Vacation rentals with a pool in Caribbean

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Caribbean

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, 134 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 23 – 30

€ 191 per night

Guest favorite

Villa in Sosúa, Dominican Republic

4.86 out of 5 average rating, 112 reviews

836 CASALINDA

Over 4000 sq. ft. !!! This Place screams Party !! 65in TV in living room , outside bar 65 in tv , Barbecue pit , board game floaties for the pool ! I did this place first class please enjoy it like I do , no smoking inside we like to keep the place smelling good by all means smoke outside with a nice cold beer enjoying the pool watching sports on the outside bar , enjoy life! Just installed Hue lighting Sonos throughout the house and pool area. have a huge blue tooth speaker and a wine chiller !

Dec 9 – 16

€ 307 per night

Guest favorite

Villa in La Fortuna, Costa Rica

4.96 out of 5 average rating, 340 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

Nov 28 – Dec 5

€ 792 per night

Guest favorite

Villa in Miami, Florida, US

5.0 out of 5 average rating, 118 reviews

Miami Pool House | Heated Pool | Mini Golf | Villa

If you are looking for a stylish, spacious, and luxurious home to have fun with the whole family, you have found the perfect place! This house has a modern and contemporary design to make you feel right at home. Casa Marbella features 3,500sq ft of inside space with mansion-style, 12-foot ceilings throughout the entire property. This gorgeous space has a fully equipped kitchen, a dining table, a pool table, and a spacious living room with an 82-inch Smart TV, a gym, a bar and so much more.

Jun 20 – 27

€ 871 per night

Guest favorite

Condo in Miami, Florida, US

4.9 out of 5 average rating, 151 reviews

ICON 2B/2B Skyline Free Pool, Spa, HotTub

INSTA READY, This unit provides over 1,350SqFt of breathtaking ocean and city views with Two Bedrooms and Two Bathrooms. Located within the luxurious Icon building. The Icon is a 5 star condominium. It is located inside the heart of Downtown Miami/ Brickell. It includes the same amenities as the W Hotel, such as free access to spa, pool, hot tub, and 4 restaurants, including Cipriani. The apartment comes with three flat screen TVs, HighSpeed WiFi, and toiletries. As well as four separate beds.

Sep 22 – 29

€ 452 per night

Guest favorite

Tiny home in Jobos, Isabela, Puerto Rico, Puerto Rico

4.94 out of 5 average rating, 284 reviews

Salida Escondida La Barraca Beach/Rest, 6 min car.

Cabaña de Madera en El campo de Isabela, situada a 7minutos en carro de playa Jobos Isabela, paseo tablado, restaurants y 15 minutos del Aeropuerto Rafael Hernandez Aguadilla. Las facilidades tiene generador y cisterna de agua, Ducha de baño agua caliente. Porton, hamacas, mesa picnic, Cocina con neverita playa, estufita, A/C BbQ y utensilio, mesa pinpong, genga, Domino y sillas para dos con sombrilla para relajacion. Wooden cabin in El Campo de Isabela, located 6 minutes by car from Jobos.

Aug 9 – 16

€ 131 per night

Guest favorite

Villa in Guayacanes, Dominican Republic

4.9 out of 5 average rating, 123 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.

Jan 31 – Feb 7

€ 593 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!

Feb 25 – Mar 4

€ 677 per night

Superhost

Shipping container in Aguada, Puerto Rico

4.88 out of 5 average rating, 216 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 24 – 31

€ 319 per night

Guest favorite

Dome in Orocovis, Puerto Rico

4.93 out of 5 average rating, 160 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.

Mar 13 – 20

€ 277 per night

Superhost

Treehouse in La Palmera, Costa Rica

4.84 out of 5 average rating, 836 reviews

Rainforest Tree House with Hot Springs

No children under 7 years of age for safety reasons. The Tree House is hand-crafted, one of 3 casitas and 3 treehouses at the Bio Thermales natural resort organically integrated into our 35 acre rainforest. Guests enjoy free access, from 9 am to 10 pm to the 15 natural hot and cool springs pools of various temperatures and rainforest trails.

Apr 23 – 30

€ 87 per night

Guest favorite

Villa in Santa Teresa beach, Costa Rica

4.96 out of 5 average rating, 106 reviews

Villa Melody

Welcome to Villa Melody ! A beautiful and spacious luxury villa with a stunning ocean and jungle view. Located in an incredible area in the center of Santa Teresa. It is provided with full equipment for your comfort and it’s located just walking distance to the white sand beach, supermarkets, some restaurants and coffee shops.

May 11 – 18

€ 655 per night