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

10-night Northern Europe cruise to Enchanting Storybook Lands!

All aboard the Disney Magic as she sets sail to Northern Europe! CaribbeanDays, an Authorized Disney Vacation Planner, can book your cruise! 2019, the Disney Magic debarks for Fredericia, Denmark! Be Our Guest on this enchanting adventure of charming streets, beautiful churches and old houses set within historic 17th-century ramparts! These surrounding areas of Denmark…


Epic Whale Photography Tour by CaribbeanDays – Lahaina, Hawaii

CaribbeanDays now has the opportunity to invite our guests to the most unique private tour adventure. Guests can now go on a live photography workshop with a professional wildlife photographer! This private workshop adventure will give our booked guests a unique hands on experience to learn expert techniques for photographing whales and other marine life….


July 18, 1965, The Great Moments with Mr. Lincoln attraction opens in Disneyland

July 18, 1965, The Great Moments with Mr. Lincoln attraction opens in the Main Street Opera House at Disneyland! This exhibit was originally displayed for the May 2, 1964 New York World’s Fair. Disney Imagineers are the very first to create Audio-Animatronics. Specifically, Disney Legend Blaine Gibson created the Abraham Lincoln exhibit. Would you like…

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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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