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

Disney’s New Riviera Resort

Thu, February 21, 2019 European-Inspired Amenities Coming for Disney’s Riviera Resort by Jessica Quinn, Public Relations Manager, Disney Vacation Club As many of you are likely bundling up in coats, scarves and gloves, please pull up a cozy chair, some hot cocoa and let’s talk about sunshine and palm trees and the awesome pools and…


Turks and Caicos’ Potcake Place Makes People Magazine!

Book your villa stay now with CaribbeanDays! Come indulge yourself with Turks and Caicos for the Annual Wine Cellar Golf & Fishing Tournament, March 7-10, 2019 And Visit Potcake Place Rescue relies on extra help from visiting guests to Grace Bay. Guests can bring donations, walk the dogs on the beach, help transport dogs that…


Toy Story and Kelsey Grammer #FollowTheBall

Did you know Kelsey Grammer is a Disney Cast Member? Many know him as Dr. Frasier Crane. But he is also Stinky Pete, the Prospector from Toy Story! Contact us and follow that balls path #FollowTheBall ! Toy Story Land is now open for guests! Disney Cast Member Kelsey Grammer was born February 21, 1955…

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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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