
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.

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!
4.99 out of 5 average rating, 266 reviews
100+ 5 Star Reviews and Right on The Beach!
We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.
4.95 out of 5 average rating, 121 reviews
Blue Laguna - Vacation in paradise!
This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!
4.91 out of 5 average rating, 143 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.
4.94 out of 5 average rating, 163 reviews
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
4.96 out of 5 average rating, 100 reviews
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.
5.0 out of 5 average rating, 24 reviews
Bonaire Grand Luxury Villa
Experience a 5 star Luxury experience at the Bonaire Grand Villa. The villa was designed as a vacation rental with high end finishes and the ultimate guest experience in mind. The location is perfectly situated in an upscale riverside hamlet, 10 minutes from Fort Myers Beach and Sanibel Island with downtown Fort Myers 15 minutes away. The 5 bedrooms and 3 bathrooms provide ample space for a large group to enjoy. The heated pool and 3 balconies that over look scenic views do not disappoint.
4.88 out of 5 average rating, 16 reviews
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.
4.95 out of 5 average rating, 406 reviews
Top Location, next to Waterpark, Bowling, MiniGolf
Your family will be close to everything when you stay at this centrally-located place. The house is walking distance from Sun Splash Waterpark, Bowlero Bowling, Tropical Breeze Fun Park Mini Golf, Saratoga Lake Park and Playground. A few steps further you find restaurants, ice cream stores, and supermarkets. The house is located directly on the canal, has a heated pool, and allows you and your family to unwind and relax while being in the heart of Cape Coral.
5.0 out of 5 average rating, 3 reviews
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.
4.67 out of 5 average rating, 3 reviews
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.
4.97 out of 5 average rating, 328 reviews
Amazing View of Sanibel Harbour
This charming 2nd-floor condo in Sanibel Harbour offers a relaxing retreat with easy parking and elevator access. Enjoy a private beach, swimming pool, and hot tub just steps from your door. Explore nearby attractions like Sanibel Island Lighthouse, J.N. “Ding” Darling Wildlife Refuge, and kayak tours. Located near the Sanibel Causeway with shops and dining, it’s the perfect base for your Sanibel getaway. Book today and start making memories!
4.98 out of 5 average rating, 43 reviewsPopular amenities for Lee County rentals with a pool
House rentals with a pool

Family Tropical Fun Escape: Heated Private Pool!
4.9 out of 5 average rating, 127 reviews
Modern Downtown Luxury Home with Heated pool
4.93 out of 5 average rating, 100 reviews
Waterfront Pool Home. Minutes to Sanibel & Beaches
4.92 out of 5 average rating, 157 reviews
WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock
4.99 out of 5 average rating, 116 reviews
Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen
5.0 out of 5 average rating, 95 reviews
NEW!Pelican Paradise Retreat - Gulf Access
5.0 out of 5 average rating, 23 reviews
TikiTime Tropical Riverfront Retreat
4.85 out of 5 average rating, 26 reviews
The Blue Pearl
5.0 out of 5 average rating, 17 reviewsApartment rentals with a pool

Rare walkout condo on Sanibel beach
4.9 out of 5 average rating, 263 reviews
Beachfront fully equipped apartment
4.9 out of 5 average rating, 130 reviews
Luxury Condo by Cape Harbor and Excellent Dining!
4.97 out of 5 average rating, 108 reviews
Lovers Key Resort/Ft Myers Beach/Condo/Pool/View
4.94 out of 5 average rating, 192 reviews
View of Gulf, Steps to Beach@The Turquoise Turtle
5.0 out of 5 average rating, 104 reviews
2nd Floor Beachfront Condo Sanibel Harbour
4.97 out of 5 average rating, 145 reviews
Ft Myers Beach & Lovers Key State Park- FANTASTIC!
4.93 out of 5 average rating, 214 reviews
Ft. Myers Quaint Getaway! Minutes from Beach!
4.91 out of 5 average rating, 190 reviewsOther holiday rentals with a pool

Manatee Suite 2 / Funky Fish House at Cape Harbour
5.0 out of 5 average rating, 33 reviews
Private Home w/ Heated Saltwater Pool
4.97 out of 5 average rating, 33 reviews
Pelican Coast
5.0 out of 5 average rating, 27 reviews
Villa Sunset Serenade II
4.98 out of 5 average rating, 64 reviews
Sundial E304: Gulf Front 3BR w/Stunning Ocean View
5.0 out of 5 average rating, 26 reviews
Luxury King Bed Home w/ Pool, Hot Tub & Fire Pit
4.98 out of 5 average rating, 97 reviews
Elite Living | Kayak | Joy Pool | Outdoor Kitchen!
4.94 out of 5 average rating, 18 reviews
Renovated 4/4 with Fishing, Pool, Boating, Beach
4.96 out of 5 average rating, 24 reviewsDestinations to explore
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