Vacation rentals with a pool in Florida

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Florida

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

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Guest favorite

Home in Luquillo

4.98 out of 5 average rating, 110 reviews

Fabulous Ocean Views /Private Infinity Pool /4 BR

Relax at this spacious home with a private heated infinity pool with swim-up bar! With fabulous ocean and rainforest views from two covered decks, this house is family-friendly in a safe gated community only 5 minutes from Luquillo Beach and 15 minutes from the Rainforest. Other nearby activities include world-class golf, bio-bay kayaking, jet skis, ATV, horseback riding, go-karts, snorkeling, scuba diving, ziplining, great restaurants & a casino. Community pool, basketball & tennis courts too!

Superhost

Home in Río Grande

4.93 out of 5 average rating, 120 reviews

Casa Blanca - Enchanting rainforest stay with pool

Come visit our enchanting house in the rainforest! A dream-come-true for nature lovers and those looking for the perfect getaway! Located at the foothills of El Yunque Rainforest and only a short drive away from several beaches, close enough to explore San Juan- we have it all! Enjoy the lush garden, fruit trees, babbling brook and view of the ocean from the pool! Never worry about power outages due to whole house automatic generator and lg water cistern! Plus enjoy resort access as our guests!

Superhost

Home in Vieques

4.85 out of 5 average rating, 27 reviews

Villa Dos Palmas - Pool Villa - 2 Bedroom Oceanfro

Villa Dos Palmas - Pool Villa sits so close to the beachfront the waves are lapping at your feet. The Pool Villa accommodates your group of up to 6 people with the perfect place to enjoy your very own private infinity pool. One additional amenity is that it is the only vacation rental on Vieques with moorings for your boat. Located very near the town of Isabel Segunda the home is within easy walking distance to restaurants, pubs, the bank and ATM, groceries, and shopping galleries. PROPERTY

Guest favorite

Home in Luquillo

4.9 out of 5 average rating, 160 reviews

Enchanted Pool Beach House

Take it easy at this tropical and peaceful getaway with a private pool where is only for the guest staying at the house. The house is 5 minutes away from many beaches like La Pared Beach, Playa Azul, Costa Azul Beach, Balneario La Monserrate Luquillo and Northeast Ecological Corridor. 10 minutes away from Bioluminescent Bay and Seaven Seas Beach in Fajardo. Also 15 minutes away from El Yunque National Forest in Rio Grande and 5 minutes from Caribbean Cinemas Theater, Shopping mall and Pharmacy.

Guest favorite

Guest suite in Vieques

4.95 out of 5 average rating, 86 reviews

Serene 2 bdrm. Pool w view + perfect for families.

Private, spacious and light-filled 2 bdrm apartment w/ 10-foot ceilings on top of a quiet hill. 3min. from beach and 5 min. from the main town of Isabel Segunda. This property was designed for the view! Every day you will have one of the best views of the island, ocean, Culebra, and the famous Vieques sunset. Enjoy the view from your apartment, your private deck, or your private pool. Outdoor shower, pool and beach gear included. Lg bdrms with comfortable queen beds. Full kitchen+bbq grill.

Guest favorite

Home in Vieques

4.99 out of 5 average rating, 100 reviews

Casa Tesoro-pool home. Walk to beaches/restaurants

Newly renovated home with constant ocean breezes and breathtaking views of the Caribbean Sea and Esperanza Keys. This home offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. We are located in the heart of Esperanza, no car is needed as we are less than a 5 minute walk to the Malecon, Restaurants and 2 minutes to the neighborhood Grocery store. Coco, Esperanza and Sun Bay beaches are a short walk away or enjoy your private pool, one of a few in Esperanza.

Guest favorite

Tiny home in Fajardo

4.99 out of 5 average rating, 209 reviews

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Guest favorite

Home in Fajardo

4.96 out of 5 average rating, 78 reviews

Saltwater pool+near beaches amazing home

A paradise away from home located in the eastern town of Fajardo, minutes from the local beaches and marinas, this beautiful and modern family vacation home features 4 rooms and 3 baths. Air conditioned with 7 beds for 12 guests, private SALTWATER pool with safety gate, shower, upper deck adorned with a beautiful painted mural. Various games, activities, pool table and arcade games. BBQ area in a garden surrounding in a quiet neighborhood. Free laundry room. Solar panels for backup power.

Superhost

Apartment in Fajardo

4.89 out of 5 average rating, 105 reviews

Casita Jardín/ Cozy 1 Bedroom Suite with Pool

Beautiful Garden View apartment located in a luxurious colorful village. Come enjoy this amazing apartment equipped with all the amenities you need for a fun, relaxing and romantic getaway. De-stress in our village’s pool and hot tub facilities just steps from the villa. Unwind with a good book on our balcony chaise lounge chairs or disconnect into nature in round of golf in El Conquistador’s beautiful golf course amenities. You will never want to leave. *No Pets Allowed*

Guest favorite

Home in Punta Santiago

4.94 out of 5 average rating, 137 reviews

We are back! Puerto Rican paradise awaits you!

Please ask about our other home nearby. Beachfront living with pool - 4 bedrooms. Lose yourself in paradise in this newly remodeled beachfront home with pool - 4 bedrooms, 3 baths. You will have the best of both worlds - beach and pool - for your pleasure. Enjoy unobstructed ocean/beach views from bed and through the house. Perfect for family vacations, romantic getaways or just to get away from it all. Cribs and high chairs available for little vacationers.

Guest favorite

Home in Fajardo

4.88 out of 5 average rating, 293 reviews

ONE STOP VACATION HOME, w private pool and jaquzzi

ONE STOP VACATION HOMES OFFERS PRIVATE POOL W/ JACUZZI If you are looking for a place where you can relax at the private pool and entertain with family or a few friends at a beautiful place, !your search ends here!. This great property which is located just a few minutes from Seven Sea Beach, Las Croabas, Biobay, Scuba diving, El Yunque Rain Forest, Zipline at the Rain Forest, ATV Riding at Carabali, Luquillo Kioskos and Luquillo Beach.

Guest favorite

Home in Vieques

5 out of 5 average rating, 11 reviews

New on market-Cool Vibe Island Home with a pool!

Kick back and relax in this calm, stylish space. Everything you need for a tranquil, peaceful vacation. *brand new pool! Up and over the hill and you will find yourself at the some of the most beautiful beaches on the Carribean side. Conveniently located off Hwy 200 with access to the super Mercado, gas station, food trucks as well as local restaurants.