Vacation rentals with a pool in Fort Myers

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Fort Myers

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

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Guest favorite

Home in Pelican

4.88 out of 5 average rating, 206 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 favorite

Home in Fort Myers

4.96 out of 5 average rating, 149 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!

Guest favorite

Guesthouse in Cape Coral

4.94 out of 5 average rating, 116 reviews

Pool Modern Apartment

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 from any small animals that might be around. The apartment is attached to the main house with one bedroom one bathroom living room and a 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.

Guest favorite

Condo in Fort Myers

4.92 out of 5 average rating, 155 reviews

Ft. Myers Quaint Getaway! Minutes from Beach!

My condo is close to the beach, nightlife, public transport, and family-friendly activities. It is good for couples, solo adventurers, business travelers, and families (with kids). It's minutes from Ft. Myers and Sanibel Beach. It has a King size bed in the master bedroom and two twin murphy beds in the guest room. Walking distance from a Super Target and trolley. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

Guest favorite

Guesthouse in Fort Myers

4.79 out of 5 average rating, 113 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, Disney, Hulu & ESPN. 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 working desk are at your disposal.

Superhost

Home in Cape Coral

4.82 out of 5 average rating, 114 reviews

Waterfront Villa Island Breeze heated pool & spa

Come relax at this new to the rental market canal front home. New pool was just installed with sun shelf that is perfect for spending tranquil days lounging poolside. Pool is heated and no charge for electricity. House is tastefully decorated with island flare. House is 3 bedrooms and 2 bathrooms. The house is also centrally located to shops and dining. Come relax and push the worries of the everyday hustle aside while you stay at your own personal piece of paradise.

Guest favorite

Home in Fort Myers

4.94 out of 5 average rating, 304 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.

Guest favorite

Tiny home in North Fort Myers

4.86 out of 5 average rating, 132 reviews

Loblolly Way

Nestled on the edge of the property the tiny house campsite is secluded and private with a great outdoor space to enjoy BBQ’s and an agricultural environment on a working farm. Inside you’ll have the comforts of home and some great views. The space is set up with a queen bed and a dinette table or workspace which can be rearranged to add an air mattress, crib or pack-n-play. Please be sure to add any other guests to the reservation so we plan accordingly.

Guest favorite

Home in Cape Coral

4.98 out of 5 average rating, 126 reviews

Vacation in Paradise

This home is a beautiful relaxing piece of paradise on a fresh water canal full of wild life. We have a refreshing saltwater pool that is heated in the winter, the pool overlooks the canal and the dock. The dock give’s a beautiful views of the sunrise and sunsets just sit back in the relaxing chairs and enjoy. The theme to the inside of this vacation in paradise is very beachy. You will feel like you are on vacation as soon as you walk in the doors.

Guest favorite

Home in Fort Myers

4.89 out of 5 average rating, 141 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!

Guest favorite

Rental unit in Cape Coral

4.9 out of 5 average rating, 166 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

Guest favorite

Cottage in North Fort Myers

4.94 out of 5 average rating, 176 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.