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

Happy Birthday Disney Cast Member Louis Prima!

He is the King of the Swingers! The Jungle VIP! Dubie Doo! He Wants to be like You! Disney Cast Member, Louis Prima (December 7, 1910-August 24, 1978) was a trumpeter, bandleader, singer, composer, and actor. He also was the voice of King Louie! October 18, 1967, Disney released their feature film, The Jungle Book….


A Christiansted Holiday in St. Croix

In St. Croix, the Christiansted Holiday Boat Parade takes place annually on the Christmas Season! Book your villa stay! Businesses who operate boats as well as those who have their own pleasure crafts deck their boats with the most imaginative holiday and tropical decor. Santa and his reindeer, palm trees, lights galore, even Mocko Jumbies…


Christmas in Disney

December 6, 1976 – Christmas in Disneyland Aired! Christmas in Disneyland was filmed on location and hosted by Art Carney, Sand Duncan and Glen Campbell. CaribbeanDays is an Authorized Disney Vacation Planner and can bring you this holiday magic! ——————————————–   Online Grocery Service   St. Maarten/St. Martin New ShopnDrop Online Grocery Service Service for…

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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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