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 Celebrations Wedding – Castaway Cay

  Tie the knot in a one-of-a-kind beach setting straight from a postcard: Castaway Cay is Disney’s private port-of-call paradise reserved just for Guests on Disney Cruise Line Bahamian and Caribbean cruise vacations. SUN, SAND, SURF AND YOUR SPECIAL SOMEONE Stick your toes in sugar-white sand as you exchange vows on Disney’s private island surrounded…


Destination Weddings – St. Lucia

St. Lucia is Made for Romantics The moment you arrive on St. Lucia, you’ll realize that its natural beauty seems to have been made for romantics. All that the island has to offer – including palm-fringed beaches, volcanic backdrops, elegant old plantation houses, clear tropical air, rhythmic steel band music, and tantalizing cuisine – combine…


A Disney Wild Side Wedding – Animal Kingdom

Looking for a wedding venue that is a bit more on the wild side? Imagine tying the knot surrounded by the magic and wonder of nature at Disney’s Animal Kingdom! Wedding guests have the option to travel within this exotic land for the wedding of your dreams. Animal lovers and wilderness explorers rejoice! Here are…

Ready To Plan Your Next Getaway?
Contact Us Today!
  • This field is for validation purposes and should be left unchanged.

Website Design & Development by Ironistic

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.

  • This field is for validation purposes and should be left unchanged.

Call Now