Book Holiday Homes in Grand Cayman
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Featured Holiday Homes in Grand Cayman

Slice of Paradise- 2 mins from Spotts Beach!

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

Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas

Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point / Cayman Kai

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

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

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

Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes

The peace and tranquility of this cottage Works Wonders on the soul....
Grand Cayman 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 Grand Cayman vacation homes are the perfect way for you to wing it.
Holiday houses in Grand Cayman 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 Grand Cayman 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 Grand Cayman adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Grand Cayman 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 Grand Cayman 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.
Grand Cayman Holiday Homes essential information
Accommodation | 204 Holiday Homes |
---|---|
Lowest Price | AU$274 |
Highest Price | AU$2,508 |
Popular accommodation | Slice of Paradise- 2 mins from Spotts Beach!, The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas, Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point / Cayman Kai, Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!, Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point, Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock, Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes, The peace and tranquility of this cottage Works Wonders on the soul.... |
More accommodations in Grand Cayman
Top trending hotels in Grand Cayman

Hotel Indigo Grand Cayman by IHG

Grand Cayman Marriott Resort

The Ritz-Carlton, Grand Cayman

Governors Village Seven Mile Beach Corridor
More ways to explore Grand Cayman
Top picks
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^Subject to availability and chosen travel dates.