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.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A private pool deck features a refreshing blue pool surrounded by lush greenery. New patio furniture includes two chaise lounges and a table for four, complemented by a gas grill. Views of the ocean create a peaceful outdoor atmosphere under a clear blue sky.

Villa in Christiansted

5 out of 5 average rating, 121 reviews

Mojito Hill - private hilltop pool oasis!

Beautiful 1-bedroom ocean view villa with private pool. Relax on the private pool deck with brand new patio furniture featuring chaise lounges, table seating for 4, and a gas grill. Sweet dreams await you in the four-poster king sized master suite, complete with french doors that open to the pool deck and allow for the ocean breezes to keep you cool. The shower is a fully stocked oversized marble shower with room for two. A fully equipped kitchen with granite countertops and modern appliances, including a Keurig latte machine, will make you feel right at home. Mojito Hill includes many conveniences such as a smart TV, wifi, air conditioning, washer/dryer, and much more. Extra guests are no problem, as the couch features a pull-out bed. Villa Madeleine is a gated community on St. Croix’s relaxing East End, where you will enjoy the privacy, amazing views, tennis court, and close proximity to the Reef Golf Course, Duggan’s Reef restaurant, Divi Casino and Resort, Grapetree beach to the south and Reef Beach to the north. All these amenities are within walking distance, but do require traversing a steep hill, so driving is typically preferred. We have an on-island manager, and Tom & Hillery are available at any time via email/text/phone if needed. If you don't see the dates you are looking for, please message us, we also have a Splash of Lime in the same complex that has a spectacular northern facing view.

Top guest favorite

Home in Uvita

4.99 out of 5 average rating, 111 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 favorite

An expansive heated saltwater pool is set against a backdrop of turquoise ocean waters and a clear blue sky. Tall palm trees sway gently in the breeze, framing the scene. Lush greenery is visible along the coastline, enhancing the serene environment.

Home in Vieques

4.98 out of 5 average rating, 107 reviews

Surf Side, Private Salt Water Pool, Ocean View

Across from the turquoise waters of the Atlantic Ocean and a short walk to La Chata Beach, you’ll find Surf Side House, with an expansive ocean view, and the main island of Puerto Rico and the sister island of Culebra as your backdrop. Located in Bravos de Boston on Vieques’ North Shore, this peaceful, private single family home features air conditioned bedroom with king size bed, two bathrooms with showers, one outdoor shower and a private heated salt water pool. Maximum occupancy 2 adults.

Top guest favorite

Dome in Cayey

4.99 out of 5 average rating, 537 reviews

Escape Puerto Rico | Luxury Dome + Pool + Views

¡Vive una experiencia única y mágica de glamping en las hermosas montañas de Puerto Rico! Xcape Dome PR es el lugar perfecto para darte un “xcape” de la rutina y reconectar con la naturaleza. Ubicado en el pueblo de Cayey, PR, a solo 10 minutos de las vías principales. Sumérgete en esta aventura romántica diseñada para parejas, aventureros o viajeros y disfruta de las imponentes montañas, paisajes, flora y fauna, así como, de los detalles únicos que hacen de Xcape Dome PR un lugar especial.

Top guest favorite

A serene private pool is framed by lush green foliage and vibrant pink bougainvillea flowers. Soft seating is visible nearby, inviting relaxation within the tranquil garden setting. The clear blue water of the pool reflects the surrounding greenery, providing a peaceful retreat.

Guest suite in Luquillo

5 out of 5 average rating, 187 reviews

Casa Encanto - Experience El Yunque Rainforest.

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

Top guest favorite

Condo in Montego Bay

4.95 out of 5 average rating, 142 reviews

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball

Discover the ultimate tropical retreat at the Soleil Residences, where luxury meets serenity. This elegant oceanfront one-bedroom condominium features a stunning balcony with 180-degree views of the Bay, inviting you to bask in the beauty of Jamaica's coastline. Highlights - Lge Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball* Kids Play Area * Gated Community * Fast Fibre WiFi* Chef on request * Spa Services * Concierge Services * Full Time Driver Upon Request

Guest favorite

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, 136 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 favorite

Home in Palm Beach

5 out of 5 average rating, 229 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 favorite

A charming wooden chalet is set against a lush mountainous backdrop, showcasing a private pool and patio area. A well-maintained garden surrounds the home, with tropical plants adding greenery. The structure features a sloped roof and multiple outdoor seating options, providing a relaxing space to enjoy the view.

Chalet in Naranjito

4.97 out of 5 average rating, 250 reviews

Beautiful View Chalet

Enjoy the lovely setting of this romantic & magical cozy home . Hidden in the mountains of Naranjito . 45 minutes from the airport, you can immerse yourself in a unique, romantic experience in PR surrounded by nature. The view from the moment you enter our property is magical. Here you can find a hugely inspiring environment for your writing, reading, music, to spend quality time with your partner, to spend time alone. A magical place of art, peace, and inspiring.

Top guest favorite

A clear view of the inviting swimming pool, with sparkling blue water reflecting the vibrant sky. Surrounding greenery complements the tranquil scene, while distant islands and clouds create a picturesque backdrop over the expansive ocean.

Guesthouse in BL

4.98 out of 5 average rating, 175 reviews

les Ramiers

Spend your holidays at Villa les Ramiers, where the sun is with you from sunrise and throughout the day. The accommodation is independent, not overlooked, with its small kitchen and terrace overlooking the pool, a top-deck to enjoy the sunrise, a large bedroom overlooking the covered patio with lounge area with sea view. Located on the well-ventilated heights with stunning views of Petite Anse. Private parking is located next to the Villa. Welcome!

Top guest favorite

A private pool is surrounded by a wooden deck, featuring multiple lounge chairs arranged for relaxation. The space offers a clear view of the sea and distant hills, complemented by a bright sky with scattered clouds. The outdoor area invites enjoyment of the coastal scenery.

Loft in Marigot

4.99 out of 5 average rating, 166 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with deckchairs, garden furniture, outdoor table and BBQ * Office space * 100 Mbps WiFi * 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, shops and other stores * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Top guest favorite

An outdoor seating area is showcased, featuring two cushioned armchairs and a wooden coffee table. The space offers views of lush greenery and a pool below, framed by a wrought iron railing. Bright skies and distant hills enhance the tranquil ambiance.

Apartment in Cruz Bay

5 out of 5 average rating, 151 reviews

Sieben Apartment * Pool* next to Hiking trails

Spacious Luxury 2 Bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both rooms have memory foam mattresses from Loom & Leaf. The master bedroom has 1 King bed with private bathroom, and the second bedroom can be set up as 2 Twin beds or 1 King bed. 10 min drive from Cruzbay, Restaurants and grocery Stores. Shared brand Pool (4ft deep) with two other apartments. Shared BBQ by the Pool.