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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 hanging couch situated on a balcony offers views of the ocean and surrounding greenery. Two monkeys are observed interacting nearby, adding a dynamic element to the serene landscape. The scene highlights a tranquil environment, perfect for relaxation.
Villa in Quepos
4.98 out of 5 average rating, 264 reviews

Tulemar Resort - Salty Breeze - Premium 2 Bedroom

Tulemar Resort-Villa Salty Breeze-Premium 2 Bedroom Villa. Very Private Ocean View Balcony. -Major Monkey Corridor -Balcony Hanging Couch with Amazing Views -Balcony Jacuzzi -Superfast Wifi -Arcade game with 3000+ games -Never ending hot water 2 person open air showers in each bedroom -Samsung 55" Bdrm Smart TV's -Furnture made from recycled river logs(no trees killed) -Access to Tulemar beach, van, and pools -Room Service anywhere in Tulemar including beach -Daily Cleaning -Full Time Concierge

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
5.0 out of 5 average rating, 140 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 PR just 50 min. from Ponce PSE, 1:50 from San Juan SJU.

Top guest favorite
The image displays a modern villa featuring a private infinity pool and jacuzzi, surrounded by lush greenery. A shaded patio area with a comfortable seating arrangement is visible, along with large glass windows that provide expansive views of the valley landscape.
Home in Sosúa
4.97 out of 5 average rating, 201 reviews

Casa Cascada

Ultimate Luxury Vacation Villa! This 3 bed, 4 bath Villa has the privacy and amenities and is built for entertaining. TV in every room. Pool Table, 24hr security. Enjoy Beautiful views from the infinity pool & jacuzzi. For an amazing experience this villa is it! NO cleaning fee, Free maid service for over 3 nights, Only 4 mins to beautiful Sosua Beach, Alicia Beach, restaurants/bars, Best Location!-close to all!! 5 minutes to POP airport and 15 mins to Playa Dorado golf course.

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, 106 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
4.99 out of 5 average rating, 199 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
Guesthouse in Venecia
5.0 out of 5 average rating, 109 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
Home in Venecia
4.97 out of 5 average rating, 222 reviews

La Ceiba, Villa w/Infinity Pool on a Dairy Farm

Escape to La Ceiba, a private retreat on our family dairy farm surrounded by lush pastures, cows and mountain views. Relax by the infinity pool, enjoy beautiful sunrises and sunsets, and gather in the spacious open-air living and dining areas. With 3 bedrooms, 4 queen beds and space for up to 8 guests, it’s ideally located between Bajos del Toro and La Fortuna. Private chef service available.

Guest favorite
A sunset view is captured from the balcony, where a jacuzzi made of crystal is seen. Distant mountains are outlined against the colorful sky, and a single tree extends its branches towards the horizon, enhancing the natural landscape.
Treehouse in Monte Verde
4.99 out of 5 average rating, 230 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
Villa in La Fortuna
4.98 out of 5 average rating, 215 reviews

Villa Mano de Tigre, A Volcano in your Garden!

The Holiday Villa with the closest and most SPECTACULAR view of Arenal Volcano 10 minutes to downtown La Fortuna. Fully equipped. Private hot tub. Campfire area. Optic fiber high speed Wi-Fi Located 1.5 kilometers from the main road atop a private hill where you will be surrounded by flora and fauna. Base rate for 2 people. Vehicle is recommended.

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