
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.

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!

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

Heated Pool | Canal | Modern | New | Southern Exp.
Welcome to the brand new, absolutely stunning, Villa Southbreeze! This 3 bedroom, 2 bathroom vacation rental is fully furnished &equipped. Stunning high ceilings, huge 72" fireplace, office, laundry room all Samsung stainless-steel appliances, and much more. Out by the huge screened-in pool area you'll find a private electric heated pool, BBQ propane grill, several loungers, large table + chairs. The heated pool features two fountains and a shallow "beach area". Welcome to the villa Southbreeze!

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.

Waterfront Cape Escape - Heated Salt Water Pool!
Luxurious saltwater pool with a screened-in enclosure offering picturesque views of the canal. The pool includes a shallow sun shelf and bubbler, ideal for young children and those looking to relax by the water's edge. Several outdoor seating areas provide a tranquil space to observe and interact with the local wildlife, including turtles and fish. Conveniently situated near a variety of dining options and within easy driving distance to one of the many beaches available in Southwest Florida!

AquaLux Smart Home
Unwind in style in this spacious and modern home. Here's what awaits you: Smart Home Technology: Control lights, temperature, and even the front door with voice commands or your smartphone for a seamless experience. Heated Saltwater Pool: Take a refreshing dip in the sparkling pool, perfect for year-round enjoyment. Dedicated Workout Area: Maintain your fitness routine with a private space equipped for exercise. Freshwater Canal Views: Wake up to calming water views and the sounds of nature.

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!

Cape Serenity- Luxury Waterfront Residence
This beautiful, fully equipped home is located in the lovely Orchid neighborhood. As the name suggests, serenity will wash over you as you relax and unwind in this gorgeous 3 bed, 3 bath home. Located off of the Caloosahatchee River, this is one of the select few homes in the Cape Coral/Fort Myers area that affords both privacy/luxury and direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck and EV charger to enhance your experience!

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.

Luxury Cape Coral Villa with Private Heated Pool
Escape to your own private pool oasis in sunny Southwest Florida—where swaying palms, crystal-clear water, and warm coastal breezes set the stage for relaxation, family fun, and unforgettable memories. Hassle-Free Stay: NO CHECKOUT DUTIES – just enjoy your stay! IMPORTANT: Please ensure you've read and accept the house rules prior to booking. Thank you. Easy access to Fort Myers (RSW) and Punta Gorda (PGD) Airports – only 24 miles away!

BRAND NEW Luxury Villa w/Heated and Chilled Pool
Brand new high-end 3 bedroom 3 bath designer home, elegantly decorated with incredible views and direct no-bridge Gulf access. Come and make your lifetime memories in this elegantly appointed executive villa. Located near Matlacha, Sanibel, Fort Myers, and Naples. Extra wide canal with only trees opposite, a salt water lagoon, and just off the spreader canal means incredible solitude and privacy in your elegant oasis retreat.

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.
Popular amenities for Lee County rentals with a pool
House rentals with a pool

Luxe Riverfront Retreat~Pool~Spa~Bar~Tropical Yard

Backyard Dream-Oasis! - Heated Pool

Pool, Mini Golf & Arcade Family Fun Retreat!

Surfside Elegance SW Cape Coral Luxe Vacation home

Cape Escape | Hot Tub | Heated Pool | Game Room

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

Private Heated Pool Paradise Getaway

Peach Paradise – Luxury Villa, Sleeps up to 12
Condo rentals with a pool

Cozy Coastal Escape. Close to FMB and Sanibel

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Cathy Condo

Oceanview unit. Completely remodeled Pool is open!

Beachfront, Estero Beach Tennis 708A Weekly Stays

Amazing Condo-1 mile from Bonita Beach

Luxury Condo by Cape Harbor and Excellent Dining!
Other holiday rentals with a pool

Luxury House in Cape Coral

Relaxing Family Retreat w/ Covered Private Pool

Luxury new construction Villa Ocean Kiss on canal

Waterfront retreat w/ pool, fire pit & BBQ

Canal View! Walking distance to Marina Village

Soak in the Stunning Sunsets! Lakefront Home!

Luxury 3 Bed 3 Bth Pool/Spa/Outdoor Kitchen + Tiki

Golden Pearl | Luxury Villa | Pool | Dock | Games
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- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Englewood Beach
- Myakka River State Park
- Clam Pass Park
- The Club at The Strand
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Blind Pass Beach
- LaPlaya Golf Club
- Cypress Woods Golf & Country Club
- Spanish Wells Country Club
- South Jetty Beach
- Seagate Beach Club
- The National Golf & Country Club Ave Maria
- Panther Run Golf Club
- The Quarry Golf Club Naples
- Boca Grande Pass
- Worthington Country Club




