
Vacation rentals with a pool in Fort Myers
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Fort Myers
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

McGregor’s Gem• Heated Pool 3BR/2BA River District
🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

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!

Backyard Retreat! - Heated Pool
Welcome to your tropical retreat in sunny Cape Coral. This beautiful newly remodeled 3-bdr, 2-bth home is a cozy sanctuary of style & serenity. Enjoy a peaceful private resort like tropical backyard with a heated pool-just minutes from the world-famous Fort Myers beaches with a vibrant array of waterfront dining, shops, & entertainment. Whether you're planning a family getaway or a couples’ trip, this home offers everything you need to rest, relax, recharge, and soak up the sunshine in comfort.

Waterfront Villa • Pool • Dock• Kayaks • Fishing
Sprocket Boathouse sits along one of Cape Coral’s widest canals and is the perfect family getaway (we are pet friendly too! 🐶 ) Spend your days lounging by the heated pool, paddling through the canals with our complimentary kayaks or fishing off your own private dock. Keep an eye out for turtles and iguanas and enjoy unforgettable sunsets right from the backyard. Fire up the BBQ with propane ready to go or head inside where you can enjoy our retro arcade games and vintage vinyl collection.

New Gorgeous Smart Home with Heated Pool on the Ca
Unwind in style in this spacious and modern home. Here's what awaits you: Smart Home Technology: Control lights, temperature, and even the front door with voice commands or your smartphone for a seamless experience. Heated Saltwater Pool: Take a refreshing dip in the sparkling pool, perfect for year-round enjoyment. Dedicated Workout Area: Maintain your fitness routine with a private space equipped for exercise. Freshwater Canal Views: Wake up to calming water views and the sounds of nature.

Gulf Views & Sunsets | Estero Beach Tennis 206C
“Caihlin, you were a phenomenal host.” – Sandy, May 2025 ☀️ What You’ll Love: •Unbeatable Views: Floor-to-ceiling glass sliders open to the Gulf—watch dolphins, sunsets, and seabirds from your private balcony. •Free Beach Bikes: Cruise the beach or explore nearby Lovers Key with the 2 bikes we provide. •Updated Interior: Modern kitchen, stainless appliances, granite countertops, and a cozy living area with coastal decor. •Comfy King Bed: Sleep to the sound of waves in a plush king-size

Whole cozy house
Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Brandnew Villa - pool & spa at canal south facing
Welcome to our brand new and beautiful family villa PureSun. Modern luxury in a stylishly furnished and fully equipped holiday home with heated saltwater pool including whirlpool at a canal junction facing south for up to 6 people. You'll love the spacious outdoor area with marble flooring, pool area with jacuzzi and sunbathing area in the water. Sun loungers and BBQ grill await you. In the garage there are bicycles, table tennis, billiards and darts available.

Beautiful River Front House with Pool and Hot Tub
Enjoy life on the water with this stunning river front house overlooking the Caloosahatchee River! This luxurious home features an outdoor oasis with Adirondack chairs, an outdoor kitchen and pool/hot tub area perfect for entertaining. Lush palm trees provide shade as you relax in seclusion. Inside, open floor plans connect you to the tranquil river views. Make every day a peaceful getaway in this one-of-a-kind waterfront paradise.

“Dream Vacation”Pool.Near airport&baseball
A few short miles from RSW International Airport, beaches, Twins/ Miracle's baseball, and downtown Ft. Meyers (McGregor). Walking distance to FSW Sunpark stadium. Safe and quiet neighborhood. Private pool *NOT HEATED*. Lanai TV has streaming service so you can log into your account. Click on our picture to view our five homes in Cape Coral/Ft. Myers/Delray Beach. All beautiful & with exceptional Super-host service and care.

Villa Lake View, A Stunning House&Spectacular View
My home is right on one of the famous Eight Lakes with a spectacular view over the infinity pool to the lake with sensational sunsets. We are close to restaurants, shopping, a park, and family-friendly activities. The house is furnished with great attention to detail and stands out from other houses due to its excellent facilities and its unique location. Every room is equipped with a TV. We are licensed by the DBPR!
Popular amenities for Fort Myers rentals with a pool
House rentals with a pool

Luxury House in Cape Coral

Dog Friendly | Pool, Kayaks, Dock, & Gulf Access

Orismay Luxury Home 1405 Heated Pool

Aqua Vista - Luxury Vacation Rental Cape

10 PPL/Large Pool Heater /Hot-Tub /Top Area

Vacation in Paradise

Modern New-Build Luxury Villa!

Gone Coastal!! Spa+Heated Pool Amenities Galore!
Condo rentals with a pool

Beachfront @ Elevate in the Sun!

Beach Sanctuary Condo

Cozy Coastal Escape. Close to FMB and Sanibel

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

SuperHost Condo

Bonita Beach and Tennis 5807

Seaside 204 Beachfront condo - Luna Sea on FMB

Luxury Beach Condo On The Bay In A tropical Oasis!
Other vacation rentals with a pool

Luxury Canalfront Pool Retreat w/ Upscale Finishes

Luxury Canal villa | Heated Pool | Covered Lanai

House w/ Pool, Hot Tub & Backyard

Private fenced backyard. Fun heated pool.

The Pool House

Luxury Private Pool Home with Water View

Waterfront Pool Home

Palaco Paradise
Quick stats about vacation rentals with a pool in Fort Myers
Total vacation rentals
Explore 570 vacation rentals in Fort Myers
Nightly prices starting at
Fort Myers vacation rentals start at R521 ZAR per night before taxes and fees
Verified guest reviews
Over 8,360 verified reviews to help you choose
Family-friendly vacation rentals
440 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 160 rentals that welcome pets
Rentals with dedicated workspaces
320 properties have a dedicated workspace
Wi-Fi availability
560 of Fort Myers vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Fort Myers rentals
4.8 Average rating
Fort Myers stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Seminole Vacation rentals
- Miami Vacation rentals
- Central Florida Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Beach condo rentals Fort Myers
- Rentals with a washer and dryer Fort Myers
- Rentals with a kayak Fort Myers
- Cottage rentals Fort Myers
- Apartment rentals Fort Myers
- Rentals with an EV charger Fort Myers
- Fitness-friendly rentals Fort Myers
- Rentals with outdoor seating Fort Myers
- Beachfront rentals Fort Myers
- Rentals with beach access Fort Myers
- Rentals with a fireplace Fort Myers
- Private suite rentals Fort Myers
- Smoking-friendly rentals Fort Myers
- Condo rentals Fort Myers
- Waterfront rentals Fort Myers
- Rentals with lake access Fort Myers
- Rentals with a hot tub Fort Myers
- Guesthouse rentals Fort Myers
- Villa rentals Fort Myers
- House rentals Fort Myers
- Townhouse rentals Fort Myers
- Rentals with breakfast Fort Myers
- Family-friendly rentals Fort Myers
- Beach house rentals Fort Myers
- Rentals with a home theater Fort Myers
- Rentals with a patio Fort Myers
- Rentals with a fire pit Fort Myers
- Pet-friendly rentals Fort Myers
- Rentals with pools Lee County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Englewood Beach
- Clam Pass Park
- The Club at The Strand
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Blind Pass Beach
- Myakka River State Park
- Panther Run Golf Club
- South Jetty Beach
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- North Jetty Beach
- Seagate Beach Club
- Worthington Country Club
- Boca Grande Pass
- The Quarry Golf Club Naples
- Spanish Wells Country Club
- Cypress Woods Golf & Country Club