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

CNN’s Picks for Best Beaches

  CNN has republished their top 100 Best Beaches. The Caribbean is ranked all throughout their list and Luxury Villas by CaribbeanDays awaits! CNN’s Top Beaches: Pigeon Point, Tobago, Trinidad and Tobago Trinidad and Tobago are twin islands just 7 miles off the coast of Venezuela. Trinidad is an extremely wealthy country with most of…


In Loving Memory of Disney Legend Stan Lee

It is with very heavy heart we say not only good bye; but, thank you, to Disney Legend Stan Lee. Stanley Martin Lieber December 28, 1922 – November 12, 2018 My generation grew up with the Marvel Comics that grew with us into movies, books and TV shows. We were there from the comic to…


Disney Salutes Veteran Andy Grenier on Veterans Day

Thank  you for your service from CaribbeanDays! Sun, November 11, 2018 Disneyland Resort Salutes Cast Member and Veteran Andy Grenier on Veterans’ Day by Kevin Rafferty, Jr., External Communications Manager, Disneyland Resort The Disneyland Resort is fortunate to have hundreds of cast members who are veterans or serve in the military reserves. Andy Grenier, manager…

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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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