Why Cayman Villas
The vision
Make your Cayman Islands trip an authentic experience with a personal touch.
Unforgettable
experiences
Peace
of mind
Affordable
luxury
Our services
Experiences You Won’t Find Anywhere Else.
Trip planning
Restaurant
reservations
Day trip planning
Special events
Airport transfer
Car rental
Exclusive
experiences
How we roll
The Cayman Villas team will share the magic with you.
We make it easy
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.
Island roots
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.
Real connections
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.
Meet your team
Juliet
Managing Director/Owner
Snorkeling, paddleboarding and enjoying the sea with her kids are her favourite things to do
Daisy
Property Manager - Regal Beach Club
Fell in love with the feeling of island safety and its Cayman kind mentality
Noelle
Reservation and Travel Specialist
Find her chatting to locals at the farmers market
Janice
Office Administrator and Concierge Specialist
Enjoys taking a drive to the East End to hang out by the Wreck of the Ten Sail
Jennifer
Property Manager
Happiest when sitting back smelling the salt breeze
Andy
Accountant
He really enjoys long open water swims along Seven Mile Beach.
Penny
Consultant
At her happiest taking a long sunset stroll on one of the beautiful soft sandy beaches, watching the sun gently merge into the ocean.
Explore Cayman
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?
Start booking
Thanks to our local relationships with property managers, we get to hook you up with the best villa rates on the islands!
