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

Monstro, I’ve heard of him!

“That Monstro, I’ve heard of him! He’s a whale of a whale! Why, he swallows whole ships, alive!” ―Jiminy Cricket In Disney’s Pinocchio, the animators of Monstro were inspired by Herman Melville’s Moby Dick, the sperm whale! The voice of Monstro was by Disney Legend, Thurl Ravenscroft. Thurl Ravenscroft may be more commonly recognized by…


The Caribbean is known as a Whale Watching Capital

The Caribbean is known as a Whale Watching Capital. CaribbeanDays can arrange for your opportunity to observe these majestic creatures living their lives in their natural habit in their natural habitat. The most commonly sighted species are: •the pantropical spotted dolphin Stenella attenuata •the Fraser’s Dolphin, Lagenodelphis hosei •the bottlenose dolphin •short-finned pilot whale •as…


You Will Be Missed Sir Roger George Moore

Thoughts and prayers for the family and friends of Sir Roger George Moore, lovingly known as Bond, James Bond. Roger Moore was a guest on Disney’s Muppet Show.

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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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