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Top Mountain Caribbean Islands Hotels

Strawberry Hill

Island Outpost Irish Town Saint Andrew

31 hours drive from Windward Islands

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! (143 reviews)

Good

Reviewed on 5 Oct 2025

Four Points by Sheraton Caguas Real Hotel & Casino

500 Alhambra En Granada Boulevard Caguas

16 hours drive from Windward Islands

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! (1,002 reviews)

Staff was great, facilitues were grea,. The keys were an issue all the time.To open the room, to get out of parking, at.check.out. The coding canceled for no reason in different ocasions. Otherwise, it would get 5 stars

Reviewed on 14 Dec 2025

Ladera Resort - Adults Only

Rabot Estate Soufrière

1 hour drive from Windward Islands

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! (652 reviews)

We stayed at Ladera Resort in St. Lucia for our honeymoon, spending 8 nights and 9 days, and chose the all-inclusive option. From the moment we arrived, I was brought to tears — and that feeling never left. This resort is truly something special. Everything exceeded our expectations: the people, ...

Reviewed on 14 Dec 2025

See all 84,879 properties in Caribbean Islands

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.