
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.

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.
FamilyLocationView

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.
FamilyValueWi-Fi

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!
FamilyLocationSolo travel

Sol y Luna Mountain Retreat Hacienda
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, Puerto Rico, just 50 minutes from Ponce's Airport.
ValueFamilyGetting around

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
FamilyLocationGetting around

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.
ValueFamilyWalkability

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 💡
FamilyLocationOutdoor spaces

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.
LocationValueLong stay

Deer Cabin | Heated Pool & Total Privacy
🌿 Private Romantic Escape in Nature Deer Cabin is the perfect getaway for couples looking to relax, reconnect, and enjoy complete privacy surrounded by nature. Enjoy a private heated pool, cozy outdoor bed, fire pit area, air conditioning, and a fully equipped kitchen for a comfortable and unforgettable stay. Every corner is designed for peace, romance, and relaxation under the stars. At Deer Cabin, you don’t just stay… you experience.
LocationFamilyOutdoor spaces

Disconnect in a tiny house in rural Puerto Rico
Experience the perfect harmony of rustic charm and modern comfort at Tiny House @ Finca Figueroa. Escape the city to reconnect with nature, waking up to bird melodies and breathtaking views of lush, rolling fields. This intimate sanctuary is designed for two guests (included in the rate), with the option to add guests for a small additional fee. Breathe in the fresh air and rediscover tranquility in your own private, green paradise.
FamilyValuePets

Villa Heliconia, A Volcano in your Garden!
La Villa vacacional con la más cercana y ESPECTACULAR vista al Volcán Arenal A 10 minutos del centro de La Fortuna Totalmente equipada Jacuzzi privado Parrilla y zona de fogata wi-fi de fibra óptica de alta velocidad Ubicado a 1.5 kilómetros de la carretera principal en lo alto de una colina privada, en la que estarás rodeado de flora y fauna. Tarifa base para 2 personas. Se recomienda vehículo
FamilyValueHospitality

Magnolia Suite, therapeutic salt Jacuzzi, Monteverde
Bio Habitat Monteverde invites you to live a unique experience surrounded by primary forest. From the balcony, watch animals and enjoy the starry sky in the Net. Relax in our glass jacuzzi with salt water, while watching unforgettable sunsets over the Nicoya peninsula. An exclusive corner where nature, comfort and well-being come together to give you a true paradise in Monteverde.
ValueFamilyHospitality
Popular amenities for West Indies rentals with a pool
House rentals with a pool

Villa Estrella PR (near Airport & Beach)
LocationFamilyOutdoor spaces

Airstream With Pool, Amazing Ocean & Nature Views
LocationFamilyKitchen

Loma Del Sol House
FamilyLocationBackyard

Villa Jeremi
FamilyLocationQuiet

The Secret Kabane, Pool, SPA, King Size Bed
LocationValueView

Monte Niebla, a piece of heaven in the mountains
ValueFamilyTV

La Casita: Private Heated Pool W/ Ocean Views
ValueFamilyCheckout

Villa Romantica for couples , jarabacielo
LocationFamilyCondition
Condo rentals with a pool

🏖🏝Modern Luxury Ocean View One Bedroom Condo🏖🏝
ValueFamilyBathroom

Relax on the Rocks-Breathtaking Tropical Views!
LocationValueView

Beachfront Luxury @ Mar Chiquita
LocationFamilyAccuracy

Ocean Front Eco Condo.
ValueLocationBiking

Purapura _Jungle House w/ pool, walk to beach
LocationFamilyShared spaces

G38 Peaceful studio Oceanfront Punta Palmera
ValueLocationCheck-in

Luxury 4-Bedroom Oceanfront | Diamante del Sol
LocationValueCleanliness

Ocean View Punta Leona private access Playa Blanca
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Home rentals with a private pool

Waterfront Pool Home/Sailboat Access & Dock
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Sunbathe by a PrivatePool-Elegant House near beach
ValueLocationNearby

Walk to the Beach From a Poolside Retreat in Sunset Crest
ValueLocationBarbecue

Gorgeous Colonial House near Cafes and Bars
ValueFamilyAir conditioning

Lush Waterfront Home On Bay St. Lucie
LocationFamilyRiver

Casa Pantheon Luxury Colonial House
ValueLocationHospitality

Walled City Villa | Free Housekeeping and Staff
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Sink into the Pool of a Wonderful Bungalow
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Destinations to explore
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