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

Disney Legend Harper Goff

Disney Legend Harper Goff (March 16, 1911 – March 3, 1993) Want to see Harper Goff’s Window and More? CaribbeanDays can take you here! Goff was a member of the artistic team for Walt Disney Studios and designed the Nautilis for 20,000 Leagues Under the Sea as well as many of the inventive special effects….


Another CaribbeanDays Exclusive Adventure! Wyoming!

Wyoming Head into the great state of Wyoming and bask in the rugged beauty of the West. Explore Yellowstone National Park and other spectacular sites by horseback, whitewater raft and on foot. Feel your spirits soar in this land filled with natural wonders! Adventure At-A-Glance Jackson Hole, Brooks Lake, Grand Teton National Park, Yellowstone National…


Disney Legend Jack Lindquist, Master of Fun

Jack Lindquist’s window on Main Street in Disneyland is on City Hall, bracketed by his buddy Marty Sklar’s window. Would you like to see Jack Lindquist Window or hand prints? CaribbeanDays can take you to Disneyland! Jack Lindquist, March 15, 1927-February 28, 2016, a Disney Legend who also served as the first-ever President of Disneyland….

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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