Caribbean Mountain Holidays

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The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Top Mountain Caribbean Hotels

Strawberry Hill

Strawberry Hill

3 out of 5
Island Outpost Irish Town Saint Andrew
The price is NZ$842 per night from 17 Feb to 18 Feb
NZ$842
17 Feb - 18 Feb
includes taxes & fees
Stay at this boutique hotel in Irish Town. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Bob Marley Museum and Jamaica House are located ...
9/10 Wonderful! (148 reviews)
Room was clean and the staff was nice. Excellent views.

Reviewed on 13 Jan 2026

Strawberry Hill
Four Points by Sheraton Caguas Real Hotel & Casino

Four Points by Sheraton Caguas Real Hotel & Casino

3.5 out of 5
500 Alhambra En Granada Boulevard Caguas
The price is NZ$512 per night from 22 Feb to 23 Feb
NZ$512
22 Feb - 23 Feb
includes taxes & fees
Stay at this golf hotel in Caguas. Enjoy free Wi-Fi, a casino and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular attractions ...
8.6/10 Excellent! (1,001 reviews)
N/A

Reviewed on 27 Dec 2025

Four Points by Sheraton Caguas Real Hotel & Casino
Ladera Resort - Adults Only

Ladera Resort - Adults Only

5 out of 5
Rabot Estate Soufrière
Stay at this spa resort in Soufrière. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.6/10 Exceptional! (670 reviews)
Everything was AMAZING and peaceful! The people were so nice. I can’t wait to come back.

Reviewed on 9 Feb 2026

Ladera Resort - Adults Only
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.