Vacation rentals with a pool in Caribbean Sea

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Caribbean Sea

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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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.

Apr 21 – 28

€ 190 per night

Guest favorite

Villa in La Fortuna

4.95 out of 5 average rating, 343 reviews

House of Views w/ King Bed + Volcano View

This exclusive and stylish property features gorgeous views of the volcano that can be enjoyed from anywhere in the house. Take a moment to breathe fresh air from the terrace and connect with the nature surrounding you, all this while you savor a warm cup of Costa Rica’s best coffee. After a day of exploring and hiking to the famous waterfall come back to unwind at the jetted pool and reload for another day of fun. Discover La Fortuna like a local while enjoying of privacy, comfort and luxury

Sep 25 – Oct 2

€ 605 per night

Guest favorite

Loft in Tulum, Mexico

4.99 out of 5 average rating, 134 reviews

Piece-of-Art-Loft between Jungle Trees

This is a one of the kind loft: Awaking in soft sunlight between palms and trees and feeling the breeze from the ocean. Located in a quiet, safe and famous area of Tulum called "la Veleta" you get the best of magical Tulum: nature, luxury comfort and a world class design. Super Fast Fiber Internet unique interior Design private rooftop pool free filtered water great equipped kitchen ambient light 2 large king size beds private chef (add cost) private massages (add. cost) tours, shuttle

Dec 16 – 23

€ 675 per night

Guest favorite

Condo in Cancún, Mexico

4.93 out of 5 average rating, 332 reviews

The Quarry, Beachfront sub penthouse 150m to clubs

From the moment you enter the property you will realize why you came to Cancun; the powder soft white sand beach, and the most beautiful turquoise water. Because, that is all you can see from the 180° panoramic views the apartment offers. No detail was spared. Over 2 years remodelling this one of a kind property. Only 150m to all the nightlife, 2 large pools, a restaurant & beach club in the building. A Fusion of exotic wood furniture and imported marble have this place unmatched in Cancun.

Sep 9 – 16

€ 520 per night

Guest favorite

Condo in Montego Bay, Jamaica

4.92 out of 5 average rating, 368 reviews

Jus' Beachy! Luxury Apt in a B/front Gated Cmnty.

This new beach theme apartment is located in 22 Freeport – A gated community in Freeport Montego Bay. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground; whilst the unit on the ground floor opens onto a cozy back yard space that flows into an open green space. Be sure to check out my other units in this community on my profile if your dates are not available or if you would like to book them all for your large group.

Mar 10 – 17

€ 219 per night

Guest favorite

Villa in Guayacanes, Dominican Republic

4.9 out of 5 average rating, 124 reviews

Guayacanes Village- Front beach house

Lujosa casa frente al mar ubicada en el municipio de Guayacanes, equipada con todo lo necesario para una estadia placentera. La casa se encuentra a 15 minutos del aeropuerto y 45 minutos de la ciudad de Santo Domingo. Esta es una propiedad para disfrutar con la familia y amigos cercanos. No permitimos fiestas, bodas y eventos de muchas personas. Tampoco permitimos la entrada de personas extrañas como strippers y prostitutas. El turismo sexual no esta permitido en nuestra propiedad.

Feb 9 – 16

€ 590 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!

Mar 30 – Apr 6

€ 674 per night

Guest favorite

Villa in Montego Bay, Jamaica

4.93 out of 5 average rating, 149 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.

Mar 24 – 31

€ 670 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.

Jan 18 – 25

€ 229 per night

Superhost

Shipping container in Aguada, Puerto Rico

4.88 out of 5 average rating, 218 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.

Feb 15 – 22

€ 317 per night

Guest favorite

Home in Uvita, Costa Rica

4.92 out of 5 average rating, 167 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.

Jun 13 – 20

€ 188 per night

Guest favorite

Dome in Orocovis, Puerto Rico

4.93 out of 5 average rating, 162 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.

Dec 18 – 25

€ 288 per night