Search Chalets in Caribbean Islands

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Caribbean Islands chalets

Riverfront Home Perfect for Groups in the Middle of the Mountains

Riverfront Home Perfect for Groups in the Middle of the Mountains
2.0 star property
Vallejito Abajo
The price is NZ$383
includes taxes & fees
5 Jan - 6 Jan 2026
Riverfront Home Perfect for Groups in the Middle of the Mountains

Relaxing Chalet with beautiful Sunrises & Sunsets!

Relaxing Chalet with beautiful Sunrises & Sunsets!
Río Piedras
10.0 out of 10, Exceptional, (50)
"Amazing spot to stay in especially if you have kids."
United States
Laila S.
The price is NZ$323
includes taxes & fees
7 Jan - 8 Jan 2026
Relaxing Chalet with beautiful Sunrises & Sunsets!

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, (11)
"malgré un voisinage parfois bruyant"
France
antoine g.
The price is NZ$240
includes taxes & fees
20 Jan - 21 Jan 2026
Chalen-charmante Villa Créole aux Portes du Grand Sud de la Martinique

Guayacan Guest House @ La Parguera - Cayo Caracoles

Guayacan Guest House @ La Parguera - Cayo Caracoles
Lajas
9.4 out of 10, Exceptional, (13)
"Absolutely great place, walking distance to everything. Loved the place as its perfect for large groups!"
United States
edowilda
The price is NZ$558
includes taxes & fees
12 Jan - 13 Jan 2026
Guayacan Guest House @ La Parguera - Cayo Caracoles

Bungalow with swimming pool in the heart of the Oge countryside

Bungalow with swimming pool in the heart of the Oge countryside
Sainte-Marie
Bungalow with swimming pool in the heart of the Oge countryside

Ocean view romantic getaway chalet

Ocean view romantic getaway chalet
Isabela
8.0 out of 10, Very good, (1)
The price is NZ$738
includes taxes & fees
6 Jan - 7 Jan 2026
Ocean view romantic getaway chalet

Arcadia Caribbean Village

Arcadia Caribbean Village
2.0 star property
Barrabás
The price is NZ$691
includes taxes & fees
13 Jan - 14 Jan 2026
Arcadia Caribbean Village

Waterfront Villa 246E South Finger, Jolly Harbour

Waterfront Villa 246E South Finger, Jolly Harbour
Jolly Harbour
Waterfront Villa 246E South Finger, Jolly Harbour

Waterfront Villa 230A, South Finger

Waterfront Villa 230A, South Finger
Jolly Harbour
Waterfront Villa 230A, South Finger

232B South Finger, Waterfront Villa, Jolly Harbour

232B South Finger, Waterfront Villa, Jolly Harbour
Jolly Harbour
232B South Finger, Waterfront Villa, Jolly Harbour

Day Pass Alvarez & jacobs Hacienda

Day Pass Alvarez & jacobs Hacienda
Los Coquitos
The price is NZ$9,600
includes taxes & fees
1 Jan - 2 Jan 2026
Day Pass Alvarez & jacobs Hacienda

Bungalow with swimming pool in the heart of the Vert countryside

Bungalow with swimming pool in the heart of the Vert countryside
Sainte-Marie
Bungalow with swimming pool in the heart of the Vert countryside

2 Bungalows with Swimming Pool

2 Bungalows with Swimming Pool
Sainte-Marie
2 Bungalows with Swimming Pool

Waterfront Villa 247C South Finger

Waterfront Villa 247C South Finger
Jolly Harbour
10.0 out of 10, Exceptional, (1)
"We stayed in Falmouth Harbor, English Harbor, and ended in Jolly Harbor. Loved the this condo! Had sailing friends that joined us a few nights for dinner, and they will definitely suggest this condo for their company. The kitchen was great! Huge! It had everything one would need to cook, which we did, and not too much that it is overflowing with junk! The beds, the laundry, the view from the upstairs bedroom...really nice. Canal living at its best...with a great bar down the road for sunsets!...
United States
Gayle G.
Waterfront Villa 247C South Finger

Starlight Chalet-Blue Mountain Escape-hiking trails, rivers & birding-breakfast.

Starlight Chalet-Blue Mountain Escape-hiking trails, rivers & birding-breakfast.
St. Andrew
2.0 out of 10, (1)
"Was under construction, bad smell, we can’t stay at the place, I need a total refunds "
United States
Ho-Chi-Mi
The price is NZ$1,653
includes taxes & fees
6 Jan - 7 Jan 2026
Starlight Chalet-Blue Mountain Escape-hiking trails, rivers & birding-breakfast.
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 Islands Hotel Reviews

Find out more about Caribbean Islands

Caribbean Islands Chalets information

Number of reviews
74
Accommodation
1 Chalets
Lowest Price
NZ$240
Highest Price
NZ$9,600