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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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Guest favourite
The A-frame house is illuminated under a starry sky, showcasing its distinct triangular architecture. Soft lights from the interior create a warm glow, and the surrounding nature is visible, contributing to the serene atmosphere of the night.
Chalet in Monteverde
4.8 out of 5 average rating, 166 reviews

A-Frame de Lujo con Vista al Mar y Atardeceres

✨ ¡Bienvenidos a A-Frame House! El refugio de montaña que estabas buscando. Diseñado con una arquitectura icónica de techos altos y grandes ventanales, este chalet es una verdadera joya escondida. Aquí disfrutarás de privacidad total, vistas espectaculares a las montañas (con destellos del mar en días despejados), atardeceres mágicos y noches cobijadas por millones de estrellas. Ubicado en una extensa finca privada a solo 15 minutos de Monteverde, es el escape perfecto para desconectarse.

Top guest favourite
Chalet in Monteverde
5 out of 5 average rating, 154 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

Top guest favourite
An outdoor space features a large gravel area, furnished with several white lounge chairs surrounding a small green putting area. The two-story beach house is visible in the background, showcasing a balcony and large windows, providing a bright, airy feel.
Chalet in Boquerón
4.94 out of 5 average rating, 164 reviews

Flambo Beach House Combate

Flambo Beach House Combate, located in the southwest corner of the island, you can walk to enjoy long sunny days on a serene beach with the most beautiful sunsets you have ever seen, or enjoy them in our balcony. Just a few minutes away, you can explore the Cabo Rojo's Wildlife Refuge, breathtaking views of the Lighthouse, a picture perfect natural stone bridge, and scenic hiking and cycling trails. Walk to taste a delicious mofongo or a fresh fried fish in one the town restaurants.

Top guest favourite
A modern oceanfront chalet is visible, featuring a pool surrounded by a patio. White lounge chairs and a wooden table are arranged nearby. The structure showcases a spacious design with large windows and a colorful mural. Lush greenery frames the area under a bright blue sky.
Chalet in Puerto Nuevo
4.95 out of 5 average rating, 304 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.

Top 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, 318 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!

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, 238 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 viewed from above, showcasing its dark exterior against a twilight sky. Solar panels are visible on the roof, while a softly illuminated pool creates a tranquil ambiance. Lush greenery surrounds the area, enhancing the connection with nature.
Chalet in Aguada
4.95 out of 5 average rating, 129 reviews

River Mountain Chalet Private Pool + Nature

La Chalet es un lugar privado, moderno, rústico y elegante. Ven con tu pareja, en familia o junto a amistades, y disfruta de una experiencia única en contacto directo con la naturaleza. Por las mañanas escucharás el canto de las aves y el murmullo del Río Ingenio. Está equipada con todas las comodidades para garantizar una estadía placentera. Mientras observas la hermosa vista, podrás disfrutar de nuestra hermosa piscina. Contamos con un gazebo, baño y ducha en el exterior.

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, 294 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.

Superhost
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
4.88 out of 5 average rating, 253 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.

Guest favourite
A two-story house constructed with natural materials is surrounded by lush greenery. Large windows and a welcoming balcony enhance the connection to the outdoors. Colorful flowers add vibrancy to the natural landscape. The structure is elevated, providing a serene view of the surrounding nature.
Chalet in Palomino
4.93 out of 5 average rating, 147 reviews

EcoCasa Azulverde with Breakfast and Pool

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
4.87 out of 5 average rating, 190 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 charming triangular chalet is nestled in a lush green forest. The structure is framed by tall trees, while a metal bridge leads to a welcoming entrance. Natural foliage surrounds the area, creating a serene and secluded environment.
Chalet in San Ramon
4.86 out of 5 average rating, 118 reviews

La Fortuna Chalet

A refuge, an experience, a reunion with yourself. 🌲 Escape the noise and immerse yourself in the tranquility of the mountain. Cozy rustic villa 🛖 surrounded by nature, ideal for resting, meditating, or reconnecting 💆‍♀️🧘‍♂️. Wake up to the song of birds🐦, breathe fresh air🌬️ and enjoy the silence and sounds of the forest🌳. Perfect for couples or adventurers looking for peace, privacy, and an experience. 🌄✨

Popular amenities for chalet rentals in Caribbean

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