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

House on the Path, Saba

Hat Tip to Travel and Leisure for featuring my favorite villa on my favorite island, House on the Path, Saba. I have pondered several times making this villa my home and just telecommuting from Saba. Can you imagine living in a rainforest, with a 5 minute walk to town and being 12 minutes from St….


Disney Added Extra Days to Mickey’s Not So Scary Halloween Party

Mickey’s Not So Scary Halloween Party Starts August 25th! Disney has added extra dates for their Halloween Celebration which now start August 25, 2017. The event has continuously been sold out so the extra days are in hopes of giving more guests to opportunity to enjoy the event. CaribbeanDays can bring you this treat!


Jerry Lewis, You will be Missed!

Today we sadly say good bye to an entertainment icon, Jerry Lewis, March 16, 1926 – August 20, 2017. He was a American comedian, actor, singer, film producer, screenwriter, film director, and a Disney Cast Member. As a Disney Cast Member, Jerry Lewis played George Fawkes in Disney’s Hollywood Pictures, “Funny Bones”.

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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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