
Holiday 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.

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa
Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

McGregorâs Gem⢠Heated Pool 3BR/2BA River District
đ´ Welcome to McGregorâs Gemâyour 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.âď¸ Whether youâre traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

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!

3 BR Heated Pool House with Boat Lift
Forget your worries in this spacious and serene space. Total and complete renovation in 2024. Everything is new. Large driveway with the room to park your boat trailer . Gourmet, fully equipped kitchen, including stainless steel appliances, and a Keurig coffee machine . Peaceful location. Private outdoor space. Fully fenced in side garden. Deck with flat top grill and dining area. House is three bedrooms, one king, one queen, and two twin beds. The house is waterfront with the boat lift.

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.

Blue Paradise
This waterfront apartment blends unique character with an inviting sense of comfort. Thoughtfully styled with warm textures and distinctive design details, the space feels both curated and effortlessly cozy. Soft furnishings, subtle coastal accents, and a relaxed layout make the apartment feel like a peaceful retreatâan intimate, stylish haven where modern living meets the calming rhythm of the water. The place has 1 bedroom , one comfortable king bed ,and one air mattress and space to use

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.

Serene Pool & Spa Home near Beaches & Downtown
Where prime location meets tropical paradise. Welcome to your very own private poolside and spa oasis, minutes from the beach! Close to Sanibel Island, Fort Myers Beach & Bunche Beach, as well as local shopping, amazing restaurants, fun nightlife in Downtown Fort Myers and the winter homes of Thomas Edison & Henry Ford. Fully renovated throughout. This remarkable space can accommodate up to 10 guests, making it the perfect destination for a family or friends vacation!

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.

Waterfront Oasis w/ Heated Pool, Spa & Boat Dock
Step inside this beautifully maintained, canal-front four-bedroom retreatâperfect 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.

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.

Coastal Modern Retreat with Heated Pool and Spa
Retreat to paradise in this extra clean and beautifully renovated home centralized to all major Southwest Florida attractions. Splash and play in your private, year-round heated pool or relax and unwind in the bubbles of the jacuzzi. Heating included in price! Less than a 10 minute drive gets you to RSW airport, tons of excellent restaurants, three supermarkets and 4 major shopping malls.
Popular amenities for Fort Myers rentals with a pool
House rentals with a pool

Luxury Canal Villaâ˘Heated Poolâ˘Dockâ˘Fishingâ˘Kayaks

Caloosavilla

Luxury Riverfront Retreat ⢠Pool & Spa ⢠60ft Dock

Palm Breeze | 10 PPL | Pool | Games|BBQ & Fire Pit

Sunnyside - Pool, Hot Tub& Direct access to River

Caribbean Gem with Private Pool & Hot Tub

Golden Pearl | Luxury Villa | Pool | Dock | Games

Paradise on the River|2KingBD|Heated PoolViews|BBQ
Condo rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

206C Gulf Water Views + 2 bikes + beach gear

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

2nd Floor Beachfront Condo Sanibel Harbour

Lovers Key Beach Club Private Beach

peaceful retreat with all the amenities

The Coastline Apartment
Other holiday rentals with a pool

High-rise-Downtown Fort Myers-Vibrant Condo

Lakeside Sunset / Heated Pool + Sleeps 10

Luxury Monthly Rental: 3 Bedrooms, 2 bath, sleep 6

Robin's Nest on a Canal with River and Gulf access

Luxury Ocean View

Salty Dog Hideaway

Waterfront Pool Home

Romantic Luxury Waterfront Escape ⢠Couples Only
When is the best time to visit Fort Myers?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $247 NZD | $288 NZD | $290 NZD | $276 NZD | $233 NZD | $228 NZD | $226 NZD | $223 NZD | $216 NZD | $217 NZD | $250 NZD | $257 NZD |
| 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 |
Quick stats about holiday rentals with a pool in Fort Myers

Total holiday rentals
Explore 670 holiday rentals in Fort Myers

Nightly prices starting at
Fort Myers holiday rentals start at $69Â NZD per night before taxes and fees

Verified guest reviews
Over 10,160 verified reviews to help you choose

Family-friendly holiday rentals
450 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 220 rentals that welcome pets

Rentals with dedicated workspaces
350 properties have a dedicated workspace

Wi-Fi availability
660 of Fort Myers holiday 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 guestsâaveraging 4.8 out of 5!
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- Naples Beach
- Captiva Island
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