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

Girl Scouts to be Celebrated @ Disneyland

Registration for this celebration is now open! Girl Scout Leaders! There is classroom based science! This qualifies for out of classroom based learning STEM Grants! And they are available to apply for now! In addition, bulk ticket purchases are cheaper for groups. CaribbeanDays, an Authorized Disney Vacation Planner, can help! Girl Scouts will discover the…


Do you see snow? I know where you should go!

There are airline specials running that start at $59 for flights to the Caribbean. Just in time for St. Martin’s Festival – March 13-17, 2019 – #SXMFestival2019 #TakeMeBack #IslandStyle Watch this small preview! This is going to be a symbolic, milestone event. This event will be embracing the pride and strength of the rebuilding efforts….


Happy Birthday Ben Franklin, a Host of Disney!

Statesman, inventor, scientist, printer, and patriot Benjamin Franklin is born January 17, 1706, in Boston, Massachusetts. In 1953 Disney released the short Ben and Me which was adapted from the children’s book by Robert Lawson. The tale reveals the contributions of a mouse named Amos, to Ben Franklin’s career. In addition, Epcot’s Animatronic show, The…

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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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