
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.

The Blue Pearl
**New Listing discount*Experience waterfront living in this serene Cape Coral retreat! Perfect for families, this 3-bedroom home features a private, pool and a dock equipped with boat and jet-ski lifts, along with direct canal access to ocean for fishing or boating. Enjoy sunrise coffee by the water or sunset swims in the pool. Spacious, peaceful, and close to local attractions, this home is ideal for creating lasting memories. the whole family to this great place with lots of room for fun.

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!

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!
🌴Welcome to your elite Fort Myers vacation rental 5 bedroom private pool home with outdoor kitchen, designed for peaceful stays, family vacations, & extended getaways. Located on a quiet cul-de-sac, this spacious home near Fort Myers beaches offers the perfect blend of privacy, convenience, and resort-style amenities. Conveniently located near shopping, grocery stores, restaurants, and just a short drive to beaches, marinas, and top local attractions—one of the most loved vacation homes in FL!

NEW!Pelican Paradise Retreat - Gulf Access
Discover Pelican Poolside Retreat, a tranquil getaway located on a picturesque canal in SW Cape Coral. This spacious home is equipped with all the amenities you need for a truly restful vacation. Soak up the sun by the pool, unwind in the cozy interiors, and end each day with awe-inspiring sunsets. Welcome to your ultimate relaxation haven, where everyday worries fade away and unforgettable memories are made. Private & Pet Free. Past host reviews mentioning pets are from a different property.

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.

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 Estate & Pool
Your Property This spacious waterfront home features a bright open floor plan with expansive water views throughout the main living areas. Guests can enjoy a fully equipped chef’s kitchen, large dining area, comfortable living room, private pool, dock, outdoor entertainment spaces, and a dedicated game room. The home was thoughtfully designed to maximize the waterfront setting, with large windows showcasing beautiful bay views from sunrise to sunset.

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach . This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Family Tropical Fun Escape: Heated Private Pool!
This 3,263 sq foot Cape home is a perfect destination for your next vacation. This tropical paradise is perfect for a multi-family or group gathering. Spend the days lounging in your own backyard oasis enjoying the canal views, 84 deg heated (no charge) infinity pool, outdoor tv and bbq/outdoor kitchen in a screened lanai or take a day trip to one of the many attractions the area has to offer!

Coastal Modern Retreat with Heated Pool and Spa
Retreat to paradise in this extra clean and beautifully renovated home centralized to all major Southwest Florida attractions. Splash and play in your private, year-round heated pool or relax and unwind in the bubbles of the jacuzzi. Heating included in price! Less than a 10 minute drive gets you to RSW airport, tons of excellent restaurants, three supermarkets and 4 major shopping malls.
Popular amenities for Lee County rentals with a pool
House rentals with a pool

Blue Laguna - Vacation in paradise!

Modern Downtown Luxury Home with Heated pool

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Beach Getaway + Golf Cart & Club Access

3 bed/2 bath Saltwater Pool House Near Everything

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

Excellent Location! Gulf Access, Heated Pool Chic!

Boater’s Paradise: No-Bridge Gulf Access & Pool
Apartment rentals with a pool

100+ 5 Star Reviews and Right on The Beach!

Beachfront fully equipped apartment

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

2nd Floor Beachfront Condo Sanibel Harbour

View of Gulf, Steps to Beach@The Turquoise Turtle

Breakers West B1, Steps to the Beach!

Ft. Myers Quaint Getaway! Minutes from Beach!

Ft Myers Beach & Lovers Key State Park- FANTASTIC!
Other holiday rentals with a pool

Amazing View of Sanibel Harbour

Heated Pool & Spa | Game Room | Walk to Sun Splash

Pelican Coast

Manatee Suite 2 / Funky Fish House at Cape Harbour

TikiTime Tropical Riverfront Retreat

Luxury Waterfront Home • Pool • Dock • Near Beach

Villa Sunset Serenade II

Countryside Luxury Villa with Pool, Bbq
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