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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, 134 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 * * *

Guest favourite
An outdoor deck area features a hammock suspended between two structures, inviting relaxation amid lush greenery. A small kitchen with a microwave and mini-fridge is visible, along with a dining table surrounded by chairs, all set in a tranquil garden setting.
Tiny home in Vieques
4.95 out of 5 average rating, 186 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.

Top guest favourite
The exterior of Casa Tesoro features a whitewashed facade with a welcoming balcony and ceiling fans. A prominent sign with the name 'Casa Tesoro' is displayed at the entrance, surrounded by a gated fence, offering a private and secure ambiance.
Home in Vieques
4.99 out of 5 average rating, 137 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.

Superhost
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
4.93 out of 5 average rating, 136 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 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, 118 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!

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, 157 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
4.98 out of 5 average rating, 140 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
4.85 out of 5 average rating, 243 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, 140 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 private pool glistens in the sunlight, surrounded by a smooth patio. The tranquil water reflects the stunning ocean view and distant hills. Lush greenery and palm trees add a touch of nature to the serene outdoor space.
Guest suite in Vieques
4.94 out of 5 average rating, 125 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 be able to see the island, ocean, and the famous Vieques sunset from your private deck or the pool. Beach gear, one snorkel set, and inflatable paddleboard included. Lg bdrms with comfortable queen beds + pullout coach. Full kitchen+bbq grill.

Superhost
Home in Vieques
4.9 out of 5 average rating, 107 reviews

Casa Tolteca:4BR-Salt Water Pool - Tropical Garden

Spacious 4-bedroom family villa set on a private ½-acre hilltop surrounded by lush tropical gardens. This modern home offers ocean views, cooling breezes, and total privacy ideal for families seeking space and comfort. Enjoy a 30-ft saltwater pool for swimming and relaxing, an open layout perfect for spending time together, and multiple bedrooms for parents, kids, and grandparents. Quiet, safe, uncrowded, yet close to beaches, dining, and local attractions

Top guest favourite
A two-story building in a vibrant shade of blue is displayed, featuring multiple balconies adorned with turquoise canopies. The property is framed by a white fenced area with decorative elements. Flags wave above the entrance, indicating a welcoming presence on a sunny day.
Flat in Vieques
4.98 out of 5 average rating, 370 reviews

Esperanza 2 BR Apt, Pool, Walk to Beach & Top Food

- Adults Only (All guests 18+) - 2BR Apt (2 Queens / TVs) - 3 AC’s, Fan, & Hot Water - Beach Towels, Chairs, Snorkel Gear - Same Day Bookings Ok - No Pets / No Smoking on Property - Backyard & Pool Hours 7am–7pm - Max 4 Adults (No Visitors) - Quiet Hours: 10pm–6am Just 1.5 blocks from beaches, top restaurants & music. Relax after a day in the sun or dance the night away nearby. For 20+ years, guests have chosen Coco Loco for their adult getaway.

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