Book Holiday Homes in Cayman Islands
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Featured Holiday Homes in Cayman Islands

Slice of Paradise- 2 mins from Spotts Beach!

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool

Villa Mora: Luxe Beachfront Villa w/ Backyard Snorkeling, Pool, Spa + Outdoor Kitchen

Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock

Ocean Paradise

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
Cayman Islands Holiday Houses
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.
Cayman Islands Holiday Homes essential information
Accommodation | 272 Holiday Homes |
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Lowest Price | AU$273 |
Highest Price | AU$2,116 |
Popular accommodation | Slice of Paradise- 2 mins from Spotts Beach!, The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!, Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool , Villa Mora: Luxe Beachfront Villa w/ Backyard Snorkeling, Pool, Spa + Outdoor Kitchen, Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock, Ocean Paradise, Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!, BEACHFRONT w/ Private Dock-50 ft Pool-Theatre |
More accommodations in Cayman Islands
Top trending hotels in Cayman Islands

Grand Cayman Marriott Resort

Hotel Indigo Grand Cayman by IHG

The Ritz-Carlton, Grand Cayman

Hampton by Hilton Grand Cayman Seven Mile Beach
More ways to explore Cayman Islands
Top picks
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^Subject to availability and chosen travel dates.