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

Happy Birthday Disney Cast Member Rosie O’Donnell

Cast Member Rosie O’Donnell may have several Disney roles, such as: a hostess in The Boudin Bakery Tour, at Disney California Adventure in Anaheim; the voice of The Bouncing Bumble Queen on the Disney Junior original series Jake and the Never Land Pirates, and even a recurring role in the Freeform series The Fosters as…


Saint Lucia Jazz Festival, May 5, 2019 – May 12, 2019

The Saint Lucia Jazz Festival is renowned as the premier jazz festival in the Caribbean. For the first time, the Saint Lucia Jazz Festival will collaborate with and be held at the Lincoln Center. Buy your tickets for the Saint Lucia Jazz Festival! St. Lucia, won the status of the best Caribbean Island to invest…


Disney Cast Member James Baskett

  March 20, 1948, The Academy of Motion Picture Arts and Sciences awards an Oscar (Song) for the song “Zip-A-Dee-Doo-Dah” in the film Song of the South; as well as, an Oscar (Special Award) to James Baskette for his portrayal of Uncle Remus in the film Song of the South. Jame Baskette was the first…

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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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