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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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Top guest favourite
An aerial view of the villa highlights its modern architectural design, featuring an infinity pool that extends toward the Caribbean sea. Lush greenery surrounds the property, and spacious outdoor areas are seen next to the pool, providing ample space for relaxation and enjoyment.
Home in Playa Jeremi
5 out of 5 average rating, 28 reviews

Overseas

Overseas sits on a clip overlooking the turquoise Caribbean sea. The villa is designed to take in its beauty from every room in the house. Enjoy the scenery while sipping a drink in the infinity pool or venture down the private stairs to snorkel in the ocean where you can enjoy the company of sea turtles and dolphins on a lucky day. Adventure lovers are spoiled with world class diving spots and lush nature reserves in the vicinity. Just be back in time to admire the sunset from the pool deck.

Top guest favourite
A private pool area features light-colored tiles that surround the water. Comfortable lounge chairs are positioned by the pool, offering views of the turquoise ocean beyond. The tranquil sea is framed by a white wall, enhancing the serene atmosphere.
Villa in Nassau
4.99 out of 5 average rating, 135 reviews

Ocean Front Villa - Private Pool & Stunning Views

Located in a gated community near the famous Cable Beach strip in Nassau, this 3 bedroom 4 bath house with an office space has a private pool and direct ocean access. The property is walking distance to grocery stores, restaurants, liquor stores, a gym and shopping and is 5 minutes from the world famous Baha Mar resort and 5 minutes from the airport. The property is also located on the bus route making transportation to town and other attractions easy. Paradise awaits at The Skye's the Limit.

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, 278 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
Guesthouse in Venecia
5 out of 5 average rating, 26 reviews

Treetop cabin with hot tub, pool & trails

Brand new cabin from experienced local host 🙌🏼 Nestled in a private primary rainforest, Ananda offers an unique retreat where nature & comfort meet. Unwind in your private balcony hot tub, listen to the soothing sounds of nature, and embrace the peace of the rainforest. This modern boutique cabin features a fully equipped kitchen, an unique bedroom with nature views, and a modern bathroom designed for relaxation. Located in Venecia, San Carlos, 65 km from SJO Airport. Local owned ✌️🇨🇷

Top guest favourite
An infinity pool is featured with views of surrounding mountains and lush greenery. Sunlight reflects off the water's surface, creating a serene atmosphere. Chaise lounges are positioned nearby, offering a comfortable space to relax and enjoy the picturesque landscape.
Tiny homes in Caonillas Arriba
5 out of 5 average rating, 97 reviews

Sun and Moon Mountain Retreat

Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Top guest favourite
A beachfront view is presented from a spacious patio, featuring white railing and tropical palm trees swaying in the gentle breeze. The vibrant blue ocean waters are visible beyond the sandy beach, under a bright sky dotted with clouds.
Condo in Manatí
4.98 out of 5 average rating, 123 reviews

Beachfront Luxury @ Mar Chiquita

Welcome to the secluded peaceful & modern Seaside Escape at Playa Mar Chiquita. Remodeled & furnished to give you a clean luxurious 5 star experience. Our top floor unit gives unmatched views of the Atlantic & legendary sunsets of Puerto Rico. Its beachfront patio is complete w/ gas grill sink & furniture. The sundeck leads you to an almost private beach while the soft patio lights adorning the tree will keep you under the stars all night. A quiet paradise with Mar Chiquita only steps away.

Top guest favourite
A serene outdoor area features a sparkling pool surrounded by lush greenery and tropical plants. A shaded seating area is provided by a large umbrella, along with a cozy hanging chair in the background. The peaceful ambiance is enhanced by bright blue skies.
Guest suite in Luquillo
5 out of 5 average rating, 196 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 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, 236 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, 291 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.

Top guest favourite
A sweeping view captures the vibrant turquoise waters of the coastline, framed by lush green hills. Islands dot the horizon under a clear blue sky, while the wooden railing in the foreground provides a picturesque viewing point of the landscape.
Guesthouse in BL
4.98 out of 5 average rating, 179 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 favourite
A striking A-frame house is illuminated at night, showcasing its wooden exterior and large glass front doors. Lush greenery and neatly arranged stones adorn the pathway leading up to the entrance, while subtle lighting enhances the surrounding landscape.
Cabin in Aguadilla
5 out of 5 average rating, 142 reviews

Blackandwoodcabin Cabin/ chalet in Aguadilla

****Actividades privadas tienen un costo adicional y deberá ser coordinada y aprobada por la Gerencia. Tenemos piscina de agua salada, jacuzzi todo calentador. Un cuarto con tina 🛀. Un cuarto con sofá cama y televisor. Cocina completa, microondas, una lavadora y secadora. Además tenemos una vinera. Planta eléctrica de 20k y cisterna con bomba de agua. Sistema de riegos para los jardines de ensueño. Iluminación nocturna en armonía.

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