
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.

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
4.99 out of 5 average rating, 268 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 .
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, 298 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, 357 reviews
Vieques ocean view eco villa+pool
-Privately nestled on three acres with Caribbean Sea views from the second floor. -Three private bedroom suites - mosquito nets. Villa doesn’t have Ac -Spa and yoga classes nearby at Finca Victoria -Full service amenities can be arranged: stocking the fridge, chef, massages. -Gunite swimming pool - solar powered -Each bedroom has its own bathroom, dressing area & outdoor shower -The beds are fitted with quality 400-count cotton linens - Strict no children under the age of 10years policy
4.96 out of 5 average rating, 103 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
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
4.99 out of 5 average rating, 128 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.
5.0 out of 5 average rating, 271 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
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, 621 reviewsPopular amenities for West Indies rentals with a pool
House rentals with a pool

Villa Jeremi
4.99 out of 5 average rating, 132 reviews
Loma Del Sol House
4.95 out of 5 average rating, 155 reviews
Bubble Puerto Rico Panoramic Private Heating Pool
4.93 out of 5 average rating, 150 reviews
Aires del Campo (Private Climatized Pool)
4.97 out of 5 average rating, 107 reviews
Villa Estrella PR (near Airport & Beach)
4.98 out of 5 average rating, 238 reviews
Jacuzzi, private pool and views you'll fall in love with.
4.94 out of 5 average rating, 237 reviews
Oceanfront 4BR w/ Private Pool + Beach Access
4.86 out of 5 average rating, 162 reviews
ELEGANT DREAM VILLA-5 minutes to Palm Beach!
4.96 out of 5 average rating, 107 reviewsCondo rentals with a pool

Beachfront Apt. Ocean-Facing Bed & City Views+Pool
4.89 out of 5 average rating, 444 reviews
Cap Cana Peaceful Studio Oceanfront Punta Palmera
5.0 out of 5 average rating, 214 reviews
Our great escape… Oceanview 3 bedroom Unit
4.97 out of 5 average rating, 176 reviews
Affluence - Lux 1Bd MoBay Apt(Central+RooftopPool)
4.86 out of 5 average rating, 118 reviews
*NEW* Modern Ocean Breeze King Infinity Pool
4.98 out of 5 average rating, 176 reviews
Luxury Beachfront Apartment In Playa Bonita
4.93 out of 5 average rating, 117 reviews
Make It Happen! Brand New with Amazing Water Views
4.92 out of 5 average rating, 154 reviews
Oceanfront Paradise Views 2Br Penthouse beach Pool
4.95 out of 5 average rating, 113 reviewsHome rentals with a private pool

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, 464 reviews
Idyllic Beachfront Penthouse w/Private Plunge Pool
4.99 out of 5 average rating, 136 reviews
Lush Waterfront Home On Bay St. Lucie
5.0 out of 5 average rating, 103 reviewsWalk to Sandy Beach from a Hilltop Villa with a Pool
4.98 out of 5 average rating, 342 reviews
Walled City Villa | Free Housekeeping and Staff
4.88 out of 5 average rating, 163 reviews
Condado Beach Vistas… Elevate Your Stay!
4.9 out of 5 average rating, 303 reviews
Sink into the Pool of a Wonderful Bungalow
4.77 out of 5 average rating, 400 reviewsDestinations to explore
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