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.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A tranquil swimming pool is surrounded by natural stone features and lush greenery. A rustic wooden deck leads to the pool, while a shaded area with bamboo fencing offers respite from the sun. Water cascades gently over the rocks, enhancing the serene environment.

Hut in Hato Viejo

4.98 out of 5 average rating, 201 reviews

Monte Lindo Chalet (Romantic cabin in the woods)

THE ENTIRE PROPERTY FOR TWO GUESTS, EXCEPT THE TWO SECONDARY ROOMS THAT WILL REMAIN CLOSED When you arrive at Monte Lindo Chalet, the first thing you experience is a feeling of deep peace. When you close the gate of the estate you realize the security and privacy of the place. In front of the Chalet you can appreciate a beautiful structure surrounded by lush nature that invites you to be creative. Live the experience you've always dreamed of with your partner and create memories for a lifetime.

Top guest favorite

Cabin in Isabela

4.98 out of 5 average rating, 173 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

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

4.99 out of 5 average rating, 168 reviews

Unique & secluded forest cabin with pool & trails

Retreat to the rainforest in a cosy, confortable 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.

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, 142 reviews

Casa Suiza (Mountainous Area)

Casa Suiza es un lugar para escapadas románticas, sólo para parejas. Estamos ubicados en lo alto de la montaña, es muy privado y alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. Tenga en cuenta que dirigirse a nuestra propiedad es por calles con curvas y algunas pendientes empinadas, pero completamente transitables. Recomendamos rentar un vehículo SUV o un 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña.

Superhost

An inviting pool area features a curved, tiled pool surrounded by a stone structure. Colorful lounge chairs in red and blue are arranged beside the water. Artistic tile detailing adorns the pool's edge, showcasing a wave design. Lush greenery and vibrant planters add to the ambiance.

Villa in Soufriere

4.87 out of 5 average rating, 190 reviews

Villa Piton Caribbean Castle

Certified to host by St Lucia government. Super private and provides a secure and isolated retreat far from any crowds! We provide cooking service for breakfast lunch or dinner for an extra $20/person/meal. We incorporate heightened cleaning procedures and trained staff. Built by John DiPol, designer of the world-famous Ladera resort, Villa Piton elaborates on the open-aired concept providing breathtaking views everywhere! Extraordinary location and views that need to be seen in person!

Top guest favorite

A modern sanctuary is showcased amidst lush tropical foliage, featuring an inviting plunge pool. The structure's open design highlights floor-to-ceiling glass walls, allowing natural light to fill the interior. A vibrant sunset sky adds warmth to the scene, enhancing the tranquil surroundings.

Villa in Mal Pais

4.97 out of 5 average rating, 131 reviews

House of the Earth and the Sea - stunning luxury

Escape to La Casa Tierra y el Mar: A romantic luxurious mountain top sanctuary where architecture meets wilderness in Costa Rica's Nicoya Peninsula. Breathtaking ocean views, plunge pool, and wildlife at your doorstep. Gourmet kitchen, indoor outdoor living. Moments from pristine beaches, this architectural marvel offers the perfect blend of privacy, comfort, and adventure. Your secure and completely private tropical dream retreat awaits—where extraordinary design meets untamed nature.

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, 185 reviews

Casa Encanto - Experience El Yunque Rainforest.

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

Top guest favorite

A cozy chalet is nestled in a lush green landscape, featuring a red roof and warm yellow exterior. A private heated pool is visible, surrounded by a wooden deck, and scenic hills are seen in the background under a colorful sunset.

Chalet in Caguas

4.99 out of 5 average rating, 164 reviews

Chalet De Los Vientos (Chalet of the Winds)

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Guest favorite

A single-story villa is depicted, featuring a red-tiled roof and white exterior with wooden accents. Lush greenery surrounds the property, complemented by palm trees. The entrance showcases a covered porch with seating, inviting relaxation amid the tranquil landscape.

Villa in Camuy

4.93 out of 5 average rating, 351 reviews

Villa Renata ⛵️Beachfront house🏝 private Pool 🏝

Enjoy an unforgettable getaway in this beautiful beach house, with spectacular ocean views and a refreshing private pool. Relax on the terrace while listening to the waves or take a dip in the crystal clear water. The house is fully equipped for a comfortable stay, with bright and welcoming spaces. Ideal for families, couples or friends looking to disconnect and enjoy the sun, the sea breeze and the tranquility. Book now and live the perfect beachfront experience!

Top guest favorite

A glass-encased jacuzzi is positioned on a wooden deck, offering an unobstructed view of the surrounding hills and valleys. Bright clouds reflect sunlight in the blue sky, enhancing the serene atmosphere of the outdoor space.

Treehouse in Monteverde

4.99 out of 5 average rating, 150 reviews

Magnolia Suite, therapeutic salt Jacuzzi, Monteverde

Bio Habitat Monteverde is a place with the best views of Monteverde. It is surrounded by the beautiful nature of our primary forest. From our balcony you can see many types of animals, also enjoy the stars from the Net, enjoy the beautiful jacuzzi made with glass, enjoy the therapy with salt water, while you appreciate the beautiful views and sunset that rest on the Nicoya peninsula, you will love our place, Monteverde a small paradise of the world.

Top guest favorite

An outdoor dining area features a wooden table set with dishes in a tranquil garden setting. Nearby, a mini hot water pool is visible, surrounded by lush greenery and steps leading to additional seating areas. Natural elements enhance the serene ambiance.

Cabin in El Peñol

5 out of 5 average rating, 243 reviews

Milagros Home-Private heated mini-pool!

🍃Milagros Home is an exceptional cabin, with many spaces in one place, overlooking the Peñol-Guatape reservoir, allowing you to enjoy a landscape and dreamy sunrises. Not even with the best photographs can I explain what it feels like to be here. It's a place where you feel time stops and you become one with the environment. It's a single cabin, so all the spaces are just for you. Of course we accept pets, as they are part of our family!🍃

Guest favorite

The image captures a stunning view of Arenal Volcano, surrounded by lush greenery and mountainous terrain. The calm water of a pool reflects the volcano and sky, creating a serene atmosphere. Fluffy clouds drift across a bright blue sky, completing the natural setting.

Villa in La Fortuna

4.99 out of 5 average rating, 226 reviews

Villa Calathea, a volcano in your garden!

The vacation villa with the closest and most SPECTACULAR view of the Arenal Volcano 10 minutes to downtown La Fortuna Fully equipped Private hot tub Grill and fire pit area Optic fiber high speed Wi-Fi Located 1.5 kilometers from the main road at the top of a private hill where you will be surrounded by flora and fauna. All guests can enjoy the 1-day pass to the nearby resort's hot springs Base rate for 2 people. Vehicle recommended