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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Superhost

Chalet in Sabalito,

4.87 out of 5 average rating, 171 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 favourite

Chalet in Havana

4.85 out of 5 average rating, 136 reviews

CHALET HABANA GUANABO

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 favourite

Chalet in Rincón del Mar

4.92 out of 5 average rating, 126 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

Top guest favourite

Chalet in Monteverde

4.97 out of 5 average rating, 264 reviews

Casas Jaguar (3) Fireplace | Bathtub |Top Location

Jaguar Houses is conveniently located between the center of town and some of the most popular attractions in the area such as Canopy Zip Lining, Suspended Bridges and the Santa Elena Nature Reserve. Inspired by Nordic architecture, Jaguar is composed of 3 independent homes, elevated on pillars, giving you the impression of floating on the trees. The 3 houses are identical however the view can slightly change from one to another. The photos used for each listing are a mix of the 3 houses.

Top guest favourite

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

Top guest favourite

Chalet in Puerto Nuevo

4.94 out of 5 average rating, 270 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

Chalet in Santa Marta

4.87 out of 5 average rating, 287 reviews

Wooden Chalet Casa Luna, in 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!

Superhost

Chalet in Utuado

4.92 out of 5 average rating, 259 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!! * NO visitors, NO parties, NO pets, NO diving into the lake.

Guest favourite

Chalet in Salinas

4.89 out of 5 average rating, 213 reviews

Romantic Attic Villa Private Pool Backyard A/C

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

Chalet in Caguas

4.99 out of 5 average rating, 168 reviews

Chalet De Los Vientos

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

Chalet in Naranjito

4.97 out of 5 average rating, 248 reviews

Chalet Vista Hermosa

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

Chalet in Toucari

4.88 out of 5 average rating, 143 reviews

Treetops -Stylish cottage by the beach*

This gorgeous cottage is 100 yards from the Caribbean sea nestled in the tropical trees, overlooking beautiful Toucari Beach. Swim, snorkel or paddleboard in the calm waters. Chill on the bay, with a drink and relax watching the pelicans dive at sunset. Treetops has the best location. Close enough to wander down to the beach and quiet enough to be private. Experience sitting on the deck at sunset watching hummingbirds in the trees. Added bonus - fibre broadband.