
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.

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!

Mini Golf • Heated Pool • Near Beach Prime
Welcome to SELBY GOLF HOME – Your Luxury Getaway in Fort Myers .12 mins to Downtown Fort Myers .18 mins to Fort Myers Beach .30 mins to Sanibel & Captiva Islands .Less than 5 mins to nearby golf courses .Sleeps up to 10 guests .3 King beds + 2 Full beds .Private pool .Fast Wi-Fi .Washer & dryer .Safe & quiet neighborhood .Free parking .Self check-in for easy access .Pool table .Ping pong table .Mini golf area .Poker table .Kids play area .Outdoor grill .Fire pit lounge Private patio & terrace

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.

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.

SW Cape, Gulf access, private pool, hot tub!
Escape to this 3 bed/2 bath canal front home in SW Cape Coral! Relax in the open living area with modern coastal decor and fully equipped kitchen. Each bedroom features a lux king size bed, while the VIP bedroom offers a full ensuite with a TV soaking tub. Enjoy the abundant seating outdoors in the lanai or amidst the Florida sunsets overlooking the heated pool and hot tub. Fish off the private dock/enjoy the nearby park playing pickleball. Your perfect tropical getaway awaits!

SW Exposure Gulf Access Waterfront Cape Coral Home
Embrace unparalleled elegance in this luxurious waterfront estate. Situated on an expansive lot with coveted southwestern rear exposure and 145 feet of direct Gulf-access frontage, the home showcases breathtaking canal views and the very best of Florida living. The thoughtfully designed open-concept great room creates a seamless flow, complemented by three spacious bedrooms plus a versatile den/office—ideal for remote work or additional guests—and 2.5 well-appointed bathrooms.

Tiki, Kayaks, Heated Pool, Canals, Fishing, Fenced
Our beloved Cape Escape House awaits for your family vacation in South Florida! Heated, screen-enclosed pool, huge corner lot waterfront fenced in, outdoor kitchen, Kayaks, Tiki Hut, and outdoor lana. Centrally located between Ft. Myers and miles of island beaches, two marinas, a downtown, and lots of great food & drinks. 4 bedrooms offer a King, 2 Queens, and 2 Twin beds, plus a den with two sofa sleepers and 2 full bathrooms! Two bedrooms allow for patio doors to pool.

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

Luxury Canal Villa•Heated Pool•Dock•Fishing•Kayaks

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Paradiso - Modern Style Vacation Villa

Lakeside Sunset / Heated Pool + Sleeps 10

Boater’s Paradise-Stunning Sunsets! Games Room!

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

Cape Escape | Hot Tub | Heated Pool | Game Room

Canal Home with Private Salt Pool
Apartment rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

2nd Floor Beachfront Condo Sanibel Harbour

Amazing Condo-1 mile from Bonita Beach

Luxury Condo by Cape Harbor and Excellent Dining!

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

Waterfront Family Retreat/Heated Pool/kayaks&Games

Salt Life Serenity

Villa LaVista

Cape VillaVista - Newly Listed!

Villa Vanity - Heated Pool+Spa | Gulf Access

Intervillas Florida - Villa The View

Manatee Suite 2 / Funky Fish House at Cape Harbour

Gulf Access, HTD Pool, Smart TVs, 4 Kayaks, Bikes+
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- Naples Beach
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- Myakka River State Park
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