More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cayman Islands vacation homes are the perfect way for you to wing it.
Holiday houses in Cayman Islands let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cayman Islands in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cayman Islands adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cayman Islands with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cayman Islands vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Accommodation | 339 Holiday Homes |
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Lowest Price | NZ$499 |
Highest Price | NZ$1,653 |
Popular accommodation | Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar, , The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point, Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point / Cayman Kai, The peace and tranquility of this cottage Works Wonders on the soul...., Ocean Paradise, Gardens of the Kai #6: Two-Story Beachfront Villa w/Communal Pool + Free Kayak, SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point , Coco Kai Beach Front Villa with Heated Pool and Private Dock |
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.