A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Chalets in Caribbean

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Caribbean chalets

A clear swimming pool with two lounge chairs, surrounded by trees and a mountainous landscape.

1. La Posada Mountain Retreat in the Heart of Puerto Rico with Exceptional Views

La Posada Mountain Retreat in the Heart of Puerto Rico with Exceptional Views
Utuado
9.8 out of 10, Exceptional, (57 reviews)
"Stunning property and the perfect place to relax! Christine and Jose do everything possible to make your stay everything that you want it to be!"
United States
A G.
La Posada Mountain Retreat in the Heart of Puerto Rico with Exceptional Views
A modern entryway with a metal gate, a glass door, and a concrete floor.

2. Puerto Rico vacation dream house

Puerto Rico vacation dream house
Santurce
6.0 out of 10, (1 review)
"Pictures are deceptive….sofa stains, kitchen ceiling cracks, bathrooms super small, not clean (a roach crawled on the arm of one of our guests while using the bathroom) pool was not cleaned and it took three days into our stay before someone came out to clean it, television wasn’t working in one of the bedrooms, there was no hot water in 4 of the bathrooms until the 4th day into stay and on the last 2 days there was no running water therefore we had to purchase several gallons of water to wash...
United States
GGI C.
Puerto Rico vacation dream house
A white building with a number '20' sign, a tiled entrance, and potted plants.

3. Coastal Comfort: Spanish Villa Steps from the Sand

Coastal Comfort: Spanish Villa Steps from the Sand
Santurce
10.0 out of 10, Exceptional, (2 reviews)
"Great stay. Host was super responsive and made sure we had a flawless vacation in Puerto Rico. Would recommend to anyone needing a nice house near the beach."
United States
Chris T.
Coastal Comfort: Spanish Villa Steps from the Sand
A spacious living area with a large dining table, a sofa, and a view of a swimming pool.

4. Spacious 3BR Bungalow with Pool and Garden

Spacious 3BR Bungalow with Pool and Garden
Cap Cana
6.0 out of 10, (1 review)
"Communication was slow between the owner and I, the property was great for my group however, there were too many centipedes and ants within the house. "
United States
Marvin l.
Spacious 3BR Bungalow with Pool and Garden
A two-story building with a curved roof, large windows, and a balcony.

5. Relaxing Chalet with beautiful Sunrises & Sunsets!

Relaxing Chalet with beautiful Sunrises & Sunsets!
Río Piedras
9.6 out of 10, Exceptional, (69 reviews)
"I really recommend this place, it was so peaceful, easy access to many places, close to the airport, excellent communication with the host, clean and neat, I could comeback many times."
United States
Lorena D
The price is £168
includes taxes & fees
23 Oct - 24 Oct
Relaxing Chalet with beautiful Sunrises & Sunsets!
A balcony with white furniture, a potted plant, and a view of a modern building.

6. New Modern 3Bed 3.5 Bath Townhome #14

New Modern 3Bed 3.5 Bath Townhome #14
Grace Bay
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful, clean, perfectly located, and seamless communication with the host. Couldn’t have asked for a better stay in Grace Bay. Highly recommend!"
United States
zhannet n.
New Modern 3Bed 3.5 Bath Townhome #14
A pool area with two Adirondack chairs, a hammock, and a view of the ocean.

7. CASA ROARK OCEAN FRONT CHALET

CASA ROARK OCEAN FRONT CHALET
Vega Baja
9.8 out of 10, Exceptional, (18 reviews)
"Very nice place. The beach is very rocky"
United States
Ronald W.
CASA ROARK OCEAN FRONT CHALET
A covered outdoor seating area with blue cushions and a round table, overlooking a scenic view with palm trees and the ocean.

8. Nos Soño Stay and Dive, holidays in paradise! Guest home

Nos Soño Stay and Dive, holidays in paradise! Guest home
Sabana Westpunt
10.0 out of 10, Exceptional, (1 review)
"Lovely, spacious home. Well equipped kitchen, very welcoming furnishings, decor. Comfortable and convenient to diving in Westpunt!"
United States
Elaine G.
Nos Soño Stay and Dive, holidays in paradise! Guest home
A view of a coastal area with a wooden fence, dense green foliage, and a stop sign in the background.

9. Fabulous Rustic Chalet Beach House Across the Street From Beach on Grand Turk

Fabulous Rustic Chalet Beach House Across the Street From Beach on Grand Turk
Grand Turk
9.6 out of 10, Exceptional, (23 reviews)
"House was just as described! Close to beach and eating areas "
United States
Latricia
Fabulous Rustic Chalet Beach House Across the Street From Beach on Grand Turk
A balcony with wicker furniture and two glasses of wine, overlooking a lush green landscape with mountains.

10. Grand Chalet, Private Pool, AC, River Access, Pool Table BBQ WIFI Parking

Grand Chalet, Private Pool, AC, River Access, Pool Table BBQ WIFI Parking
Rio Grande
9.2 out of 10, Wonderful, (12 reviews)
"This is a beautiful home in a great area, and the host was incredibly helpful throughout our stay. We would definitely stay here again."
United States
Amy Y.
Grand Chalet, Private Pool, AC, River Access, Pool Table BBQ WIFI Parking
A pathway leading through a wooden door into a garden with a tiled floor.

11. Casa Campo Obymar, a villa with panoramic views and a private pool. Electric generator

Casa Campo Obymar, a villa with panoramic views and a private pool. Electric generator
Moca
8.6 out of 10, Excellent, (9 reviews)
"The pool was very enjoyable. "
United States
Marilyn P.
Casa Campo Obymar, a villa with panoramic views and a private pool. Electric generator
A rustic outdoor cooking area with a chimney, a red roof, and a stone pathway.

