Chalet vacation rentals in Caribbean

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Top-rated chalet rentals in Caribbean

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

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Guest favorite

A charming garden surrounds the entrance, featuring a variety of potted plants and flowering shrubs. The white wooden structure is complemented by steps leading to a welcoming front porch, while the gravel pathway adds a rustic touch to the outdoor space.

Chalet in Osbourn

4.91 out of 5 average rating, 129 reviews

Grace Inn 2 bedrooms - Certified

Grace Inn has a gracious host and 2 bedrooms . Ideally, bathroom has separate cubicles for WC, shower and vanity. Built in 2017 using environmental principles, Grace Inn has rustic charm. The Atlantic Ocean, the Fitches Creek Bay and fans take care of it's cooling. Fitches Creek, smartly residential, is ideally located near the airport, and North Sound Marina. Visit Antigua's sights and return to relaxation, the sounds of nature and your own breathing. Pets which don't shed hair are welcome.

Superhost

A private swimming pool is set on a wooden deck, with blue tiles reflecting sunlight. Lush greenery and distant hills can be seen in the background under a clear blue sky, while a spacious cabin is visible to one side.

Chalet in Sabalito,

4.87 out of 5 average rating, 173 reviews

Linda Vista, Arenal Lake and Volcano View

Arenal and Monteverde top most visit area in Costa Rica Breathtaking View Arenal Lake and volcano We made sure we had everything you needed!! All you'll need for a very comfortable stay, from laundry machines to a smart TV. Private pool to yourself over looking the beautiful Lake Arenal. Close to many attractions: Lake Arenal and Cote, wind surf and skate surf, Monteverde Cloud Forest, La Fortuna, Arenal Volcano, Venado Caves, Hot Spring Water National Park, Rio Celeste, Cerro Pelado.

Guest favorite

A charming wooden bungalow is set amidst lush greenery and vibrant flowers, with a terracotta roof and inviting porch. The front garden features a variety of plants, contributing to a tranquil ambiance under a clear blue sky.

Chalet in Havana

4.84 out of 5 average rating, 143 reviews

HABANA GUANABO VILLA

Welcome to the Chalet Habana Guanabo! This is a unique space in the beachside town of Guanabo, known by its fine sand and shallow water beaches just 20 minutes from downtown Havana by car, and 3 blocks from the house. The house is a wood bungalow decorated in the 1950's style where you can smell the scent of precious timber combined with the ocean breeze. One of the remarks is the pool, a perfect spot for children and barbecue. The house keeper and a custodian (nightime) will look after you.

Guest favorite

A serene beach scene is presented, featuring soft white sand and a clear turquoise ocean. Lush palm trees line the shore, while a private dock extends into the water. Gentle waves can be seen lapping at the beach, creating a peaceful atmosphere.

Chalet in Rincón del Mar

4.92 out of 5 average rating, 128 reviews

Private beach & dock, Kayaks, Cook, WiFi★Cartagena

Secluded beach house near Cartagena, located in a Natural Reserve and minutes away from the Corales National Park. We include for FREE ★ Private beach and dock ★ Kayaks and paddle boards ★ Buttler and housekeeper/cook ★ Hi-speed internet ★ Smart TV (Netflix, YouTube,...) ★ Un-interrupted power supply (solar energy) ★ Parking ★ Extra care to clean our space VIDEOS: Watch us on YouTube; search for "Caribbean Villa Cartagena" DISCOUNTS: We offer length of stay and last-minute discounts

Guest favorite

A bright living area features a cozy sofa in warm tones, complemented by a natural wood accent table. Light wood flooring enhances the open feel, while a staircase with blue railings leads to the upper level. Three woven pendant lights add a touch of texture above.

Chalet in Jaco

4.95 out of 5 average rating, 108 reviews

2 mins to Jaco Main Street & 2 from Beach | 200MB

Welcome to "Mar Itzá," your cozy getaway where beauty meets comfort. Designed with an open and airy feel, this space is perfect for kicking back and soaking up the laid-back beach vibe. The bright interior, accented with touches of blue, mirrors the clear skies and ocean nearby. Just a quick two-minute walk and you'll find yourself on the main street of Jaco. When the sun sets, you're equally close to the main street's variety of dining and nightlife options. Thank you for choosing us!

Guest favorite

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, 147 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 favorite

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, 274 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 favorite

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

4.87 out of 5 average rating, 290 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 favorite

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, 178 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 favorite

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, 405 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 favorite

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, 256 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 favorite

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

4.92 out of 5 average rating, 131 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.