Vacation rentals with a pool in Naples

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Naples

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

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Guest favourite

Home in East Naples

4.93 out of 5 average rating, 198 reviews

Château 11 mins to 5th ave beach &heated salt pool

Welcome to Naples ! Come enjoy this tranquil property right outside of old naples with 11 min drive to the beach and a heated pool right in your backyard, it cant get better than this . The house offers amazing comfort for 6-9 people . Designed with comfort in mind , the beds are hybrid memory foam with hypoallergenic pillows that help a great night sleep after a long relaxing beach day. This house is not suitable for parties or large gatherings. Freshly repainted , updated new linens & drapes

Guest favourite

Home in Naples Park

4.87 out of 5 average rating, 164 reviews

*Hidden Oasis* Heated Pool w/ Tranquil Spa. Beach!

Welcome to the Hidden Oasis!! A true Naples gem! Enjoy your very large private backyard with heated pool. Hidden behind the palm trees is your very private soothing Spa(No Jets) that waterfalls into the pool. Loungers, table/chairs and grill w/propane! Eat lunch poolside! There is a fun room inside cottage facing the pool that has its own fridge, swing, table/chairs. The gourmet kitchen is perfect for making meals, mingle around the kitchen island and watch tv. 3 Bedrooms and a pull out sofa.

Guest favourite

Home in Naples Park

4.95 out of 5 average rating, 102 reviews

Spacious, Beautiful 4 Bed/3 Bath, Pool, Near Beach

This beautifully appointed four bedroom/three full bath home boasts two master bedrooms each with an ensuite bath and TV. Fully equipped kitchen and open concept living area that has glass patio doors leading to the pool. There is ample seating inside and out for you and your guests to relax. The heated pool is screened in so that you can enjoy Florida weather year around. Bikes, beach items and Wi-FI. For those traveling with children, we provide a pac n play, highchair and stroller.

Guest favourite

Home in Caloosahatchee

4.97 out of 5 average rating, 118 reviews

Cape Vacay/Huge Heated Pool/Fully Stocked Kitchen

Catch your beach vibes at this newly renovated airy oasis with water views, relaxing lanai and huge heated pool in Cape Coral's desired Yacht Club community! Coastal Jersey Shore girl beach cottage meets Southwest Florida, where your dog babes are welcome! We just renovated the entire house after Hurricane Ian so you'll get to enjoy a brand new kitchen (and huge island), bathroom and luxurious memory foam beds. Our pet fee is $75 per stay. 2 dogs max. NO cats please.

Guest favourite

Home in Pelican

4.94 out of 5 average rating, 116 reviews

Serenity on Surfside

Newer 4 bedroom 3 bath luxury SW Florida Vacation home with beautiful screened pool area. Solar HEATED Pool* (no extra cost) with waterfall invites swimming, relaxing, and spending quality time with family and friends. Property also has a dock on a Gulf Access Canal for water sports or just relaxing. Perfect location to comfortably take advantage of all the area has to offer, including local shopping and dining. Minimum renter age 25 yrs old and NO PETS ALLOWED.

Guest favourite

Home in Fort Myers

4.98 out of 5 average rating, 116 reviews

The Parsonage-Private Villa-Heated Pool & Spa.

Perfect location for family groups, wedding guests, baseball leagues, and visiting work groups. Vintage 1925-private villa. Central AC, heated pool & spa, fenced garden & 2 porches in downtown city area of Gardner's Park. This is a city location, bustling with events, restaurants, theater-next door-, bars, shops, & the river is less then a mile away. The perfect self contained home. 3 bathrooms, large dining & living area. Please, contact us about hosting events.

Guest favourite

Home in Cape Coral

4.92 out of 5 average rating, 104 reviews

Heated saltwater pool and spa! Gulf access canal!

Looking for a spacious vacation home that can accommodate up to eight people? Look no further than this beautiful 4 bedroom, 2 bath house with a heated saltwater pool and spa! Located on a salt-water canal with gulf access, this home features a fishing dock, boat lift, and plenty of outdoor space to soak up the Florida sun. Whether you're planning a family vacation or a getaway with friends, this house has everything you need for a relaxing and enjoyable stay.

Guest favourite

Home in East Naples

4.93 out of 5 average rating, 127 reviews

“Estey Oasis” Heated Pool! Near Beach & 5th Ave.

This newly renovated home is a short bike ride from downtown and the beaches (see pics for distance). 4 bedroom, 2 full bath home is the perfect family vacation spot! Or work remotely and let the kids use virtual learning through our high speed internet while taking a dip in the pool on your lunch break! Pool is heated for our winter guests! Do you need more bedrooms? We have another 4 bedroom 2 blocks away that could be rented as well for bigger groups.

Guest favourite

Home in Cape Coral

4.97 out of 5 average rating, 138 reviews

Family Oasis: Waterfront Heated Pool & Game Room

This gorgeous vacation home boasts a luxury heated salt water pool and a relaxing jetted spa with views of a beautiful canal that provides direct access to three different lakes stocked with a great variety of freshwater fish. It's truly the ultimate dream getaway where guests come to comfortably unwind in a peaceful environment. Get away from it all and enjoy the gentle sound of the Florida breeze whispering through the palm trees!

Superhost

Home in Lehigh Acres

4.83 out of 5 average rating, 125 reviews

LIVING in PARADISE 🌴 ⛱️ 😎

Hotel accommodations with the comforts of home! Clean and beautiful house. Hot tub and pool, full grill Gazebo,patio for cookouts. Beautiful living room area, with a TV and family space. Dedicated dining room space, equipped with everything needed with a spectacular dinner. Kitchen is fully equipped. King , two queen beds. Beautiful full bathrooms. Close to Downtown Fort Myers, Bell Tower Shops, and Fort Myers Beach.

Guest favourite

Home in Naples Park

4.92 out of 5 average rating, 138 reviews

Last Minute Deals! Naples with large heated pool

Enjoy everything that Naples has to offer. Warm beaches, nightlife, restaurants and great shopping are all less than 1 mile away. This newly upgraded, gorgeous, 3.5 bedroom and 2 full bath private house with large heated pool will make your vacation dreams a reality. We have everything you will need for a relaxing getaway! All you need to bring are your clothes, family, friends and Fido if you wish.

Guest favourite

Home in Naples Park

4.96 out of 5 average rating, 120 reviews

Bike to Beach, heated pool, sleeps 12

Spacious two story 4 bed/2.5 bath private home with beautiful pool in an EXCELLENT LOCATION. Ride the provided bikes to the beach, hit the incredible restaurants or shopping less than a mile away. Tasteful decor, fully stocked kitchen, beach necessities provided. Ask us about the Golf Cart service to the beach! We currently host 11 properties in this area.