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Vacation 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 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, 266 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
The exterior of the villa features a modern design with multiple levels, showcasing an infinity pool surrounded by lounge chairs. A sunken fire pit with seating is visible in the foreground, framed by lush greenery and the scenic mountainous landscape in the background.
Home in Río San Juan
4.93 out of 5 average rating, 151 reviews

VeoMar - Casita Axel 4 bdr villa w/ endless views

A colorful vibrant retreat w/ beautiful views of the Atlantic and lush green mountains awaits you, Veomar is a stylish modern with an upscale touch . At Veomar "Casita Axel " we've created a home that embraces the beauty of the natural environment that surrounds it while providing a modern, stylish space that welcomes guests to make themselves right at home. The outdoor space houses an infinity pool, In addition there’s a sunken fire pit great for a night cap and to view the stars up above.

Top guest favorite
Home in Playa Zancudo
4.98 out of 5 average rating, 116 reviews

Beachfront Oasis | Private Pool, AC, WiFi

Tucked away in the safe, idyllic tropical rainforest of Costa Rica’s South Pacific Coast, where lush green jungle meets the bright blue Pacific. One of the most biologically diverse regions on Earth, it’s home to Zancudo: a sleepy, off-the-beaten-path fishing village happily untouched by mass tourism. Zancudo delivers all the creature comforts, sodas, grocery shops, bars, local eateries, tours, and plenty to do - making it perfect for adventurers, digital nomads, couples, and families alike.

Guest favorite
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 home in Fajardo
4.98 out of 5 average rating, 323 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 favorite
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, 130 reviews

Hacienda Sol y Luna 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 favorite
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, 234 reviews

Unique & peaceful forest cabin with pool & trails

Retreat to the rainforest in a cosy, secure and modern luxury cabin, built to help you connect with nature and yourself. Enjoy your stay with a fully equipped kitchen, an amazing bathroom with a custom shower/hot tub and a one of a kind bedroom design. Explore the private trails of the property with 10 acres of primary rainforest with toucans, lapas, humming birds, butterflies and other fauna. Beware, you might not wanna leave! Located in Venecia de San Carlos, 65km from SJO airport.

Top guest favorite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 191 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Top guest favorite
Apartment in Tamarindo
4.99 out of 5 average rating, 357 reviews

Lower Casita Catalina in Tamarindo w Private Pool

From this hilltop location above Tamarindo Bay, you will enjoy a panoramic view that is unbelievable. You’ll see what we mean when you get here! The Casita offers a king bed and a pull-down Queen bed, fully equipped with a private bathroom, kitchen, and a small balcony with ocean views and perfect for watching monkeys in the surrounding trees! You will also have access to the property's social space including a breezy covered terrace by the ocean-view pool and rooftop lounge!

Top guest favorite
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 favorite
Villa in La Fortuna
4.98 out of 5 average rating, 325 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.

Luxe
Loft in Tulum
4.99 out of 5 average rating, 136 reviews

Casa Copal Luxury Design Penthouse with Pool

Luxury Design Penthouse located in Tulum what comes with unique features as double hight ceiling living, large Rooftop Pool, a luxury high end speaker system from Bang & Olufsen, beautiful bed textiles and large spaces with unique decoration located in the most trendy Area of Tulum. Beside concierge services the property offers 2 high speed fiber optic internet networks for the best service in Tulum. This serene, elegant and quiet place is a Design Heaven!

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
4.91 out of 5 average rating, 128 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

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