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

5 Star Experience, Heated Pool close to Everything
Your perfect Oasis Getaway near the serene Caloosahatchee River in beautiful Cape Coral awaits your stay. Conveniently situated, our home offers easy access to local attractions. Nestled in a secure and safe community, you can relax and unwind with peace of mind. Whether you're looking to unwind by the pool, explore the beauty of Cape Coral, or enjoy fun-filled activities with loved ones, this home has it all. Book your stay today and create unforgettable memories in this charming Florida haven!

4BR Waterfront Home w/ Heated Pool + Private Dock
Waterfront Coastal Retreat | Heated Private Pool + Dock | Mins to Dining + Beaches Unplug, unwind, and settle into effortless coastal living at this beautifully renovated 4-BR waterfront home in Fort Myers’ quiet, upscale Town & River neighborhood. You’ll enjoy a peaceful setting while staying close to everything—so many local restaurants are just minutes away, and the area’s best beaches are an easy drive: Sanibel Island beaches are about 15 minutes (9.6 mi) & Fort Myers Beach is about 18 mins

Villa Panache-Wow! 1st Class Pool Home Gulf Access
Looking for a vacation rental that has it all? Look no further than our brand-new highly-rated home! From the moment you walk in the door, you'll feel the stresses of everyday life melt away. With 4 spacious bedrooms including a junior suite, a sunny southern exposure pool/spa, a beautiful lanai, a putting green, an outdoor kitchen, high-speed WiFi and great sound system, you'll have everything you need to enjoy the perfect vacation. Book now and experience the ultimate in relaxation and luxury!

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!

Sea you at the Cape
Sea You at the Cape, the perfectly located SW Florida getaway. Enjoy this stunning home on a wide canal. Watch the boats go by from your saltwater infinity edged pool, hot tub, or from the newly renovated interior. This home will help you breathe easier, laugh more, relax, and rejuvenate. Then hop on the provided kayak or bicycles to explore Cape Harbor and the many restaurants, shops, bars, and activities of Cape Coral. By boat enjoy the gulf and beaches just a mere 20 minutes away. Enjoy!

Comfy 3 BR-Group Friendly-Pool Access-BBQ-FGCU
Everything your group needs to be comfortable. 2 car garage w/remote Plenty of FREE on-site driveway parking for large work vehicles Logo vehicles ok Screened lanai w/ seating & BBQ Washer/Dryer Free, secure WiFi Smart TV in all rooms & 65” TV in Living Room Electric fireplace Well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, hair) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee Pack & Play & baby bath support

Casa Colada, A Modern 4-Bedroom Cape Coral Retreat
Relax at Casa Colada - a renovated 4-bed, 2.5-bath Cape Coral home, perfect for up to 8 guests. Enjoy a heated pool with a waterfall, a covered lanai with a grill, and a wet bar with a wine fridge. Each bedroom has a queen bed and the home includes a soaked tub, 5 smart TVs, high-speed internet, a laundry room, and free parking. Close to attractions like the Cape Harbour, Cape Coral Farmers Market and Four Mile Cove Preserve. No stairs. Great for families, retirees, and business travelers.

Seaside Villa Majestic
Welcome to our beautiful and modern Seaside Villa Majestic, which was built in 2012 and completely renovated in 2019. Thereby not only all floors were renewed but also the kitchen was replaced. In 2023 the Seaside Villa Majestic was repainted inside and out. The villa has a perfect location in the Rosegarden area overlooking a wide canal. In just a few minutes you can reach the open river by boat. From the pool area the great location is further enhanced by the large heated infinity pool.

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind

Bayside Villa - Modern Coastal Designed Home
This Modern Coastal Designed Home will be your ultimate vacation retreat. Inspired by the beauty of the beaches, this Modern Coastal Designed Home will be your ultimate vacation retreat. This waterfront destination has an open floor plan which encompasses four spacious bedrooms, two bathrooms and a modern kitchen. The impeccable, stylish kitchen has stainless appliances and granite countertops, accented with amazing beach water blue tile.

Waterfront Oasis in SW Cape Coral
New construction home with upgraded appliances, a bonus covered area off the lanai, a self-filling heated pool, and a sunrise view over Seabreeze Lake! Centrally located in the Cape, bring your friends and family to relax and enjoy the sun! Four large bedrooms and open concept kitchen, dining, living room! Kitchen is fully furnished with all cookware and dishes for your at home meals. Gas grill included and heated pool!
Popular amenities for Lee County rentals with a pool
House rentals with a pool

Modern Oasis pool paradise

Luxury Canal villa | Heated Pool | Covered Lanai

Get Outta the Cold! Huge Heated Pool (No Xtra Fee)

Casa Azul at the Cape

Luxury Pool Home: Hot Tub, Patio, Pet Friendly

Heated Pool | Gulf Access | Dock & Lift | Tiki Hut

Sunny Escape with Private Heated Pool

Villa Sunset Serenade II
Apartment rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

South Seas Resort Beach Villa 🌴 On The Beach !

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Sunset Views Near Sanibel w/ Private Beach!

2nd Floor Beachfront Condo Sanibel Harbour

Casa Bonita - Relax @ The Beach (Newly Remodeled)

100+ 5 Star Reviews and Right on The Beach!
Other holiday rentals with a pool

Villa Harley Summer

Villa De Liaison, Pool, free WiFi, BBQ

Bright Bonita Springs Pool Home Near Gulf Beaches

AquaLux Smart Home

R-NEW Gulf Access Home, Heated Pool! 3 bdrm/2 bath

Pool/heater/luxury/Oasis/Ideal/families

Lakefront Oasis with Pool & Spa

King & Queen Mango - 2 bedrooms in a great villa
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- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Myakka River State Park
- Stump Pass Beach State Park
- Clam Pass Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Blind Pass Beach
- North Jetty Beach
- South Jetty Beach
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- Edison & Ford Winter Estates
- Boca Grande Pass
- Florida Gulf Coast University
- Stonebridge Country Club
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Jetblue Park
- Talis Park Golf Club
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