Vacation rentals with a pool in Cypress Lake

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cypress Lake

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite

Home in Caloosahatchee

4.97 out of 5 average rating, 117 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Newly renovated! 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 the stunning sunsets on the water!

Guest favourite

Guesthouse in Fort Myers

4.77 out of 5 average rating, 133 reviews

Florida Cottage with Pool, off McGregor Blvd.

Beautiful studio with a queen bed, futon, and everything you need for some cozy nights away from home. TV with Roku, Netflix, Hulu, and Paramount. Full bathroom with all your needs, kitchen is complete with every cooking essential and more, Nespresso Machine and coffee machine, for your perfect coffee. Access to pool right outside the cottage (water temperature best from April-October), with sun chairs. If you need to work, fast WIFI and a desk are at your disposal. Third person extra charge!

Guest favourite

Apartment in Caloosahatchee

4.83 out of 5 average rating, 115 reviews

Lemon Tree Apt 1 Tudor Getaway Resort- Heated Pool

Apartment in Cape Coral, Down Town area. Heated Pool and Spa to fully enjoy the Sunshine State and escape from the cold weather. Modern design will make you feel welcomed. All you need for your piece of mind. Quiet location. Kitchen fully equipped for your cooking needs. Close to Cape Coral beach, fishing pier. Downtown offers you shopping and multiple choices of restaurants. Cape Coral bridge connects with Fort Myers. Apartment is 17 miles (27 km) from RSW airport, about 30 min of driving

Guest favourite

Home in Pelican

4.88 out of 5 average rating, 230 reviews

Recently Renovated Home with Pool in SW Cape Coral

The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.

Guest favourite

Home in Fort Myers

4.97 out of 5 average rating, 177 reviews

Entire Centrally Located Beautiful Pool Home

Enjoy everything that SW Florida has to offer from this centrally located, beautiful heated pool home, including 3 bd + den/2 ba, that comfortably sleeps 6. 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. It is close to popular attractions, shopping, dining, it's 3 miles from Bell Tower, and outdoor recreation including the wonderful Lakes Regional Park where you can hike, kayak, picnic and much more!

Top guest favourite

Cottage in Fort Myers

4.98 out of 5 average rating, 116 reviews

20 min to the beach! Pool, fire pit, 3bd/2.5ba

*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.

Guest favourite

Home in Fort Myers

4.91 out of 5 average rating, 66 reviews

Paradise Central - Cozy 3 BR home w/ pool & lanai

Welcome to this beautifully furnished and comfy paradise that's centrally located and sits in a quiet, residential Ft Myers neighborhood. This wonderful 3 BR, 2 bath home with a heated pool is conveniently located within 20 minutes of the airport, Ft Myers Beach, and downtown Ft Myers. We're also surrounded by fabulous restaurants, shopping, golf courses, marinas, and more. The home is perfect for golf or fishing getaways, baseball tournaments, or spring training excursions.

Guest favourite

Guesthouse in Cape Coral

4.94 out of 5 average rating, 144 reviews

Pool Modern Apartment fishing paradise

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests. The apartment is attached to the main house but private entrance totally separate. Functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest. No service dogs or comfort pets allowed.

Top guest favourite

Home in Pelican

4.97 out of 5 average rating, 108 reviews

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!

Guest favourite

Home in Fort Myers

4.94 out of 5 average rating, 340 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.

Top guest favourite

Guesthouse in Fort Myers

4.98 out of 5 average rating, 45 reviews

Serene Studio Steps from the Water

Relax in this charming waterfront studio just 1 minute from Fort Myers Airport, 15 minutes to the beach, and 30 minutes to Naples. Features include a full bed, futon, WiFi, AC, and a bathroom with rainfall and standard showerheads. The kitchenette offers a tabletop burner, microwave, and coffee maker. Enjoy a pool just steps away, plus kayaking and fishing in the backyard creek. Includes a covered parking space - perfect for a quick escape or extended stay!

Guest favourite

Home in Caloosahatchee

4.96 out of 5 average rating, 252 reviews

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. 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.