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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 hanging couch situated on a balcony offers views of the ocean and surrounding greenery. Two monkeys are observed interacting nearby, adding a dynamic element to the serene landscape. The scene highlights a tranquil environment, perfect for relaxation.
Villa in Quepos
4.98 out of 5 average rating, 262 reviews

Tulemar Resort - Salty Breeze - Premium 2 Bedroom

Tulemar Resort-Villa Salty Breeze-Premium 2 Bedroom Villa. Very Private Ocean View Balcony. -Major Monkey Corridor -Balcony Hanging Couch with Amazing Views -Balcony Jacuzzi -Superfast Wifi -Arcade game with 3000+ games -Never ending hot water 2 person open air showers in each bedroom -Samsung 55" Bdrm Smart TV's -Furnture made from recycled river logs(no trees killed) -Access to Tulemar beach, van, and pools -Room Service anywhere in Tulemar including beach -Daily Cleaning -Full Time Concierge

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, 289 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
A spacious living area features large glass doors that provide views of the surrounding greenery. A comfortable gray sofa is positioned near a circular mirror, with a decorative pouf and a small plant nearby. Natural light brightens the open space.
Home in Toa Alta
4.97 out of 5 average rating, 103 reviews

Hacienda Lucero: Your Tropical Lakefront Escape

Amazing views from our two bedroom lake house in Toa Alta, Puerto Rico. The house is on a hill overlooking Lake La Plata and surrounded by 12 acres of private rain forest. It is a quiet place perfect for nature lovers, bird watchers and photographers. There are about two miles of hiking trails as well as lookout points where you can enjoy sunsets and sunrises. If you use a 4x4 vehicle you can drive down to the floating dock to drop in your kayak or use ours. Please enjoy the trails and hikes.

Top 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, 345 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
A rooftop terrace features a relaxing hot tub surrounded by lush greenery. Comfortable seating areas include wicker chairs and a wooden table, with stunning views of the city skyline and distant hills under a clear blue sky.
Home in Getsemany
4.99 out of 5 average rating, 125 reviews

Casa O Getsemani Luxury Boutique House

Welcome to Casa O Getsemani! Immerse yourself in luxury at this new 4-story haven in in the coolest neighborhoods.Designed by the renowned architect Vladimir Caballero, our house accommodates 6 guests with utmost comfort. Enjoy complimentary one airport transport, delicious breakfast, and attentive housekeepers. Elevate your stay with optional catering, entertainment, and exciting tours. Your unforgettable getaway awaits! Book now and create beautiful memories at Casa O Getsemani.

Luxe
Home in Medellín
4.99 out of 5 average rating, 128 reviews

Casa Alba Luxury Villa-Pool-15min to Provenza

1. Luxury Retreat: Unparalleled seclusion in Medellin. 2. Stunning Views: Overlooking Poblado 3. Privacy: Total escape from daily life. 4. Convenient Access: Easy access to the airport. 5. Heated Pool: Year-round relaxation. 6. Jacuzzi: Private and calming atmosphere. 7. Outdoor Amenities: Fireplace & kitchen for al fresco dining. 8. Air Conditioning: Each bedroom offers AC 9. Nightlife: Close to vibrant city nightlife. 15mins drive 10. Daily housekeeping

Top Guest favourite
Home in Venecia
4.97 out of 5 average rating, 217 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.

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, 613 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
The modern home is showcased at twilight, with warm lights illuminating the open design. An inviting infinity pool reflects the structure's sleek lines. Hammocks drape from supports, enhancing the tranquil ambiance of this jungle retreat.
Home in Savegre
4.96 out of 5 average rating, 172 reviews

Oceanview Villa with Private Infinity Pool

Experience the best of Costa Rica from your private hilltop retreat. Wake to birdsong and jungle wildlife, watch Blue Morpho butterflies drift by, and unwind in your infinity pool with sweeping ocean views. This gated 2-bedroom, 2-bath villa near Manuel Antonio and Dominical offers A/C, fast Wi-Fi, a fully equipped kitchen, and open-air living designed to immerse you in nature. Minutes from beaches, waterfalls, surfing, and incredible wildlife.

Top Guest favourite
A modern cabin is nestled among lush greenery, featuring a sleek metal exterior. A spacious balcony is visible, complemented by two chairs and a small table. Warm lighting illuminates the interior, providing a glimpse of the cozy living space within.
Guesthouse in Los Mesen
5.0 out of 5 average rating, 254 reviews

Unique forest cabin - Pool, river & private trails

Retreat into 10 acres of private primary rainforest! no roads, no crowds, no noise. Just toucans, streams, 3 km of private hiking trails and a river at the end. A modern, design-led cabin with A/C, a custom rain shower overlooking the San Carlos plains, full kitchen and a balcony over the forest canopy. Two pools with natural spring water and real peace, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Local owned ✌️🇨🇷

Top Guest favourite
The chalet is viewed from above, showcasing its dark exterior against a twilight sky. Solar panels are visible on the roof, while a softly illuminated pool creates a tranquil ambiance. Lush greenery surrounds the area, enhancing the connection with nature.
Chalet in Aguada
4.94 out of 5 average rating, 126 reviews

River Mountain Chalet Private Pool + Nature

La Chalet is a private, modern, rustic, and stylish place. Come with your partner, family or friends, and enjoy a unique experience in direct contact with nature. In the mornings you will hear the birds singing and the murmur of the Ingenio River. It is equipped with all the comforts to ensure a pleasant stay. While you take in the beautiful view, you can enjoy our beautiful pool. We have a gazebo, bathroom and outdoor shower.

Guest favourite
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, 141 reviews

The Secret Kabane, Pool, SPA, King Size Bed

The Secret Hut is a true bubble of love designed entirely for couples. Here, tropical nature and the exceptional comfort of a bohemian chic lodge meet to rejuvenate you in a timeless moment and create a unique and unforgettable experience. In a haven of tranquility and authenticity, the Secret Kabane is built around the swimming pool and jacuzzi, in an indoor/outdoor atmosphere that invites you to relax and unwind.

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