
Vacation rentals with a pool in Fort Myers Beach
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Fort Myers Beach

Total vacation rentals
Explore 1,590 vacation rentals in Fort Myers Beach

Nightly prices starting at
Fort Myers Beach vacation rentals start at $70 CAD per night before taxes and fees

Verified guest reviews
Over 15,710 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 280 rentals that welcome pets

Rentals with dedicated workspaces
930 properties have a dedicated workspace

Wifi availability
1,510 of Fort Myers Beach vacation rentals include wifi 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.

Sandy Feet Retreat on Virginia Ave
Your Sandy Feet Retreat in Paradise This newly remodeled home offers modern elegance with 3 spacious bedrooms and 2.5 beautifully remodeled bathrooms. Enjoy the private heated pool, perfect for relaxing. Situated in the heart of Fort Myers Beach, this home is just a 5-minute stroll to the powdery, sugar-sand beach and only a 10-minute walk to margaritaville andTimes Square. With a variety of restaurants and bars featuring live music nearly every night, it’s the perfect location for enjoying th

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!

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!

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.

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.

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!

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.

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.

Dive into Luxury: Stunning Tropical Home & Pool
Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

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.

Ostego Charm | Fort Myers Beach Coastal Charm
Welcome to Ostego Charm! This beautiful 2 bed, 2 bath Fort Myers Beach home offers an open floor concept filled with natural light and coastal charm. Enjoy breezy evenings on the spacious covered porch or entertain in the bright, modern living space. Elevated for safety and style, and surrounded by lush tropical landscaping, Ostego Charm is just minutes from the beach—your perfect island getaway or vacation rental!

Beach escape! Walk to the square! Steps to beach!
Modern 3BR/2BA home with an industrial-chic vibe, perfectly located just a short walk down the street from the beautiful Fort Myers Beach. Enjoy a fully equipped kitchen, open living space, and private outdoor area—ideal for relaxing after a day in the sun. Walk to the beach in minutes or explore nearby Times Square for dining and entertainment. Comfort, style, and unbeatable location all in one!
Popular amenities for Fort Myers Beach rentals with a pool
House rentals with a pool

Pearl Beach House - Walk to FMB, Pool & Hot Tub!

Luxury Riverfront Estate & Pool

The Great Escape Beach House/ Pool/ Dock

Heated pool home Mid Island Short walk to beach

Plunge in the pool at this Fort Myers Beach home

Ground Level Home w/ Pool and Private Beach Access

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

Luxury 5BR Home: Beach, Pool - Beach to Bay
Condo rentals with a pool

Rare walkout condo on Sanibel beach

Luxury Beachfront Condo

Gullwing Beach Resort 1002

Caper Beach Club Penthouse 2 - Gulf View

206C Gulf Water Views + 2 bikes + beach gear

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Lover's Key Resort Unit #807

Coastal Escape | Walk to Beach | Sunset Views
Other vacation rentals with a pool

Luxury Beachside House W/ Heated Pool & Elevator

Bonaire Grand Luxury Villa

AquaLux Smart Home

Mini Golf • Heated Pool • Near Beach Prime

17th Floor Riverfront • Downtown • Pool & Gym

"Savona Twilight"

Waterfront Estate With Heated Infinity Pool

Waterfront Oasis w/ Heated Pool, Spa & Boat Dock
When is the best time to visit Fort Myers Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $381 CAD | $469 CAD | $487 CAD | $394 CAD | $316 CAD | $313 CAD | $287 CAD | $281 CAD | $278 CAD | $290 CAD | $309 CAD | $361 CAD |
| Avg. temp | 18 °C | 20 °C | 21 °C | 24 °C | 26 °C | 28 °C | 29 °C | 29 °C | 28 °C | 26 °C | 23 °C | 20 °C |
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