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Chalet holiday rentals in Caribbean

Find and book unique chalets on Airbnb

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Popular amenities for chalet rentals in Caribbean

Family-friendly chalet rentals

Superhost
Chalet in Cahuita
4.84 out of 5 average rating, 181 reviews

Casa Manuellita 5 pers (Hotel-Cabinas Nadine)

SebastianRating, 5 stars2 months ago
El espacio es amplio y cómodo. Tiene todo lo necesario. Se encuentra a unos 10 minutos en carro de la playa más cercana. Aurelie estuvo pendiente de todo lo que necesitamos. Muchas gracias!
Superhost
Chalet in Cattlewash
4.83 out of 5 average rating, 113 reviews

Serendipity- Rustic SPECIALS

MaryeRating, 5 stars3 months ago
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.
Guest favourite
Chalet in Osbourn
4.91 out of 5 average rating, 127 reviews

Grace Inn 2 bedrooms - Certified

SaraRating, 5 stars2 weeks ago
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!
Superhost
Chalet in Saint-Pierre
4.65 out of 5 average rating, 192 reviews

Le bungalow le TOMAYOU (20 m2)

DelphineRating, 5 stars2 months ago
Petit chalet très sympa, conforme aux photos et au descriptif, dans un quartier calme. La dernière côte est difficile à monter en voiture, mais possibilité de se garer en bas.
Guest favourite
Chalet in Bouillante
4.88 out of 5 average rating, 195 reviews

Ti Chalet à Malendure Bouillante

ThierryRating, 5 stars1 week ago
Nous avons passé un excellent séjours dans le logement de Christelle. Nous avons même eu le plaisir de faire plus amples connaissance autour d'un apéro et partager nos souvenirs de voyage ! Le logement était parfait, tout équipé, au calme, malgré les grenouilles la nuit lol, mais c'est ca qui fait tout son charme !! Vraiment de superbes vacances. nous recommandons le logement 5/5
Guest favourite
Chalet in Boquerón
4.94 out of 5 average rating, 78 reviews

Casa en Combate a minutos de la playa

IraimaRating, 5 stars3 weeks ago
Todo estuvo fantástico. La Propiedad es grande y está muy limpia. María Isabel es una excelente Anfitriona.
Superhost
Chalet in Turrialba
5 out of 5 average rating, 5 reviews

Chalet Private Reserve-Pacuare River-Horses-Birds

A.Rating, 5 stars4 months ago
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.
Top guest favourite
Chalet in Lajas
4.96 out of 5 average rating, 392 reviews

Casa Turquesa, a getaway Chalet in La Parguera.

BeniluzRating, 5 stars2 weeks ago
Another wonderful stay at our favorite spot in La Parguera! We visit every year and everything was just as perfect as always — clean, comfortable, and welcoming. The host continues to provide excellent hospitality, and the property is always well maintained. It’s become our go-to getaway, and we’re already looking forward to next year!

Luxury chalet rentals

Superhost
Chalet in Luquillo
4.84 out of 5 average rating, 232 reviews

Villa Tesoro at Carabali by Tesla Eco

CarolRating, 5 stars4 weeks ago
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!
Top guest favourite
Chalet in Central Eleuthera
5 out of 5 average rating, 11 reviews

Unicorn Cay Beachfront Estate Governor's Harbour

JenniferRating, 5 stars2 weeks ago
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!
Chalet in Punta Cana
4.59 out of 5 average rating, 17 reviews

Modern Villa, transport, chef VIP, limpieza, maid.

RusellyRating, 5 stars2 months ago
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.
Chalet in Marathon
4.55 out of 5 average rating, 11 reviews

The Peninsular House

KimRating, 5 stars12 months ago
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.
Guest favourite
Chalet in Cabo Rojo
5 out of 5 average rating, 6 reviews

Casa de playa Joleda beachfront house

RachelRating, 5 stars4 days ago
We had a great stay. The view from the deck is amazing. We enjoyed seeing lots of fish swimming around near the deck. There was a paddle board and life jackets that we made use of. The hammock was also a big hit. We had access to parking and lots of fun restaurants and things to do nearby!
Top guest favourite
Chalet in Bonita Springs
5 out of 5 average rating, 45 reviews

MARBEYA

VioletaRating, 5 stars3 weeks ago
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%!”
Guest favourite
Chalet in Rincón
4.92 out of 5 average rating, 59 reviews

