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 Animal Kingdom’s New Event with Dug

~~”I was hiding under your porch because I love you.”~~ Just in time for the 20th anniversary of Disney’s Animal Kingdom next year, a new show is being added. Dug from Disney’s “Up” will offer guests an “Up” and close encounter experiences with winged creatures along with Senior Wilderness Explorer Russell. Together they discover species…


Few Villas left for the Culinary Event of the Decade! Cayman Cookout

Join household names like Anthony Bourdain, Jose Andres and Emeril Legasse as they partake in treasured cuisines and celebrations! The Cayman Cookout is the most renowned food and wine event in the Caribbean. The Cayman Cookout is the Culinary Event of the Decade! CaribbeanDays has only a few villas left for this event. Reserve yours…


December 11, 2009 – Disney’s The Princess and the Frog Debuted

~~I remember daddy told me…”Fairy tales can come true…But you gotta make it happen…It all depends on You”~~ On December 11, 2017, Disney released the animated feature film, “The Princess and the Frog” to theaters in the US. “Inside Disney Tidbit!” The dance scene with Dr. Facilier (The Interlude) was animated by using parts of…

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

Website Design & Development by

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