
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!
4.99 out of 5 average rating, 266 reviews
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.
4.95 out of 5 average rating, 121 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!
5.0 out of 5 average rating, 16 reviews
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.
4.94 out of 5 average rating, 163 reviews
Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10
•Prime Location: Just minutes from Sanibel & Captiva Islands • 10-minute walk to movie theaters, shops, and restaurants • 8 min to Fort Myers • 10 min to Cape Coral Water Park • 25 min to the airport • Perfect for families & remote work • 5 Smart TVs • Fast Wi-Fi • Family-friendly amenities & games • Fully equipped kitchen • Washer & dryer • Sofa bed • Beach towels & bathrobes • Outdoor living: • BBQ grill • Outdoor dining area • FREE onsite parking • Easy self check-in
4.96 out of 5 average rating, 100 reviews
Just Beachy • Pool • 2 Kings+ • 3 Min to Beach
Personally hosted by Paul & Alicia of Dancing Palms Vacations, this brand-new home offers Gulf views from the front porch—just steps from the white-sand beach. The 3BR/2BA retreat sleeps 8 with 2 KING bedrooms, a private heated pool, and a fenced outdoor living/dining area with TV and boutique coastal hotel vibe. Enjoy all-new furnishings, games, and beach gear. Open-concept living/kitchen/dining with 85” smart TV. Family-friendly and walkable to bars, restaurants, shops, and the marina.
5.0 out of 5 average rating, 56 reviews
Walk to Times Square, steps to the Beach!
Welcome to your perfect beach getaway! This bright and inviting 2-bedroom, 2-bath vacation rental is ideally located just across the street from the sandy shores of Fort Myers Beach, with easy beach access just a short walk away. You'll also be just a quick stroll from vibrant Times Square—home to great restaurants, shops, live music, and fun nightlife. This comfortable and well-appointed home offers everything you need for a relaxing stay! Come experience the best of Fort Myers Beach!
5.0 out of 5 average rating, 78 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.
4.99 out of 5 average rating, 117 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!
4.96 out of 5 average rating, 145 reviews
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.
4.91 out of 5 average rating, 55 reviews
Whole cozy house
Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.
4.95 out of 5 average rating, 406 reviews
Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach . 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.
4.97 out of 5 average rating, 328 reviewsPopular amenities for San Carlos Island rentals with a pool
House rentals with a pool

FMB Farmhouse
5.0 out of 5 average rating, 27 reviews
Pink Star | Coastal Chic | Urban Edge Luxury Stays
5.0 out of 5 average rating, 13 reviews
Blue Heaven*Pool duplex perfect for 2 families!
4.94 out of 5 average rating, 33 reviews
Stay and Play by the Bay
4.97 out of 5 average rating, 39 reviews
Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen
5.0 out of 5 average rating, 95 reviews
Ocean Pearl - Steps from the Beach
5.0 out of 5 average rating, 19 reviews
Villa510~3 En-Suites~Gulf Access, Heated spa~pool
5.0 out of 5 average rating, 24 reviews
Modern 4BR, Elevator, Pool & Spa
5.0 out of 5 average rating, 3 reviewsApartment rentals with a pool

Rare walkout condo on Sanibel beach
4.9 out of 5 average rating, 263 reviews
Lovers Key Resort/Ft Myers Beach/Condo/Pool/View
4.94 out of 5 average rating, 192 reviews
Ft Myers Beach & Lovers Key State Park- FANTASTIC!
4.93 out of 5 average rating, 214 reviews
Harbour House #203 "Blue Pearl"
5.0 out of 5 average rating, 4 reviews
The Finn at Coconut Cove
5.0 out of 5 average rating, 18 reviews
Gulf-front Penthouse, Lighthouse Sunrises
4.98 out of 5 average rating, 58 reviews
708A Beachfront Sunrise + Sunset Views
4.94 out of 5 average rating, 32 reviews
Oceanfront Condo 202 | Heated Pool + Gulf Views
4.93 out of 5 average rating, 15 reviewsOther holiday rentals with a pool

Amazing View of Sanibel Harbour
4.98 out of 5 average rating, 43 reviews
Sundial E304: Gulf Front 3BR w/Stunning Ocean View
5.0 out of 5 average rating, 26 reviews
Bonaire Grand Luxury Villa
4.88 out of 5 average rating, 16 reviews
Luxury Mansion! 6ksqft, Pool, Gym, Near Beach
4.94 out of 5 average rating, 33 reviews
Trendy 3b/2b prestige location home with a pool!
4.99 out of 5 average rating, 93 reviews
4BR Casa Del Mar – Sand Beach Pool & Hot Tub
5.0 out of 5 average rating, 26 reviews
5 O’Clock at Miramar
5.0 out of 5 average rating, 65 reviews
Pearl Beach House - Walk to FMB, Pool & Hot Tub!
5.0 out of 5 average rating, 7 reviewsDestinations to explore
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