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 Grand Floridian Beach Resort Hotel

Disney’s Grand Floridian Beach Resort hotel opened in Walt Disney World, on the west shore of Seven Seas Lagoon on June 28, 1988. It was inspired by the Victorian era beach resorts built along Florida’s east coast during the late 19th century and early 20th century. It’s exterior is modeled after the Mount Washington Resort…


St. Thomas Synagogue Virgin Islands

After you tour Blackbeard’s Castle come over to see another National Historic Landmark, the Saint Thomas Synagogue. The Saint Thomas Synagogue is a U.S. National Historic Landmark that was built in 1833, and is the second oldest synagogue on United States soil. It also has the longest history of continuous use by a Jewish congregation…


Disney Collectible Pins

Are you familiar with Disney’s collectible pins? They are limited editions that feature Disney characters, attractions, icons, events, artists and more. Disney guests have made a hobby of collecting and trading these pins. There is one rare pin that CaribbeanDays can assist you in obtaining! It is Mickey going through the Looking Glass. Guests can…

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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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