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Chalet holiday rentals in Caribbean

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Caribbean

Guests agree: these chalets are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious bedroom features a king-size bed with crisp white linens, positioned near expansive glass windows. A telescope is situated beside the window, allowing for clear views of the vibrant sunset over the lush green landscape.
Chalet in Monteverde
5 out of 5 average rating, 153 reviews

Amalú Glass Cabin 1.0, Private, Romantic,270° View

Escape to our secluded Glass Cabin 1.0, nestled in the forest, offering a mesmerizing 270° vista of the Pacific Ocean and cloud forest. Delight in a mountain-view bathtub and unwind in a king-size bed. - Just 10 min drive to downtown - Closer to main attractions Your private deck with a hot tub awaits, perfect for sunset-watching and stargazing with a glass of wine. Can’t find availability? please visit our new Glass Cabin, with the same view. https://www.airbnb.com/slink/OHzsorZO

Guest favourite
An oceanfront view features a vibrant mural representing Puerto Rican culture, with a heated pool surrounded by blue lounge chairs. A hammock is suspended nearby, while the beach and ocean provide a scenic backdrop under a clear sky.
Chalet in Puerto Nuevo
4.95 out of 5 average rating, 291 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.

Guest favourite
A unique wooden chalet is nestled among the lush greenery, featuring large glass panels that integrate the indoor and outdoor environments. The circular structure is elevated on stilts and surrounded by vibrant foliage, creating a harmonious connection with nature.
Chalet in Minca
4.88 out of 5 average rating, 309 reviews

Wooden Chalet Casa Luna, Minca, Sierra Nevada

Casa Luna is a beautiful wooden jungle house floating in the sky between the treetops - a place for you to deeply relax and reconnect with nature. Located very close to Minca, it is surrounded by mountains, colorful birds and butterflies of the Sierra Nevada de Santa Marta. Awakened by the sunrise you can have a refreshing dive in the river closeby which is part of the property. The chalet will be entirely for your private use. Please feel welcome to enjoy this piece of paradise!

Guest favourite
Chalet in Salinas
4.9 out of 5 average rating, 233 reviews

Walk to Rest & Beach / Private Pool & Backyard AC

Escape to your own private oasis in Salinas! Our guests call the backyard their "favorite place." Private pool, hammock, swing dining table, BBQ, pong table, and domino table for endless entertainment and fun. Walk to the best seafood restaurants and beach, then return to your romantic attic retreat with total privacy and a balcony. Located in a safe, walkable neighborhood, Villa Ático offers peace of mind and easy access to everything you need for the experience you deserve.

Top guest favourite
A cozy chalet is nestled in a lush green landscape, featuring a red roof and warm yellow exterior. A private heated pool is visible, surrounded by a wooden deck, and scenic hills are seen in the background under a colorful sunset.
Chalet in Caguas
4.99 out of 5 average rating, 213 reviews

Chalet De Los Vientos (Chalet of the Winds)

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Top guest favourite
The chalet is nestled under a cloudy evening sky, with warm lights outlining its exterior. Nearby, a large tree is adorned with soft glowing lights, creating a serene and inviting atmosphere in the surrounding grassy terrain.
Chalet in Lajas
4.96 out of 5 average rating, 426 reviews

Casa Turquesa, a getaway Chalet in La Parguera.

The Chalet is just 5 minutes away from the center of La Parguera. There you will find beautiful beaches, tourist attractions and great food! Lajas is also located near Guánica and Cabo Rojo were you'll find some of the most beautiful beaches of all Puerto Rico. We are sure that you’ll love this place because of the coziness and the location. It's good for couples, families or group of friends. No activities of any kind are allowed. Hope you enjoy it as much as we do!

