - Aruba 3 (2 BR / 2 BA)

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

Island Time Too | Beach Front + Resort Amenities!

Sea Salt Beach Front Condo

peaceful retreat with all the amenities
Other holiday rentals with a pool

Luxury Beachside House W/ Heated Pool & Elevator

Sunshine Dockhouse | Fort Myers Beach

Steps to BEACH/POOL/Downtown

Sleep over the water- Boathouse with Private Dock

17th Floor Riverfront • Downtown • Pool & Gym

2 BR w/ Private Pool/Backyard, 2 min walk to Beach

Sundial E304: Gulf Front 3BR w/Stunning Ocean View

Beach, pool time & fun times @ Blue Fish Lagoon
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