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Holiday rentals with a pool in Fort Myers Beach

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Fort Myers Beach

  • Total holiday rentals

    Explore 1,590 holiday rentals in Fort Myers Beach

  • Nightly prices starting at

    Fort Myers Beach holiday rentals start at $84 NZD per night before taxes and fees

  • Verified guest reviews

    Over 15,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,200 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 280 rentals that welcome pets

  • Rentals with dedicated workspaces

    930 properties have a dedicated workspace

  • Wi-Fi availability

    1,510 of Fort Myers Beach holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Fort Myers Beach rentals

  • 4.8 Average rating

    Fort Myers Beach stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Fort Myers Beach

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

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Top Guest favourite
The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.
Home in Pelican
4.99 out of 5 average rating, 263 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!

Top Guest favourite
Aerial view of a spacious waterfront property featuring a pool area enclosed by a screen. Lush palm trees surround the structure, with a boat lift visible along the water's edge. The ocean and distant buildings can be seen in the background.
Home in Fort Myers Beach
5.0 out of 5 average rating, 19 reviews

Bayfront Bliss

Forget your worries in this spacious & serene home. Boat lift available for renters’ use, able to accommodate up to 24’! Truly relax while watching dolphins and manatees in the back bay of Fort Myers Beach with unmatched panoramic views. The sunrises over the bay are stunning! Take a very short stroll to the other end of the street & find the white sands of FMB where you can enjoy warm sunny days & amazing sunsets! Property is located midland-only 5 streets from Publix! Live like a beach local!

Top Guest favourite
A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.
Home in Fort Myers Beach
4.99 out of 5 average rating, 115 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.

Top Guest favourite
A serene pool area is framed by palm trees, with crystal-clear water reflecting the blue sky. A safety railing surrounds the pool, while grassy areas extend beyond. The horizon showcases the Gulf waters in the background, providing a tranquil setting for relaxation.
Home in Fort Myers Beach
5.0 out of 5 average rating, 68 reviews

Luxury Beachside House W/ Heated Pool & Elevator

261 Key West is a luxurious Oceanside single-family pool home with private elevator that will satisfy the most exquisite taste. You will not only enjoy the fine quality and style of the home, you will enjoy the Gulf waters and the soft white sandy beaches of the Gulf just footsteps from your door. Your stay will include beach chairs, umbrellas, sand toys, fishing rods, kayak, paddle boards, and bicycles for your enjoyments. Enjoy a stylish experience at this centrally-located place.

Top Guest favourite
The outdoor area features a spacious paved patio surrounding a private heated pool. Lounge chairs are positioned by the poolside, and a grill is visible nearby. The pink-hued villa and a screened lanai area can be seen in the background.
Cottage in Fort Myers Beach
4.96 out of 5 average rating, 145 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!

Top Guest favourite
Home in Fort Myers Beach
5.0 out of 5 average rating, 12 reviews

Seaside Villa Aqua

The Seaside Villa Aqua is located directly on Fort Myers Beach and is only a 3-minute walk from the beach. The electrically heated infinity pool with directly connected whirlpool in a south-facing position is perfect for enjoying the sunsets over Fort Myers Beach. A breathtaking experience. Thanks to the outdoor kitchen with gas grill, every barbecue evening or breakfast with freshly brewed coffee at sunrise with friends and family will be an unforgettable experience.

Top Guest favourite
Home in Fort Myers Beach
4.97 out of 5 average rating, 65 reviews

Grace by The Sea · 2025 Build · Steps to Beach

This stylish coastal home offers a brand-new experience with a spacious lanai and backyard, all with just a 6-minute walk to the sugar sand beach. Start your morning with coffee on the covered front porch, enjoying Gulf breezes. Relax by the pool with a book throw something on the blackstone grill, play corn hole or enjoy cozy outdoor seating for lounging and dining. End the day with a sunset stroll or a short drive to nearby bars and restaurants.

Guest favourite
Home in Fort Myers Beach
5.0 out of 5 average rating, 9 reviews

Luxury pool and spa home - Walk to Time Square

Welcome to Blue Tides, a vibrant, custom 4-bed, 4-bath Fort Myers Beach retreat. Bathed in soothing aqua tones, this home offers open-concept living, multiple balconies with water views, and a private pool & spa. Each beautifully appointed bedroom has an en-suite bath. It’s ideally located in a peaceful neighborhood, steps from the sandy beach and a 5-10 min walk to Times Square. Perfect for groups or book with sister property Pink Star next door!

Top Guest favourite
A screened-in lanai features a tranquil heated pool with a spa, surrounded by paver stones. The sunset reflects on the water, providing a picturesque backdrop. Palms sway gently in the breeze, enhancing the serene setting suitable for relaxation and enjoyment.
Home in Cape Coral
4.97 out of 5 average rating, 325 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.

Superhost
Condo in Fort Myers Beach
5.0 out of 5 average rating, 3 reviews

Tangerine Tides: Resort Pool/Spa, On Beach, Lanai

Welcome to Tangerine Tides! This bright & colorful 2BR/2BA Gulf-view condo on Fort Myers Beach sleeps 6 with a king, queen & sleeper sofa. Enjoy direct beach access, a community pool & hot tub, beach chairs and beach towels, pickleball, tennis, BBQ grills, plus Gulf views from your private balcony. With a fully equipped kitchen and plenty of space to unwind, it’s the perfect island escape for families, couples & friends!

Top Guest favourite
Villa in Fort Myers Beach
5.0 out of 5 average rating, 31 reviews

Luxury Waterfront Home • Pool • Dock • Near Beach

Experience refined coastal living in Siesta Isles, Fort Myers Beach. This 4,000+ sq ft waterfront retreat offers a quick 5-minute drive to the beach and seamless, direct Gulf access by boat. Features include a private dock with lift, heated pool, open-concept design, multiple lounge areas, outdoor kitchen, and a separate TV suite with bar—perfect for families, groups and boaters seeking privacy, comfort, and location.

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.
Condo in Sanibel
5.0 out of 5 average rating, 102 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! 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!

Popular amenities for Fort Myers Beach rentals with a pool

When is the best time to visit Fort Myers Beach?

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Avg. price$459 NZD$565 NZD$587 NZD$474 NZD$381 NZD$377 NZD$345 NZD$339 NZD$335 NZD$349 NZD$372 NZD$434 NZD
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