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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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Home in Fort Myers

4.84 out of 5 average rating, 148 reviews

Blue Beach Bungalow

3 large bedrooms (2 queens, one king) plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics, and all the creature comforts you can imagine

Guest suite in Naples

5 out of 5 average rating, 151 reviews

By the Beach and 5th - Studio Guest Home & Pool

Great location! Newly renovated! A studio guest home with your own private entrance & your own full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining and shops, the mall, the zoo, beautiful Baker Park, and that's not all- Only steps away are local restaurants and shops! Bikes and beach equipment included! Did we mention the pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth shower speaker? This home is 350 square feet of clean cuteness!

Guesthouse in Cape Coral

4.94 out of 5 average rating, 117 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.

Condo in Fort Myers

4.92 out of 5 average rating, 156 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.

Guesthouse in Fort Myers

4.79 out of 5 average rating, 115 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.

Home in Fort Myers

4.94 out of 5 average rating, 305 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.

Tiny home in North Fort Myers

4.84 out of 5 average rating, 138 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.

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.

Home in Cape Coral

4.84 out of 5 average rating, 149 reviews

Relax in this bright family home

This is a new home in the heart of Cape Coral open concept and beautiful design . include TV in three room.Close to shopping and restaurants. Back yard including a brand new heated saltwater swimming pool,a table to play ping pong, hockey and billiards.. lanai area for your barbecue enjoying the view of the canal with access to the sea in the high chair in total privacy for your relax or you can also take a bike ride

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

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.

Townhouse in Fort Myers

4.88 out of 5 average rating, 159 reviews

Gorgeous Townhome Close to the beaches

Nestled in a charming townhouse community, this lovely home offers a prime location near Sanibel Island and Fort Myers Beach. Boasting three spacious bedrooms, it caters to families, friends, and couples. Furry companions are welcome too. Enjoy all the comforts of a well-appointed home, and take a dip in the inviting community pool.

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Popular amenities for Fort Myers rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Caloosahatchee

4.72 out of 5 average rating, 32 reviews

Tropical Paradise with heated Mineral Spa Pool

Home in Cape Coral

4.93 out of 5 average rating, 166 reviews

EsCape Coral On The Canal Heated Pool Fishing

Home in Pelican

5 out of 5 average rating, 7 reviews

Relax at The Cape House! 3 bd W/ Heated Pool

Home in Cape Coral

4.92 out of 5 average rating, 12 reviews

Luxury House in Cape Coral

Home in Pelican

4.96 out of 5 average rating, 26 reviews

New Construction Entire pool home

Home in Fort Myers

5 out of 5 average rating, 20 reviews

Escape to Paradise

Home in Fort Myers

4.82 out of 5 average rating, 93 reviews

#1 Cozy House near Sanibel

Home in Caloosahatchee

4.97 out of 5 average rating, 108 reviews

Beautiful boater’s paradise featuring a new pool!

Condo rentals with a pool

Condo in Fort Myers

4.96 out of 5 average rating, 46 reviews

Casa Bella: Great location for a Beach Vacation

Condo in Old Naples

4.98 out of 5 average rating, 106 reviews

FUN AT THE BEACH

Condo in Naples

4.79 out of 5 average rating, 175 reviews

Ground Floor, A+ Location Club Membership Included

Condo in Sanibel

4.88 out of 5 average rating, 234 reviews

Rare walkout condo on Sanibel beach-Fully Restored

Condo in Fort Myers Beach

4.8 out of 5 average rating, 100 reviews

Lux condo w/ direct Beach View + beach gear

Condo in Naples

4.91 out of 5 average rating, 115 reviews

Beautiful Pool 5m to the Beach Downtown & Shopping

Condo in Fort Myers

4.93 out of 5 average rating, 44 reviews

peaceful retreat with all the amenities

Condo in Pelican

4.92 out of 5 average rating, 116 reviews

Penthouse Suite in the heart of SW Cape Coral, FL

Home rentals with a private pool

Home in Caloosahatchee

4.86 out of 5 average rating, 79 reviews

Luxury Waterfront Home with Pool

Villa in Burnt Store

New place to stay

New Listing! Casadesisa

Home in Cape Coral

5 out of 5 average rating, 6 reviews

Blue Oasis

Home in Caloosahatchee

5 out of 5 average rating, 25 reviews

Awesome Location W/boat Dock, Pool, & Kayaks!

Quick stats about vacation rentals with a pool in Fort Myers

Total rentals
550 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
7.7K reviews
Family-friendly rentals
410 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with dedicated workspaces
310 properties have a dedicated workspace

Destinations to explore