
Holiday rentals with a pool in Fort Myers
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Fort Myers

Total holiday rentals
Explore 690 holiday rentals in Fort Myers

Nightly prices starting at
Fort Myers holiday rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 11,480 verified reviews to help you choose

Family-friendly holiday rentals
470 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 230 rentals that welcome pets

Rentals with dedicated workspaces
340 properties have a dedicated workspace

Wifi availability
680 of Fort Myers holiday rentals include wifi 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!
Top-rated rentals with a pool in Fort Myers
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock
Step into the spacious and entertaining 3BR 2Bath nestled in a tranquil canal front area close to many restaurants, shops and attractions. Explore the city or lounge the day away under the fairy-tale tiki hut next to the swimming pool and the private dock. 🐕Pets Stay Free! ✔ 3 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Patio (Heated Pool & Spa, TV, Lounges) ✔ Yard (Tiki Hut, BBQ, Dining, Lawn) ✔ Private Dock and boats ✔ Smart TVs + PS4 + SONOS ✔ High-Speed Wi-Fi ✔ Free Parking

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!

Central 3BD/2BA •Massive Heated Pool •Golf courses
🌞 Gorgeous Heated Pool Home Near Everything – Perfect for a Relaxing & Convenient Getaway! Welcome to your tropical escape in the heart of SW Florida! This beautifully maintained 3BD/2BA home is located just minutes from world-class beaches, and top local attractions, offering the perfect blend of tranquility, comfort, and accessibility. Whether you're here for a family vacation, a romantic getaway, or a business trip, this home provides everything you need for a restful and memorable stay.

Paradise on Estero Bay
Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

Escape to the "Oasis"!
DISCOUNTS: Weeks...1=10%, 2=15%, 3=20%, 4=25%. Welcome to the "Oasis"! Escape to the water and stay on a canal in beautiful Cape Coral! Enjoy this 3 bedroom, 2 bath home. Swim in the pool, sit on the patio, fish from the dock, sit at the tiki bar for a drink, or take a nap on the lanai to get away from it all! There is a 50 foot long dock with 30 and 50 amps, so bring your boat! The Gulf is accessible by boat and Ft Myers Beach & Sanibel/Captive Island activities and beaches nearby!!

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock
Luxurious 4BR 3.5Bath villa located in a prime location, directly on the Calosahachee River in a sought-after waterfront area near downtown. Magnificent expansive backyard with high-end amenities and direct river access ✔ 4 bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Pool and Hot tub, Bar, Dining, BBQ) ✔ Expansive Tropical Yard ✔ Indoor/Outdoor Surround Sound ✔ 7 Smart TVs ✔ High-Speed Wi-Fi ✔ Large Private pier/dock w/ boat & jet ski lift and a Tiki Hut! See more below!

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.

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.

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.

Waterfront Oasis w/ Heated Pool, Spa & Boat Dock
Step inside this beautifully maintained, canal-front four-bedroom retreat, perfect for relaxing or entertaining. Enjoy a private, landscaped pool and spa with evening lighting, plus a dock for boating and fishing. Inside features include a fully stocked kitchen, spacious living and dining areas, high speed Wi-Fi, and fresh linens and towels. Ideal for families, boaters (boats can be stored at the seawall - not on the lift), and entertainers.

“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.

3BR Home w/ Pool near downtown Fort Myers & Edison
Stunning Fort Myers Retreat: Private Pool, Central Location & Family-Friendly Comforts! Escape to the perfect vacation getaway in Fort Myers with this exceptional home. Nestled just off McGregor Blvd, you'll find yourself conveniently close to all the attractions—downtown Fort Myers, Edison & Ford Winter Estates, River District, and more!
Popular amenities for Fort Myers rentals with a pool
House rentals with a pool

Still available for Jan, Feb, March 2027

Orismay Luxury Home 1405 Heated Pool

Mini Golf • Heated Pool • Near Beach Prime

Luxury Waterfront | Free Heated Pool | Game Room

Luxury Riverfront Estate & Pool

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen

TikiTime Tropical Riverfront Retreat

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!
Apartment rentals with a pool

100+ 5 Star Reviews and Right on The Beach!

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

Rare walkout condo on Sanibel beach

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Amazing Condo-1 mile from Bonita Beach

206C Gulf Water Views + 2 bikes + beach gear

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Easy Breezy.
Other holiday rentals with a pool

The Pearl | River Views | King | Pool+HotTub+Gym

Marino Home II Luxury

River Views / Luxury 2BR/2BA, Pool, Walk downtown

17th Floor Riverfront • Downtown • Pool & Gym 2BR

Serene Modern Oasis | Private Pool in Fort Myers

Pelican Coast

Penthouse Aqua

Palm Breeze | 10 PPL | Pool | Games|BBQ & Fire Pit
When is the best time to visit Fort Myers?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €123 | €144 | €144 | €112 | €102 | €104 | €113 | €111 | €107 | €108 | €125 | €128 |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
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- Naples Beach
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