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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 favorite
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, 282 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 Parrilla y 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. Todos los huespedes podran disfrutar del pase de 1 día en las aguas termales del resort cercano Tarifa base para 2 personas Se recomienda vehículo.

Top guest favorite
A sandy beach offers a serene view featuring clusters of leafy trees providing shade. The calm turquoise waters are visible in the background under a clear blue sky. Beach seating is scattered along the shoreline, inviting relaxation and enjoyment of the landscape.
Condo in East End
5 out of 5 average rating, 187 reviews

"H2Oh What a Beach!" condo: Walk-out Beach Access!

"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Be among the many visitors who LOVE this totally renovated condo.

Top guest favorite
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
4.98 out of 5 average rating, 193 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.

Guest favorite
A spacious bedroom features a large bed with soft linens, complemented by decorative pillows. Expansive windows allow ample natural light and showcase lush greenery outside, enhancing the connection with nature. A small seating area on the balcony is also visible, inviting relaxation.
Loft in La Fortuna
4.97 out of 5 average rating, 180 reviews

Natural & Cozy Arenal Getaway

Un hospedaje para escapar de la rutina y conectar con la naturaleza, tiene un diseño moderno con una cálida decoración, rodeado de naturaleza donde podrás observar muchas aves, una linda vista al volcán, balcón, terraza, una refrescante piscina y jacuzzi privado. Un lugar ideal para parejas, amigos o para que puedas teletrabajar tranquilamente. Ubicados estratégicamente cerca de todas las actividades principales y a tan solo 2.5 km del centro de La Fortuna y a 1 km de La catarata La Fortuna.

Top guest favorite
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 favorite
A tropical tiki hut features natural thatched roofing and wooden flooring, offering a relaxed seating area with a central coffee table. Surrounding greenery enhances the peaceful ambiance, while a scooter is visible in the background, suggesting a convenient way to explore the area.
Guesthouse in Biscayne Park
4.95 out of 5 average rating, 512 reviews

Cozy and charming cottage

Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.

Top guest favorite
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

Casa de la Tierra y el Mar - 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 favorite
An aerial view showcases the Eco-friendly Airstream surrounded by lush cacti and the Caribbean Sea in the background. A spacious deck with poolside loungers frames the private saltwater pool, providing a serene outdoor space amidst the natural landscape.
Home in Paradera
5 out of 5 average rating, 202 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 favorite
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, 176 reviews

les Ramiers

Passez vos vacances à la Villa les Ramiers, là où le soleil vous accompagne dès le lever du soleil et tout au long de la journée. Le logement est indépendant, sans vis à vis , sa petite cuisine et terrasse vue sur la piscine , un top-deck pour profiter du lever de soleil, une grande chambre donnant sur le patio couvert avec coin salon avec la vue sur la mer. Situé sur les hauteurs bien ventilé avec une vue imprenable sur la petite Anse. Parking privé situé à côté de la Villa. Bienvenus

Top guest favorite
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, 233 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 favorite
A cozy chalet is nestled in a lush green landscape, featuring a red roof and warm yellow exterior. A private heated pool is visible, surrounded by a wooden deck, and scenic hills are seen in the background under a colorful sunset.
Chalet in Caguas
4.99 out of 5 average rating, 177 reviews

Chalet De Los Vientos

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Top guest favorite
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
4.9 out of 5 average rating, 120 reviews

Villa Yazmin - Ocean Front Villa

Villa Yazmin is een mooie nieuwe oceaanfront villa dus je leeft pal aan zee. villa_yazmin_curacao follow us Er is een piano aanwezig voor de liefhebbers, hoe heerlijk is het om in deze setting piano te spelen. Het is een magnesium zwembad dus goed voor je lichaam en geen chloor. Iedere kamer heeft zijn eigen badkamer en er is een aparte gastentoilet. De keuken is met alles uitgerust zo kan je makkelijk je cappuccino maken of een kopje thee is zo gezet met de quooker.

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