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Holiday rentals with a pool in Caribbean

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Caribbean

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

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Guest favourite
The image displays a modern villa featuring a private infinity pool and jacuzzi, surrounded by lush greenery. A shaded patio area with a comfortable seating arrangement is visible, along with large glass windows that provide expansive views of the valley landscape.
Home in Sosúa
4.97 out of 5 average rating, 202 reviews

Waterfall House

Ultimate Luxury Vacation Villa! This 3 bed, 4 bath Villa has the privacy and amenities and is built for entertaining. TV in every room. Pool Table, 24hr security. Enjoy Beautiful views from the infinity pool & jacuzzi. For an amazing experience this villa is it! NO cleaning fee, Free maid service for over 3 nights, Only 4 mins to beautiful Sosua Beach, Alicia Beach, restaurants/bars, Best Location!-close to all!! 5 minutes to POP airport and 15 mins to Playa Dorado golf course.

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Guest favourite
An inviting living area is characterized by wooden beams and large glass doors that offer a view of palm trees and the ocean. Comfortable wicker seating surrounds a central table, with soft cushions adding to the relaxed ambiance. Natural light illuminates the space.
Villa in Las Terrenas
4.94 out of 5 average rating, 253 reviews

Casa del Rio - Beachfront Villa w/Staff+BBQ

Discover a slice of paradise at our unique oceanfront villa in Las Terrenas, Samaná. Perched above a serene stream that flows beneath, this stunning wood villa offers a harmonious blend of nature and comfort. Accommodating up to six guests, the villa features 3 spacious bedrooms w/ 3 full bathrooms and an additional half bathroom for your convenience. Enjoy breathtaking ocean views throughout the house, relax to the sound of the stream, and immerse yourself in the tropical landscape!

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Top guest favourite
A modern oceanfront chalet is visible, featuring a pool surrounded by a patio. White lounge chairs and a wooden table are arranged nearby. The structure showcases a spacious design with large windows and a colorful mural. Lush greenery frames the area under a bright blue sky.
Chalet in Puerto Nuevo
4.95 out of 5 average rating, 307 reviews

“CASA ROARK” is a one-of-a-kind oceanfront chalet.

“CASA ROARK” IS A ONE-OF-A-KIND OCEANFRONT CHALET WITH VIEWS THAT CAN EASILY BE AMONG THE MOST BEAUTIFUL WORLDWIDE. IT IS ONLY A FEW STEPS FROM THE BEACH. THE RECENTLY REMODELED CHALET HAS 4 BEDROOMS, ALL WITH A/C AND 65"TVS; THE 1st MASTER ROOM HAS A KING-SIZE BED AND A TWIN SOFA BED, THE 2nd MASTER BEDROOM HAS A QUEEN SIZE BED, THE 3rd HAS 2 BUNK BEDS AND THE 4th ROOM HAS TWO TWIN SIZE BEDS. YOU HAVE A BEAUTIFUL HEATED POOL OVERLOOKING THE OCEAN. POOL USE IS ONLY FOR OUR GUESTS.

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Top guest favourite
An outdoor area features a rectangular swimming pool with clear water, surrounded by a deck area with lounge chairs. A striped umbrella provides shade, while views of the ocean and sandy beach create a serene backdrop. Lush greenery frames the space, enhancing the coastal ambiance.
Villa in Providenciales
4.99 out of 5 average rating, 143 reviews

Villa DelEvan 4A / 1-bedrm Beach front villa

Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

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Top guest favourite
An infinity pool cascades gently into a lower plunge pool, surrounded by lush greenery. The sparkling water reflects the sunlight, while the shimmering sea is visible in the background, enhancing the serene outdoor setting.
Villa in Treasure Beach
5.0 out of 5 average rating, 106 reviews

Sanguine Villa Treasure Beach 1-2-3 bed option

Sanguine's spacious fully staffed beachfront Villa with an infinity pool is located in Treasure Beach on Jamaica's South Coast. Treasure Beach is where one comes to get away from the hustle and bustle of everyday life and happily ensconce themselves in our laid-back community. Latoya will be here to ensure that you have a holiday of memorable meals, you sit back and relax while we do the grocery shopping and look after you. Message me re airport and transport options

