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Holiday rentals with a pool in West Indies

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in West Indies

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

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Top guest favourite
A charming cabin crafted from natural materials is positioned atop a wooden structure. A thatched roof provides shade, while large glass doors invite light. A pool is visible in the foreground, reflecting the blue sky and surrounding greenery.
Cabin in Isabela
4.99 out of 5 average rating, 235 reviews

Casa Lola PR

In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your couple…. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come again…..just enjoy.

Top guest favourite
Loft in La Fortuna
4.98 out of 5 average rating, 202 reviews

Natural & Cozy Arenal Getaway

Un hospedaje para escapar de la rutina y conectar con la naturaleza, tiene un diseño moderno con una cálida decoración, rodeado de naturaleza donde podrás observar muchas aves, una linda vista al volcán, balcón, terraza, una refrescante piscina y jacuzzi privado. Un lugar ideal para parejas, amigos o para que puedas teletrabajar tranquilamente. Ubicados estratégicamente cerca de todas las actividades principales y a tan solo 2.5 km del centro de La Fortuna y a 1 km de La catarata La Fortuna.

Top guest favourite
Home in Playa Zancudo
4.98 out of 5 average rating, 112 reviews

On Beach Oceanfront Oasis | Private Pool, AC, WiFi

Tucked away in the safe, idyllic tropical rainforest of Costa Rica’s South Pacific Coast, where lush green jungle meets the bright blue Pacific. One of the most biologically diverse regions on Earth, it’s home to Zancudo: a sleepy, off-the-beaten-path fishing village happily untouched by mass tourism. Zancudo delivers all the creature comforts, sodas, grocery shops, bars, local eateries, tours, and plenty to do - making it perfect for adventurers, digital nomads, couples, and families alike.

Guest favourite
A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.
Tiny home in Fajardo
4.98 out of 5 average rating, 308 reviews

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Top guest favourite
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, 112 reviews

Sol y Luna Mountain Retreat Hacienda

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 favourite
A spacious cabin room features wooden ceilings and large glass doors that open to a balcony with views of the surrounding bamboo landscape. A cozy seating area is complemented by natural light, while two beds are arranged thoughtfully with soft linens.
Cave in Pereira
5 out of 5 average rating, 125 reviews

Maranatha. Grotto & Boutique+Hydrotherapy

Glamorous Cabin & Cycladic grotto-type hot tub with privileged location in the heart of the coffee region. Hydrotherapy & Night light display, ecological trail, bird watching, butterflies, wildlife, panoramic view to the bamboo sea, sunrises and multicolor sunsets. - 22 minutes to Int. Airport - 20 minutes to Expofuturo - 22 minutes to Ukumari Zoo - 25 minutes to Cerritos del Mar Mall - 44-57 minutes to Filandia/Salento-Valle del Cocora - 55 minutes to Panaca - 1 hour to Parque del café

Top guest favourite
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.
Guest house in Los Mesen
5 out of 5 average rating, 211 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 favourite
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, 170 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.

Guest favourite
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, 586 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.

Top guest favourite
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
4.99 out of 5 average rating, 180 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Top guest favourite
A serene outdoor area features a small plunge pool surrounded by a deck. Lounge chairs are positioned nearby under the shade of a tree, with lush greenery creating a natural backdrop. The clear blue water reflects the bright sky, enhancing the tranquil setting.
Barn in Willemstad
4.95 out of 5 average rating, 154 reviews

Bouvrie Loft Country House

When you walk through the gates of the courtyard of the Loft, you will enter a completely different, dream-like world. Silence, Nature, Space and Privacy are the keywords, when we try to describe what you will experience during a stay in our beautiful loft. A place where history and modern design come together. You will find yourself in a bare-foot-luxury bubble in space and time what will inspire you to slow down, completely surrounded by nature.

Top guest favourite
An aerial view captures a serene pool surrounded by lush greenery and palm trees. The area features lounge chairs for relaxation, and the surrounding landscape showcases a variety of trees and plants, creating a peaceful atmosphere.
Cabin in San Sebastián
4.98 out of 5 average rating, 107 reviews

Deer Cabin · Romantic Getaway with Private Pool

Escape to a private cabin with an exclusive pool, surrounded by nature and designed for unforgettable romantic moments. Deer Cabin is a private cabin designed for couples who want to disconnect from the noise and reconnect with each other. Surrounded by nature in the mountains of San Sebastián, it offers a private pool, spectacular views and an intimate atmosphere perfect for romantic getaways, anniversaries or simply to enjoy the moment.

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