Holiday rentals with a pool in Fort Myers Beach

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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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Superhost
Home in Fort Myers
5 out of 5 average rating, 3 reviews

Golf>Heated Pool • Sleeps 10 • Near Beach

Welcome to SELBY GOLF HOME – Your Luxury Getaway in Fort Myers .12 mins to Downtown Fort Myers .18 mins to Fort Myers Beach .30 mins to Sanibel & Captiva Islands .Less than 5 mins to nearby golf courses .Sleeps up to 10 guests .3 King beds + 2 Full beds .Private pool .Fast Wi-Fi .Washer & dryer .Safe & quiet neighborhood .Free parking .Self check-in for easy access .Pool table .Ping pong table .Mini golf area .Poker table .Kids play area .Outdoor grill .Fire pit lounge Private patio & terrace

Top guest favourite
An airy kitchen and dining area showcases light wood flooring and a spacious island with bar seating. White cabinetry contrasts with a vibrant blue backsplash. A dining table with blue chairs is accented by natural light from large windows, creating a bright and open space.
Holiday home in Fort Myers Beach
5 out of 5 average rating, 14 reviews

Heated pool, canal, outdoor kitchen & walk 2 Beach

Relax with the whole family at this peaceful place to stay on Fort Myers Beach. Fully renovated with 3 BR & 2 full bath. New central AC/ Heating unit. Enjoy a day in the heated pool or on your private dock looking out to the bay. 10 minute walk to the beach, Publix or the mid-island restaurants at the marina behind Publix. 3 BR, 2 bath with one room being a twin trundle bed. Enjoy one of the most quiet areas on the island to take walks or morning bike rides. Fully renovated since Ian & Milton

Top guest favourite
A serene outdoor space is showcased, featuring a sparkling pool surrounded by a stone patio. Several lounge chairs are positioned under a large umbrella, with palm trees swaying gently in the background. A hammock can be seen nearby, adding to the relaxing atmosphere.
Home in Fort Myers Beach
4.85 out of 5 average rating, 47 reviews

2 BR w/ Private Pool/Backyard, 2 min walk to Beach

Your getaway awaits in Ft Myers Beach. This upstairs unit has 2 bedrooms with 1 queen bed, 1 full bed, & 1 twin trundle bed; & 1 bathroom. This unit features an open concept living room with 2 futons for additional sleeping space, full kitchen, & dining area. Relax in the private backyard with pool, outdoor shower, games, bbq, & fire pit. Perfect if you’re looking for the best stay just 2 minutes walking distance from the beach. Now with all-in-one washer/dryer in unit & option for pool heating!

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, 109 reviews

100+ 5 Star Reviews and Right on The Beach!

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

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 Cape Coral
4.99 out of 5 average rating, 248 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 favourite
Home in Cape Coral
5 out of 5 average rating, 6 reviews

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Guest favourite
A glass filled with a refreshing drink is held against a vibrant sunset backdrop. Soft golden light reflects off the surface of the drink, while wispy clouds scatter across the sky, indicating a serene beachfront setting.
Apartment in Fort Myers Beach
4.93 out of 5 average rating, 46 reviews

Vacation Villas #132 Second Floor Beachfront Condo

We are back! Everything in the apartment is all brand new - be the first to experience our newly renovated space! Vacation Villas is the northernmost building on the island, with a secluded beachfront for your enjoyment, but only a short one mile walk to 'Times Square' - the heart of the island. Outdoor living at its best: on the beach, at the pool, on the private lanai, or cooking in the grilling area. Sink your toes in the powdered sugar sand and you will never want to go anywhere else!

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, 106 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 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, 121 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 waterfront beach house is showcased, featuring a wide driveway and lush green lawn. Palm trees and colorful landscaping surround the entrance, where a welcoming façade is visible under a clear blue sky, creating a relaxing atmosphere for guests.
Home in Fort Myers Beach
4.97 out of 5 average rating, 30 reviews

The Great Escape Beach House/ Pool/ Dock

Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!

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

Luxury pool and spa home - Walk to Time Square

Welcome to Blue Lagoon, 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 Pearl next door!

Top guest favourite
Home in Fort Myers Beach
4.98 out of 5 average rating, 52 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.

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$313 SGD$351 SGD$364 SGD$313 SGD$274 SGD$267 SGD$263 SGD$258 SGD$255 SGD$265 SGD$283 SGD$331 SGD
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Quick stats about holiday rentals with a pool in Fort Myers Beach

  • Total holiday rentals

    Explore 1,600 holiday rentals in Fort Myers Beach

  • Nightly prices starting at

    Fort Myers Beach holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 14,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,160 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 310 rentals that welcome pets

  • Rentals with dedicated workspaces

    900 properties have a dedicated workspace

  • Wifi availability

    1,520 of Fort Myers Beach holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.7 Average rating

    Fort Myers Beach stays receive an average rating of 4.7 out of 5 from guests

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