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 – Have a Look at Aladdin!

CaribbeanDays, an Authorized Disney Vacation Planner, can book your stay at Disney where you can see Aladdin in style at Disney’s Hollywood Studio! Aladdin is a meet and greet character at Disney! A thrilling and vibrant live-action adaptation of Disney’s animated classic, “Aladdin” is the exciting tale of the charming street rat Aladdin, the courageous…


Barbados Time for a Throwdown!

The Barbados Ninja Throwdown is the brainchild of Mr. Delano Hinds who at 25 years of age started this competition and is currently the Owner of FitPro Gym. The first event that took place in November 2016 had 1,500 people in attendance and out of the 60 contestants was a mixture of males and females….


Disney pledges $5 Million to support Notre-Dame Cathedral rebuilding

Disney pledges $5 Million to support Notre-Dame Cathedral rebuilding By John Frost April 17, 2019 Notre Dame Cathedral in Paris, France Circa 1890-1900 This week marked a devastating fire that severely damaged one of the world’s most historic architectural landmarks which stands at the literal and figurative heart of Paris, France – The Notre-Dame Cathedral….

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