Some info has been automatically translated. Show original language

Holiday rentals with a pool in Sanibel Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sanibel Island

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

%{current} / %{total}1 / 1
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.
Condo in Sanibel
4.95 out of 5 average rating, 100 reviews

Right on the Beach with the Best Views and Rates!

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. Sustained min. damage from Hurricane Ian. 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
Condo in Sanibel
5 out of 5 average rating, 7 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 private lanai is visible, featuring a small table with two chairs positioned for ocean views. The scene includes lush greenery, multiple palm trees, and the Gulf of America beyond. The nearby resort buildings add to the tranquil ambiance of the outdoor space.
Condo in Sanibel
4.97 out of 5 average rating, 30 reviews

Serene Ocean View Escape at Sundial Resort

Private lanai with stunning ocean views — perfect for morning coffee or unwinding in the evening as the sky softens at sunset. Located on the 3rd floor with elevator access, combining great views with easy convenience. Spacious king bedroom with a premium mattress and plush linens for restful nights. Fully equipped kitchen and dining area for evenings in, or take advantage of Sundial’s on-site restaurants just steps away. Resort amenities include restaurants, pool, and a convenience store.

Top Guest favourite
A scenic view showcases a private deck featuring a spa and circular seating area, positioned near lush greenery. The serene beach is visible in the background, leading to calm waters under a softly lit sky at sunset, creating a tranquil coastal atmosphere.
Home in Captiva
4.95 out of 5 average rating, 44 reviews

North Captiva Beachfront | 360° Views | Hot Tub

Stella Maris is a beachfront family retreat on North Captiva Island with rare dual club access—Safety Harbor Club included (pool, tennis), plus optional Island Club for pools and kayaks. Enjoy private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Cathedral ceilings, gourmet kitchen, and formal dining with sunset views. All three bedrooms feature private en-suite baths. Relax in the hot tub and explore the island with your included golf cart.

Guest favourite
A private balcony offers views of the tranquil ocean, complemented by a lounge chair and two seating chairs surrounding a round table. Bright coastal-inspired colors decoratively enhance the space while glass sliding doors provide natural light and a sense of openness.
Condo in Sanibel
5 out of 5 average rating, 7 reviews

Relaxing beachfront condo Sanibel - Sandalfoot 5B2

Discover the ultimate retreat in this newly renovated 1-bedroom, 1-bath beachfront condo, located on the second floor of the coveted Sandalfoot Beachfront Condominium. With easy access to Sanibel’s pristine beaches and a peaceful, tranquil atmosphere, Unit 5B2 is the perfect escape for anyone looking to relax and enjoy the island’s natural beauty. This property is professionally managed by Gulf Coast Vacation Rentals. Unit 5B2 has been thoughtfully redesigned, offering a fresh, modern space

Guest favourite
Apartment in Sanibel
5 out of 5 average rating, 6 reviews

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

BRAND NEW - RIGHT ON THE BEACH! Enjoy stunning direct gulf-front views from nearly every room at this relaxing 3BR coastal retreat. This luxury residence was fully renovated to include a custom expanded kitchen, 2 gorgeous bathrooms, and washer & dryer. Top of the line coastal furnishings in every room. The large master bedroom offers spectacular gulf views & a full-size desk in case you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

Guest favourite
The living area features a spacious light-colored sofa accompanied by a rustic coffee table. Large sliding glass doors allow natural light and views of palm trees outside. A flat-screen TV is positioned against a light-coloured cabinet, while a dining table for two is visible on the lanai.
Condo in Captiva
4.94 out of 5 average rating, 109 reviews

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Top Guest favourite
The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.
Home in Cape Coral
4.98 out of 5 average rating, 121 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Superhost
Condo in Sanibel
4.93 out of 5 average rating, 14 reviews

Wind + Tide - heated pool, bikes, on the beach!

We are excited to start welcoming guests back to the island! **Please note that certain areas of the complex may still be rebuilding from the hurricane, so you might experience some level of noise during your stay depending on your dates.** Take advantage of discounted rates for the remainder of 2025! Our pool is brand new and beautiful! If you have any questions or concerns, please ask. Thanks for being part of our healing process and supporting the island!

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 Sanibel
4.98 out of 5 average rating, 59 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.
Condo in Sanibel
5 out of 5 average rating, 10 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.

Guest favourite
A bright living area is furnished with a light gray sofa set and a glass coffee table. Large windows offer views of the Gulf, allowing natural light to fill the space. A mounted television is positioned for easy viewing, and a ceiling fan provides comfort.
Condo in Sanibel
5 out of 5 average rating, 16 reviews

Sundial A301- Gorgeous Beachfront Residence

Introducing Sundial A301- Located at Sanibel's most sought after resort community! This stunning 2 bedroom, 2 bath condo afters all the conveniences of home paired with incredible wrap around views of the Gulf of Mexico! Spend your sunny Sanibel days enjoying the sights and sounds of the beautiful blue water and the incredible Florida sunsets! We looking forward to welcoming you to paradise soon!

Popular amenities for Sanibel Island rentals with a pool

Destinations to explore