Make your Cayman Islands trip an authentic experience with a personal touch.
Experiences You Won’t Find Anywhere Else.
The Cayman Villas team will share the magic with you.
We’re responsive, friendly, accessible and happy to help! We’re here to share the real Cayman Islands with you. Find you the best fresh coconuts. Share how to snorkel with the stingrays without the crowds. So pick up the phone - we’re just a few short rings away.
Since the early days back in the 70s, when Penny ran ads in the New York Times to attract vacationers, we've been sharing the real island gems and creating unforgettable experiences.
Cayman Villas advocates for the Breast Cancer Foundation because Penny, our founder, is a proud survivor. You'll regularly find us as local beach clean ups, fundraisers and community projects.
Snorkeling, paddleboarding and enjoying the sea with her kids are her favourite things to do
Property Manager - Regal Beach Club
Fell in love with the feeling of island safety and its Cayman kind mentality
Reservation and Travel Specialist
Find her chatting to locals at the farmers market
Office Administrator and Concierge Specialist
Enjoys taking a drive to the East End to hang out by the Wreck of the Ten Sail
Concierge and Travel Specialist
Her happy place is floating around in the beautiful water
Happiest when sitting back smelling the salt breeze
He really enjoys long open water swims along Seven Mile Beach.
At her happiest taking a long sunset stroll on one of the beautiful soft sandy beaches, watching the sun gently merge into the ocean.
We’ll be there to welcome you at the airport and help you feel at home on the islands. We’ll plan memorable adventures for you or order in the most delectable luxury in-villa experiences. Sound like fun?
Thanks to our local relationships with property managers, we get to hook you up with the best villa rates on the islands!
Tell one of the Cayman Villas team what you're looking for - we'll match you with the dreamiest villa and start planning your perfect vacation with you!
Call us toll-free
Monday – Friday: 8:30am to 4:30pm
Saturdays: 11am to 4pm