Vacation 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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Guest favorite

Guesthouse in Naples

5 out of 5 average rating, 151 reviews

By the Beach and 5th - Studio Home with Pool

Great location! Newly renovated! A studio guest home with your own private entrance & your own full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining and shops, the mall, the zoo, beautiful Baker Park, and that's not all- Only steps away are local restaurants and shops! Bikes and beach equipment included! Did we mention the pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth shower speaker? This home is 350 square feet of clean cuteness!

Superhost

Home in Captiva

4.94 out of 5 average rating, 106 reviews

Welcome to Paradise!

Come visit paradise in this amazing newly remodeled property in Sunset Captiva! Kitchen, appliances, and modern touches coupled with a very private property situated for peace and tranquility. A modern single-family vacation home in a beachfront-to-bayfront community with new tennis/pickleball courts, pool, and marina with new state of the art dock and boat slips. You cannot find a better location to enjoy Captiva Island. Look for the iguanas in the trees that cover the screened in porch!

Guest favorite

Home in Cape Coral

4.99 out of 5 average rating, 198 reviews

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!

Guest favorite

Rental unit in Naples

4.99 out of 5 average rating, 125 reviews

Beach Vacation Getaway

Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

Guest favorite

Home in Cape Coral

4.88 out of 5 average rating, 207 reviews

Recently Renovated Home with Pool in SW Cape Coral

The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.

Guest favorite

Guesthouse in Cape Coral

4.94 out of 5 average rating, 117 reviews

Pool Modern Apartment

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests from any small animals that might be around. The apartment is attached to the main house with one bedroom one bathroom living room and a functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest.

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 115 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Guest favorite

Condo in Fort Myers

4.92 out of 5 average rating, 156 reviews

Ft. Myers Quaint Getaway! Minutes from Beach!

My condo is close to the beach, nightlife, public transport, and family-friendly activities. It is good for couples, solo adventurers, business travelers, and families (with kids). It's minutes from Ft. Myers and Sanibel Beach. It has a King size bed in the master bedroom and two twin murphy beds in the guest room. Walking distance from a Super Target and trolley. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

Guest favorite

Home in Captiva

4.92 out of 5 average rating, 106 reviews

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Guest favorite

Home in Captiva

4.95 out of 5 average rating, 111 reviews

Steps To Private Beach Captiva Retreat Golfcart

Relax and Reconnect at Our Charming 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 (with applicable fees), it’s easily accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach start making memories

Guest favorite

Home in Cape Coral

4.98 out of 5 average rating, 126 reviews

Vacation in Paradise

This home is a beautiful relaxing piece of paradise on a fresh water canal full of wild life. We have a refreshing saltwater pool that is heated in the winter, the pool overlooks the canal and the dock. The dock give’s a beautiful views of the sunrise and sunsets just sit back in the relaxing chairs and enjoy. The theme to the inside of this vacation in paradise is very beachy. You will feel like you are on vacation as soon as you walk in the doors.

Superhost

Townhouse in Fort Myers

4.9 out of 5 average rating, 128 reviews

Paradise at Hidden Palms Cove

This is a beautiful home located in a luxury townhouse community in a great location, close to Sanibel Island and within easy driving distance of Fort Myers beach. With 2 good size bedrooms and all the amenities of a home, it is ideal for families, groups of friends, couples and even furry friends. There is also a community pool for guest use and we provide beach towels, beach chairs, a beach umbrella and beach toys for lazy days on the beaches.