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

Total vacation rentals
Explore 670 vacation rentals in Fort Myers

Nightly prices starting at
Fort Myers vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

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

Family-friendly vacation rentals
450 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 220 rentals that welcome pets

Rentals with dedicated workspaces
350 properties have a dedicated workspace

Wi-Fi availability
660 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!
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

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.

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.

Executive King Suite City View | Downtown Ft Myers
Welcome to Your Luxe Living Getaway! Experience the perfect mix of comfort and sophistication in this Executive King Suite with City Views, located in the heart of Downtown Fort Myers. This modern 1-bedroom condo features a plush king bed and a queen-size pull-out sofa, ideal for couples, professionals, or small families. Enjoy city views, a fully equipped kitchen, and access to premium amenities all just steps from the best dining, shopping, and entertainment in Fort Myers.

Swimsational Golf views
Recently updated heated pool home backing to a golf course with private back yard. It has a covered patio area with new furniture and outdoor grill. Both bedrooms have televisions and super comfy pillows / linens. The main area has a coffee/tea bar and island in the kitchen. The garage has a brand new washer/dryer with the latest technology. Located in a great residential neighborhood surrounded by shopping and restaurants. 20 minutes to the beaches or downtown Ft. Myers.

Blue Beach Bungalow
3 large bedrooms (3 king sized beds) with TV in everyroom, plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics,

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!

Mediterranean Waterfront Estate on Caloosahatchee
Experience Nascosto Estate, a Mediterranean waterfront sanctuary on the Caloosahatchee River. This extraordinary estate offers resort-style amenities, including a heated infinity pool with a cascading waterfall, sanded lounge, fire pit, private pier, and boat lift. Just minutes from Downtown Fort Myers, it provides absolute privacy, breathtaking river views, and magical sunsets—a one-of-a-kind escape where every moment feels unforgettable and memories last a lifetime!

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.

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.

17th Floor Riverfront • Downtown • Pool & Gym
🌅 Ember Horizon · 17th Floor Riverfront Wake up to panoramic river views from the 17th floor of a modern downtown high-rise. This 2BR/2BA features floor-to-ceiling windows, two private en-suite bedrooms, and a fully equipped kitchen. Enjoy the building's pool, 24-hr gym, secure access, and free garage parking — all just steps from Fort Myers' best restaurants, bars, and nightlife.
Popular amenities for Fort Myers rentals with a pool
House rentals with a pool

AquaLux Smart Home

Mini Golf • Heated Pool • Near Beach Prime

Luxury Waterfront Escape - Private Pool & Jacuzzi

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Waterfront Villa Capri | Dock + Gulf Access

Skyline Paradise Retreat

Gone Coastal!! Spa+Heated Pool Amenities Galore!

Intervillas Florida - Villa Dolphin Drive
Condo rentals with a pool

Rare walkout condo on Sanibel beach

206C Gulf Water Views + 2 bikes + beach gear

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

2nd Floor Beachfront Condo Sanibel Harbour

Sea Salt Beach Front Condo

Lovers Key Beach Club Private Beach

Seaside 204 Beachfront condo - Luna Sea on FMB
Other vacation rentals with a pool

Luxury Waterfront Home • Pool • Dock • Near Beach

Shamrock Shores with Heated Pool and Tiki Hut

Sunset Harbor Suite

Serene Modern Oasis | Private Pool in Fort Myers

Sleep over the water- Boathouse with Private Dock

KING BED | FREE Pool Heat | 85" TV | 4BR Villa

Luxury Ocean View

Blue Paradise
When is the best time to visit Fort Myers?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 525 | ﺩ.ﺇ 613 | ﺩ.ﺇ 617 | ﺩ.ﺇ 588 | ﺩ.ﺇ 496 | ﺩ.ﺇ 485 | ﺩ.ﺇ 481 | ﺩ.ﺇ 474 | ﺩ.ﺇ 459 | ﺩ.ﺇ 463 | ﺩ.ﺇ 533 | ﺩ.ﺇ 547 |
| 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
- Captiva Island
- Caspersen Beach
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- Englewood Beach
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- Yacht Club Public Beach





