
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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Caribbean chalet rentals
Family-friendly chalet rentals

Casa Manuellita 5 pers (Hotel-Cabinas Nadine)
The place is spacious and comfortable. Everything you need. It is about a 10 minute drive to the nearest beach. Aurelie was on top of everything we needed. Thank you very much!

Serendipity- Rustic SPECIALS
Jeff and Vicki's place was perfect! It is on the slower side of the island so it was great for relaxing and enjoying each other's company. They were extremely responsive and left some snacks and a few beers to get our vacation started. Amazing views of the ocean! Looking forward to staying again when we return.

Grace Inn 2 bedrooms - Certified
Chrys is a lovely person. From the moment we made our reservation til the day we left her apartment, she was always available. We enjoyed our stay at her Antiguan house, her garden was one of our favorite areas. The house is comfortable, has everything you need and is located in a peaceful neighbourhood. Thank you Chrys, we will not forget our stay at your house!

The TOMAYOU bungalow (20 m2)
Very nice little cottage, consistent with the photos and description, in a quiet area. The last coast is difficult to climb by car, but parking is available downstairs.

Ti Chalet in Malendure Bouillante
We had a great stay at Christelle's place. We even had the pleasure of getting to know each other better over an aperitif and sharing our travel memories! The accommodation was perfect, fully equipped, quiet, despite the frogs at night lol, but that's what makes it so charming!! Really great holidays. We recommend the accommodation 5/5

House in Combate minutes from the beach
Everything was fantastic. The property is large and very clean. María Isabel is an excellent Host.

Chalet Villa Vilma
Doña Vilma treated us as if I was a friend of years. Very friendly and helpful. It has a very nice pool. A place to rest as a family. It is in a very quiet area and close to shops. Son Pet friendly The place is cozy, no luxuries, but you can breathe a nice family atmosphere. I would go perfectly again.

Chalet Private Reserve-Pacuare River-Horses-Birds
Finca Tres Equis is a wonderful place. We stayed 3 nights and wish we could have stayed 3 more! Our host Alfonso was attentive, gracious and hospitable. He arranged a private rafting trip down the Pacuare river, which was exceptional. We enjoyed all the hiking and birdwatching opportunities. We felt very comfortable and safe at the chalet.
Luxury chalet rentals

Villa Tesoro at Carabali by Tesla Eco
We loved the downstairs area to hang out, play pool, cook and swim! It was nice and cold upstairs and with many ac units. There were 5 of us and it was just right!

Unicorn Cay Beachfront Estate Governor's Harbour
This place is amazing. Not only is the 7K square foot house amazing, but the pool area, and private beach were to die for too. Jane's kitchen is stocked with every possible gadget, pan, bowl, and plate you could ever need, the rooms were immaculate, the bathrooms are all incredible, and the beds were super comfy. Each room was like its own private oasis and so was the beach. Do not hesitate to book here. It's perfect for a family trip, a girlfriend's getaway or even a few couples going away together. Everything was simply perfect. Thanks, Jame. We loved every second we spent there and we will return!

Modern Villa, transportation, VIP chef, cleaning, maid.
Great place, the chef and the staff were wonderful. The food was delicious. The place was very peaceful and cozy, perfect for spending time with family.

The Peninsular House
Amazingly private and great home base to enjoy all the things that make the keys so unique and special!! We caught all kinds of fish off the dock, saw manatee visiting regularly, and got out on our boat rental in the gulf super easily. Kayaks and paddle boards on sight and no need to rent! Special place.

Joleda beachfront house beachfront house
Great stay, and great place for family and friends to visit on the west side of PR. Daniel is an exceptional host and was very accommodating. We’ll miss those beautiful waterfront sunsets. Cant wait to come back!!

Villa La Fortuna with a view of the Arenal Volcano
Waking up to a clear view of Arenal from my bed was absolutely the best! We especially enjoyed the cozy outdoor seating area to enjoy the hummingbirds and view even during the rain. The location is very convenient to several restaurants, shops, and tourist spots. We slept great, too - it was quite comfortable. We would definitely stay there again!!

MARBEYA
Absolutely beautiful place! The house was spotless, spacious, and had everything we needed for a perfect stay. The location was peaceful and close to the beach, and every detail was thoughtfully arranged. Yandira was an amazing host—super kind, responsive, and welcoming. We truly felt at home. Would definitely come back and recommend it 100%!”

