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Vacation 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 favorite
Cottage in Naguabo
4.97 out of 5 average rating, 149 reviews

Playa Tropical House, Terrace and Pool Together

Come and enjoy the whole family in this spacious home, TROPICAL BEACH HOUSE - TROPICAL BEACH HOUSE. House in front of the beach, Only concept with pool bar attached to the terrace for a better delight to the guests. Three fully equipped rooms, one with a king size bed and its own private bathroom, another with a double bed, a bunk bed and another bathroom, and another with another double bed and another bunk bed. We always have drinking water on our property. There is a safety box with a key for the entrance.

Top guest favorite
A striking A-frame house is illuminated at night, showcasing its wooden exterior and large glass front doors. Lush greenery and neatly arranged stones adorn the pathway leading up to the entrance, while subtle lighting enhances the surrounding landscape.
Cabin in Aguadilla
4.97 out of 5 average rating, 213 reviews

Blackandwoodcabin Cabin/ chalet en Aguadilla

Cualquier actividad privada, reunión, celebración, fiesta, boda, recepción o evento similar está sujeto a cargos adicionales y debe coordinarse con antelación. Es imprescindible obtener la aprobación previa por escrito de la administración. Los eventos no autorizados están estrictamente prohibidos. Piscina de agua salada, jacuzzi. Un cuarto con tina . Un cuarto con sofá cama y televisor. Cocina completa, microondas. Lavadora y secadora. Planta eléctrica, cisterna de agua. Iluminación nocturna .

Top guest favorite
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, 294 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 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
5.0 out of 5 average rating, 141 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 PR just 50 min. from Ponce PSE, 1:50 from San Juan SJU.

Top guest favorite
Home in Zancudo
4.98 out of 5 average rating, 129 reviews

Oasis on the beach| Private Pool | AC

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.

Top guest favorite
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, 356 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 favorite
An outdoor area features a spacious pool surrounded by lush greenery. A covered gazebo with a bar and seating area is visible, complemented by a television mounted on the wall. Bright blue skies and distant mountains provide a scenic backdrop.
Home in San Sebastián
4.95 out of 5 average rating, 153 reviews

Loma Del Sol House

Now with Pool Heater Escape to the charming countryside of San Sebastián and discover a retreat where tranquility and natural beauty blend perfectly. This cozy getaway offers breathtaking views and golden sunsets that paint the sky. Relax in three comfortable bedrooms that accommodate up to ten guests. Enjoy a splendid pool and a charming gazebo, perfect for gathering with friends and family. Grill your favorite meats on the BBQ, creating unforgettable memories under the starry sky.

Top guest favorite
A serene outdoor area is illuminated at night with colorful lights reflecting in a resort-sized pool. Chic palapas are situated nearby, surrounded by palm trees. The vibrant atmosphere is enhanced by strategically placed plants and flowers along the edges.
Home in Palm Beach
5.0 out of 5 average rating, 270 reviews

Aruba Private Resort. Its All Yours and Only Yours

Welcome to Casa Carmela. Relax in the resort sized pool and outdoor oasis. Melt the day away under the exotic palapas or toast your buns in the sun. Whatever your pleasure, Casa Carmella aims to please. She’s a short walk to Palm Beach one of the top rated beaches in the world. Restaurants, casinos and nightlife are walkable as well. She comes with a comfy king size bed, gas grill, fully equipped kitchen, beach chairs & beach towels and cooler. This is all yours and only yours.

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, 618 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 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
5.0 out of 5 average rating, 200 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 favorite
The image captures a serene oceanfront setting, featuring a magnesium pool that reflects the warm sunset. Lush greenery borders the pool area, with palm trees framing the scene, creating a peaceful atmosphere. The calm sea is visible beyond the pool's edge.
Villa in St. Willibrordus
4.91 out of 5 average rating, 132 reviews

Villa Yazmin - Ocean Front Villa

Follow us @villa_yazmin_curacao Experience refined luxury with stunning ocean views. A beautiful piano for serene moments, a magnesium pool gentle on body and skin, and elegant bedrooms each with a private bathroom. A fully equipped kitchen with cappuccino machine and Quooker. Car rental, early check in and late check out available upon request. Please contact Mary in advance for personalized arrangements. Warm greetings, Villa Yazmin Mary

Top guest favorite
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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