Charming Beach House, Amazing Direct Ocean Views

MelissaRating, 5 stars1 week ago
We really enjoyed our stay at this beautiful beach home it was beautifully decorated ,clean and just steps away from the beach. Christina was amazing quick in responding and offered great locations to visit. Overall a lovely beach getaway.
Guest favourite
Chalet in Canóvanas
5 out of 5 average rating, 15 reviews

Chalet Retreat @Yunque - Private Pool & Fire Pit

ArvinRating, 5 stars1 month ago
We had a great experience staying at this place! It’s located in the rainforest, has great views, you can hear the sound of jungle at night which is very relaxing. The chalet seems to be pretty new and was very clean. The beds were comfortable too. The road to this place is dark at night, and has lots of bends. We didn’t have any issues though, you just have to be careful driving there especially at night. Host was very responsive and accommodating. Instructions were clear, and easy to follow. Overall it was a great experience, and we had a lot of fun!

Lakefront chalet rentals

Private room in Playa Larga
4.04 out of 5 average rating, 23 reviews

**Caleton Playa Larga Hostel**

Parayre SanchioniRating, 5 stars5 months ago
endroit calme et propre . nous avions besoin de repos et ils ont était très respectueux de notre besoin . des gens gentil et discret . idéale pour du repos et de la tranquilité.
Guest favourite
Chalet in Utuado
4.93 out of 5 average rating, 249 reviews

CASA LAGO-lake house retreat,kayak,hot tub,a/c

Tayra LizRating, 5 stars6 days ago
This place was amazing. The views, the space, the privacy, the peace. It has EVERYTHING you need to not have/want to leave AT ALL. We never did. We had such a relaxing and fun time just kayaking, using the hammocks, the hot tub, the pool table, grilling, enjoying nature... We loved it and were so sad we had to check-out. Pedro truly has a unique and special place ❤️. Pedro was also SUPER responsive and gave us plenty of great recommendations of places to go to around the area. He's even helped us with something we left behind after our stay! Wonderful host! You will never regret staying here.
Chalet in Freeport
4.18 out of 5 average rating, 11 reviews

Stylish House: Water views + private Dock

JonahRating, 5 stars36 months ago
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!
Chalet in Freeport
4.47 out of 5 average rating, 15 reviews

Safe Romantic Getaway, Water Views - Private Dock

JennyRating, 5 stars36 months ago
Very welcoming, able to park our boat behind the home. Thank you all you help.
Chalet in Chichiriviche
4.8 out of 5 average rating, 5 reviews

Casa Vacacional Plaza Mayor.

JhonsRating, 5 stars52 months ago
Super recomendado el hospedaje del señor Joel, excelente trato y calidad sin duda alguna volveremos!
Superhost
Chalet in Pointe-Noire
5 out of 5 average rating, 3 reviews

Chalet tipi "la Danse du Soleil"

IsabelleRating, 5 stars17 months ago
Liliane était très accueillante et chaleureuse!! Elle nous a donné de très bonnes suggestions et conseils. La place était propre, mais nous n'avions pas réalisé qu'il y avait des voisins. Par contre tout le monde suivait les règles et c'était bien tranquille. Le Wi-Fi ne fonctionnait pas en majorité du temps alors c'était un peu plus difficile de regarder pour des activités. Par contre, cela a permis de nous ramener à la source. Je conseillerais tout de même ce bel endroit pour l'expérience et l'hospitalité!! Merci Liliane pour tout :)
Private room in Playa Larga
4.28 out of 5 average rating, 46 reviews

Playa Larga Holiday Home

LydiaRating, 5 stars14 months ago
Schöne saubere Unterkunft und sehr freundliche Gastgeber. Es wurde für uns direkt am Strand gekocht. Das Essen war super lecker! Würden dort jederzeit wieder einchecken - klare Empfehlung!
Superhost
Chalet in Pointe-Noire
4.75 out of 5 average rating, 8 reviews

Chalet "La Danse du Tambour"

DorisRating, 5 stars5 months ago
Wir wurden sehr freundlich von Liliane in ihrem Wunderschönen Garten mit Palmen und Cacaobäumen empfangen. Wir hatten das kleine Holzhaus bewohnt mit Außenküche und Hängematte. Abends konnten wir bei Dédé unser Abendessen bestellen und direkt auf unserer Terrasse genießen. Nebenan ist das Schokoladen Haus , die Acomat Wasserfälle und viele Wanderwege sind innerhalb von 10 Minuten zu erreichen. Insgesamt eine sehr entspannte Unterkunft.

Destinations to explore