
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 in 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 .

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.

Natural & Cozy Arenal Getaway
Un hospedaje para escapar de la rutina y conectar con la naturaleza, tiene un diseño moderno con una cálida decoración, rodeado de naturaleza donde podrás observar muchas aves, una linda vista al volcán, balcón, terraza, una refrescante piscina y jacuzzi privado. Un lugar ideal para parejas, amigos o para que puedas teletrabajar tranquilamente. Ubicados estratégicamente cerca de todas las actividades principales y a tan solo 2.5 km del centro de La Fortuna y a 1 km de La catarata La Fortuna.

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!

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.

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!

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.

Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Bouvrie Loft Country House
When you walk through the gates of the courtyard of the Loft, you will enter a completely different, dream-like world. Silence, Nature, Space and Privacy are the keywords, when we try to describe what you will experience during a stay in our beautiful loft. A place where history and modern design come together. You will find yourself in a bare-foot-luxury bubble in space and time what will inspire you to slow down, completely surrounded by nature.

Villa Mano de Tigre, 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

Deer Cabin · Romantic Getaway with Private Pool
Escape to a private cabin with an exclusive pool, surrounded by nature and designed for unforgettable romantic moments. Deer Cabin is a private cabin designed for couples who want to disconnect from the noise and reconnect with each other. Surrounded by nature in the San Sebastián mountains, it offers a private pool, spectacular views and an intimate atmosphere perfect for romantic getaways, anniversaries or just to enjoy the moment.

Treehouse on a Coffee Farm with Ocean View
Enjoy the authentic Costa Rican experience away from the tourist traps in a treehouse with beautiful natural views! The property is located in Atenas, just 45 minutes from San José International Airport, surrounded by rolling green hills and coffee farms and populated with plenty of wildlife. From our property, you can take in the views right from the pool, enjoy the best climate in the world, and spot a variety of animals.
Popular amenities for West Indies rentals with a pool
House rentals with a pool

Casa Anya @ Hilltop (private infinity plunge pool)

The Green House Mint - Ocean View, Private Pool

Loma Del Sol House

Villa Jeremi

The Secret Kabane, Pool, SPA, King Size Bed

Monte Niebla, a piece of heaven in the mountains

North Star

La Casita: Private Heated Pool W/ Ocean Views
Condo rentals with a pool

OceanView! Condo near Magen’s Bay - Pool/Generator

Sail Away II-WOW Beachfront to Paradise Remodeled

Beachfront Luxury @ Mar Chiquita

2 bedroom Oceanfront condo with a pool

Purapura _Jungle House w/ pool, walk to beach

The Artist

Penthouse in Port St. Charles

Fajardo PR Modern Oceanfront Condo Million $ Views
Home rentals with a private pool

Walk to the Beach From a Poolside Retreat in Sunset Crest

Gorgeous Colonial House near Cafes and Bars

Beach Shack

Boutique House & Pool Next To The Best Palm Beach

Casa Pantheon Luxury Colonial House

Artistic Villa HC + Breakfast, Cleaning & Staff

Condado Beach Views by Cesar 2501

Idyllic Beachfront Penthouse w/Private Plunge Pool
Destinations to explore
- Chalet rentals West Indies
- Rentals with an accessible height toilet West Indies
- Yurt rentals West Indies
- Rentals with a patio West Indies
- Loft rentals West Indies
- Luxury rentals West Indies
- Tiny house rentals West Indies
- Barn rentals West Indies
- Ranch rentals West Indies
- Hostel rentals West Indies
- Rentals with beach access West Indies
- Boat rentals West Indies
- Vacation home rentals West Indies
- Smoking-friendly rentals West Indies
- Campsite rentals West Indies
- Island rentals West Indies
- Rentals with a fire pit West Indies
- Boutique hotels West Indies
- Apartment rentals West Indies
- Townhouse rentals West Indies
- Rentals with outdoor seating West Indies
- Bus rentals West Indies
- Waterfront rentals West Indies
- Farmstay rentals West Indies
- Condo rentals West Indies
- Fitness-friendly rentals West Indies
- Treehouse rentals West Indies
- Rentals with a fireplace West Indies
- Earth house rentals West Indies
- Villa rentals West Indies
- Bungalow rentals West Indies
- Rentals with breakfast West Indies
- Cave rentals West Indies
- Pet-friendly rentals West Indies
- Rentals with an EV charger West Indies
- Tent rentals West Indies
- Beachfront rentals West Indies
- Castle rentals West Indies
- Bed and breakfasts West Indies
- Aparthotel rentals West Indies
- Ski-in/ski-out rentals West Indies
- Rentals with a washer and dryer West Indies
- Rentals with a hot tub West Indies
- House rentals West Indies
- Shipping container rentals West Indies
- Rentals with lake access West Indies
- Private suite rentals West Indies
- Cabin rentals West Indies
- Cottage rentals West Indies
- Serviced apartment rentals West Indies
- Rentals with a balcony West Indies
- Family-friendly rentals West Indies
- Rentals with a sauna West Indies
- Rentals with a kayak West Indies
- Hotel rooms West Indies
- RV rentals West Indies
- Nature eco lodge rentals West Indies
- Pension rentals West Indies
- Rentals with an accessible height bed West Indies
- Rentals with a home theater West Indies
- Resort rentals West Indies
- Tipi rentals West Indies
- Houseboat rentals West Indies
- Dome rentals West Indies
- Guesthouse rentals West Indies




