Book Holiday Homes in Grand Cayman

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Featured Holiday Homes in Grand Cayman

Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island
The price is AU$274 per night from 18 Mar to 19 Mar
AU$274
includes taxes & fees
18 Mar - 19 Mar
With a stay at this vacation home in George Town, you'll be within a 10-minute drive of Port of Georgetown and North Sound.
Slice of Paradise- 2 mins from Spotts 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
When you a stay at this vacation home in North Side, you'll be on the beach, within a 5-minute walk of North Sound and Grand Cayman Beaches.
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas

Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas

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.
Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas
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Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point / Cayman Kai

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

Rum Point
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.
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!!

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

2 out of 5
North Side
When you stay at this vacation home in North Side, you'll be on the beach, within a 5-minute drive of Grand Cayman Beaches and North Sound.
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, 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
Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock

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

East End
With a stay at this vacation home in East End, you'll be on the beach, just steps from Grand Cayman Beaches and a 2-minute drive from Colliers Public Beach.
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

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

Rum Point
When you a stay at this vacation home in North Side, you'll be on the beach, just steps from North Sound and Rum Point Beach.
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....

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....
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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
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....

Top trending hotels in Grand Cayman

Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
32 Seafire Way, Seven Mile Beach, West Bay
The price is AU$1,193 per night from 1 Apr to 2 Apr
AU$1,193
includes taxes & fees
1 Apr - 2 Apr
When you stay at Hotel Indigo Grand Cayman by IHG in Seven Mile Beach, you'll be on the beach, within a 15-minute drive of Seven Mile Beach and Port of ...
Hotel Indigo Grand Cayman by IHG
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$1,248 per night from 14 Apr to 15 Apr
AU$1,248
includes taxes & fees
14 Apr - 15 Apr
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$2,508 per night from 3 Apr to 4 Apr
AU$2,508
includes taxes & fees
3 Apr - 4 Apr
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
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Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
1240 W Bay Rd, Seven Mile Beach, Grand Cayman
The price is AU$504 per night from 14 Apr to 15 Apr
AU$504
includes taxes & fees
14 Apr - 15 Apr
With a stay at Governors Village Seven Mile Beach Corridor in Seven Mile Beach, you'll be in the business district, just steps from Camana Bay.
Governors Village Seven Mile Beach Corridor
Don't see what you're looking for?
See all available properties in Grand Cayman
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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.