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Complimentary on-island concierge services
Pre-trip Planning

Your Cayman Villas experience starts now. Not sure where to start? Let our island-based team guide you step by step through finding the perfect nest matching you needs, budget and greatest expectations!
On-Island Concierge

We believe in connecting with our clients. Which is why unlike most travel companies, our formula is "In Cayman, for Cayman". We know our islands all too well and beyond the cliché activities, rest assured you will be the first one noticed when it comes to day and night local happenings.
A personalized experience

Our team of experts helps you plan on to the slightest detail your dream Caribbean experience, just the way you pictured it. From picking the fittest villa to attending the most thrilling events, expectations will be exceeded.

Your Getaway, Your Way


Benefit from car rental facilitation and discounts as we help you plan every transportation detail, prior to arrival or during your stay.


Not sure where to start your journey? Your personal concierge is here to help you plan the activities that will make this experience memorable. Scuba diving, jet-skiing, fishing, golfing, safari tours, you name it.


Cayman Islands are rich in history and culture. Ask your concierge for guided island tours, directions to museums, directions to shopping outings, local happenings or even special music & dance performances live at your house.


Enjoy a kitchen pre-stocked with your favorite treats, private chef services, pre-made restaurant reservations or even private Cayman cooking lessons & wine tasting evenings.


Treat yourself to private butler service, an in-villa massage or spa treatment, or a private yoga session on the beach. Your concierge can also arrange additional housekeeping, babysitting, and laundry services if they’re not already included in your reservation.

Special Events

Celebrating a milestone birthday, anniversary, wedding or honeymoon? Your concierge can match you with local even planners, professional makeup artists, photographers, chefs, book live musicians or even arrange beach firework displays. Enjoy!
I have two properties that I let through Cayman Villas. I’m very happy with the service they provide: they have a long reach into the North American market and are responsive, helpful and full of good suggestions to help me get the best out of my investments. Their account reporting  is clear, and the punctuality and accuracy of their monthly rent transfers takes all the stress out of the money side of the operation. As an owner, I can’t recommend Cayman Villas highly enough.
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.
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.