Compare Caribbean Chalets

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Chalets in Caribbean

Don't see what you're looking for?
See all available properties in Caribbean
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chalets

Book the best chalets in Caribbean
Take a break from reality and kick back in a Caribbean chalet on your next vacation. Stay right in the middle of all the action, but feel like you’re miles away. Be as active or as relaxed as you want. Your chalet is truly yours. No one can tell you what to do on your chalet stay—and it’s the best way to enjoy a getaway.

Get the most from your chalet stay
You’ll make incredible new memories at chalets in Caribbean. They look great in your photos, with sunning backdrops and cozy touches like fireplaces and exposed beam ceilings. Wake up to light streaming through your big picture window and admire your incredible view. Don’t just look at the great outdoors, though. Get out there and experience all that Caribbean has to offer.

Bring the whole group, because you’ll find plenty of space to spread out at Caribbean chalet houses. Whether you use all those bedrooms for the kids or for your crazy crew, you can settle in quickly thanks to chalets’ convenient amenities. Whip up a meal in no time in the kitchen or kitchenette, or whip out your phone to call for delivery. Cozy up to the fire, or fire up the blender for some drinks. When you’ve got a chalet, it’s going to be good day.

Caribbean Chalets essential information

Accommodation
96 Chalets
Lowest Price
$188
Highest Price
$326
Popular accommodation
Relaxing Chalet with beautiful Sunrises & Sunsets!, La Posada Mountain Retreat in the Heart of Puerto Rico with Exceptional Views , Luxurious and Cozy chalet close to Playa Buye to disconnect from everything!, Rainforest View 4 bed 3 bath Hot Tub - Generator, Whole Home with Lush Patio in Heart of OSJ, Guayacan Guest House at La Parguera - Cayo Caracoles, Grand Chalet, Private Pool, AC, River Access, Pool Table BBQ WIFI Parking, Casa Campo Obymar, Panoramic Villa with private pool. Electric generator, LaLolitaVilla - Steps away from Playa Buye!