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

Chalets in Caribbean

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Caribbean chalets

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, (51 reviews)
"What an amazing property!! Thank you for the excellent communication. We will stay again on the next visit!!! The mountain views simply can’t be described, they must be experienced!"
United States
Anna
La Posada Mountain Retreat in the Heart of Puerto Rico with Exceptional Views

Relaxing Chalet with beautiful Sunrises & Sunsets!

Relaxing Chalet with beautiful Sunrises & Sunsets!
Río Piedras
9.6 out of 10, Exceptional, (67 reviews)
"Bring extra towels, great vibes and porch!"
United States
Faith
The price is NZ$455
includes taxes & fees
11 July - 12 July
Relaxing Chalet with beautiful Sunrises & Sunsets!

Puerto Rico vacation dream house

Puerto Rico vacation dream house
Santurce
Puerto Rico vacation dream house

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

Lush Cap Cana Bungalow with Private Pool

Lush Cap Cana Bungalow with Private Pool
Cap Cana
6.0 out of 10, (1 review)
Lush Cap Cana Bungalow with Private Pool

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)
"It was great! Loved watching the views from the terrace!"
United States
Ana L. V.
Casa Campo Obymar, Panoramic Villa with private pool. Electric generator

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

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

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!

Cottage 15 Village de la Pointe

Cottage 15 Village de la Pointe
Le Vauclin
The price is NZ$321
includes taxes & fees
24 July - 25 July
Cottage 15 Village de la Pointe

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$1,312
includes taxes & fees
12 July - 13 July
Coastal Comfort: Spanish Villa Steps from the Sand

Cayo Caracoles at Guayacan Guest House

Cayo Caracoles at Guayacan Guest House
Lajas
9.6 out of 10, Exceptional, (15 reviews)
"Great house! Clean and walking distance to everything! Would definitely recommend and book again! "
United States
Tara D.
The price is NZ$629
includes taxes & fees
27 July - 28 July
Cayo Caracoles at Guayacan Guest House

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

La Loma: Cozy Retreat with Jacuzzi & Views

La Loma: Cozy Retreat with Jacuzzi & Views
Cidra
The price is NZ$381
includes taxes & fees
28 June - 29 June
La Loma: Cozy Retreat with Jacuzzi & Views

Beachside Starfish

Beachside Starfish
Sainte-Anne
10.0 out of 10, Exceptional, (10 reviews)
"Emplacement de choix photos correspondent aux lieux lits et draps en parfait état cuisine bien équipée air conditionné silencieux. À 10 minutes à pied de la plage. Nous avons adoré."
France
Anonymous traveller
Beachside Starfish

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

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$110
includes taxes & fees
8 July - 9 July
Cozy 2-bedroom chalet in delightful Baní with WiFi, AC

Arcadia Caribbean Village

Arcadia Caribbean Village
Barrabás
The price is NZ$683
includes taxes & fees
9 July - 10 July
Arcadia Caribbean Village

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)
"Hôte très accueillant, endroit calme et proche de tout, logement typiquement créole "
France
Renaud W.
Chalen-charmante Villa Créole aux Portes du Grand Sud de la Martinique

Waterfront Villa 246E South Finger, Jolly Harbour

Waterfront Villa 246E South Finger, Jolly Harbour
Jolly Harbour
Waterfront Villa 246E South Finger, Jolly Harbour
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Caribbean Hotel Reviews

Find out more about Caribbean

Caribbean Chalets information

Number of reviews
211
Accommodation
102 Chalets
Lowest Price
NZ$110
Highest Price
NZ$1,312