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

Coming to Disney – Star Wars Galaxy Edge Resort and New Star Wars Attractions

Coming Fall 2019! Star Wars: Galaxy’s Edge and the Millennium Falcon Smugglers Run The Millennium Falcon: Smugglers Run, will put guests behind the controls of the most famous ship in the galaxy in one of three unique flight crew roles. The Star Wars: Rise of the Resistance attraction, will put guests in the middle of…


Christmas Time on St. Croix

While images of cerulean blue Caribbean waters and palm tree-lined beaches may not spring to mind when you think of Christmas, St. Croix is a wondrous place to spend the holidays. Starting the day after Thanksgiving, the holiday season is packed with events island wide where you can indulge in scrumptious local holiday foods and drinks,…


Disney Cast Member, Roy Clark, has Past

Roy Clark was a country singer and musician. His Disney roles include Branson Performer in Gordy and himself in episode 303 of The Muppet Show, the TV special Disneyland’s 30th Anniversary Celebration, and the Walt Disney episode “EPCOT Center: The Grand Opening”. Roy Clark singing at Disneyland ——————————————– Online Grocery Service   St. Maarten/St. Martin…

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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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