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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Guest favorite

Cottage in La Romana, Dominican Republic

5.0 out of 5 average rating, 141 reviews

Chic Cottage Nature Casa de Campo

Walking distance to Altos de Chavon. Shower alfresco under the stars by lush ferns. Indoor-outdoor living flows out from an open-concept living area to a pool and golf course beyond. An organic palette of white and earthy hues, with bamboo and rattan accents, mirrors the grassy views. Within the amenities you have a fully equipped kitchen, a terrace with your own pool, and an indoor and outdoor shower if you feel like showering under the stars. Cedar wood walking closet with your own safe. Daily housekeeping service included. You have access to all that Casa de Campo has to offer. The resort charges a $25 pp daily fee in order to receive your own resort-pass to access the beach, golf courses, restaurants etc. We can help you arrange that. Car rental or golf cart can be arranged at your convenience. We have been living and vacationing in Casa de Campo for almost 30 years. This beautiful area is surrounded by golf courses and overlooking a lake. On this 1.5 acre property we built our house and created a separate area for our cottage. You will have all the privacy you want. We want you to enjoy your stay. The cottage is set on an upscale resort, surrounded by gardens and a lake. You will have access to all the facilities within the resort which include a beach club, marina, equestrian center, championship golfs, restaurants, bars, and shopping. Casa de Campo charges $25 pp daily to each guest staying within the resort. This will be paid when you register at the entrance of Casa de Campo. You can also take an enchanting stroll to the Altos de Chavón village, it is walking distance from the house. https://www.airbnb.com/become-a-host/28779017/title Concierge service at your disposition to coordinate anything from a private yoga class, to a in house chef. Martina is a certified health coach, if you want to take extra care of yourself during your stay she will help you create a plan tailored to your needs. Anything can be coordinated, from getting your day started with a healthy breakfast, to a detox post partying, in combination with yoga or massages. All while learning new ways to be healthy and feel amazing ... Your vacation can be turned into a retreat if you wish.

Jun 4 – 11

G$79,462 GYD per night

Guest favorite

Home in San Cayetano de Venecia, Costa Rica

4.96 out of 5 average rating, 136 reviews

Quinta La Ceiba Modern Home with Pool in DairyFarm

A contemporary roomy vacation home situated in a dairy farm. Embrace serenity, unwind in a tranquil haven surrounded by cows grazing in lush green fields. It's a birdwatcher's paradise too. This is an ideal escape to disconnect and reconnect with nature. Dine and lounge outdoors make the most of the property's features. Our in-house travel concierge will be glad to arrange tours and activities for you at no additional cost. Consider our private chef service for an even more memorable experience.

Oct 11 – 18

G$40,542 GYD per night

Guest favorite

Dome in Ponce, Puerto Rico

4.92 out of 5 average rating, 418 reviews

Bubble Puerto Rico Eternal

Tenemos otra Villa disponible con las mismas características - https://www.airbnb.com/h/bubblepuertorico Eternal se une al portfolio de villas de Bubble Puerto Rico. Alojarse en una habitación de burbuja rodeado de la naturaleza jamás había sido tan impresionante. Rodeada entre caña de azúcar, pomarrosa, chinas, café, guineos y una montaña justo en frente es el escenario perfecto mientras disfrutas de la vista al río. Definitivamente una estancia ecológica, mágica, y escondida en las montañas.

Dec 2 – 9

G$83,724 GYD per night

Superhost

Villa in Tres Rios, Costa Rica

4.82 out of 5 average rating, 396 reviews

Award Winning Pura Vida Ecolodge. Very Private

Beautiful & very private eco-luxury retreat near South Pacific Coast (4hr drive with 4WD car) from Juan Santamaria International Airport. Our unique & stunning location offers guests panoramic sea views & hangs dramatically over the jungle canopy. Romantic getaway, nature lovers & adrenalin junkies paradise! We’re proud to be a 1% For the Planet Member, giving 1% of our annual revenue back to local environmental nonprofits working on conservation projects for both our people and our planet.

