There are 13 countries, 17 dependent territories, and more than 7,000 islands in the Caribbean. Choosing where to spend your travel dollars can be daunting to say the least—so why not let the accommodations lead? The best Airbnbs in the region go head to head with the finest resorts, offering private pools, designer furnishings, phenomenal views, and friendly staff to cater to your every whim. There are sprawling villas for large families and friend groups, romantic bungalows for couples, and cheap but cheerful rentals for budget travelers. Many are mere steps from a pristine beach; others are tucked deep into the jungle greenery. Scroll down to see which island escape best suits your vacation style, starting off with a few Guest Favorites from Airbnb.
We’ve vetted these listings based on Superhost status, ratings, amenities, location, previous guest reviews, and decor. This gallery has been updated with new information since its original publish date. Additional reporting by Madison Flager.
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