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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 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, 112 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, 289 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 favourite
An open-plan living area features a sleek black granite kitchen island with bar seating for three. Large glass doors provide stunning ocean views, while comfortable seating invites relaxation. Natural wood accents and soft lighting enhance the space, creating a serene atmosphere.
Condo in Cancún
4.93 out of 5 average rating, 481 reviews

The Quarry, Beachfront sub penthouse 150m to clubs

From the moment you enter the property you will realize why you came to Cancun; the powder soft white sand beach, and the most beautiful turquoise water. Because, that is all you can see from the 180° panoramic views the apartment offers. No detail was spared. Over 2 years remodelling this one of a kind property. Only 150m to all the nightlife, 2 large pools, a restaurant & beach club in the building. A Fusion of exotic wood furniture and imported marble have this place unmatched in Cancun.

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 home in Caonillas Arriba
5 out of 5 average rating, 139 reviews

Sol y Luna Mountain Retreat Hacienda

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 rooftop terrace features a relaxing hot tub surrounded by lush greenery. Comfortable seating areas include wicker chairs and a wooden table, with stunning views of the city skyline and distant hills under a clear blue sky.
Home in CARTAGENA
4.99 out of 5 average rating, 125 reviews

Casa O Getsemani Luxury Boutique House

Welcome to Casa O Getsemani! Immerse yourself in luxury at this new 4-story haven in in the coolest neighborhoods.Designed by the renowned architect Vladimir Caballero, our house accommodates 6 guests with utmost comfort. Enjoy complimentary one airport transport, delicious breakfast, and attentive housekeepers. Elevate your stay with optional catering, entertainment, and exciting tours. Your unforgettable getaway awaits! Book now and create beautiful memories at Casa O Getsemani.

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, 302 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
A serene outdoor living space features comfortable seating arranged around a low table, with panoramic views of a sunset over lush greenery. An infinity pool reflects the vibrant colors of the sky, framed by large glass doors that open to the natural surroundings.
Home in Monteverde
4.97 out of 5 average rating, 107 reviews

Luxury villa & Infinity Pool

Sumérgete en la tranquilidad y belleza natural con esta espectacular casa en medio del bosque, diseñada para ofrecerte una experiencia única de lujo y relajación. Esta propiedad combina elegancia moderna con el encanto de la naturaleza. Despierta con los sonidos del bosque y disfruta de la paz que solo este entorno natural puede brindar. La casa ofrece privacidad total, pero se ubica en el corazón de Monteverde a corta distancia en auto de restaurantes locales y tiendas.

Luxe
Villa in Tulum
4.97 out of 5 average rating, 104 reviews

Villa Arthur 600 · 9 huéspedes · Permanent staff

Villa Arthur 600 is a luxurious private villa with permanent staff, ideally located near La Veleta, Gypsea Market, and downtown access. Perfect for 9 guests, the villa features a spacious pool, master suites with tubs overlooking the pool, a large living room with a professional kitchen, a dining table for 10, and comfortable sofas. Enjoy a large park and a rooftop with BBQ. With daylight surveillance to ensure safety. Daily breakfast is available at an extra cost.

Guest favourite
An aerial view captures the geodesic dome surrounded by lush greenery. A wooden deck leads to a private hot tub, while a shaded area features seating under a tent. Soft lighting highlights the surrounding plants, creating an inviting and tranquil outdoor environment.
Dome in Cayey
4.99 out of 5 average rating, 613 reviews

Escape Puerto Rico | Luxury Dome + Pool + Views

Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

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, 130 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
Guesthouse in Venecia
5 out of 5 average rating, 100 reviews

Treetop cabin - Private hot tub, pool & trails

An unique and modern treetop cabin hidden in 10 acres of private primary rainforest, in a peaceful small town of rural Costa Rica, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Soak in your own private heated hot tub on the balcony while the forest does the talking, waterfall sounds included. Full kitchen, rain shower looking at the treetops, river, trails and two pools with natural spring water. Local owned ✌️🇨🇷

Guest favourite
Treehouse in Monteverde
4.99 out of 5 average rating, 229 reviews

Magnolia Suite, therapeutic salt Jacuzzi, Monteverde

Bio Habitat Monteverde invites you to live a unique experience surrounded by primary forest. From the balcony, watch animals and enjoy the starry sky in the Net. Relax in our glass jacuzzi with salt water, while watching unforgettable sunsets over the Nicoya peninsula. An exclusive corner where nature, comfort and well-being come together to give you a true paradise in Monteverde.

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