
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.

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 .
4.97 out of 5 average rating, 214 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.
4.99 out of 5 average rating, 300 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.
5.0 out of 5 average rating, 144 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.
4.98 out of 5 average rating, 130 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!
4.98 out of 5 average rating, 358 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
4.99 out of 5 average rating, 137 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.
4.99 out of 5 average rating, 205 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!
5.0 out of 5 average rating, 228 reviews
“CASA ROARK” is a one-of-a-kind oceanfront chalet.
“CASA ROARK” IS A ONE-OF-A-KIND OCEANFRONT CHALET WITH VIEWS THAT CAN EASILY BE AMONG THE MOST BEAUTIFUL WORLDWIDE. IT IS ONLY A FEW STEPS FROM THE BEACH. THE RECENTLY REMODELED CHALET HAS 4 BEDROOMS, ALL WITH A/C AND 65"TVS; THE 1st MASTER ROOM HAS A KING-SIZE BED AND A TWIN SOFA BED, THE 2nd MASTER BEDROOM HAS A QUEEN SIZE BED, THE 3rd HAS 2 BUNK BEDS AND THE 4th ROOM HAS TWO TWIN SIZE BEDS. YOU HAVE A BEAUTIFUL HEATED POOL OVERLOOKING THE OCEAN. POOL USE IS ONLY FOR OUR GUESTS.
4.95 out of 5 average rating, 308 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 💡
4.99 out of 5 average rating, 244 reviews
Casa O Getsemani Lux 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 delicious breakfast, airport transfer 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.
4.99 out of 5 average rating, 132 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.
4.99 out of 5 average rating, 622 reviewsPopular amenities for West Indies rentals with a pool
House rentals with a pool

Bubble Puerto Rico Panoramic Private Heating Pool
4.93 out of 5 average rating, 151 reviews
Villa Estrella PR (near Airport & Beach)
4.98 out of 5 average rating, 239 reviews
Loma Del Sol House
4.95 out of 5 average rating, 155 reviews
Jacuzzi, private pool and views you'll fall in love with.
4.94 out of 5 average rating, 239 reviews
Beautiful House, 24/7 Security, Gated Community
4.92 out of 5 average rating, 317 reviews
Luxury villa & Infinity Pool
4.97 out of 5 average rating, 115 reviews
Mountaintop Mansion Huge Ocean View Manuel Antonio
4.99 out of 5 average rating, 199 reviews
Miami Lux Lake Front Retreat
4.97 out of 5 average rating, 164 reviewsCondo rentals with a pool

Cap Cana Peaceful Studio Oceanfront Punta Palmera
5.0 out of 5 average rating, 215 reviews
Beachfront Apt. Ocean-Facing Bed & City Views+Pool
4.89 out of 5 average rating, 445 reviews
Affluence - Lux 1Bd MoBay Apt(Central+RooftopPool)
4.87 out of 5 average rating, 121 reviews
Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball
4.94 out of 5 average rating, 159 reviews
Make It Happen! Brand New with Amazing Water Views
4.92 out of 5 average rating, 155 reviews
The Artist
4.89 out of 5 average rating, 712 reviews
Horizon (Apt3) – Sea & Pool View, Terrace
4.81 out of 5 average rating, 103 reviews
*NEW* Modern Ocean Breeze King Infinity Pool
4.98 out of 5 average rating, 177 reviewsHome rentals with a private pool

Luxury Villa with Private Pool in the Old City 6BR
4.96 out of 5 average rating, 119 reviews
Idyllic Beachfront Penthouse w/Private Plunge Pool
4.99 out of 5 average rating, 136 reviews
Luxury 6BR Villa | Pool | Walk to Beach
4.86 out of 5 average rating, 135 reviews
Casa Pantheon Luxury Colonial House
4.94 out of 5 average rating, 386 reviews
Gorgeous Colonial House near Cafes and Bars
4.94 out of 5 average rating, 465 reviewsWalk to Sandy Beach from a Hilltop Villa with a Pool
4.98 out of 5 average rating, 342 reviews
Lush Waterfront Home On Bay St. Lucie
5.0 out of 5 average rating, 103 reviews
Condado Beach Vistas… Elevate Your Stay!
4.9 out of 5 average rating, 303 reviewsDestinations to explore
- Chalet rentals West Indies
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- Things to do West Indies
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