Book Holiday Homes in George Town

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Featured Holiday Homes in George Town

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 Cayman Islands
With a 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.
Opens in a new windowAzure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

Grand Cayman North Side
When you stay at this vacation home in North Side, you'll be on the beach, within a 15-minute walk of Grand Cayman Beaches and Cayman Kai Public Beach.
Opens in a new windowSo Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
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.
Opens in a new windowOcean Paradise
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CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

North Side
When you stay at this vacation home in North Side, you'll be on the beach, within a 15-minute walk of Grand Cayman Beaches and North Sound.
Opens in a new windowCORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Northside
When you stay at this vacation home in North Side, you'll be on the beach, within a 15-minute walk of Grand Cayman Beaches and North Sound.
Opens in a new windowBEACHFRONT w/ Private Dock-50 ft Pool-Theatre
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 Grand Cayman
The price is AU$1,446 per night from 21 Feb to 22 Feb
AU$1,446
21 Feb - 22 Feb
includes taxes & fees
When you stay at this vacation home in North Side, you'll be on the beach, within a 5-minute walk of Grand Cayman Beaches and North Sound.
Opens in a new windowThe Pink Beach House - Private House and Pool directly on the Beach, Rum Point
50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch.

50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch.

North Side Grand Cayman
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 Babylon (Dive Site).
Opens in a new window50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch.
Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island George Town
The price is AU$249 per night from 16 Feb to 17 Feb
AU$249
16 Feb - 17 Feb
includes taxes & fees
With a stay at this vacation home in George Town, you'll be a 3-minute drive from Grand Cayman Beaches and 9 minutes from Port of Georgetown.
Opens in a new windowSlice of Paradise- 2 mins from Spotts Beach!
Island House #16 Waterfront Condo at Rum Point

Island House #16 Waterfront Condo at Rum Point

Rum Point EA
With a stay at this vacation home in North Side, you'll be on the waterfront, within a 5-minute drive of Grand Cayman Beaches and North Sound.
Opens in a new windowIsland House #16 Waterfront Condo at Rum 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.

George Town 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 George Town vacation homes are the perfect way for you to wing it.

Holiday houses in George Town 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 George Town 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 George Town adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in George Town 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 George Town 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.

George Town Holiday Homes essential information

Accommodation
242 Holiday Homes
Lowest Price
AU$249
Highest Price
AU$1,446
Popular accommodation
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!, So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling, Ocean Paradise, CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana, BEACHFRONT w/ Private Dock-50 ft Pool-Theatre, The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, 50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch., Slice of Paradise- 2 mins from Spotts Beach!, Island House #16 Waterfront Condo at Rum Point

Top trending hotels in George Town

Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

South Sound Grand Cayman
The price is AU$374 per night from 16 Feb to 17 Feb
AU$374
16 Feb - 17 Feb
includes taxes & fees
When you stay at this apartment in George Town, you'll be by the sea, within a 5-minute drive of Grand Cayman Beaches and Port of Georgetown.
Opens in a new windowBeautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
ONE GT Grand Cayman

ONE GT Grand Cayman

4.5 out of 5
63 Goring Ave George Town George Town
With a stay at ONE GT Grand Cayman, you'll be centrally located in George Town, within a 5-minute drive of Port of Georgetown and Grand Cayman Beaches.
Opens in a new windowONE GT Grand Cayman
Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island George Town
The price is AU$249 per night from 16 Feb to 17 Feb
AU$249
16 Feb - 17 Feb
includes taxes & fees
With a stay at this vacation home in George Town, you'll be a 3-minute drive from Grand Cayman Beaches and 9 minutes from Port of Georgetown.
Opens in a new windowSlice of Paradise- 2 mins from Spotts Beach!
Save an average of 15% on thousands of hotels when you're signed in
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$1,336 per night from 20 Feb to 21 Feb
AU$1,336
20 Feb - 21 Feb
includes taxes & fees
When you stay at Hotel Indigo Grand Cayman by IHG in Seven Mile Beach, you'll be near the beach, within a 5-minute walk of Seven Mile Beach and Grand Cayman ...
Opens in a new windowHotel Indigo Grand Cayman by IHG
Don't see what you're looking for?
See all available properties in George Town
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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.