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’s Wooden Soldiers

Every Disney Holiday Parade, the wooden soldiers can be seen. The wooden soldiers originated from the film, Babes in Toyland. CaribbeanDays is an Authorized Disney Vacation Planner and can take you to see the Wooden Soldiers! ——————————————–   Online Grocery Service   St. Maarten/St. Martin New ShopnDrop Online Grocery Service Service for Villas, Resorts, Yachts…


Christmas in the U.S. Virgin Islands

The traditions of the Virgin Islands came from French heritage. Christmas traditions starts on the Virgin Islands starts with the cleaning of the homes inside and out. Walls are scrubbed, paint reapplied, drapes are cleaned and hung, and decorations go up. Homes fill with the aroma of vanilla, cinnamon, anise and guavaberry liqueur. All cooking…


Happy Birthday to Disney Legend Dick Van Dyke!

Disney Legend Dick Van Dyke is 93 years old today! He portrayed Bert and Mr. Dawes Sr. (for which he was credited as Navckid Keyd as an anagram of his name) in the 1964 musical film Mary Poppins. He was also in the 1966 movie Lt. Robin Crusoe USN and the 1968 movie Never a…

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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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