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

A Magical Runway

Did you know Walt Disney World Florida use to have a runway? Not just a runway, a Magical one! This is where Mouse One use to land in the early ’70s. There was even small craft passenger service from Orlando’s McCoy Airport to Disney World. The added magic by Disney was this runway was grooved…


Journey to a Hidden Island

There is a gorgeous, remote island just off of St. Thomas, Water Island is known for its rugged beauty and spectacular views and only has a population of 200. The island has no hotels, taxis, gas stations, shops, nor a main town. At almost 500 acres, Water Island is the smallest island in the main…


Stress Free Majestic Paradise

Do you need a break from the daily updates of Trump’s Twitter account, Hillary’s emails, terror attacks and Russians under the bed? How about a remote island in the Caribbean with views of this? CaribbeanDays can bring you to a nice villa in St. Lucia where you can take in a majestic wonder land at…

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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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