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Holiday 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
A private pool is surrounded by vibrant greenery and palm trees, providing a tropical ambiance. Two wooden chairs with soft cushions sit at a small table, with clear water glistening in the pool. The ocean can be seen in the background, adding to the serene setting.
Home in Willemstad
4.95 out of 5 average rating, 174 reviews

Private Oceanfront luxurious city villa with pool

Welcome to a beautiful Paradise in Pietermaai District. This 300yr old estate has been restored to perfection after having suffered severe neglect. The unique design style and decoration has been done with love for architecture. The villa can be found in Pietermaai District also known as the ‘Soho of Curacao’’, where monuments meet modern times. With an oceanfront stunning view + private pool, the villa is ideal to get away from it all whilst still be close to great restaurants and live music.

Top Guest favourite
A modern villa is showcased alongside a serene waterfront. An inviting pool reflects the colors of the sunset, while lounge chairs are positioned nearby. The spacious outdoor area is bordered by lush greenery, and large windows provide views into the interior living spaces.
Home in Punta Rucia
4.99 out of 5 average rating, 109 reviews

Villa Mare - Ocean Front

Villa Mare is a luxurious beachfront villa offering the perfect blend of comfort and privacy. With a large climatized pool, direct access to the beach, and stunning ocean views, it’s ideal for families and groups looking to unwind. Enjoy the convenience of daily housekeeping, chef services, and a range of exciting excursions like Cayo Arena, ATV rides, and catamaran trips. Make lasting memories and relax in paradise at Villa Mare, where every detail is designed for your comfort and enjoyment.

Top Guest favourite
A charming cabin crafted from natural materials is positioned atop a wooden structure. A thatched roof provides shade, while large glass doors invite light. A pool is visible in the foreground, reflecting the blue sky and surrounding greenery.
Cabin in Isabela
4.99 out of 5 average rating, 279 reviews

Casa Lola PR

In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your couple…. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come again…..just enjoy.

Top Guest favourite
The image displays a modern villa featuring a private infinity pool and jacuzzi, surrounded by lush greenery. A shaded patio area with a comfortable seating arrangement is visible, along with large glass windows that provide expansive views of the valley landscape.
Home in Sosúa
4.97 out of 5 average rating, 199 reviews

Casa Cascada

Ultimate Luxury Vacation Villa! This 3 bed, 4 bath Villa has the privacy and amenities and is built for entertaining. TV in every room. Pool Table, 24hr security. Enjoy Beautiful views from the infinity pool & jacuzzi. For an amazing experience this villa is it! NO cleaning fee, Free maid service for over 3 nights, Only 4 mins to beautiful Sosua Beach, Alicia Beach, restaurants/bars, Best Location!-close to all!! 5 minutes to POP airport and 15 mins to Playa Dorado golf course.

Guest favourite
A modern oceanfront chalet is visible, featuring a pool surrounded by a patio. White lounge chairs and a wooden table are arranged nearby. The structure showcases a spacious design with large windows and a colorful mural. Lush greenery frames the area under a bright blue sky.
Chalet in Puerto Nuevo
4.95 out of 5 average rating, 299 reviews

“CASA ROARK” is a one-of-a-kind oceanfront chalet.

“CASA ROARK” IS A ONE-OF-A-KIND OCEANFRONT CHALET WITH VIEWS THAT CAN EASILY BE AMONG THE MOST BEAUTIFUL WORLDWIDE. IT IS ONLY A FEW STEPS FROM THE BEACH. THE RECENTLY REMODELED CHALET HAS 4 BEDROOMS, ALL WITH A/C AND 65"TVS; THE 1st MASTER ROOM HAS A KING-SIZE BED AND A TWIN SOFA BED, THE 2nd MASTER BEDROOM HAS A QUEEN SIZE BED, THE 3rd HAS 2 BUNK BEDS AND THE 4th ROOM HAS TWO TWIN SIZE BEDS. YOU HAVE A BEAUTIFUL HEATED POOL OVERLOOKING THE OCEAN. POOL USE IS ONLY FOR OUR GUESTS.

