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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Top guest favorite

An inviting saltwater pool is located on a coral-stone patio, surrounded by lounge chairs. Beyond the pool, panoramic views of the ocean and surrounding greenery are visible, creating a serene atmosphere that overlooks the tranquil waters.

Apartment in Vieques

4.98 out of 5 average rating, 127 reviews

1BR/W - Spectacular Ocean View/Pool/Walk to Beach

"Villa del Sol" is a delightful, modern villa with our 2BR apartment upstairs and two spacious 1BR apartments below. Perched up high with panoramic views of the ocean, it is just a 5-minute walk from two secluded beaches. Fully gated, it has a paved drive and parking, and an in-ground pool. This charming 1BR apartment has high quality furniture and furnishings, a fully equipped kitchen, a large bedroom, flatscreen TV, WIFI & AC. * * * CLICK ON "Show More" BELOW TO CONTINUE THE DESCRIPTION * * *

Top guest favorite

A private plunge pool is framed by a wooden deck, surrounded by tropical plants. Relaxing lounge chairs with vibrant cushions are positioned nearby, providing a serene space to enjoy the view of the lush hillside and distant scenery.

Vacation home in Vieques

4.98 out of 5 average rating, 102 reviews

Cielo Studio tranquility w/pool in rural location

The space is quiet and tucked away in the breezy hillside of Monte Carmelo. Rest your eyes on the views of the Caribbean, and rest your feet in the plunge pool. The plunge pool has great views for ultimate relaxation. Wifi throughout the property can also make the lounge chair swing, deck and pool areas productive as well. Monte Carmelo is a barrio that requires you to have your own transportation, and is centrally located between downtown Isabel and the ocean front restaurant row of Esperanza

Top guest favorite

An expansive heated saltwater pool is set against a backdrop of turquoise ocean waters and a clear blue sky. Tall palm trees sway gently in the breeze, framing the scene. Lush greenery is visible along the coastline, enhancing the serene environment.

Home in Vieques

4.98 out of 5 average rating, 104 reviews

Surf Side, Private Salt Water Pool, Ocean View

Across from the turquoise waters of the Atlantic Ocean and a short walk to La Chata Beach, you’ll find Surf Side House, with an expansive ocean view, and the main island of Puerto Rico and the sister island of Culebra as your backdrop. Located in Bravos de Boston on Vieques’ North Shore, this peaceful, private single family home features air conditioned bedroom with king size bed, two bathrooms with showers, one outdoor shower and a private heated salt water pool. Maximum occupancy 2 adults.

Guest favorite

A sunlit outdoor pool area is surrounded by lush greenery. A wooden deck supports a partially covered seating area with modern lounge chairs. Vibrant tropical plants add to the serene atmosphere, while a hammock can be seen, inviting relaxation in this tranquil setting.

Tiny home in Vieques

4.95 out of 5 average rating, 185 reviews

Baez Haus Tiny Treehouse at Finca Victoria

This tiny treehouse is located at the lovely Finca Victoria in Vieques— finca-victoria .com. Set on the magical island of Vieques, this unit gives you all the fun of a treehouse and the unique floor plan of a tiny house! The first floor has a deck surrounded by a garden with a kitchen, bathroom, closet, and outdoor shower. Upstairs you'll find a queen-sized bed, and a beautiful balcony with an amazing ocean view. Complimentary yoga and vegan, Ayurvedic breakfast are included in your stay.

Superhost

Home in Vieques

4.93 out of 5 average rating, 121 reviews

Casa Blanca with pool, tropical garden and rooftop

Experience a true authentic Caribbean vacation at our recently renovated home with a pool, rooftop and newly installed gorgeous tropical garden. Enjoy beautiful sunrise from the front of the house, the colorful sky during sunset hours from the rooftop and have a peaceful sleep with a subtle sound of the waves from the Atlantic ocean. Your family will be close to everything when you stay at this centrally-located place whether you are commuting from the airport, ferry terminal or Esperanza.

Guest favorite

A serene outdoor area is depicted, featuring two lounge chairs with orange and red striped cushions beside a small pool. Lush green foliage surrounds the space, offering a tropical ambiance, while a covered bar area with seating provides a shaded spot for relaxation.

Cottage in Vieques

4.99 out of 5 average rating, 107 reviews

Private Pool Bar with Panoramic View! 5* A/C, WiFi

Designed as a private paradise for two adults only, Bonita Vista is centrally located and easy to get to, yet very private. This new hillside retreat features a large covered pool bar with breathtaking views overlooking the Vieques National Wildlife Refuge and the Caribbean Sea. Artifacts from the sugar cane era offer connection to Vieques history. An afternoon poolside slips easily into sunset cocktail hour and dinner from the grill, a swim under the stars or magical moonrise over the bay!

