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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Our top choices for Caribbean chalets

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, (56 reviews)
"Beautiful and clean property with amazing hosts! This couple has procured a wonderful house with views of the mountains but also embed in the jungle surrounded by the sights and sounds of nature. They offer personalized tours of all the hot spots and the less known, exotic local areas. We really enjoyed waking up to fresh lattes and ending our days with good conversation with Christine and Jose. We will definitely be back for one of their tours as there's so much to see in Utuado and surrounding...
United States
Benjamin
La Posada Mountain Retreat in the Heart of Puerto Rico with Exceptional Views

2. 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.
The price is NZ$1,287
includes taxes & fees
24 Aug - 25 Aug
Coastal Comfort: Spanish Villa Steps from the Sand

3. 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!

4. 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

5. 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

6. Relaxing Chalet with beautiful Sunrises & Sunsets!

Relaxing Chalet with beautiful Sunrises & Sunsets!
Río Piedras
9.6 out of 10, Exceptional, (68 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 NZ$424
includes taxes & fees
21 Aug - 22 Aug
Relaxing Chalet with beautiful Sunrises & Sunsets!

7. Casa Campo Obymar, Panoramic Villa with private pool. Electric generator

Casa Campo Obymar, Panoramic Villa with 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, Panoramic Villa with private pool. Electric generator

8. 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

9. CASA ROARK OCEAN FRONT CHALET

CASA ROARK OCEAN FRONT CHALET
Vega Baja
9.8 out of 10, Exceptional, (16 reviews)
"The house is PERFECT! Amazing views, great location, many local spots for food and drink walking distance. Outside area was top notch! Loved the property and Richard could not have been any better- great communication and local recommendations. Loved it!"
United States
Kate W.
CASA ROARK OCEAN FRONT CHALET

10. Cottage 15 Village de la Pointe

Cottage 15 Village de la Pointe
Le Vauclin
The price is NZ$382
includes taxes & fees
10 Sept - 11 Sept
Cottage 15 Village de la Pointe

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

Luxury Townhome Villa in Grace Bay - Seascape #16
Grace Bay
10.0 out of 10, Exceptional, (4 reviews)
"Best vacation ever! It was the little things that made this property the perfect fit for our trip. The easy access to the beach (golf card rides). We could have walked it if necessary, but we also had a car and parking was easy and close. The amount of space we had for 6 was great. The extras of snorkeling gear and cooler came in really handy. Great condo and great host!"
United States
Josh P.
Luxury Townhome Villa in Grace Bay - Seascape #16

12. Cayo Caracoles at Guayacan Guest House

Cayo Caracoles at Guayacan Guest House
Lajas
9.6 out of 10, Exceptional, (16 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 NZ$540
includes taxes & fees
7 Sept - 8 Sept
Cayo Caracoles at Guayacan Guest House

13. 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

14. 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

15. 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

16. Cozy 2-bedroom chalet in delightful Baní with WiFi, AC

Cozy 2-bedroom chalet in delightful Baní with WiFi, AC
Baní
The price is NZ$106
includes taxes & fees
17 Aug - 18 Aug
Cozy 2-bedroom chalet in delightful Baní with WiFi, AC

17. La Loma: Cozy Retreat with Jacuzzi & Views

La Loma: Cozy Retreat with Jacuzzi & Views
Cidra
The price is NZ$389
includes taxes & fees
11 Aug - 12 Aug
La Loma: Cozy Retreat with Jacuzzi & Views

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 NZ$559
includes taxes & fees
24 Aug - 25 Aug
Arcadia Caribbean Village

19. Dreamy Cottage in Grace Bay, BBQ & Bikes Included!

Dreamy Cottage in Grace Bay, BBQ & Bikes Included!
Grace Bay
10.0 out of 10, Exceptional, (3 reviews)
"We very much enjoyed our stay here. Heather and Clayton were super responsive and accommodating hosts. We stayed in their new rental onsite and it was very comfortable and well equipped. The property is located close to shopping, dining, and the beach. Keasha the housekeeper is delightful to interact with and everyone was genuinely invested in ensuring we had a great stay! "
United States
Todd K.
Dreamy Cottage in Grace Bay, BBQ & Bikes Included!

20. 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 NZ$384
includes taxes & fees
11 Aug - 12 Aug
Riverfront Home Perfect for Groups in the Middle of the Mountains
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

Find out more about Caribbean

Caribbean Chalets information

Number of reviews
213
Accommodation
85 Chalets
Lowest Price
NZ$106
Highest Price
NZ$1,287

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