
Holiday rentals with a pool in Lee County
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Top-rated rentals with a pool in Lee County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

Heated Pool Gulf access Canal Centrally Located
Welcome to your luxury gulf access salt water canal front paradise with heated pool in the heart of Cape Coral! Chef's kitchen for culinary delights , while the rain shower and soak-in tub offer spa-like opulence. Smart speakers in every room for relaxation, and the king-size bed in the master bedroom ensures a blissful night's sleep. Patio is equipped with child safety fence, BBQ Grill, 4 oversized Loungers, dining set, and conversation set . Just a short drive from a world-renowned beaches!

Golf & Pool Views! Close to FGCU and Airport.
Perfectly located 2 Bedroom 2 Bath condo! Nestled on a public golf course with a wonderful pool area, it is the perfect combination for a peaceful vacation. The condo is centrally located by everything one needs to relax and enjoy the Fort Myers area. We have gone the distance to make your vacation memorable. The spacious condo has adjustable beds, which will provide you sweet dreams. Close to the beaches, shopping, airport, golf, and tons of restaurants. Guests can also enjoy the pool area.

DOG friendly vacation home/3BR/2.5BA/heated pool
This modern and clean 3 BR, 2.5BA waterfront home boasts direct Gulf access, perfect for the avid boater. Step inside to find a beautifully decorated oasis with natural colors and high-end finishes throughout. The fully stocked kitchen is a chef's dream, while the dedicated workspace offers a quiet area to focus on work or relaxation. Located centrally within walking distance to shops/restaurants, this home offers guests easy access to all that Cape Coral has to offer. We are dog-friendly!

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

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.

Family Friendly Home with Backyard Oasis Pool Area
Escape to The Pomelo House, your perfect retreat in the heart of The Cape. This bright, stylish home features an open-concept living space, a master suite, two additional bedrooms, and two bathrooms. The fully equipped chef’s kitchen makes dining in a breeze. Step into your private backyard oasis with a screened lanai, grill area, and a heated pool (pool heat available for an additional fee). Close to top attractions and beautiful beaches, it’s the ultimate spot to unwind.

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.

Cozy studio 1.3 miles to Barefoot Beach
Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

Surfside Elegance SW Cape Coral Luxe Vacation home
This elegant spacious 3 Bedroom + Den, 3 Bathroom house with split floor plan and large living room will truly make you feel home! High ceilings, a lot of natural light, large rooms, amazing Florida canal view, large heated pool. Fully remodeled in 2017 and feels like new. Location is amazing, close to Marina, Cape Harbour, restaurants. Excellent, beautiful and safe neighborhood. This home is perfect for your vacation!

Luxury Canalfront Pool Retreat w/ Upscale Finishes
Beautiful, modern NEW construction home with heated pool, on saltwater canal. Damage-free after hurricane Milton. FUN for families and tranquil for adults; fully stocked with electronic games table, pool toys and floats, outdoor games, arcade games, board games — much to enjoy! Enjoy indoor/outdoor living on expansive resort-style lanai and retreat to stylish finishes & luxe amenities throughout!

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.
Popular amenities for Lee County rentals with a pool
House rentals with a pool

90° Pool NEW Luxury Spa Gulf Access

Waterfront Villa•Heated Pool•Dock•Kayaks•Fishing

Waterfront villa w/ heated pool & lake view.

Waterfront Escape, Newly Renovated, Heated Pool.

Canal View! Walking distance to Marina Village

Waterfront home with pool-bikes-kayaks and 2 kings

Heated Saltwater Pool + Playset | 4 br| No stairs

Tropical Waterfront Retreat with Heated Pool!
Condo rentals with a pool

Cozy Coastal Escape. Close to FMB and Sanibel

Rare walkout condo on Sanibel beach

South Seas Resort Beach Villa 🌴 On The Beach !

Gulf Water Views + 2 bikes, beach gear weekly stay

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Cathy Condo

Sundial A301- Gorgeous Beachfront Residence

Lands End 1619 - Captiva
Other holiday rentals with a pool

Amazing View of Sanibel Harbour

Sunset Harbor Suite

Luxury new construction Villa Ocean Kiss on canal

Waterfront • Heated Pool • Game Room • Mini Golf

Relaxing Poolside Retreat

Last Minute-Villa Florida Orange-new on "8 Lakes"

Ruby's Retreat, large, heated pool, private yard.

"Savona Twilight"
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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
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- Del Tura Golf & Country Club
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- Delnor-Wiggins Pass State Park
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- Stonebridge Country Club
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- Florida Gulf Coast University
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