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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.

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Top guest favourite
A tranquil swimming pool reflects the evening sky, showcasing shades of blue and orange. Lush palm trees frame the scene, with the expansive garden visible in the background. The pool area offers a serene setting for relaxation with unobstructed views of the surrounding landscape.
Guesthouse in Jesús
5 out of 5 average rating, 112 reviews

The Coach house at the Oasis

Our home is nestled high on a hilltop in the established and desirable neighborhood of Vistas Atenas overlooking the quaint town of Atenas. We have unobstructed stunning views from Atenas to the capital city of San Jose, and boast temperatures slightly more moderate than the valley. The daytime views are only surpassed by the dazzling lights at night. We are a sort 3km drive to downtown Atenas. 2 acres of manicured gardens surround our large modern home. Safe and secure parking in our gated and fenced compound. Atenas is well situated making access to all attractions popular with tourists. Juan Santamaria airport 23 km,Pacific coast beaches 40 km, Arenal Volcano 111 km, San Jose 35 km.

Top guest favourite
Home in Uvita
4.99 out of 5 average rating, 112 reviews

Romantic Luxe Oceanview 5 Acre Estate - Concierge

You'll fall in love with Casa Mariposa's privacy, tranquility and fabulous Pacific Ocean and rainforest views. This elegant, luxurious, gated, comfortable house on 5.5 acres of rain forest is 700 feet above sea level in a quiet community near Parque National Marino Ballena. Close to dozens of restaurants, tours, shops and gorgeous beaches, a convenient 8 minute drive from the beach highway, 4x4's required. Message me to have our concierge arrange curated tours, private chef and spa services!

Top guest favourite
The open living space features a well-equipped kitchen with wooden cabinetry and a sink. A comfortable sofa is positioned next to large sliding doors that lead to an outdoor area. Ceiling fans and natural light enhance the inviting ambiance.
Villa in Vieques
5 out of 5 average rating, 105 reviews

At The Waves - Ocean Front Villa 1 bed/1 bath unit

At The Waves is a beautiful beachfront rental villa complex located in Santa Maria Playa, next to the north shore garden district of Bravos de Boston and Isabel Segunda. We have 5 units in total. This unit is a 1 bedroom/1 bathroom, with a queen size bed and is fully equipped. It has, a refrigerator, stovetop, microwave, coffee maker, dishwasher, dishes, utensils, cookware, and more. There is an air conditioner in the bedroom, ceiling fans in all rooms. ASK ABOUT LONG TERM STAY DISCOUNTS.

Top guest favourite
A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.
Tiny homes in Fajardo
4.99 out of 5 average rating, 280 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!

Top guest favourite
A thatched rancho is seen beside a lush garden filled with tropical plants and vibrant flowers. A private pool and lounge chairs are positioned overlooking the greenery, while large windows and sliding doors reveal the interior of the casita. The setting offers a serene atmosphere amidst nature.
Villa in Malpais
4.99 out of 5 average rating, 181 reviews

Casita Silencio - Luxury, sea and jungle views.

The beautiful Casita Silencio is a romantic and secluded haven. Nestled above the quaint fishing village of Mal Pais, it is fringed by Cabo Blanco nature Reserve, with stunning jungle and ocean views. Silencio offers you and your partner the opportunity to truly embrace Costa Rica’s wildlife including Capuchin and Howler monkeys as well exotic birds. A truly unique experience! Silencio is one of 2 very private casitas ( Tranquilo the other) on the 9 acre gated estate that is Brisas del Cabo.

Top guest favourite
An outdoor area features a spacious tiki hut surrounded by palm trees, offering comfortable seating. A swimming pool is visible alongside a wooden dock with lounge chairs and a boat. The vibrant green lawn creates a relaxed atmosphere by the water.
Villa in Pompano Beach
4.99 out of 5 average rating, 293 reviews

Tropical Resort! 1mi BEACH+HTD Pool+SPA+Boat Rntl!

Whether it's to relax or create memories, your ocean access vacation home awaits. Equipped with complimentary paddle boards & kayaks, outdoor wet bar/grill and a giant tiki with hanging egg chairs overlooking the water. The 3 bed and 2 bath split floor plan creates a spacious interior. Come fish on our 70' dock or relax in our hammocks under our many palm trees while the leaves whisper a sweet melody through the air. Ask about our boat rental so you can get the most out of your vacation!

Top guest favourite
A spacious cabin room features wooden ceilings and large glass doors that open to a balcony with views of the surrounding bamboo landscape. A cozy seating area is complemented by natural light, while two beds are arranged thoughtfully with soft linens.
Cave in Pereira
5 out of 5 average rating, 120 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

Top guest favourite
A vibrant two-story home is surrounded by lush tropical greenery, with oversized arched windows and a red exterior. An infinity pool is visible in front, offering a serene space bordered by outdoor seating. The peaceful jungle landscape enhances the natural setting.
Home in Quepos
4.99 out of 5 average rating, 205 reviews

Costa Rica jungle home: remodeled/waterfall path!

Serene, beautiful 2 BR/3BA open concept home with infinity pool bordering Manuel Antonio National Park. Last home on a quiet street in the community of Colina Monito. Frequented by wildlife as the house borders the National Park- it’s as though you’re staying in the park! Minutes away from shopping and local restaurants, yet private. Concierge service and maid service included along with many amenities. Short drive to the beach. Also NEW modern bathrooms and NEW path to the waterfall!

Top guest favourite
A modern sanctuary is showcased amidst lush tropical foliage, featuring an inviting plunge pool. The structure's open design highlights floor-to-ceiling glass walls, allowing natural light to fill the interior. A vibrant sunset sky adds warmth to the scene, enhancing the tranquil surroundings.
Villa in Mal Pais
4.97 out of 5 average rating, 147 reviews

House of the Earth and the Sea - 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
The image showcases an aerial view of the Eco-friendly Airstream RV surrounded by a lush cactus landscape, with a deck and a private saltwater pool. The Caribbean Sea is visible in the background, emphasizing the tranquil natural setting.
Home in Paradera
5 out of 5 average rating, 204 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
A serene outdoor area is illuminated at night with colorful lights reflecting in a resort-sized pool. Chic palapas are situated nearby, surrounded by palm trees. The vibrant atmosphere is enhanced by strategically placed plants and flowers along the edges.
Home in Palm Beach
5 out of 5 average rating, 237 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.

Top guest favourite
Villa in La Fortuna
4.98 out of 5 average rating, 292 reviews

Villa Bromelia, A Volcano in your Garden!

The Holiday Villa with the closest and most SPECTACULAR view of the Arenal Volcano. 10 min to downtown La Fortuna Fully equipped Private jacuzzi. Campfire area Optic fiber high speed Wi-Fi Wi-Fi 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. 1 day pass to the nearby resort's hot springs included Base rate for 2 people + $50 Additional person. Vehicle is recommended.

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