Book Holiday Homes in Grand Cayman

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Featured Holiday Homes in Grand Cayman

Coco Kai Beach Front Villa with Heated Pool and Private Dock

Coco Kai Beach Front Villa with Heated Pool and Private Dock

North Side
When you stay at this vacation home in North Side, you'll be on the beach, within a 10-minute walk of Grand Cayman Beaches and North Sound.
Coco Kai Beach Front Villa with Heated Pool and Private Dock
The peace and tranquility of this cottage Works Wonders on the soul....

The peace and tranquility of this cottage Works Wonders on the soul....

Grand Cayman
With a stay at this vacation home in East End, you'll be on the beach, just steps from Grand Cayman Beaches and a 3-minute drive from Mastic Trail South ...
The peace and tranquility of this cottage Works Wonders on the soul....
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

Grand Cayman
Located in North Side, this vacation home is on the beach, within a 5-minute walk of North Sound and Grand Cayman Beaches.
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
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Caymanian Style Home
w/ Pool, Pickle Ball Court, Optional Private Bar,

Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,

Rumpoint
With a stay at this vacation home in North Side, you'll be by the sea, just a 1-minute walk from North Sound and 11 minutes by foot from Grand Cayman ...
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,
Ocean Paradise

Ocean Paradise

4 out of 5
1234 Rum Point Road, North Side, Grand Cayman
Located in North Side, Ocean Paradise is by the ocean, a 1-minute drive from North Sound and 8 minutes from Starfish Beach.
Ocean Paradise
Fun Family Home!  *Private pool, Walk to the Beach *

Fun Family Home! *Private pool, Walk to the Beach *

West Bay
With a stay at this vacation home in West Bay (Northwest Point), you'll be within a 15-minute drive of Seven Mile Beach and Port of Georgetown.
Fun Family Home! *Private pool, Walk to the Beach *
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Cayman Islands
With a stay at this vacation home in North Side, you'll be on the beach, just a 1-minute walk from North Sound and 15 minutes by foot from Grand Cayman ...
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

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

Rum Point
With a stay at this vacation home in North Side, you'll be on the beach, just a 1-minute walk from North Sound and 6 minutes by foot from Cayman Kai Public ...
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

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

Grand Cayman
When you a stay at this vacation home in North Side, you'll be on the beach, just steps from North Sound and Star Fish Point.
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
230 Holiday Homes
Lowest Price
AU$388
Highest Price
AU$1,278
Popular accommodation
Coco Kai Beach Front Villa with Heated Pool and Private Dock, The peace and tranquility of this cottage Works Wonders on the soul...., SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point , Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar, , Ocean Paradise, Fun Family Home! *Private pool, Walk to the Beach *, Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!, The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

Top trending hotels in Grand Cayman

Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
The price is AU$605 per night from 23 Jun to 24 Jun
AU$605
per night
23 Jun - 24 Jun
Located in Seven Mile Beach, Grand Cayman Marriott Resort is on the waterfront, a 4-minute walk from Seven Mile Beach and 12 minutes by foot from Camana ...
Grand Cayman Marriott Resort
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
The price is AU$1,278 per night from 9 Jun to 10 Jun
AU$1,278
per night
9 Jun - 10 Jun
When you stay at The Ritz-Carlton, Grand Cayman in Seven Mile Beach, you'll be on the beach, a 1-minute drive from Seven Mile Beach and 8 minutes from Port of ...
The Ritz-Carlton, Grand Cayman
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
The price is AU$986 per night from 25 Jun to 26 Jun
AU$986
per night
25 Jun - 26 Jun
When you stay at The Westin Grand Cayman Seven Mile Beach Resort & Spa in Seven Mile Beach, you'll be on the waterfront, within a 5-minute drive of The Strand ...
The Westin Grand Cayman Seven Mile Beach Resort & Spa
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Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
Fully refundableReserve now, pay when you stay
The price is AU$388 per night from 11 Jun to 12 Jun
AU$388
per night
11 Jun - 12 Jun
When you stay at Sunshine Suites Resort in Seven Mile Beach, you'll be near the airport, within a 5-minute drive of Governor's Beach and Camana Bay.
Sunshine Suites Resort
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.