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

Carol Burnett Comes to Walt Disney World

Comedy Legend Carol Burnett was in Disney World this past weekend, 2/15-17th! As a Disney cast member, Carol Burnett as appeared The Muppet Show, the host of the Disney Sunday Movie episode “Great Moments in Disney Animation”, Walt Disney World 4th of July Spectacular, Walt Disney World’s 20th Anniversary Celebration, and Queen Aggravain in Once…


St. Maarten Heineken Regatta – February 29 – March 3, 2019 LLC 1-908-832-6655 eMail February 29 – March 3, 2019, St. Maarten is hosting sailors from 35 countries in their up and coming Regatta and CaribbeanDays has villas ready for the event! The St. Maarten Heineken Regatta started back in 1980 with only 12 sail boats participating. The events success over the years has grown…


Disney and the Hall of Presidents

On this President’s Day, enjoy Disney’s Hall of Presidents. Disney is the forefront and innovators of Audio-Animatronics Previous: Disney the Masters of Animatronics CaribbeanDays can take you to Disney’s Liberty Square. —————————————– ——————————————–——————————————–   Online Grocery Service   St. Maarten/St. Martin New ShopnDrop Online Grocery Service Service for Villas, Resorts, Yachts and Vacation Rentals in…

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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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