Your Caribbean Getaway Starts Here

How We Are Different?
We're Experts on the Region

We have been frequent visitors to the Caribbean for the past twenty-five plus years, often spending a week out of each month in the region. We can answer any question you may have about the islands and about the luxury Caribbean villas. If we don’t know, we find out.




At Your Service

CaribbeanDays provides the highest level of personal assistance in order to ensure that all of your vacation needs are met. Our team of dedicated Caribbean travel agents will help you find the perfect Luxury Caribbean Villas for you.


Quality Rentals

Our descriptions of the Caribbean vacation villas are always true and accurate. A large percentage of our business consists of repeat and referral clientele and we strive to keep it that way. Let us help you find a luxury Caribbean villa for the vacation of your dreams.


Explore the Caribbean
Explore All Of Our Caribbean Destinations
We Are Here For You

We represent over 1000 luxury Caribbean villa rentals on more than 20 island throughout the Caribbean. Let CaribbeanDays ensure your Caribbean Holiday exceeds your expectations from arrival to departure.

When you phone us you will be able to speak with someone who is very knowledgeable about the Caribbean villa rentals and the islands, and you will never have to deal with a telephone menu.

Get to know our team
CaribbeanDays Blog

Dumbo Flying Elephants opens in Fantasyland 1955

August 16, 1955 was opening day for the Disney Classic ride Dumbo the Flying Elephants in Fantasyland @ Disneyland FastPass Tidbit! Did you know if you coupled your stay at Disney with a Disney Classics VIP Tour, that will give you preferential access to 10-12 classic Disney attractions like: Dumbo Flying Elephant ride, Pirates of…


President George Washington and Barbados?

Yes, the first President of the United States visited Barbados! It was the only time President Washington ever left colonial America. And it was Barbados he chose to visit! The home in which he visited is a World Heritage Tour. Guests can stay in a luxury villa by CaribbeanDays and take this tour! In 1751,…


Happy Birthday Disney Cast Member Joe Jonas!

Joseph Adam “Joe” Jonas, a member of Jonas Brothers, is born in Casa Grande, Arizona. The Disney Channel reality short series, Jonas Brothers: Living the Dream, premiered on Disney Channel on May 16, 2008. The show ran until September 5, 2008. It documented the brothers’ lives on the “Look Me In The Eyes” Tour. Joe,…

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Contact a Villa Specialist

Not sure where to start your search for a Caribbean villa rental?

Contact a CaribbeanDays villa specialist today! Having visited each and every Caribbean island many times, our specialist can guide you in choosing the right island and villa for your getaway. Fill out the form below to contact a specialist and get started.

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