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,

4.86 out of 5 average rating, 168 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

4.93 out of 5 average rating, 120 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 favourite

Chalet in Monteverde

5 out of 5 average rating, 146 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

Chalet in Puerto Nuevo

4.94 out of 5 average rating, 264 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, 281 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!

Guest favourite

Chalet in Utuado

4.93 out of 5 average rating, 254 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 Caguas

4.99 out of 5 average rating, 158 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 💡

Guest favourite

Chalet in Naranjito

4.97 out of 5 average rating, 238 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.

Superhost

Chalet in Toucari

4.88 out of 5 average rating, 142 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.

Guest favourite

Chalet in Salinas

4.88 out of 5 average rating, 208 reviews

Villa ático , pool,water and electricity back up .

Villa Atico is a small and cozy beach house with unique style located in playa,Salinas .know for its exceptional sea food and beaches. The house is conveniently near rentals ,restaurants ,stores (Walgreens,Econo supermarket,& more ),and just a 5 minute walk to politas beach .located in a quiet neighborhood,it has an ideal atmosphere for rest & relaxation or the option of nearby nightlife /beach bars/ live music on the weekends for your enjoyment.

Top guest favourite

Chalet in Palomino

4.92 out of 5 average rating, 130 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.