Charming Beach House, Amazing Direct Ocean Views
I cannot express how amazing our stay was here!!! Cristina is so responsive and kind and she organized groceries for us before we arrived. She also offered to book excursions, massages, yoga! The house is GORGEOUS. Clean, beautifully decorated and in the perfect location just steps from a private beach with calm, clear water. There are paddle boards, beach chairs, life jackets and more all stored under the house. We will be back and we cannot wait
Lakefront chalet rentals

Lakefront Home, 2 King Beds, Kayak, Large Kitchen
Amazing lake house. Spacious, kids and pets friendly. We will definitely come back.

**Caleton Playa Larga Hostel**
quiet and clean place. we needed rest and they were very respectful of our need . nice and discreet people. ideal for rest and tranquility.

Stylish House: Water views + private Dock
This is a great Airbnb for boaters, well lit and a deep channel! One thing to note: there are no provisions in the chalet. No salt, pepper, oil, etc. Keep this in mind when you’re packing for your trip!

Safe Romantic Getaway, Water Views - Private Dock
Very welcoming, able to park our boat behind the home. Thank you all you help.

Plaza Mayor Vacation Rental.
Mr. Joel's stay is super recommended, excellent treatment and quality, we will definitely return!

Chalet tipi "la Danse du Soleil"
Liliane looks after her guests lovingly. The location is perfect, especially if you are not travelling by car. The tent contains everything you need, offers enough privacy and we would come back at any time! Merci!

Long Beach Holiday Home
Nice clean place and very friendly hosts. It was cooked for us right at the beach. Food was super delicious! Would check back in there anytime - clear recommendation!

Chalet "La Danse du Tambour"
We were received very kindly by Liliane in her beautiful garden with palm trees and cocoa trees. We had inhabited the small wooden house with outdoor kitchen and hammock. In the evening we could order our dinner at Dédé and enjoy it right on our terrace. Next door is the chocolate house , the Acomat waterfalls and many hiking trails are within 10 minutes. Overall a very relaxed place to stay.
Destinations to explore
- Smoking-friendly rentals Caribbean
- Dome rentals Caribbean
- Rentals with a fire pit Caribbean
- Cottage rentals Caribbean
- Campsite rentals Caribbean
- Serviced apartment rentals Caribbean
- Cabin rentals Caribbean
- Rentals with outdoor seating Caribbean
- Aparthotel rentals Caribbean
- Rentals with an EV charger Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Pet-friendly rentals Caribbean
- Holiday home rentals Caribbean
- Resort rentals Caribbean
- Tree house rentals Caribbean
- House rentals Caribbean
- Bungalow rentals Caribbean
- Earth house rentals Caribbean
- Guesthouse rentals Caribbean
- Mansion rentals Caribbean
- Rentals with a patio Caribbean
- Rentals with a sauna Caribbean
- Rentals with a fireplace Caribbean
- Fitness-friendly rentals Caribbean
- Hotel rentals Caribbean
- Kid-friendly rentals Caribbean
- Rentals with a washing machine and dryer Caribbean
- Luxury rentals Caribbean
- Rentals with beach access Caribbean
- Nature eco lodge rentals Caribbean
- Shipping container rentals Caribbean
- Private suite rentals Caribbean
- Island rentals Caribbean
- Rentals with breakfast Caribbean
- RV rentals Caribbean
- Boutique hotel rentals Caribbean
- Houseboat rentals Caribbean
- Condo rentals Caribbean
- Rentals with a balcony Caribbean
- Rentals with a home theatre Caribbean
- Beachfront rentals Caribbean
- Tiny house rentals Caribbean
- Beach house rentals Caribbean
- Farmstay rentals Caribbean
- Loft rentals Caribbean
- Rentals with a kayak Caribbean
- Tent rentals Caribbean
- Rentals with lake access Caribbean
- Apartment rentals Caribbean
- Bed and breakfasts Caribbean
- Rentals with an accessible height bed Caribbean
- Hostel rentals Caribbean
- Waterfront rentals Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Rentals with a hot tub Caribbean
- Rentals with an accessible height toilet 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