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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
Flat in Vieques
4.98 out of 5 average rating, 131 reviews

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

"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 favourite
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, 109 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 favourite
An aerial view showcases a refreshing pool surrounded by a spacious patio area. Vibrant tropical plants, including palm trees and banana plants, are positioned around the space. Patio furniture, including blue chairs and a small table, is arranged nearby, creating an ideal setting for relaxation.
Home in Vieques
4.92 out of 5 average rating, 133 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.

Top guest favourite
A spacious outdoor pool area features a large table and reclining chairs overlooking lush greenery and the Caribbean Sea. The scene is framed by bamboo shades, creating a relaxed atmosphere. The distant views include the Vieques National Wildlife Refuge and a tranquil sky.
Cottage in Vieques
4.98 out of 5 average rating, 116 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 favourite
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.
Holiday home in Vieques
4.97 out of 5 average rating, 153 reviews

Casa Borinquen

The perfect place to unwind and enjoy the outdoors. Designed with a modern touch, it features a fully equipped kitchen, full bathroom, outdoor shower, and accommodates up to 3 guests. Relax in the beautiful plunge pool, enjoy a barbecue on the terrace, and fall asleep to the soothing sounds of the coquí frogs, surrounded by lush tropical greenery. Sweet and friendly little cats may occasionally stroll through the outdoor areas, adding to the natural charm and warm ambiance of the property.

Top guest favourite
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, 134 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.

Superhost
Loft in Vieques
4.86 out of 5 average rating, 240 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.

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, 135 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.

Guest favourite
A well-maintained pool area features a refreshing swimming pool surrounded by lounge chairs. A patio set provides seating, while a barbecue grill is positioned nearby. Vibrant yellow and orange accents contrast with the greenery of the surrounding landscape, creating a welcoming outdoor space.
Flat in Puerto Ferro
4.78 out of 5 average rating, 315 reviews

SoliMar Azul unit/POOL/Sea View

Welcome to SoliMar Guest Studios We are centrally on island in between Isabel & Esperanza overlooking the Caribbean! SoliMar is less than ¼ mile from the Wildlife Preserve entrance, which is home to Vieques’ best beaches! SoliMar sits on two-acres that are yours to explore. With 7mango trees, horses & iguanas roaming about, relaxing hammock, poolside patio, and a POOL! One of the few that accepts 1 night stays! Different discounts activated when staying 2+ nights!

Guest favourite
Home in Esperanza
4.91 out of 5 average rating, 139 reviews

Casa Amor Home Esperanza Salt Pool- close to Beach

Casa Amor in Esperanza hills is a dream escape. A case of privacy, offering two fully separate suites, an outdoor dinning area with views of the of the ocean, saltwater pool, and BBQ. Breezes are free! A lovely outdoor shower for a rinse under the stars, a hammock for lazy afternoons… From the pool and gardens, you’ll find ocean views. (Clothing optional) It’s private and peaceful! Tucked into a safe locals’ neighborhood, three blocks from the nearest beach.

Top guest favourite
The master bedroom features a spacious king bed with luxury linens, complemented by a light-colored comforter. Large sliding doors lead to the pool deck, while vaulted wooden ceilings enhance the room's open feel. A modern fan and bedside lamps provide additional comfort.
Cottage in Vieques
4.99 out of 5 average rating, 254 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).

Top guest favourite
A vibrant two-story building is showcased, featuring a Puerto Rican flag prominently displayed. The exterior is painted in refreshing shades of teal and white. Lush greenery surrounds the property, with a stylish overhang and colorful umbrellas visible, emphasizing a welcoming atmosphere for guests.
Flat in Vieques
4.99 out of 5 average rating, 233 reviews

Esperanza 1 BR Apt, Pool, Walk to Beach & Top Food

- Adults Only (All guests 18+) - Pool Hours 7am–7pm - Max 2 Adults (No Visitors) - 2 AC’s & Hot Water - Queen Bed w/ AC & TV - Beach Towels, Chairs, Snorkel Gear - No Pets / No Smoking - Quiet Hours: 10pm–6am Just 1.5 blocks from beaches & restaurants. Relax after a long day in the sun or enjoy a night out nearby. For 20+ years, guests have chosen Coco Loco for the perfect adult getaway.

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