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HOW IT WORKS

Explore. Fall in love. Enjoy!
Explore

Navigate through Cayman Islands' most sumptuous beachfront getaways. Our carefully selected and inspected properties offer a wide range of styles, sizes, locations and pricing. Take a peek here!
Book

Found your dream home? You can now confirm travel dates and basic information through Cayman Villas' trusted accounting services. $USD, all fees included, no surprises.
Customize

Customize your trip from home! Our on-island crew helps you plan your Cayman vacation just the way you want it. We get everything in place so you can enjoy your stay right upon landing. No additional fees, it's on us.
Any question?

FAQ
I just wanted to let you know that we had a fantastic time at the Kaibo. The condo was wonderful. We had so much fun at the pool and beach. What a beautiful island. Thank you so much for all your help.
Alison
We had A GREAT time! Truly it was the best vacation either of us has had in years... the cottage was great and we loved Little Cayman. We will definitely be back.
Dario
We have been involved from the beginning with Penny Cumber and Cayman Villas. It has always been a pleasure as Penny is one of the most honest, professional, precise and patient ( as I have not always been as proficient as she always is), and she keeps meticulous records of phone calls, emails, letters and has helped me in the past on the financial reports when I have lost figures. Penny has cared for her clients, checks her properties to insure they are in the ready and in the best condition. There has never been one problem between us since the beginning which is a very glowing recommendation.