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 Big Thunder Mountain Railroad

Disney’s Big Thunder Mountain Railroad is in Frontierland and opened November 15, 1980. It is a runaway mine train that rolls across the top of the mesa modeled after Monument Valley in Arizona. It opened in the Magic Kingdom on September 23, 1980. There are six trains that run at Big Thunder Mountain Railroad. They…


Martinique’s New Flying Regatta

It’s here, it’s time! Martinique’s New Flying Regatta starts this week! CaribbeanDays has villas available for last minute books for this event taking place: November 17, 2018 thru November 24, 2018. These hydro sail boats are revolutionary! Be among the first to see them in action! Martinique Tourism Authority is introducing this new event, the…


There is a birthday coming up, guess who’s?

Mickey Mouse will be 90 years old this month and Disney has already started celebrating! Disney is the place to be this November with the castle iced for the holidays. Some of the entertainment includes special show enhancements and musical moments in celebration of Mickey’s big day, as well as a Tomorrowland Birthday Celebration Dance…

Ready To Plan Your Next Getaway?
Contact Us Today!
  • This field is for validation purposes and should be left unchanged.

Website Design & Development by Ironistic

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.

  • This field is for validation purposes and should be left unchanged.

Call Now