Book Holiday Homes in Grand Cayman

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Featured Holiday Homes in Grand Cayman

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
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
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
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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 25 Jan to 26 Jan
AU$274
includes taxes & fees
25 Jan - 26 Jan
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!
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
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 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
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
207 Holiday Homes
Lowest Price
AU$274
Highest Price
AU$2,123
Popular accommodation
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes, Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock, Slice of Paradise- 2 mins from Spotts Beach!, Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas, Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!, 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 , 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$1,148 per night from 9 Feb to 10 Feb
AU$1,148
includes taxes & fees
9 Feb - 10 Feb
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
Hotel Indigo Grand Cayman, an IHG Hotel

Hotel Indigo Grand Cayman, an IHG Hotel

4.5 out of 5
32 Seafire Way, Seven Mile Beach, West Bay
The price is AU$1,108 per night from 8 Feb to 9 Feb
AU$1,108
includes taxes & fees
8 Feb - 9 Feb
With a stay at Hotel Indigo Grand Cayman, an IHG Hotel in Seven Mile Beach, you'll be on the beach, within a 15-minute drive of Port of Georgetown and Grand ...
Hotel Indigo Grand Cayman, an IHG Hotel
Kimpton Seafire Resort + Spa, an IHG Hotel

Kimpton Seafire Resort + Spa, an IHG Hotel

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
The price is AU$2,123 per night from 23 Jan to 24 Jan
AU$2,123
includes taxes & fees
23 Jan - 24 Jan
With a stay at Kimpton Seafire Resort + Spa, an IHG Hotel in Seven Mile Beach, you'll be on the beach, within a 15-minute drive of Port of Georgetown and Tiki ...
Kimpton Seafire Resort + Spa, an IHG Hotel
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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$1,899 per night from 29 Jan to 30 Jan
AU$1,899
includes taxes & fees
29 Jan - 30 Jan
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
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.