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Holiday 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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Top guest favourite
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 favourite
A spacious outdoor area features an infinity pool with steps leading into the water. Surrounding the pool, a terrace with lounge chairs and vibrant potted plants is visible. The open-plan interior connects seamlessly to the outdoor space, promoting natural light and a sense of tranquility.
Home in Manuel Antonio
4.99 out of 5 average rating, 181 reviews

Casa de las Lapas. Monkeys & Macaws!

Casa de las Lapas in Manuel Antonio is our gorgeous family home, set on 2.5 acres of lush tropical forest in a residencial gated community of luxury homes. Adjacent to Hotel Gaia’s forest reserve, home to the project that has reintroduced the scarlet macaws to the area, you are guaranteed to enjoy the sight of these magnificent birds every day. Being on a wildlife corridor you’ll also enjoy the visit of monkeys almost daily. Just a 5 minute drive to the National Park. Insta gram #casadelaslapas

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.
Apartment in Manatí
4.98 out of 5 average rating, 117 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, 190 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
A vibrant two-story home is surrounded by lush tropical greenery, with oversized arched windows and a red exterior. An infinity pool is visible in front, offering a serene space bordered by outdoor seating. The peaceful jungle landscape enhances the natural setting.
Home in Quepos
4.99 out of 5 average rating, 202 reviews

Costa Rica jungle home: remodeled/waterfall path!

Serene, beautiful 2 BR/3BA open concept home with infinity pool bordering Manuel Antonio National Park. Last home on a quiet street in the community of Colina Monito. Frequented by wildlife as the house borders the National Park- it’s as though you’re staying in the park! Minutes away from shopping and local restaurants, yet private. Concierge service and maid service included along with many amenities. Short drive to the beach. Also NEW modern bathrooms and NEW path to the waterfall!

Top guest favourite
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, 138 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 favourite
The modern home is showcased at twilight, with warm lights illuminating the open design. An inviting infinity pool reflects the structure's sleek lines. Hammocks drape from supports, enhancing the tranquil ambiance of this jungle retreat.
Home in Savegre de Aguirre
4.96 out of 5 average rating, 134 reviews

Luxury Jungle Villa | Pool & Manuel Antonio Views

Private 2 Bedroom, 2 Bathroom gated villa with infinity pool and breathtaking ocean + jungle views near Manuel Antonio. Enjoy seamless indoor–outdoor living, AC, fast Wi-Fi, Smart TV, and a full kitchen. Perfect for couples or families. Minutes from beaches, surf, and waterfalls. Let us take care of the details, we’re happy to arrange private chefs, in-home massages, grocery stocking, tours, and transportation so you can simply relax and enjoy your stay.

Top guest favourite
An aerial view captures the vibrant greenery surrounding the property, with palm trees and lush vegetation leading to a calm turquoise sea. The sandy shoreline meets the ocean, reflecting the sunlight, while the swimming pool and house are nestled among the foliage.
Home in Playa Zancudo
4.98 out of 5 average rating, 100 reviews

Oceanfront Oasis: beach, private pool, AC & jungle

We are located in the idyllic tropical rainforest of the South Pacific Coast where the lush green jungle meets the blue pacific ocean. A region in Costa Rica that is regarded as one of the most biologically diverse places in the world. Zancudo is a sleepy village off the beaten path, unimpacted by mass tourism and crowds – yet supplying creature comforts with sodas, grocery shops, bars, eateries and plenty of activities for the solo traveler and families alike.

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.
Guest house in BL
4.98 out of 5 average rating, 176 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 private jacuzzi is highlighted in the foreground, showcasing clear water reflecting the scenery. In the background, Arenal Volcano rises, partially shrouded in clouds, with a lush green landscape surrounding it. Comfortable lounge chairs are positioned nearby for relaxation.
Villa in La Fortuna
4.98 out of 5 average rating, 280 reviews

Villa Bromelia, A Volcano in your Garden!

The vacation villa with the closest and most SPECTACULAR view of Arenal Volcano. 10 minutes to downtown La Fortuna Fully equipped Private hot tub Grill and fire pit area Optic 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. All guests can enjoy the 1-day pass to the nearby resort's hot springs Base rate for 2 people A vehicle is recommended.

Top guest favourite
An outdoor dining area features a wooden table surrounded by four chairs. Large windows provide a view of lush greenery and the pool area. Soft sunlight filters through trees, creating a warm atmosphere. Decorative items are arranged on the table.
Apartment in Playa Santa Teresa
4.99 out of 5 average rating, 215 reviews

Purapura _Jungle House w/ pool, walk to beach

Apartamento JUNGLE HOUSE Precioso alojamiento a nivel de jardín y piscina, con una amplia terraza, en una ubicación inmejorable en Santa Teresa. A distancia a pie de la playa, los mejores restaurantes y tiendas. Nuestro Jungle House dispone de piscina que comparte con otros huéspedes, con vistas al atardecer. Un alojamiento cómodo y céntrico, que te brinda todo lo que necesitas. Solo 300m de la playa Santa Teresa (4 minutos caminando)

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, 132 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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