Why Cayman Villas
Featured
Cayman Villas is celebrated by world-renowned travel publications
Recognised for our commitment to luxury, excellence, and authentic island experiences, we take pride in curating unforgettable stays.
As a preferred choice for discerning travellers, our dedication to hospitality continues to set us apart.
The Cayman Villas vision
At Cayman Villas our vision is to redefine luxury hospitality in the Cayman Islands
We offer unparalleled experiences that inspire, rejuvenate, and create unforgettable memories for our guests.
Memorable
experiences
Stress
Free Booking
Affordable
luxury
Our services
We strive to be the premier destination for discerning travellers.
We cater to those who seek exceptional accommodation, personalised service, and authentic island experiences.
Excursion
planning
Restaurant
reservations
Day trip
planning
Special events
Airport transfer
Car rental
Exclusive
experiences
How we do Business
Through our commitment to excellence, sustainability, and innovation, we aim to set new standards of hospitality.
Cayman Villas properties showcase the natural beauty and unique charm of the Cayman Islands, ensuring that every guest leaves with a deep sense of relaxation, wonder, and connection to our island paradise.
We make it easy.
At Cayman Villas, our mission is to provide unparalleled luxury vacation experiences in the breathtaking Cayman Islands. We are dedicated to delivering exceptional services, exquisite accommodations, and unforgettable moments to our guests, ensuring their stay with us is truly memorable.
Island roots.
Since the 1970's, when Penny ran ads in the New York Times, to current digital and social media campaigns, we have been working diligently to attract and entice vacationers to the Cayman Islands. We delight in sharing the real island gems and secrets of the Cayman Islands and assisting our guests with creating memorable holidays and experiences.
Real connections.
Cayman Villas advocates for the Breast Cancer Foundation because Penny, our Founder, is a proud survivor. We are also big supporters of the Cayman Islands National Trust, the Cayman Islands Humane Society, Feed Our Future, Acts of Random Kindness (ARK) and the Central Caribbean Marine Institute (CCMI), so you will find the Cayman Villas team at local beach clean ups, fundraisers, and community projects throughout the year.
Awards
Consistently Voted Gold.
Cayman Villas has been voted the Best Vacation Rental Company two years in a row. We are deeply grateful for your continued support! Our team is dedicated to delivering exceptional service and unforgettable experiences. This recognition motivates us to keep exceeding expectations. Thank you for trusting us with your vacation needs!
Voted Best Vacation Rental Company In Cayman Best of Cayman 2024
Voted Best Vacation Rental Company In Cayman Best of Cayman 2023
Voted Best Staycation Company In Cayman Best of Cayman 2023
Meet your team.
Juliet
Managing Director/Owner
When not working or at the gym, Juliet spends time with her 3 children, family and friends enjoying the island. She loves to travel and enjoys reading a good book! She took over Cayman Villas in 2016 but has worked in the business with her mother since she was a young girl! Juliet was born and raised in Grand Cayman, so she knows the islands like the back of her hand!
Noelle
Reservations Manager
Noelle loves to meet new people and spend time with her family and friends. She is a huge advocate of many charities and has been a Pink Lady for over 25 years, so is always busy helping with numerous Fund Raisers! Having lived in Grand Cayman for over 30 years and worked with Cayman Villas for over 10 years!
Janice
Office Administrator and Property Manager
Janice loves to cook for family and friends and enjoys fishing with her husband out in East End. She has a great sense of humour and an infectious laugh! She has worked with Cayman Villas for over 5 years and knows all the best places to go in Cayman!
Andy
Accountant
Andy is an avid swimmer and when not in the water you will find him socialising with friends or reading a good thriller novel! He spends his time between Cayman, Thailand and the United States. He has been an accountant for over 35 years, and has been with Cayman Villas for over 8 years.
Klod
Bookkeeper
Klod loves to scuba dive, ride her motor bike and spend time with family and friends. She has been working in the hospitality industry for over 35 years, and is very detail orientated, so the perfect Bookkeeper for Cayman Villas for over 8 years!
Penny
Founder
Penny ran Cayman Villas for over 40 years and handed the reigns to Juliet, her daughter, when she retired in 2016. She spends her time travelling the globe, visiting family and friends and when she is home in Grand Cayman, she enjoys walks on the beach and spending time with her 8 grandchildren!
Why Cayman Villas
With over 54 years in operation here in the Cayman Islands, the Cayman Villas Team have the knowledge and experience to ensure that you you have a memorable stay.
Start booking
Booking directly with Cayman Villas is simple! You can either book online and save on platform booking fees, email us at reservations@caymanvillas.com, or call us on our toll-free number at +1-345-945-4144. It’s that simple to book a vacation in paradise!