Holiday 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 favourite

Home in Luquillo

4.98 out of 5 average rating, 108 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 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 favourite

Guest suite in Vieques

4.95 out of 5 average rating, 85 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 favourite

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 favourite

Tiny home in Fajardo

4.99 out of 5 average rating, 205 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 favourite

Home in Fajardo

4.96 out of 5 average rating, 77 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.

Guest favourite

Home in Ceiba

4.91 out of 5 average rating, 117 reviews

Coastal Getaway with Pool, Game Room & Ocean View

This self-sufficient home offers a tranquil residential vibe alongside quick access to most important places in the East Side. We know how important it is to feel comfortable and relaxed when you arrive back from a long day of sightseeing. This idea is what inspired us to provide everyone that stays a place to recharge, relax and enjoy. Our experiences include: personal chef, decorations for any special occasion and picnic dates. Private boat by referral can also be arranged.

Guest favourite

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 favourite

Apartment in Fajardo

4.81 out of 5 average rating, 113 reviews

1 Bedroom 1 Bath Villa at Las Casitas Village

Estaremos encantados de recibirle en nuestro lugar de ensueño. ¡Le encantará nuestro apartamento totalmente moderno y acogedor! Es cómodo y espacioso con balcón con vista al campo de golf y rodeado del más hermoso jardín. Al hospedarse en la Villa, también puede disfrutar de las 3 piscinas que tiene Las Casitas, el pueblo de Fajardo, sus hermosas playas, la comida, su vida y sus alrededores únicos, mientras se hospeda en uno de los mejores lugares de Puerto Rico.

Guest favourite

Home in Fajardo

4.88 out of 5 average rating, 288 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 favourite

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.

Guest favourite

Apartment in Fajardo

4.93 out of 5 average rating, 88 reviews

Casa Family 3 bedroom condo with pool & gated area

Five minutes from Fajardo marina where you will find the best snorkeling trips. Very close to Seven seas beach. The ferry to the islands (Vieques, Culebra) are just a short drive away. Supermarket at the beginning of the complex. 15 minute drive to Luquillo beach and the magical, spectacular rainforest (El Yunque) What more can you ask for? Book today!