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

Oh Disney Christmas Tree

Everything truly sparkles during the Holidays at Disney. The Christmas tree at on Main Street stands 60-feet tall! The tree features 3,500 multi-color lights, 1,500 Victorian-inspired ornaments and 100 oversized faux candles. Watch the trimming below! Would you like to see it in person? CaribbeanDays, an Authorized Disney Vacation Planner, can take you here! ——————————————–…


Christmas in Jamaica

Christmas is a very special time in Jamaica. People paint their houses and hang new curtains and decorations for Christmas. Most families spend Christmas Day at home with friends and family members. In Jamaica, Christmas Eve is also called ‘Grand Market’. In every town and city there is a cross between a festival and a…


Disney’s Avengers Endgame

Avengers: Endgame is the upcoming 2019 sequel to the Marvel Cinematic Universe film Avengers: Infinity War. It will be released on April 26, 2019 Why not see it at Disney World? CaribbeanDays is an Authorized Disney Vacation Planner Even @NASA is excited for the @Avengers ! Hey @Marvel, we heard about Tony Stark. As we…

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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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