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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Cape Coral

4.96 out of 5 average rating, 108 reviews

Cozy in the Cape, Water views & private salt pool.

"Unbelievable Views" describe this homes Gulf-access setting. Bring or Rent a boat and dock it right in our backyard. Beautiful Long intersecting canal and majestic palm trees galore! Cozy in the Cape Villa is a TOTALLY REMODELED home with 2 spacious bedrooms and 2 baths. Beautiful Italian Terrazzo flooring throughout, all new appliances & furniture. Epoxy garage floor w/ping pong table. Screened lanai with NEW heated salt POOL(no child protection screen) No Parties ALLOWED. 6 people max allow

Oct 2 – 9

ﺩ.ﺇ612 per night

Guest favorite

Guesthouse in Fort Myers

4.98 out of 5 average rating, 621 reviews

Hints of Key West in Fort Myers' Historic District

Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.

Mar 20 – 27

ﺩ.ﺇ594 per night

Guest favorite

Home in Cape Coral

4.87 out of 5 average rating, 178 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.

Dec 10 – 17

ﺩ.ﺇ557 per night

Guest favorite

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 316 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Aug 17 – 24

ﺩ.ﺇ331 per night

Guest favorite

Home in Cape Coral

4.98 out of 5 average rating, 195 reviews

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach and boat house tiki bar restaurant . 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 w/lift . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Dec 3 – 10

ﺩ.ﺇ2,369 per night

Guest favorite

Home in Fort Myers

4.94 out of 5 average rating, 270 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.

Jun 27 – Jul 4

ﺩ.ﺇ684 per night

Superhost

Condo in Fort Myers

4.78 out of 5 average rating, 203 reviews

2 Bed | 2 Bath | 'Home Away From Home'

Whether you're bringing with you all of your belongings, or all of your family, this sunny, clean, spacious home welcomes you. With vivid ocean fronts, variegated nature trails, ample biking trails and quiet spaces, plus your every shopping need quenched within an arm's reach away, you'll be well taken care of in this funky town of Fort Myers. Whatever be the nature of your travels, all are welcome! Go ahead -- let this cozy home be ALL yours for some time.

Oct 4 – 11

ﺩ.ﺇ544 per night

Guest favorite

Home in Fort Myers

4.97 out of 5 average rating, 181 reviews

“Dream Vacation”Pool.Near airport&baseball

A few short miles from RSW International Airport, beaches, Twins/ Miracle's baseball, and downtown Ft. Meyers (McGregor). Walking distance to FSW Sunpark stadium. Safe and quiet neighborhood. Private pool *NOT HEATED*. Lanai TV has streaming service so you can log into your account. Click on our picture to view our five homes in Cape Coral/Ft. Myers/Delray Beach. All beautiful & with exceptional Super-host service and care.

Apr 14 – 21

ﺩ.ﺇ1,363 per night

Guest favorite

Home in Fort Myers

4.9 out of 5 average rating, 128 reviews

* Pyramid Hideaway in sunny Ft. Myers!

We welcome you to experience this unique pyramid home located in south Fort Myers! This pyramid provides a fun and functional retreat while being in a great location to explore all of sunny southwest Florida. This home is perfect for small families, couples, or anyone looking for a relaxing vacation with all the comforts of home. The beautiful spring water lake at Pyramid Village is available for all guests to enjoy!

Oct 8 – 15

ﺩ.ﺇ584 per night

Guest favorite

Apartment in Cape Coral

4.91 out of 5 average rating, 148 reviews

Private Apartment with sunny pool

One-bedroom plus den apartment attached to the main house with private entrance. The apartment has a small kitchenette for basic meal preparation. A large pool is right outside your door! Come relax by the pool & cool off on a hot day. The pool is for your private use. We have a gas BBQ grill located in the fenced yard for your use. Ft. Myers Beach 35 min away Sanibel Beach 45 min away Naples Beaches 60 min away

Jan 10 – 17

ﺩ.ﺇ474 per night

Guest favorite

Home in Cape Coral

4.91 out of 5 average rating, 148 reviews

New Reno w/ Pool, Fast Wi-Fi, Central Location

Come experience Florida Living at its finest! Coastal Cape Escape has a private fenced in pool with Southwest exposure allowing for all day sun and gorgeous sunsets. We are centrally located in the SE Cape, near boat ramps to Caloosahatchee River and bridge to Fort Myers, and within walking distance to shopping, a movie theater, Aldi and Publix grocery stores, restaurants, a bowling alley and more!

Jun 13 – 20

ﺩ.ﺇ512 per night

Guest favorite

Cottage in North Fort Myers

4.94 out of 5 average rating, 172 reviews

Cozy Private Pool Cottage

This is a small separate guest house with a large pool just steps from the door. Located in a very safe and quiet secluded neighborhood with only 18 homes, all retirees and famous artists along the caloosahatchee with some Riverfront views from pool deck. Only 1.2 miles to Historic Downtown Fort Myers and Edison Museum, along with numerous downtown events, restaurants and nightlife.

Jan 3 – 10

ﺩ.ﺇ517 per night