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

#RockTheDots on National Polka Dot Day at Disney!

#RockTheDots on National Polka Dot Day, January 22, 2018! Look at who’s celebrating! CaribbeanDays can book your stay at Disney so you can celebrate all year round! ——————————————– Advertise Give a Gift of Adventure! Gift Certificates for Tours! CaribbeanDays is proudly partnered with Royal Coachman Worldwide and Enterprise, Alamo and National Car Rental Services.  …


pUpdates from Potcake Place K9 Rescue – Turks and Caicos

Potcakes Place K9 Rescue has a new mom and litter! Take a look at Shay and her new babies. Potcakes Place makes it easy for guests of Turks and Caicos to bring home a little love from their vacations. CaribbeanDays can book your villa stay and adventure in Turks and Caicos! Previous: Turks and Caicos…


Disney Channel’s Kids Inaugural and the Jonas Brothers

January 19, 2009, the Jonas Brothers performed for Disney’s Kids Inaugural: We Are the Future concert. Did you know that Kevin Jonas and his wife, Danielle spent their first wedding anniversary in Cinderlla’s Castle Suite at Disney World? Would you like to tour this castle? CaribbeanDays can arrange that! ——————————————– Advertise Give a Gift of…

Ready To Plan Your Next Getaway?
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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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