Why Cayman Villas

Why Cayman villas hero image
The vision

Make your Cayman Islands trip an authentic experience with a personal touch.

Traveler practicing snorkeling and holding a starfish

Unforgettable
experiences

Woman biking on the beach

Peace
of mind

Villas exterior with pool and palm trees, facing the sea

Affordable
luxury

Our services

Experiences You Won’t Find Anywhere Else.

Ocean at dawn

Trip planning

Food on a table

Restaurant
reservations

Man on a car in front of the ocean

Day trip planning

Sparkling wine and glasses

Special events

Luggages in an airport

Airport transfer

Car in front of the ocean during sunset

Car rental

Man on a stand-up paddle

Exclusive
experiences

How we roll

The Cayman Villas team will share the magic with you.

Woman smiling and holding a child at the beach
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.

Local iguana sunbathing in the street
People marching and having fun in the streets
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

Juliet

Snorkeling, paddleboarding and enjoying the sea with her kids are her favourite things to do

daisy

Daisy

Fell in love with the feeling of island safety and its Cayman kind mentality

noelle

Noelle

Find her chatting to locals at the farmers market

Janice

Janice

Enjoys taking a drive to the East End to hang out by the Wreck of the Ten Sail

Jennie

Jennie

Her happy place is floating around in the beautiful water

Jennifer

Jennifer

Happiest when sitting back smelling the salt breeze

Andy

Andy

He really enjoys long open water swims along Seven Mile Beach.