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Vacation 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 favorite
Villa in La Fortuna
4.97 out of 5 average rating, 336 reviews

Villa Heliconia, ¡Un Volcán en tu Jardín.!

La Villa vacacional con la más cercana y ESPECTACULAR vista al Volcán Arenal A 10 minutos del centro de La Fortuna Totalmente equipada Jacuzzi privado Parrilla y zona de fogata wi-fi de fibra óptica de alta velocidad Ubicado a 1.5 kilómetros de la carretera principal en lo alto de una colina privada, en la que estarás rodeado de flora y fauna! Todos los huespedes podran disfrutar del pase de 1 día en las aguas termales del resort cercano Tarifa base para 2 personas. Se recomienda vehículo

Top guest favorite
An infinity pool is featured with views of surrounding mountains and lush greenery. Sunlight reflects off the water's surface, creating a serene atmosphere. Chaise lounges are positioned nearby, offering a comfortable space to relax and enjoy the picturesque landscape.
Tiny home in Caonillas Arriba
5 out of 5 average rating, 123 reviews

Hacienda Sol y Luna Mountain Retreat

Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Top guest favorite
A serene outdoor area features a sparkling pool surrounded by lush greenery and tropical plants. A shaded seating area is provided by a large umbrella, along with a cozy hanging chair in the background. The peaceful ambiance is enhanced by bright blue skies.
Guest suite in Luquillo
5 out of 5 average rating, 214 reviews

Casa Encanto Rainforest Retreat

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

Top guest favorite
A unique bedroom features natural wooden walls and flooring, with a spacious bed positioned on a raised platform. Large windows offer a view of the surrounding trees, while soft lighting highlights the room’s architectural design.
Guesthouse in Los Mesen
5 out of 5 average rating, 222 reviews

Unique & peaceful forest cabin with pool & trails

Retreat to the rainforest in a cosy, secure and modern luxury cabin, built to help you connect with nature and yourself. Enjoy your stay with a fully equipped kitchen, an amazing bathroom with a custom shower/hot tub and a one of a kind bedroom design. Explore the private trails of the property with 10 acres of primary rainforest with toucans, lapas, humming birds, butterflies and other fauna. Beware, you might not wanna leave! Located in Venecia de San Carlos, 65km from SJO airport.

Top guest favorite
A tranquil outdoor pool is seen, featuring a sunbathing area with two sleek lounge chairs. The pool's clear water reflects the bright blue sky with fluffy clouds, while tropical plants enhance the scenic mountainous backdrop.
Tiny home in Naguabo
4.99 out of 5 average rating, 176 reviews

Casa Suiza-Private Couple Escape with Heated Pool

Casa Suiza es un retiro de escapadas románticas, sólo para parejas con Piscina Climatizada. Estamos ubicados en la montaña, es muy privado, alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. Recomendamos rentar un vehículo SUV o 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña. Una vez comienzas a subir a la montaña, es por calles con curvas y algunas pendientes empinadas, pero completamente transitables.

Top guest favorite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 185 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Top guest favorite
An exterior view of the villa showcases modern architecture set against a mountainous backdrop. A clear pool reflects the blue sky, while neatly arranged outdoor seating areas with tables are visible amidst manicured greenery. Lush trees and well-kept gardens enhance the serene atmosphere.
Villa in Bonao
4.98 out of 5 average rating, 164 reviews

Luxury Villa surrounded by mountains & Nature!

Welcome to the Luxurious Villa Brisas Del Bambú located in the top mountain area of Blanco, Bonao, in the Dominican Republic. Escape caos and breathe fresh air, enjoy the view, feel at home. Whether it’s family time, romantic getaway, or corporate event, Villa Brisas Del Bambú is the place to be! Pool on premises, rivers nearby, horses available, beautiful garden areas, bbq and fire-pit areas, numerous lounging areas, this spacious property will make you feel in paradise.

Guest favorite
A cozy bedroom features natural wood paneling and a thatched ceiling, illuminated by soft light. A spacious bed is adorned with decorative pillows, and a bedside table crafted from wood adds to the rustic charm. A large sliding door leads to the outdoor space.
Home in Saint-François
4.96 out of 5 average rating, 111 reviews

La Kabane secrète, piscine, SPA, lit king size

La Kabane Secrète est une véritable bulle d’amour conçue entièrement pour les couples. Ici, la nature tropicale et le confort exceptionnel d’un lodge bohème chic se rencontrent afin de vous ressourcer dans un moment hors du temps et de créer une expérience unique inoubliable. Dans un écrin de tranquillité et d’authenticité, la Kabane Secrète s’articule autour de la piscine et du jacuzzi, dans une atmosphère intérieur/extérieur qui invite à la détente et à la relaxation.

Top guest favorite
Home in San Cayetano de Venecia
4.97 out of 5 average rating, 205 reviews

La Ceiba, Modern Villa with Pool in Dairy Farm

Quinta La Ceiba is in heart of a dairy farm, surrounded by green pastures, cows, and mountain views. Enjoy sunrises and sunsets from this 3-bedroom house. Features include a fully equipped kitchen, very comfortable beds, and outdoor dining plus a living room with a hanging bench, perfect for relaxing and enjoy the nature surrounding it, ideally located between Bajos del Toro and La Fortuna with endless nearby adventures. Inquire about the private chef service.

Top guest favorite
An aerial view captures the geodesic dome surrounded by lush greenery. A wooden deck leads to a private hot tub, while a shaded area features seating under a tent. Soft lighting highlights the surrounding plants, creating an inviting and tranquil outdoor environment.
Dome in Cayey
4.99 out of 5 average rating, 596 reviews

Escape Puerto Rico | Luxury Dome + Pool + Views

Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

Guest favorite
A tranquil outdoor pool is surrounded by lush tropical foliage, providing a serene atmosphere. The clear water reflects the vibrant greenery nearby. A glimpse of a rustic yellow house can be seen in the background through the plants.
Tiny home in Añasco
4.93 out of 5 average rating, 403 reviews

Disconnect in a tiny house in rural Puerto Rico

Experience the perfect harmony of rustic charm and modern comfort at Tiny House @ Finca Figueroa. Escape the city to reconnect with nature, waking up to bird melodies and breathtaking views of lush, rolling fields. This intimate sanctuary is designed for two guests (included in the rate), with the option to add guests for a small additional fee. Breathe in the fresh air and rediscover tranquility in your own private, green paradise.

Top guest favorite
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 Monteverde
4.99 out of 5 average rating, 205 reviews

Suite Magnolia, jacuzzi terapéutico sal,Monteverde

Bio Hábitat Monteverde te invita a vivir una experiencia única rodeada de bosque primario. Desde el balcón observa animales y disfruta del cielo estrellado en la Net. Relájate en nuestro jacuzzi de cristal con aguas de sal, mientras contemplas atardeceres inolvidables sobre la península de Nicoya. Un rincón exclusivo donde naturaleza, comodidad y bienestar se unen para regalarte un verdadero paraíso en Monteverde.

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