Top guest favorite

A contemporary house is positioned atop a hill, surrounded by lush greenery and palm trees. A winding pathway leads to the entrance, while panoramic ocean views extend in the background, highlighting the beauty of the surrounding landscape.

Home in Ceiba

4.99 out of 5 average rating, 102 reviews

La Casita: Private Heated Pool W/ Ocean Views

Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

Top guest favorite

The exterior of the Coco Loco guesthouse is showcased with vibrant colors and a large terrace offering shade. A Puerto Rican flag gently waves above the building, which features multiple balconies adorned with bright blue chairs. A decorative sign reading 'Coco Loco' is prominently displayed in front.

Guest suite in Vieques

4.97 out of 5 average rating, 251 reviews

Esperanza Studio, Pool, Walk to Beach & Top Food

- Adults Only (18+ Only) - Pool Hours 7am - 7pm - Max 2 Adults (No Guests, Sorry) - AC, Hot Water, Queen Bed, TV - Private Bathroom - Spacious Room - Beach Towels, Chairs, Snorkel Gear - 2nd locked door with soundproofing adjoins owner's unit - No Pets/No Smoking - Quiet Hours: 10pm - 6am Private outdoor entrance to your room & bathroom. Comfy bed! We love this space & usually save it for our family as it connects to the owner's living quarters via a locked/blocked soundproofed door.

Superhost

A serene outdoor area features a shared pool surrounded by lush greenery, with views extending to a distant landscape under a partly cloudy sky. Two modern white chairs and a spacious sunbed are positioned near the pool, inviting relaxation and enjoyment of the scenery.

Loft in Vieques

4.85 out of 5 average rating, 211 reviews

Eco Hideaway with Ocean Views and Private Patio

This tropical hideaway, designed by acclaimed architect John Hix, is a tranquil oasis perched atop a breezy hill with breathtaking views of the Atlantic Ocean to the north and the Caribbean to the south. The loft features a private terrace, open-air shower, well-equipped kitchen, high thread count sheets, oversized plush towels, strong WiFi, and a uniquely beautiful shared pool. Despite the privacy of the property, Vieques' best beaches, restaurants, and trail heads are minutes away.

Top guest favorite

A plush outdoor deck features a refreshing plunge pool surrounded by lush greenery and tropical plants. Shade is provided by a large umbrella, while serene sunlight filters through the foliage, creating a tranquil atmosphere for relaxation.

Vacation home in Vieques

4.98 out of 5 average rating, 128 reviews

Casa Borinquen

This homey vacation rental is a brand new construction and is a great place to enjoy the outdoors. The interiors feature a modern design, a full kitchen, full bathroom, outdoor shower, and sleeps 3 people. Listen to the sound of the coquis at night and enjoy the tropical breve e, relaxing in the beautiful plunge pool or grilling on the outdoor deck, surrounded by lush palms, fruit trees (breadfruit, lemons, bananas, plantains, cashews), and herbs (mint, sweet peppers, oregano).

Superhost

A modern outdoor patio features a refreshing pool surrounded by stylish stone tiling. Seating areas are available under a large umbrella, providing shaded relaxation. Lush greenery is visible beyond the fenced yard, enhancing the private atmosphere.

Home in Florida

4.93 out of 5 average rating, 122 reviews

Home for 9 with Pool and Solar Panels in Vieques!

Spectacular modern and stylish home in Vieques Island! This spacious home will provide the perfect retreat for you and your group. The house consist of 3 bedrooms and 2 baths, a fully stocked kitchen and a new and stylish outdoor patio with pool. Your Vacation are secured with us as we have a Solar Energy System and a water cistern. The home can host up to 9 guest, including children. You will be minutes from Restaurants, National Parks and Reserves, and beaches to enjoy.

Top guest favorite

The image features a light-filled outdoor space with a private plunge pool that reflects the blue sky. Double doors lead into a bedroom with a comfortable bed visible through the open entry. The surrounding walls provide privacy while allowing natural light to enter.

Cottage in Vieques

4.99 out of 5 average rating, 228 reviews

Casa Corona - Amazing Views, Pool, Close to Beach

Experience this newly renovated home with constant ocean breezes and breathtaking views of the Corona Reef, Culebra and the "Big Island." This cozy cottage offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. Enjoy the ocean-facing plunge pool and outdoor shower. Located just past the former W Resort on a private fenced/gated lot that's minutes from everything (airport, ferry, restaurants, beaches and shopping).