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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
4.99 out of 5 average rating, 295 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 favorite
Home in Zancudo
4.98 out of 5 average rating, 129 reviews

Oasis on the beach| Private Pool | AC

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.

Top guest favorite
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 Getsemany
4.99 out of 5 average rating, 130 reviews

Casa O Getsemani Lux 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 delicious breakfast, airport transfer 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.

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
5.0 out of 5 average rating, 106 reviews

Sanguine Villa Treasure Beach 1-2-3 bed option

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

Luxe
The villa is surrounded by lush greenery, featuring a spacious pool area with comfortable loungers. A serene atmosphere is created by the natural light filtering through the trees, while the modern design of the villa complements the tranquil jungle setting.
Villa in Tulum
4.97 out of 5 average rating, 107 reviews

Villa Arthur 600 · 9 Guests · 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.

Top guest favorite
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 Monte Verde
4.97 out of 5 average rating, 112 reviews

Luxury villa & Infinity Pool

Immerse yourself in tranquility and natural beauty with this spectacular house in the middle of the forest, designed to offer you a unique experience of luxury and relaxation. This property combines modern elegance with the charm of nature. Wake up to the sounds of the forest and enjoy the peace that only this natural setting can provide. The house offers total privacy, but is located in the heart of Monteverde, a short drive away from local restaurants and shops.

Guest favorite
Villa in Tivives
4.96 out of 5 average rating, 229 reviews

The Sunset | Modern beachfront villa with pool

Step directly from your private pool onto the sand of a protected biological reserve. This beachfront modern villa is built in one of the very few places in Costa Rica where a house can be so close to the ocean, literally over the sand. Minimalistic and spacious architecture, private pool and parking, amazing ocean and sunset views and a fully equipped house. It's something special! ** Please review ALL the listing details and house rules before booking.

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
5.0 out of 5 average rating, 200 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

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 St. Willibrordus
4.91 out of 5 average rating, 132 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 favorite
Guesthouse in Venecia
5.0 out of 5 average rating, 111 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 ✌️🇨🇷

Top guest favorite
A glass-enclosed jacuzzi sits on a balcony overlooking lush green hills and distant mountains. Soft clouds drift across a bright sky, creating a peaceful backdrop. The warm water surrounds a person enjoying the view, highlighting the connection between relaxation and nature.
Treehouse in Monte Verde
4.99 out of 5 average rating, 232 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.

Top guest favorite
The serene outdoor space features a large infinity pool that reflects the evening sky. Soft lighting illuminates the surrounding area, while comfortable seating invites relaxation. The open living area enhances the connection to nature, with lush greenery and a backdrop of trees visible in the distance.
Villa in Tamarindo
4.96 out of 5 average rating, 161 reviews

Modern gated villa w/ Pool and Beach Club access

Casa Malibu is a tropical retreat in a gated community with a private 46-foot infinity pool, daily cleaning service, and golf cart accessibility. This 5,000-square-foot haven—just steps from Tamarindo Beach—includes complimentary access to Puerta de Sal Beach Club, managed by the acclaimed team behind Pangas Restaurant. Enjoy effortless luxury, privacy, and the best of Costa Rica

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