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.

0 of 0 items showing

1 of 3 pages

Top Guest favourite

Villa in Christiansted

5 out of 5 average rating, 119 reviews

Mojito Hill - private hilltop pool oasis!

Beautiful 1-bedroom ocean view villa with private pool. Relax on the private pool deck with brand new patio furniture featuring chaise lounges, table seating for 4, and a gas grill. Sweet dreams await you in the four-poster king sized master suite, complete with french doors that open to the pool deck and allow for the ocean breezes to keep you cool. The shower is a fully stocked oversized marble shower with room for two. A fully equipped kitchen with granite countertops and modern appliances, including a Keurig latte machine, will make you feel right at home. Mojito Hill includes many conveniences such as a smart TV, wifi, air conditioning, washer/dryer, and much more. Extra guests are no problem, as the couch features a pull-out bed. Villa Madeleine is a gated community on St. Croix’s relaxing East End, where you will enjoy the privacy, amazing views, tennis court, and close proximity to the Reef Golf Course, Duggan’s Reef restaurant, Divi Casino and Resort, Grapetree beach to the south and Reef Beach to the north. All these amenities are within walking distance, but do require traversing a steep hill, so driving is typically preferred. We have an on-island manager, and Tom & Hillery are available at any time via email/text/phone if needed. If you don't see the dates you are looking for, please message us, we also have a Splash of Lime in the same complex that has a spectacular northern facing view.

Top Guest favourite

Hut in Hato Viejo

4.98 out of 5 average rating, 201 reviews

Monte Lindo Chalet (Cabaña romántica en el bosque)

TODA LA PROPIEDAD PARA DOS HUÉSPEDES,MENOS LAS 2 HABITACIONES SECUNDARIAS QUE PERMANECERÁN CERRADA Cuando llegas a Monte Lindo Chalet, lo primero que experimentas es una sensación de profunda paz. Al cerrar el portón de la finca te daz cuenta de la seguridad y privacidad del lugar. Frente al Chalet puedes apreciar una hermosa estructura rodeada de exuberante naturaleza que los invita a ser creativos. Vive la experiencia que siempre haz soñado junto a tu pareja y crea memorias para toda la vida.

Top Guest favourite

Treehouse in Monteverde

4.99 out of 5 average rating, 150 reviews

Suite Magnolia, jacuzzi terapéutico sal,Monteverde

Bio hábitat Monteverde es un lugar con la mejor vistas de Monteverde se encuentra rodeada de la bella naturaleza de nuestro bosque primario. Desde nuestro balcón podrías ver muchos tipos de animales , también disfrutar de las estrellas desde la Net , disfrutaras del bello jacuzzi realizado con cristal, disfruta de la terapia con aguas de sal,mientras aprecias las bellas vistas y atardecer que descansan en la península Nicoya , te encantará nuestro lugar , monteverde un pequeño paraíso del mundo.

Top Guest favourite

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 favourite

Shipping container in Gurabo

4.97 out of 5 average rating, 197 reviews

Vista Linda Haus

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

Top Guest favourite

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

Place to stay in Quebradillas

4.88 out of 5 average rating, 160 reviews

Shalom on the Cliff (White) Luxury Suite

Enjoy the first private glass pool in all of Puerto Rico. In a unique and exclusive place with one of the best views of the “Isla Del Encanto”. Come and relax on our cliff stage, where you will find the jacuzzi-spa and you can take a nap at the DayBed. Relax with the sound of the sea and connect with the nature of the place. You don't share areas with anyone. Add these services at an additional cost: - Dinner with a chef - Brunch with a chef - Relaxing massage - Decoration in the room

Top Guest favourite

Villa in Mal Pais

4.97 out of 5 average rating, 131 reviews

Casa de la Tierra y el Mar - 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 favourite

Home in Paradera

5 out of 5 average rating, 200 reviews

Airstream With Pool, Amazing Ocean & Nature Views

This beautifully appointed Eco friendly 30' Feet Flying Cloud RV is the only luxury Airstream glamping experience in the Caribbean. Located in peaceful nature on the North Coast of Aruba, featuring a private, deep saltwater pool and amazing cacti and ocean views. Exceptional service with attention to detail prioritizing sustainability. Connecting guests to unique local experiences and products, creating a truly one of a kind vacation. Looking for the coolest stay in Aruba? This is it!

Top Guest favourite

Loft in Marigot

4.99 out of 5 average rating, 164 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

Guest favourite

Chalet in Caguas

4.99 out of 5 average rating, 164 reviews

Chalet De Los Vientos

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 favourite

Cabin in Calabazas

4.95 out of 5 average rating, 438 reviews

Spectacular private cabin with heated pool.

Relájate en una cabaña privada, rústica y elegante, ideal para una escapada en pareja. Disfruta de vistas espectaculares a las montañas de San Sebastián y de una piscina climatizada solo para ustedes. La propiedad incluye gazebo, área de fogata y espacios al aire libre llenos de tranquilidad. A minutos de excelentes restaurantes y ríos hermosos. Una experiencia única de confort, naturaleza y privacidad.