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Top guest favourite
Home in Las Terrenas
4.89 out of 5 average rating, 114 reviews

Villa Mata de Mango, private pool, Las Terrenas

Charming tropical villa in Portillo, Las Terrenas. Nestled in nature, just 8 minutes from the center with semi-private beach access. Features 3 AC bedrooms (including a guest house), 3 bathrooms, an island kitchen, and a spacious living room. Outside, enjoy a spectacular infinity pool with a natural stone hot tub and a dream garden. Located in a 24/7 secure residence with tennis courts, Wi-Fi, Smart TV, parking, and daily cleaning. Your Caribbean paradise awaits!

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Guest favourite
An aerial view of a beachfront property surrounded by palm trees. The house features a swimming pool and is situated adjacent to a sandy beach, where individuals can be seen enjoying the water. The layout of the property blends harmoniously with the natural surroundings.
Villa in Guayacanes
4.91 out of 5 average rating, 201 reviews

Guayacanes Village- Front beach house

Luxurious oceanfront house located in the municipality of Guayacanes, equipped with everything you need for a pleasant stay. The house is located 15 minutes from the airport and 45 minutes from the city of Santo Domingo. This is a property to enjoy with family and close friends. We don't allow parties, weddings, and events with many people. We also don't allow outsiders such as strippers and prostitutes. Sex tourism is not allowed on our property.

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Top guest favourite
Guest house in Venecia
5.0 out of 5 average rating, 110 reviews

Treetop cabin - Private hot tub, pool & trails

An unique and modern treetop cabin hidden in 10 acres of private primary rainforest, in a peaceful small town of rural Costa Rica, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Soak in your own private heated hot tub on the balcony while the forest does the talking, waterfall sounds included. Full kitchen, rain shower looking at the treetops, river, trails and two pools with natural spring water. Local owned ✌️🇨🇷

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Top guest favourite
Home in Venecia
4.97 out of 5 average rating, 223 reviews

La Ceiba, Villa w/Infinity Pool on a Dairy Farm

Escape to La Ceiba, a private retreat on our family dairy farm surrounded by lush pastures, cows and mountain views. Relax by the infinity pool, enjoy beautiful sunrises and sunsets, and gather in the spacious open-air living and dining areas. With 3 bedrooms, 4 queen beds and space for up to 8 guests, it’s ideally located between Bajos del Toro and La Fortuna. Private chef service available.

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Top guest favourite
A sunset view is captured from the balcony, where a jacuzzi made of crystal is seen. Distant mountains are outlined against the colorful sky, and a single tree extends its branches towards the horizon, enhancing the natural landscape.
Treehouse in Monte Verde
4.99 out of 5 average rating, 232 reviews

Magnolia Suite, therapeutic salt Jacuzzi, Monteverde

Bio Habitat Monteverde invites you to live a unique experience surrounded by primary forest. From the balcony, watch animals and enjoy the starry sky in the Net. Relax in our glass jacuzzi with salt water, while watching unforgettable sunsets over the Nicoya peninsula. An exclusive corner where nature, comfort and well-being come together to give you a true paradise in Monteverde.

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Top guest favourite
Villa in Christiansted
4.99 out of 5 average rating, 138 reviews

Mojito Hill - private hilltop pool oasis!

Discover the ultimate St. Croix retreat at Mojito Hill. This 1-bedroom hillside villa offers a front-row seat to the Caribbean, featuring a private navy blue tile pool designed to blend seamlessly with the sparkling turquoise horizon. Located on the serene East End, this is your private sanctuary for spectacular ocean views and tropical relaxation.

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Superhost
Flat in Juan Dolio
4.85 out of 5 average rating, 185 reviews

Caribbean Sunrise View, Beachfront Apartment.

Discovering in this space the entry of natural light at dawn as the day progresses, invites you to an extremely relaxed vacation, full of peace, where you can enjoy each of the details designed to please and surprise our guests. with a fresh, beachy decoration where from each space you can see the Caribbean Sea and enjoy its warm breeze.

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