12. Riverfront Home Perfect for Groups in the Middle of the Mountains

Riverfront Home Perfect for Groups in the Middle of the Mountains
Vallejito Abajo
The price is £169
includes taxes & fees
19 Oct - 20 Oct
Riverfront Home Perfect for Groups in the Middle of the Mountains
A two-story building with a blue exterior and a staircase leading to the upper floor.

13. Cayo Caracoles at Guayacan Guest House

Cayo Caracoles at Guayacan Guest House
Lajas
9.6 out of 10, Exceptional, (18 reviews)
"This is a great home within walking distance to La Parguera. It was clean and quiet with the best housekeeper ever! "
United States
Amalia S.
The price is £260
includes taxes & fees
21 Oct - 22 Oct
Cayo Caracoles at Guayacan Guest House
A modern building with a blue exterior, large windows, and a small outdoor seating area with chairs and a table.

14. Luxurious and Cozy chalet close to Playa Buye to disconnect from everything!

Luxurious and Cozy chalet close to Playa Buye to disconnect from everything!
Cabo Rojo
9.0 out of 10, Wonderful, (10 reviews)
"It’s situated in a walking distance to one of the gorgeous beaches on the island, playa Buyé.The facility felt safe, and the host Miguel was super accommodating.I would definitely recommend this place and plan on going back. "
United States
NOZOMI D.
Luxurious and Cozy chalet close to Playa Buye to disconnect from everything!
A wooden deck with a pool, lounge chairs, and a table with a vase and glasses.

15. Spacious Creole cottage with private pool

Spacious Creole cottage with private pool
Goyave
10.0 out of 10, Exceptional, (2 reviews)
"Endroit de rêve. Impeccable, propreté impeccable, calme, sécuritaire. Allez s’y faut reserver. Intime et grande qualité de fabrication. Tout est là. Les hôtes Lionel et Isabelle sont super gentil et disponible. Belle terrasse et belle piscine. L’endroit est plus beau que sur les photos. "
Canada
Eric R.
Spacious Creole cottage with private pool
A two-story building with a white fence and palm trees in front.

16. Anci’s Villa 2nd Floor

Anci’s Villa 2nd Floor
Cabo Rojo
10.0 out of 10, Exceptional, (2 reviews)
"When we enter the property, everything was vey nice and clean , decor awesome, beds comfortable, very close to the beach, Host Mery is wonderful, we had everything we need plus extra, wifi very strong, over all we had excellent stay!!!"
United States
juan c.
Anci’s Villa 2nd Floor
A balcony with white furniture, a potted plant, and a view of a modern building.

17. Luxury Townhome Villa in Grace Bay - Seascape #16

Luxury Townhome Villa in Grace Bay - Seascape #16
Grace Bay
10.0 out of 10, Exceptional, (5 reviews)
"We really enjoyed our stay. The townhome was very spacious and clean. You can walk or take a convenient golf cart ride to the beach. Beautiful pool right outside the door. Management company was very responsive. Plus, just around the corner from Thursdays weekly Fish Fry. Thanks for a great stay!"
United States
Robin S.
Luxury Townhome Villa in Grace Bay - Seascape #16
An aerial view of a resort with a large swimming pool, a basketball court, and a small children's play area.

18. Arcadia Caribbean Village

Arcadia Caribbean Village
Barrabás
10.0 out of 10, Exceptional, (1 review)
"As a person who like to do reviews I will tell you something; this place is above and beyond of what is showing in the pictures online. As a father I will tell you how happy I am to come here and celebrate my daughter bday, it is a place with everything that you need to have a great time with your family.The host is pretty amazing as well, I am mesmerized by the beauty of the place and how comfortable it is. 10/10"
United States
David S.
The price is £276
includes taxes & fees
18 Oct - 19 Oct
Arcadia Caribbean Village
A small house with a covered porch, a small garden with red flowers, and a blue lounge chair.

19. Chalen-charmante Villa Créole aux Portes du Grand Sud de la Martinique

Chalen-charmante Villa Créole aux Portes du Grand Sud de la Martinique
sainte anne
8.2 out of 10, Very good, (14 reviews)
"Vacances en famille pour visiter la Martinique. Le logement est propre, et soigné. La literie est de bonne qualité. Pour parfaire le logement un petit lave vaisselle en plus serait appréciable. "
France
Sébastien v.
Chalen-charmante Villa Créole aux Portes du Grand Sud de la Martinique
A poolside dining area with a table set for two, surrounded by lounge chairs, overlooking a swimming pool.

20. Beachside Starfish

Beachside Starfish
Sainte-Anne
10.0 out of 10, Exceptional, (10 reviews)
"Villa propre, sécuritaire pour les jeunes enfants (piscine et terrain clôturés) et emplacement idéal pour la plage et visiter la Martinique. Nathalie, nous accueille très bien et est très disponible."
France
Olivier
Beachside Starfish
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.
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Top Caribbean Hotel Reviews

Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

10/10 Excellent
"The hotel was very nice and it was convenient since you were able to find a lot of local restaurants. The only think is the pool was too small."
Jose 2-night trip
Posted 2 hours ago
Hotel Rumbao, a Tribute Portfolio Hotel

Find out more about Caribbean

Caribbean Chalets information

Number of reviews
208
Accommodation
82 Chalets
Lowest Price
£168
Highest Price
£276