Chalet vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Caribbean chalet rentals
Family-friendly chalet rentals
Chalet in Osbourn, Antigua & Barbuda
4.91 out of 5 average rating, 116 reviewsGrace Inn 2 bedrooms - Certified
Sep 11 – 18
Chalet in Rio Grande, Puerto Rico
4.79 out of 5 average rating, 263 reviewsEl Yunque Chalet, PRIVATE POOL, NEWLY RENOVATED!
Nov 19 – 26
Chalet in Provincia de Guanacaste, Costa Rica
4.86 out of 5 average rating, 66 reviewsMarbella Beach (10min. walk) Nature Lovers & Surf
Nov 25 – Dec 2
Chalet in Río Grande, Puerto Rico
4.9 out of 5 average rating, 68 reviewsChalet del Yunque, Puerto Rico
Nov 23 – 30
Chalet in Vieques, Puerto Rico
4.74 out of 5 average rating, 143 reviewsOcean View Chalet Sunny Dream
Jul 4 – 9
Chalet in Turbaco, Colombia
4.78 out of 5 average rating, 27 reviewsIDEAL PLACE TO ENJOY NATURE
Aug 11 – 18
Chalet in Naranjo, Costa Rica
4.87 out of 5 average rating, 47 reviewsFinca La Petisa Coffee Plantation Chalet
Jun 30 – Jul 7
Chalet in Basse-Terre, Guadeloupe
4.94 out of 5 average rating, 51 reviewsLe Val de lys
Feb 25 – Mar 4
Luxury chalet rentals
Chalet in Lake Placid, Florida
4.93 out of 5 average rating, 30 reviewsLakefront Home, 2 King Beds, Kayak, Large Kitchen
Jan 16 – 23
Chalet in Bonita Springs, Florida
5.0 out of 5 average rating, 32 reviewsMARBEYA
Apr 1 – 8
Chalet in Rincon, Puerto Rico
4.77 out of 5 average rating, 92 reviewsWelcome to the jungle Beach-house & private pool!
Jan 11 – 18
Chalet in Siesta Key, Florida
New place to stayBeach Rd Condo - Ocean View - Village Walkable!
Feb 25 – Mar 4
Chalet in Luquillo, Puerto Rico
4.84 out of 5 average rating, 221 reviewsVilla Tesoro at Carabali by Tesla Eco
Nov 17 – 24
Chalet in Cartagena , Colombia
5.0 out of 5 average rating, 8 reviewsAmazing Beach House in Bocachica
Dec 29 – Jan 5
Chalet in Central Eleuthera, Bahamas
5.0 out of 5 average rating, 6 reviewsUnicorn Cay Beachfront Estate Governor's Harbour
Apr 20 – 27
Chalet in Jarabacoa, Dominican Republic
4.43 out of 5 average rating, 7 reviewsFantastic Harmony Chalet in Pinar del Sol
Jul 8 – 15
Lakefront chalet rentals
Chalet in Utuado, Puerto Rico
4.92 out of 5 average rating, 202 reviewsCASA LAGO- lake house retreat, kayaks, hot tub
Aug 27 – Sep 3
Chalet in Pointe Noire, Guadeloupe
4.71 out of 5 average rating, 7 reviewsChalet "La Danse du Tambour"
Nov 19 – 26
Chalet in Caguana, Puerto Rico
4.96 out of 5 average rating, 26 reviewsMountain chalet with hiking trails and river pool
Nov 22 – 29
Chalet in Chichiriviche, Venezuela
4.8 out of 5 average rating, 5 reviewsPlaza Mayor Holiday Home.
Jul 22 – 29
Chalet in Santa Marta, Colombia
4.8 out of 5 average rating, 5 reviewsSanta Marta/CaboTortuga Beach •Casa Alquimia
Nov 20 – 27
Chalet in Freeport, Bahamas
4.47 out of 5 average rating, 15 reviewsSafe Romantic Getaway, Water Views - Private Dock
Nov 28 – Dec 5
Chalet in Le Vauclin, Martinique
Eco-lodge /Relay point on the Caps Trace
Oct 28 – Nov 4
Place to stay in Playa Larga, Cuba
4.35 out of 5 average rating, 43 reviewsPlaya Larga Holiday Home
Nov 8 – 15
Destinations to explore
- Ski-in/ski-out rentals Caribbean
- Rentals with a fireplace Caribbean
- Bungalow rentals Caribbean
- Townhouse rentals Caribbean
- Rentals with an accessible height bed Caribbean
- Rentals with a hot tub Caribbean
- Rentals with a kayak Caribbean
- Resort rentals Caribbean
- Condo rentals Caribbean
- House rentals Caribbean
- Beachfront rentals Caribbean
- Private suite rentals Caribbean
- Villa rentals Caribbean
- Pet-friendly rentals Caribbean
- Guesthouse rentals Caribbean
- Rentals with a home theater Caribbean
- Rentals with breakfast Caribbean
- Nature eco lodge rentals Caribbean
- Family-friendly rentals Caribbean
- Wheelchair accessible rentals Caribbean
- Kid-friendly rentals Caribbean
- Tiny house rentals Caribbean
- Rentals with beach access Caribbean
- Loft rentals Caribbean
- Houseboat rentals Caribbean
- Monthly Rentals Caribbean
- Cottage rentals Caribbean
- Rentals with an EV charger Caribbean
- Rentals with a patio Caribbean
- Rentals with a fire pit Caribbean
- Smoking-friendly rentals Caribbean
- Aparthotel rentals Caribbean
- Fitness-friendly rentals Caribbean
- Vacation home rentals Caribbean
- Farmstay rentals Caribbean
- Beach house rentals Caribbean
- Earth house rentals Caribbean
- Rentals with outdoor seating Caribbean
- Treehouse rentals Caribbean
- Tent rentals Caribbean
- Waterfront rentals Caribbean
- Boutique hotel rentals Caribbean
- Rentals with an accessible height toilet Caribbean
- Serviced apartment rentals Caribbean
- RV rentals Caribbean
- Rentals with pools Caribbean
- Rentals with lake access Caribbean
- Hotel rentals Caribbean
- Apartment rentals Caribbean
- Rentals with a balcony Caribbean
- Island rentals Caribbean
- Cabin rentals Caribbean
- Rentals with a washer and dryer Caribbean
- Bed and breakfasts Caribbean
- Rentals with a sauna Caribbean
- Shipping container rentals Caribbean
- Boat rentals Caribbean
- Luxury rentals Caribbean
- Hostel rentals Caribbean
- Campsite rentals Caribbean
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes