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 Cast Member Chuck Jones was born September 21, 1912!

“Disney’s was to animation what Griffith was to live action. Almost all the tools were discovered at Disney’s. They were the only ones who had the money, and who could and did take the time to experiment.” -Chuck Jones Chuck Jones was an animator, author, screenwriter, producer and director of animated films. He was born…


Ironman World Championship – Hawaii

The Ironman World Championship will be in Hawaii, Saturday October 13, 2018. CaribbeanDays has villas available for this event. This race in paradise is the inaugural KONA race that challenges athletes in swimming, cycling and running. Book your stay: Tours and Adventures in Hawaii by CaribbeanDays Palm Villa 140B A Look at Disney’s Magical Touch…


New at Disney’s Animal Kingdom Rhino Encounters!

Meet these mighty but gentle giants in a special viewing area for a wildlife experience like no other; but, at Disney! This is a new backstage animal experience called, “Up Close with Rhinos”. Starting November 1st, 2018, this new backstage tour is a 60 minute guided adventure that gives guests a behind the scenes experience…

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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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