Top Guest favourite
An outdoor area features a rectangular swimming pool with clear water, surrounded by a deck area with lounge chairs. A striped umbrella provides shade, while views of the ocean and sandy beach create a serene backdrop. Lush greenery frames the space, enhancing the coastal ambiance.
Villa in Providenciales
4.99 out of 5 average rating, 136 reviews

Villa DelEvan 4A / 1-bedrm Beach front villa

Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

Top Guest favourite
An infinity pool cascades gently into a lower plunge pool, surrounded by lush greenery. The sparkling water reflects the sunlight, while the shimmering sea is visible in the background, enhancing the serene outdoor setting.
Villa in Treasure Beach
5 out of 5 average rating, 102 reviews

Summer Special Treasure Beach Sanguine Villa

Sanguine's spacious fully staffed beachfront Villa with an infinity pool is located in Treasure Beach on Jamaica's South Coast. Treasure Beach is where one comes to get away from the hustle and bustle of everyday life and happily ensconce themselves in our laid-back community. Latoya will be here to ensure that you have a holiday of memorable meals, you sit back and relax while we do the grocery shopping and look after you. Message me re airport and transport options

Top Guest favourite
Villa in La Fortuna
4.98 out of 5 average rating, 334 reviews

Villa Bromelia, ¡Un Volcán en tu Jardín!

La Villa vacacional con la más cercana y ESPECTACULAR vista al Volcán Arenal. A 10 minutos del centro de La Fortuna Totalmente equipada Jacuzzi privado Zona de fogata Wi-fi de fibra óptica de alta velocidad Ubicado a 1.5 kilómetros de la carretera principal en lo alto de una colina privada en la que estarás rodeado de flora y fauna. 1 day pass incluido a las aguas termales del resort cercano Tarifa base para 2 personas +50$ Persona adicional. Se recomienda vehículo.

Top Guest favourite
A cozy bedroom features natural wood paneling and a thatched ceiling, illuminated by soft light. A spacious bed is adorned with decorative pillows, and a bedside table crafted from wood adds to the rustic charm. A large sliding door leads to the outdoor space.
Home in Saint-François
4.96 out of 5 average rating, 131 reviews

La Kabane secrète, piscine, SPA, lit king size

La Kabane Secrète est une véritable bulle d’amour conçue entièrement pour les couples. Ici, la nature tropicale et le confort exceptionnel d’un lodge bohème chic se rencontrent afin de vous ressourcer dans un moment hors du temps et de créer une expérience unique inoubliable. Dans un écrin de tranquillité et d’authenticité, la Kabane Secrète s’articule autour de la piscine et du jacuzzi, dans une atmosphère intérieur/extérieur qui invite à la détente et à la relaxation.

Top Guest favourite
Home in San Cayetano de Venecia
4.97 out of 5 average rating, 213 reviews

La Ceiba, Modern Villa with Pool in Dairy Farm

Quinta La Ceiba is in heart of a dairy farm, surrounded by green pastures, cows, and mountain views. Enjoy sunrises and sunsets from this 3-bedroom house. Features include a fully equipped kitchen, very comfortable beds, and outdoor dining plus a living room with a hanging bench, perfect for relaxing and enjoy the nature surrounding it, ideally located between Bajos del Toro and La Fortuna with endless nearby adventures. Inquire about the private chef service.

Top Guest favourite
The image captures a serene oceanfront setting, featuring a magnesium pool that reflects the warm sunset. Lush greenery borders the pool area, with palm trees framing the scene, creating a peaceful atmosphere. The calm sea is visible beyond the pool's edge.
Villa in Sint Willibrordus - Rif St. Marie
4.91 out of 5 average rating, 129 reviews

Villa Yazmin - Ocean Front Villa

Follow us @villa_yazmin_curacao Experience refined luxury with stunning ocean views. A beautiful piano for serene moments, a magnesium pool gentle on body and skin, and elegant bedrooms each with a private bathroom. A fully equipped kitchen with cappuccino machine and Quooker. Car rental, early check in and late check out available upon request. Please contact Mary in advance for personalized arrangements. Warm greetings, Villa Yazmin Mary

Top Guest favourite
A modern cabin is nestled among lush greenery, featuring a sleek metal exterior. A spacious balcony is visible, complemented by two chairs and a small table. Warm lighting illuminates the interior, providing a glimpse of the cozy living space within.
Guesthouse in Los Mesen
5 out of 5 average rating, 244 reviews

Unique forest cabin - Pool, river & private trails

Retreat into 10 acres of private primary rainforest! no roads, no crowds, no noise. Just toucans, streams, 3 km of private hiking trails and a river at the end. A modern, design-led cabin with A/C, a custom rain shower overlooking the San Carlos plains, full kitchen and a balcony over the forest canopy. Two pools with natural spring water and real peace, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Local owned ✌️🇨🇷

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