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 to Disney Cast Member, Billy Joel!

May 9, 1949, Disney cast member, singer-songwriter and piano-man Billy Joel is born William Martin Joel in New York City. Billy Joel was the voice of Dodger in Disney’s 1988 “Oliver & Company.” Joel also sang “Why Should I Worry?”. Disney cast member Joel also appeared on the cover of the December 1994/January 1995 issue…


It’s Back! Aruba’s Annual Soul Beach Music Festival – #SBMF

May 22 – 28, 2019 | Memorial Day Weekend The Aruba Soul Beach Music Festival, SBMF, is a star-studded, two-night concert series. The Aruba Soul Beach Music Festival is held on Memorial Day weekend annually and has five days of events. It boasts a truly unique and unforgettable three-in-one experience featuring live music performances, comedy…


CaribbeanDays Presents Egypt! is an Authorized Disney Vacation Planner. We are proud to announce our new opportunity to book Adventures in Egypt! Ever dream of seeing the pyramids and sphinxes in Egypt? Immersing in the history, hieroglyphics and legends of Egypt? CaribbeanDays is proud to present a ten day adventure to Cairo, Aswan, Nile River Cruise, Luxor,…

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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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