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

CaribbeanDays wants you to explore the oldest cathedral – burial cavern

The Fountain Caverns has recently received National Parks status with You can now see the Fountain Caverns that is also the oldest cathedral in the New World. Book your stay with CaribbeanDays to experience this new opportunity! Ceremonial Priest performing ritual at Fountain National Park and Archaeologists Fountain Cavern bears exceptional testimony to cultural…


CaribbeanDays Remembers All that Serve

Blue Angels 2017 Flyover at Walt Disney World


May 28, 1966 – It’s a Small World Opened in Disneyland

May 28, 1966, the It’s a Small World attraction opened in Fantasyland at Disneyland. The attraction has over 500 singing dolls and effects. It’s a Small World actually first debuted at the 1964 New York World’s Fair. The logo portion of the entry ticket actually states: April 22, 1964 – opening day “A salute to…

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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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