Luxury vacation homes inGrand Cayman, Caribbean
Our favorites
Discover luxury vacation rentals in Grand Cayman. All curated by people, not algorithms. Every property is hand-selected, but these are the ones that made us say 'wow'.
America's offshore paradise
Experience the underwater paradise of Grand Cayman from the comfort of a luxury vacation home. This Caribbean jewel offers world-class diving, pristine Seven Mile Beach, duty-free shopping, and exceptional culinary experiences. Whether you're diving the Cayman Wall, swimming with stingrays, or enjoying beachfront dining, premium KEY.co Grand Cayman vacation rentals provide the perfect tropical retreat.
Our curated selection of luxury vacation rentals in Grand Cayman offers something for every traveler - from beachfront condos on Seven Mile Beach to luxury villas with private pools. Each rental home features thoughtful amenities, stylish décor, and the authentic Caymanian experience you're seeking. Discover why visitors are enchanted by this diving paradise while enjoying the privacy and comfort of your own vacation home in Grand Cayman.
Built for entertaining
Why KEY
We curate exceptional homes and arrange every detail so you can simply arrive and relax.
Homes that raise the bar
Our portfolio is small on purpose. Every home is professionally managed, design-forward, and vetted for comfort and style.
Services to elevate your stay
After booking your home, complete your stay with tailored services. From pre-arrival groceries and private chefs to in-home massages.
A team who obsesses over every detail
From hand-selecting homes to coordinating logistics, our team makes planning seamless. Your only to-do is to arrive and relax.
Escape beyond Grand Cayman
Your wanderlust doesn't have to stop here. Discover what other destinations are calling.
Explore Locations
Wherever you're headed, make it memorable with KEY.