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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
An infinity pool stretches along the edge of the property, with mountain and ocean views. A wooden deck is lined with tropical plants, and modern architectural elements are highlighted by warm sunset hues. Inside, the kitchen and dining area are visible through expansive glass doors.
Villa in Playa Bejuco
4.98 out of 5 average rating, 139 reviews

Modern Villa+Private Pool+Ocean View+Gated+Beaches

This modern and secluded jungle paradise is surrounded by 40 acres of lush tropical forest with magnificent mangrove and ocean views, less than one kilometer away from one of the most stunning beaches in Costa Rica! The villa has a private pool, BBQ, and a fully equipped 2-bedroom guest house. The property is located 2 hours from San Jose's Juan Santa Maria International Airport (SJO), close to 3 National Parks: Manuel Antonio, Carrara, and Cangreja, with several restaurants and a market nearby.

Top Guest favourite
An aerial view shows a modern structure surrounded by lush greenery. A rectangular salt-water pool is visible, illuminated with varying shades of green. The outdoor space features lounge chairs and ambient lighting, enhancing the secluded, tranquil atmosphere of the surrounding nature.
Villa in La Fortuna
4.99 out of 5 average rating, 107 reviews

Ícaro: Rooftop Pool!_Private_Modern_Natura

Escape to a secluded 1750 sq. ft. industrial-style retreat, nestled in a lush farm just 2 km from La Fortuna's heart. This unique, windowless open-concept haven features a king-sized bed, a queen-sized sofa bed, and a fully equipped kitchen. An air system creates a refreshing breeze throughout the house, complemented by A/C for perfect comfort. Enjoy the rooftop pool with sunbathing, grilling and bar utensils. Explore the nearby creek and savor the tranquility of 32,000 sq. ft. of private land.

Top Guest favourite
Home in Uvita
4.99 out of 5 average rating, 117 reviews

Romantic Luxe Oceanview 5 Acre Estate - Concierge

You'll fall in love with Casa Mariposa's privacy, tranquility and fabulous Pacific Ocean and rainforest views. This elegant, luxurious, gated, comfortable house on 5.5 acres of rain forest is 700 feet above sea level in a quiet community near Parque National Marino Ballena. Close to dozens of restaurants, tours, shops and gorgeous beaches, a convenient 8 minute drive from the beach highway, 4x4's required. Message me to have our concierge arrange curated tours, private chef and spa services!

Top Guest favourite
Loft in La Fortuna
4.97 out of 5 average rating, 190 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 favourite
A thatched rancho is seen beside a lush garden filled with tropical plants and vibrant flowers. A private pool and lounge chairs are positioned overlooking the greenery, while large windows and sliding doors reveal the interior of the casita. The setting offers a serene atmosphere amidst nature.
Villa in Malpais
4.99 out of 5 average rating, 184 reviews

Casita Silencio - Luxury, sea and jungle views.

The beautiful Casita Silencio is a romantic and secluded haven. Nestled above the quaint fishing village of Mal Pais, it is fringed by Cabo Blanco nature Reserve, with stunning jungle and ocean views. Silencio offers you and your partner the opportunity to truly embrace Costa Rica’s wildlife including Capuchin and Howler monkeys as well exotic birds. A truly unique experience! Silencio is one of 2 very private casitas ( Tranquilo the other) on the 9 acre gated estate that is Brisas del Cabo.

Guest favourite
An inviting outdoor area is depicted with a private pool, lounge chairs, and a small table. Open glass doors connect the indoor space to the deck, featuring a seating arrangement and tropical greenery. Sunlight reflects off the water, enhancing the serene atmosphere.
Villa in Tamarindo
4.97 out of 5 average rating, 117 reviews

VĪRYA - 2 BD | 3 BA | Private Pool | Ocean View

Welcome to VIRYA your Ocean View luxury getaway! This 2-bedroom, 3-bathroom ocean view villa is crafted for comfort & relaxation. Located just a 10-minute stroll from the beach, you'll have the perfect blend of relaxation and adventure. Stay connected with 300 Mbps high-speed internet. Enjoy our exclusive concierge service included with your stay that will help you plan your whole trip! We are located in Central Tamarindo next to Tamarindo Night Market, 1 hour from LIR (Liberia Airport)

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, 103 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 is captured at sunset, revealing a serene plunge pool surrounded by lush greenery. Solar panels adorn one side, while two loungers and a wooden table provide a relaxing outdoor space overlooking the jungle scenery.
Place to stay in Playa del Carmen
4.99 out of 5 average rating, 121 reviews

Strelitzia Skyloft Rooftop, Cenote & Infinity Pool

@thestrelitziaproject 🏆 The highest rated Airbnbs in Playa! ⭐️ The entire rooftop of this luxury home worth $1m+ is private for you! There is a reason generic apartments in town cost $70usd. Skyloft is unique. Your rooftop overlooks a stunning natural cenote and infinity pool. Climb the ladder to “The Perch” & enjoy incredible views over the jungle canopy as the sun sets. Experience a perfect nights sleep on our exquisite bamboo memory foam bed! We also offer stress free car rental!

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, 150 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
Villa in La Fortuna
4.98 out of 5 average rating, 294 reviews

Villa Bromelia, A Volcano in your Garden!

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 wooden cabin is set within a lush landscape, featuring open double doors that reveal a cozy seating area. Comfortable benches are positioned on a wooden deck, surrounded by greenery. A pathway made of stepping stones leads towards the entrance, enhancing accessibility.
Place to stay in Río Grande
4.98 out of 5 average rating, 264 reviews

Glamping at Relaxing Atmosphere In Nature

Glamping at Relaxing Atmosphere In Nature (RAIN) provides a serene and private getaway where you can relish the magic of the rainforest, with the calming sounds of rain, birds, and the Coqui's call. Our latest cabin is outfitted with all the comforts to ensure your glamping experience is unforgettable. Comfortably immerse yourself in the forest's flora and fauna. Escape the bustle of modern life and unwind. We embrace and celebrate diversity; all are welcome!

Top Guest favourite
An infinity pool extends toward the horizon, reflecting the blue sky above. Lush greenery borders the pool area, leading to a serene beach and ocean view. The landscape features gentle hills in the distance, completing this tranquil coastal scene.
Apartment in Tamarindo
4.98 out of 5 average rating, 272 reviews

Upper Casita Catalina in Tamarindo w Great Views

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 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!

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