Holiday rentals with a pool in Sanibel

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Top-rated rentals with a pool in Sanibel

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

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Top guest favourite
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.
Apartment in Sanibel
5 out of 5 average rating, 93 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!

Guest favourite
A screened-in balcony offers a view of the Gulf of Mexico, featuring palm trees and lush greenery. Two wooden chairs are positioned to face the scenic coastline, allowing for peaceful relaxation. The expansive glass doors provide access to the living area, enhancing the indoor-outdoor experience.
Apartment in Sanibel
4.97 out of 5 average rating, 32 reviews

Amazing beach views - Sanibel - Sandalfoot 5C2

Discover the ultimate beachfront getaway at Unit 5C2, located on East Beach near Sanibel Lighthouse. Perched on the second floor, this newly renovated 2-bedroom, 2-bathroom condo offers stunning views of the Gulf of Mexico and direct access to the island’s pristine beach, making it your perfect seaside retreat. Enjoy a stylish, refreshed interior equipped with all the amenities you need for a relaxing and stress-free stay. From a fully equipped kitchen to spacious living areas, Unit 5C2 has ever

Top guest favourite
A screened lanai is furnished with a small round table and four chairs, providing a cozy dining space. Beach chairs are stored on the wall, with a view of the lush green lawn and distant ocean visible through the expansive glass sliding doors.
Apartment in Sanibel
4.98 out of 5 average rating, 61 reviews

Sundial G406 - Brand New w/Beautiful Beach Views

On the beach with top floor ocean views! Enjoy sparkling ocean views from this relaxing coastal retreat, just steps from the beach. This large condo sleeps 4 and was fully renovated to include an expanded custom kitchen & luxury bathroom with large walk-in shower. Top of the line coastal furnishings in every room. The spacious master bedroom offers gulf views, king bed and a full-size desk if you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

Top guest favourite
Apartment in Sanibel
5 out of 5 average rating, 9 reviews

Steps to the beach + 2 Bikes | Weekly Stays

Discover Loggerhead Cay 443, a luxury 2/2 Sanibel Island condo rental in a beachfront complex. This pristine coastal unit features a private lanai, a chef's kitchen, filter drinking water system, 2 bikes, king suite, and 2 full beds in the guest room. Enjoy direct Gulf beach access, heated pool (heated in winter), tennis/pickleball, BBQs, shelling stations, and biking trails w/2 bikes. Perfect for families, couples, or friends seeking shelling, sunsets, and the ultimate Sanibel vacation getaway.

Top guest favourite
A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.
Home in Captiva
4.95 out of 5 average rating, 146 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

BOOKING SUMMER HOST PAYS AIRBNB FEE WINTER SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach

Top guest favourite
A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.
Apartment in Sanibel
4.95 out of 5 average rating, 106 reviews

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a good reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

Top guest favourite
An open concept living area features a modern sectional sofa, complemented by a patterned area rug and decorative pillows. Natural light filters through large windows, illuminating the adjacent kitchen with wood cabinetry. A dining table is set, inviting gatherings in a spacious environment.
Home in Sanibel
4.96 out of 5 average rating, 26 reviews

Sanibel Vibes - Relax, Unwind, and Enjoy!

Welcome to this beautifully designed open-concept residence located on a serene and exclusive neighbourhood. This spacious home with high ceilings and abundant natural light features 5 bedrooms and 4 full bathrooms, along with a large living room and a separate suite for a perfect blend of privacy, comfort, space, and style. The large backyard with a heated pool for year-around swimming backs onto a beautifully maintained golf course with scenic lakes, offering breathtaking views and sunsets.

Top guest favourite
A bright and spacious living area features a cozy seating arrangement with neutral-colored sofas and decorative pillows. A dining table with white chairs sits nearby, complementing a woven pendant light above. Large windows provide natural light and views of the surrounding landscape.
Apartment in Sanibel
5 out of 5 average rating, 18 reviews

Sunny Sanibel - Gorgeous Loggerhead Walkout Unit

Loggerhead Cay 351 is a fantastic ground floor walk out condo residence in the sought after Loggerhead Cay development of Sanibel`s East End. "Sunny Sanibel" features two spacious bedrooms and bathrooms, a fully equipped kitchen, direct Gulf views, and a walk out patio, this residence is both beautiful and functional! With resort grade amenities including tennis, pickleball, Olympic sized heated swimming pool, shuffleboard, and community grills, guests will surely return year after year!

Guest favourite
Home in Sanibel
4.75 out of 5 average rating, 8 reviews

Sanibel Beachfront Condo | Shelling Paradise

Beachfront 2BR/2BA condo on beautiful Sanibel Island, famous for world-class shelling and sunsets. Enjoy Gulf views from the living room and master bedroom. Includes a fully equipped kitchen, open living area with sleeper sofa. Full size washer and dryer are in the unit. The Pool and tennis court are currently under construction Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.

Guest favourite
The image showcases a large swimming pool lined with white lounge chairs, surrounded by lush palm trees. A two-story building is visible in the background, featuring a covered balcony. The sky is bright and clear, enhancing the poolside setting.
Flat in Sanibel
4.9 out of 5 average rating, 88 reviews

Poolside elegance!

This enchanting newly renovated ground floor unit is located directly adjacent to the pool. The unit is stylishly appointed with new furniture and original local artwork. Master bedroom with king size bed, walk-in closet and private bath. Open and airy living room with sleeper sofa and flat screen TV. Sun filled kitchen with counter stools opens to DR with sliders to the enclosed lanai. W/D off kitchen. Charming guest room with two full sized beds. All this minutes to the beach.

Top guest favourite
A heated saltwater pool is enclosed by a spacious screened area, allowing for relaxation and sun exposure. Lounge chairs and vibrant orange seating are positioned beside the water, with views of a tennis court visible through the mesh walls and lush landscaping beyond.
Home in West Gulf Drive
4.98 out of 5 average rating, 62 reviews

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

Guest favourite
A screened lanai features a round glass table surrounded by four wooden chairs with tropical-patterned cushions. Lush palm trees provide a view of the pool area, while bright skies and sunlight enhance the space.
Apartment in Sanibel
5 out of 5 average rating, 16 reviews

Spectacular Sanibel condo near beach with pool

Come be our guest to enjoy your visit to world famous Sanibel Island. This newly renovated, beautifully appointed two-bedroom, two-and-a-half bath townhouse-style condo comfortably sleeps 6 and is a short seven-minute walk to the gorgeous Gulf beach. The West End of Sanibel allows beachgoers to wander for miles surrounded by nature. There are vast expanses of unspoiled beach where nothing man-made can be seen.

Popular amenities for Sanibel rentals with a pool

When is the best time to visit Sanibel?

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Avg. price$527 SGD$646 SGD$612 SGD$479 SGD$379 SGD$349 SGD$345 SGD$346 SGD$317 SGD$322 SGD$368 SGD$480 SGD
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Quick stats about holiday rentals with a pool in Sanibel

  • Total holiday rentals

    Explore 1,200 holiday rentals in Sanibel

  • Nightly prices starting at

    Sanibel holiday rentals start at $116 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,750 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 260 rentals that welcome pets

  • Rentals with dedicated workspaces

    700 properties have a dedicated workspace

  • Wifi availability

    1,140 of Sanibel holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sanibel rentals

  • 4.8 Average rating

    Sanibel stays are highly rated by guests – averaging 4.8 out of 5!

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