Top guest favourite
An outdoor area features a private heated pool surrounded by wooden decking. Colorful flowers and greenery enhance the landscape. The cozy home, with a brown exterior, includes a shaded porch with comfortable seating and a hammock, providing a welcoming atmosphere for relaxation.
Chalet in Naranjito
4.97 out of 5 average rating, 280 reviews

Beautiful View Chalet

Enjoy the lovely setting of this romantic & magical cozy home . Hidden in the mountains of Naranjito . 45 minutes from the airport, you can immerse yourself in a unique, romantic experience in PR surrounded by nature. The view from the moment you enter our property is magical. Here you can find a hugely inspiring environment for your writing, reading, music, to spend quality time with your partner, to spend time alone. A magical place of art, peace, and inspiring.

Guest favourite
A private hot tub is surrounded by wooden decking, complemented by lush greenery on the sides. Soft lighting creates a serene ambiance, while the tranquil view of the Rio Celeste is visible in the background, enhancing the relaxation experience.
Chalet in Katira
4.89 out of 5 average rating, 238 reviews

A-Frame, close to Rio Celeste and Tenorio park

Welcome to our cozy cabin nestled inside the breathtaking Rio Celeste, near Tenorio National Park. Surrounded by lush rainforest and the serene sounds of nature, it’s the perfect escape for those seeking peace and relaxation. At night, enjoy a glass of wine under the stars and listen to the sounds of the rainforest. Eclipse is the perfect haven to find the tranquility you need. Let yourself be embraced by the nature and beauties of Rio Celeste.

Top guest favourite
Two comfortable beds are positioned outdoors, surrounded by lush greenery and colorful flowers. A soft towel is neatly placed on one bed. The tranquil ocean can be seen in the background, inviting a sense of relaxation and connection with nature.
Chalet in Palomino
4.92 out of 5 average rating, 143 reviews

EcoCasa Azulverde con Desayuno y Piscina

Our home is eco-friendly, comfortable, private, and very cozy. Located in a natural paradise on the ocean and surrounded by tropical rainforest. If you're a nature lover, you're in the right place... Beach, birds, monkeys, lush views, and meditation in privacy and tranquility, ideal for relaxing. We're equipped with solar panels that guarantee a continuous, uninterrupted power supply for a worry-free stay. Wi-Fi is also available at all times.

Guest favourite
Chalet in Cuchillas
4.89 out of 5 average rating, 157 reviews

Casa Punta Al Cielo II, private pool

Casa Punta Al Cielo is our new concept of accommodation in Moca PR. Our charming space will allow you to connect with nature and enjoy as a family. Our house is completely private, you can enjoy mountain views and a luxurious infinity pool. Maximum capacity: four people. We are located just 30 minutes from Rafael Hernández de Aguadilla Airport. We offer decorative services, professional photography and massages. We accept one pet up to 20 lb.

Guest favourite
A peaceful lakefront view is showcased, with a group of five individuals standing near the water's edge. Two light-colored chairs are placed on the grassy area, surrounded by lush greenery and trees, reflecting the serene atmosphere of the location.
Chalet in Utuado
4.92 out of 5 average rating, 276 reviews

CASA LAGO-lake house retreat,kayak,hot tub,a/c

* Check in 3:00pm/ Check out 11:00am Nestled in the central region of the island, this hidden gem is the perfect place to escape from it all! Enjoy kayaking, fishing, restaurants, Coffee Farms, cave exploring, rivers, ziplines adventures & much more while staying at Casa Lago Lake House Retreat, in Utuado! This beautiful lake house is fully equipped and can sleep up to (6) guests. Kayaks & life vests included!!

Guest favourite
A spacious terrace is showcased with large glass windows providing views of the surrounding trees. Seating areas include a swing chair and minimalist chairs, accentuating the connection with nature. The wooden roof and walls create a cozy, contemporary environment.
Chalet in Monteverde
4.99 out of 5 average rating, 263 reviews

Casas Jaguar (2) Fireplace |Bathtub|Top Location!

Casas Jaguar es un hospedaje familiar ubicado entre el centro de la ciudad y las atracciones mas populares de la zona como canopies, puentes colgantes y la reserva de Santa Elena. Esta inspirado en una architectura nórdica y se compone de 3 casas independientes, elevadas sobre pilares dando la impresión de estar flotando en los arboles.

Popular amenities for chalet rentals in Caribbean

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