Dec 8 – 15

G$71,872 GYD per night

Guest favorite

Guesthouse in Torio, Panama

4.91 out of 5 average rating, 111 reviews

Torio guesthouse with panoramic view

Our private guesthouse is suspended over the Torio River, on the west coast of the Azuero Peninsula. It is a paradise for hikers, bird watchers, surfers and beach goers. Marked trails with posted maps begin at our place. Hike to a beautiful waterfall, mountain or beach. Photograph birds from the porch. Surf, body board and swim safely (no strong currents). Walk to good restaurants, and a small grocery. Experienced Surfers have Morrillo Beach and Playa Reina. Watch sun and moon rise.

Feb 6 – 13

G$16,141 GYD per night

Superhost

Villa in Soufriere, St. Lucia

4.86 out of 5 average rating, 166 reviews

Villa Piton Caribbean Castle

Certified to host on St Lucia government website at stlucia.org. Super private and provides a secure and isolated retreat far from any crowds! We provide cooking service for breakfast lunch or dinner for an extra fee prepaid through Airbnb prior to your arrival. We incorporate heightened cleaning procedures and trained staff. Built by John DiPol, designer of the world-famous Ladera resort, Villa Piton elaborates on the open-aired concept providing breathtaking views everywhere!

Nov 8 – 15

G$133,386 GYD per night

Guest favorite

Villa in Montego Bay, Jamaica

4.93 out of 5 average rating, 148 reviews

VIBES COVE enjoy your stay while getting pampered

FREE Arrival meal , the first day you arrive to vibes cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes coves villa is super Spacious and private enjoy your vacation by getting pampered. This property comes with a personal chef , Butler, and housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not apart of the property ) only those listed on the Airbnb is allowed at the property.

Oct 28 – Nov 4

G$136,037 GYD per night

Guest favorite

Home in Taboga Island, Panama

4.96 out of 5 average rating, 141 reviews

Casa Rosie - Taboga dream home

Casa Rosie is a gorgeous villa on Taboga island with an intimate vibe and spectacular views of the ocean. The perfect place for couples, small groups, and families to unwind and make magical memories! . With great wifi, fully equipped kitchen, 3 inviting bedrooms, and a spacious yet personal feel… Casa Rosie is your home away from home. Included in every stay is free pick up and drop off to the ferry terminal - please let us know the details of your arrival.

Jul 28 – Aug 4

G$50,588 GYD per night

Superhost

Shipping container in Aguada, Puerto Rico

4.88 out of 5 average rating, 217 reviews

Visum Luxury Container House

Experience the beauty of the west side of Puerto Rico has to offer. A shipping container house full of glam and luxury that will enhance an unforgettable stay. A two bedroom and two bathroom house full of amenities such as infinity pool, a fully equipped kitchen, 100% powered house with renewable energy and outstanding views from every corner of the house. From the first sip of coffee until the moment to go to bed you will experience “Visum” at it’s best.

Oct 26 – Nov 2

G$64,298 GYD per night

Guest favorite

Home in Uvita, Costa Rica

4.92 out of 5 average rating, 166 reviews

Casa Tres Arboles - Mountain- and Ocean-View

Casa Tres Arboles is the ideal place for couples and nature lovers. It is situated on a ridge above Uvita and combines the best and most beautiful of the region: You have a great view over the famous Whale Tail in the Pacific Ocean and can see with the naked eye every morning whether the tide allows an early visit to the beach or whether you should rather hike up the mountain. The pool is private. Pets are allowed. A 4x4 car is highly recommended.

Oct 24 – 31

G$40,877 GYD per night

Guest favorite

Dome in Orocovis, Puerto Rico

4.93 out of 5 average rating, 161 reviews

The LM1 Domescape

Acompáñanos a un lugar mágico e inolvidable en los interiores de nuestra isla, Orocovis PR. Disfruta del encantador entorno de este Domo y todo de lo que ha de ofrecer. A solo minutos de lugares turísticos como lo es Toro Verde, Toro Negro y ciertos rios en donde puedes dar un chapuzon! Además estamos a solo minutos de ciertos restaurantes donde puedes tener un brunch, almuerzo, cena o simplemente pasar a darse un trago o picadera.

Sep 26 – Oct 3

G$56,213 GYD per night

Guest favorite

Apartment in Cruz Bay, U.S. Virgin Islands

5.0 out of 5 average rating, 102 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 new Pool (4ft deep) with two other apartments. Shared BBQ by the Pool.

Apr 13 – 20

G$105,698 GYD per night