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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.

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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, 98 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
An open-plan dining and kitchen area features a mix of stylish seating options. A large table sits in the center, surrounded by chairs, with views of the pool area through sliding glass doors. Natural light floods the space, enhanced by modern ceiling fans.
Home in Captiva
5 out of 5 average rating, 32 reviews

Heated Pool, Golf Cart, Outdoor Bar, Gulf Views

💰No nickel & diming —AirBnb & cleaning fees in nightly rate! 🌅 360° Gulf-to-Bay Views 🎉 Outdoor Paradise: Pool, Bar, Dart Boards, TVs, Games, Outdoor Shower 🏖️Steps from the Beach! 🍳 Gourmet Kitchen:KitchenAid Appliances & Williams Sonoma Gear 🛥️ Shared boat dock-ask about availability. 🛌 Westin Heavenly Mattresses 🏖 Top-Tier Beach Gear:Chairs, Umbrellas, Cooler & Wagon 🐕 Pets Welcome 🧴 Luxe Amenities: Fine Toiletries & Essentials 🌐 Fast Starlink Internet 😊 24/7 Local Host Support!

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.
Condo in Sanibel
4.98 out of 5 average rating, 52 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
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 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, 138 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

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 STAY WITH US

Guest favourite
A bright living area features a light gray sofa and a pale blue accent chair beside a neutral coffee table. A blue and white patterned rug adorns the floor, while a dining area with white bar stools is visible in the background, complemented by a well-equipped kitchen.
Condo in Sanibel
5 out of 5 average rating, 12 reviews

Sanibel Condo Steps To Beach - Sandalfoot 4B2

Welcome to Unit 4B2 at Sandalfoot Beachfront Condominium—a serene third-floor retreat offering panoramic views of Sanibel Island’s untouched coastline. This beautifully updated 1-bedroom, 1-bath condo combines modern comfort with coastal charm and places you just steps from the beach, inviting you to experience Sanibel’s breathtaking natural beauty up close. Located on East Beach near the Sanibel Lighthouse. For those seeking beachside tranquility, Unit 2B on the second floor of Sandalfoot

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, 108 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
A resort-style pool area is showcased with a stone patio, featuring several lounge chairs and two shaded umbrellas. Palm trees stand nearby, and a rock formation is visible within the pool's edge, complementing the serene outdoor setting.
Home in Fort Myers
4.92 out of 5 average rating, 106 reviews

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Top Guest favourite
A scenic balcony view showcases a sunset over the water, framed by wooden railings. Two wooden chairs are positioned on the tiled floor, inviting relaxation while overlooking the vibrant sky filled with oranges and purples, creating a tranquil outdoor setting.
Apartment in Fort Myers
4.94 out of 5 average rating, 16 reviews

Amazing View of Sanibel Harbour

This charming 2nd-floor condo in Sanibel Harbour offers a relaxing retreat with easy parking and elevator access. Enjoy a private beach, swimming pool, and hot tub just steps from your door. Explore nearby attractions like Sanibel Island Lighthouse, J.N. “Ding” Darling Wildlife Refuge, and kayak tours. Located near the Sanibel Causeway with shops and dining, it’s the perfect base for your Sanibel getaway. Book today and start making memories!

Top Guest favourite
A bright living area features a light grey sofa and a glass dining table surrounded by white chairs. Artwork of birds hangs above the seating area, with large sliding glass doors that lead to a balcony offering views of the Gulf.
Condo in Sanibel
4.95 out of 5 average rating, 20 reviews

Sundial A208- Stunning Beachfront 2BR at Sundial

ChatGPT said: Introducing Sundial A208—an island oasis with breathtaking gulf-front views and stunning sunsets! This beautifully updated 2-bedroom, 2-bath condo features a fully stocked kitchen and luxurious furnishings. Available for the first time since its complete 2025 renovation, don’t miss your chance to experience the finest finishes and comforts this exceptional condo has to offer for a truly memorable stay.

Top Guest favourite
Condo in Fort Myers Beach
4.83 out of 5 average rating, 118 reviews

Gulf Water Views + 2 bikes, beach gear weekly stay

Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

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