
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.

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

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!

Skyline Paradise Retreat
Welcome to Skyline Paradise, a striking modern home offering quick Gulf access and breathtaking views of prestigious Britannia Lake. Designed for luxury, comfort, and entertainment, this one-of-a-kind retreat features a 75-foot Olympic-length heated pool with an integrated hot tub, LED lighting, and expansive outdoor living areas that embrace Florida’s indoor–outdoor lifestyle. An outdoor kitchen on the lanai invites you to cook, dine, and gather with friends and family while overlooking the sp

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!

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.

Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10
•Prime Location: Just minutes from Sanibel & Captiva Islands • 10-minute walk to movie theaters, shops, and restaurants • 8 min to Fort Myers • 10 min to Cape Coral Water Park • 25 min to the airport • Perfect for families & remote work • 5 Smart TVs • Fast Wi-Fi • Family-friendly amenities & games • Fully equipped kitchen • Washer & dryer • Sofa bed • Beach towels & bathrobes • Outdoor living: • BBQ grill • Outdoor dining area • FREE onsite parking • Easy self check-in

Villa510~3 En-Suites~Gulf Access, Heated spa~pool
Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Close to Cape Harbour western pool and dock, golf
Talk about location! This house is located in southwest Cape Coral close to everything great that Cape Coral has to offer including marina, restaurants, shopping, bike trails, kayaks included etc. Right across the street from Cape Coral's most exclusive neighborhood Cape Harbour. This house has a heated pool facing west for sun all day long and fantastic sunsets, new hot tub, boat dock, and completely remodeled check out the primary bath and all brand-new furnishings including kids stuff.

Villa Sunset Serenade II
Komplett renoviert und neu eingerichtet! Erleben Sie die schönsten Wochen in der brandneu durch ein professionelles Designerteam komplett renovierten Villa Sunset Serenade II. Das mit einem tollen Lichtkonzept ausgestattete offene Wohnzimmer mit der nagelneuen großen modernen Küche der Ess- und Kochinsel sowie mit Kamin und Großfernseher. Die große italienische Ledercouch mit den großen elektrischen Sessel erlaubt einen tollen Blick auf den breiten Kanal und laden zum genießen ein.

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.

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 Riverfront:Pool, Tiki Bar & Outdoor Kitchen
Reconnect and relax at this spacious riverfront retreat, perfect for gathering with family and friends. This custom coastal home offers 4 bedrooms, 4 bathrooms, and 3 separate living areas, giving everyone room to spread out and unwind. Enjoy morning coffee while watching boats, dolphins, and manatees pass by, then spend the day soaking in the heated saltwater pool and spa. Guests may enjoy the views, but the dock is not available for boat use.
Popular amenities for Lee County rentals with a pool
House rentals with a pool

Swimsational Golf views

Luxury Waterfront Escape - Private Pool & Jacuzzi

Tiki, Kayaks, Heated Pool, Canals, Fishing, Fenced

Intervillas Florida - Villa Laguna

Waterfront Villa Capri | Dock + Gulf Access

Skyline Tides- Gulf Access- Wide Views- Heat Pool

4BR Casa Del Mar – Sand Beach Pool & Hot Tub

Trendy 3b/2b prestige location home with a pool!
Apartment rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Captiva Beach Villa On The Gulf Beach !

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Captiva Hideaway on Old Lodge Lane

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

2nd Floor Beachfront Condo Sanibel Harbour

New Condo Minutes to Fort Myers Beach & Sanibel
Other holiday rentals with a pool

Amazing View of Sanibel Harbour

Luxury Oasis w/ Heated Pool, Theater Room & Dock!

Luxury Waterfront Home • Pool • Dock • Near Beach

17th Floor Riverfront • Downtown • Pool & Gym

Paradise on the Water!

Gulf Access, HTD Pool, Smart TVs, Kayaks, Bikes+

VRCC Villa Endless Summer

Beautiful River Front House with Pool and Hot Tub
Destinations to explore
- Guest house rentals Lee County
- Smoking-friendly rentals Lee County
- Rentals with outdoor seating Lee County
- Rentals with beach access Lee County
- Holiday home rentals Lee County
- Luxury rentals Lee County
- Rentals with an accessible-height toilet Lee County
- Rentals with a fireplace Lee County
- Farm stay rentals Lee County
- Rentals with a cinema Lee County
- Apartment rentals Lee County
- Boutique hotels Lee County
- Resort rentals Lee County
- Rentals with a kayak Lee County
- Beachfront rentals Lee County
- Ski-in/ski-out rentals Lee County
- Rentals with a sauna Lee County
- Hotel rooms Lee County
- Rentals with a washing machine and dryer Lee County
- Waterfront rentals Lee County
- Rentals with a hot tub Lee County
- Fitness-friendly rentals Lee County
- Villa rentals Lee County
- Rentals with lake access Lee County
- Rentals with a firepit Lee County
- Rentals with breakfast Lee County
- Rentals with a patio Lee County
- House rentals Lee County
- Pet-friendly rentals Lee County
- Tiny house rentals Lee County
- Motorhome rentals Lee County
- Family-friendly rentals Lee County
- Private suite rentals Lee County
- Serviced apartment rentals Lee County
- Rentals with an EV charger Lee County
- Cottage rentals Lee County
- Flat rentals Lee County
- Townhouse rentals Lee County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Englewood Beach
- Lovers Key Beach
- Myakka River State Park
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Blind Pass Beach
- North Jetty Beach
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Jetblue Park
- Boca Grande Pass
- The Naples Pier
- South Jetty Beach
- Clam Pass Park
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Bunche Beach
- Ave Maria University
- Delnor-Wiggins Pass State Park
- Things to do Lee County
- Nature and outdoors Lee County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States





