Book Holiday Homes in George Town

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Featured Holiday Homes in George Town

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 15-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....
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!!
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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
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
When you a stay at this vacation home in North Side, you'll be on the beach, just steps from Cayman Kai Public Beach and North Sound.
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!

Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!

Bodden Town
With a stay at this vacation home in Bodden Town, you'll be on the beach, just a 1-minute walk from Grand Cayman Beaches and 11 minutes by foot from Mission ...
Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)

Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)

Savannah
With a stay at this vacation home in Bodden Town, you'll be within a 15-minute drive of Port of Georgetown and Spotts Beach.
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts 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!
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 Star Fish Point and North Sound.
Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point / Cayman Kai
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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
244 Holiday Homes
Lowest Price
Highest Price
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...., Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!, Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point, So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling, Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!, Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach), Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!, Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point / Cayman Kai

Top trending hotels in George Town

Cayman Blu 2 Bedroom Waterfront Condo

Cayman Blu 2 Bedroom Waterfront Condo

Grand Harbour
With a stay at this condo in George Town, you'll be on the waterfront, within a 10-minute drive of Port of Georgetown and Grand Cayman Beaches.
Cayman Blu 2 Bedroom Waterfront Condo
Beachfront 2BR Condo on Private Spotts Beach

Beachfront 2BR Condo on Private Spotts Beach

Savannah
With a stay at this condo in George Town, you'll be on the beach, within a 15-minute drive of Port of Georgetown and Spotts Beach.
Beachfront 2BR Condo on Private Spotts Beach
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
When you stay at this apartment in George Town, you'll be by the sea, within a 15-minute drive of Port of Georgetown and Seven Mile Beach.
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
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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
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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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.