Book Holiday Homes in East End

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Featured Holiday Homes in East End

Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

Cayman Brac
Located in West End, this vacation home is by the ocean, within a 15-minute walk of Cio's Craig (Wilderness Wall) and Cayman Brac Beaches.
Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!
Charming 1-bedroom house by the sea in quaint Cayman Brac

Charming 1-bedroom house by the sea in quaint Cayman Brac

2 out of 5
Cayman Brac
With a stay at this vacation home in Creek, you'll be within a 5-minute drive of Cayman Brac Beaches and Lighthouse Footpath.
Charming 1-bedroom house by the sea in quaint Cayman Brac
Beach Front Paradise Home.  Luxurious Funishings!

Beach Front Paradise Home. Luxurious Funishings!

Cayman Brac
Located in Tibbett's Turn, this vacation home is by the ocean, within a 5-minute drive of Cayman Brac Beaches and Bamboo Bay.
Beach Front Paradise Home. Luxurious Funishings!
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THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!

THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!

CAYMAND BRAC
Located in West End, this vacation home is by the ocean, within a 15-minute walk of Cio's Craig (Wilderness Wall) and Cayman Brac Beaches.
THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!
Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept

Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept

West End
With a stay at this vacation home in West End, you'll be on the beach, just a 2-minute walk from Cayman Brac Beaches and 9 minutes by foot from MV Captain Keith ...
Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5

Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5

Cayman Brac
With a stay at this vacation home in West End, you'll be by the sea, just a 3-minute walk from Cayman Brac Beaches and 12 minutes by foot from Bamboo Bay.
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5
Ocean view from every room ,quiet neighborhood family friendly.Bluff view

Ocean view from every room ,quiet neighborhood family friendly.Bluff view

Cayman Brac
Located in East End, this vacation home is a 1-minute drive from Cayman Brac Beaches and 5 minutes from Cio's Craig (Wilderness Wall).
Ocean view from every room ,quiet neighborhood family friendly.Bluff view
The ROCK HOUSE with Private Beach on Little Cayman

The ROCK HOUSE with Private Beach on Little Cayman

Blossom Village
With a stay at this vacation home in Little Cayman, you'll be a 1-minute walk from Owen Island Beach and 11 minutes by foot from National Trust Visitors ...
The ROCK HOUSE with Private Beach on Little Cayman
Featherstone - The Estate

Featherstone - The Estate

Tibbett's Turn
With a stay at this vacation home in Tibbett's Turn, you'll be on the beach, just steps from Cayman Brac Beaches and a 4-minute drive from Bamboo Bay.
Featherstone - The Estate
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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.

East End 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 East End vacation homes are the perfect way for you to wing it.

Holiday houses in East End 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 East End 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 East End adventures, obvs.

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

East End Holiday Homes essential information

Accommodation
15 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!, Charming 1-bedroom house by the sea in quaint Cayman Brac, Beach Front Paradise Home. Luxurious Funishings!, THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!, Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept, Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5, Ocean view from every room ,quiet neighborhood family friendly.Bluff view , The ROCK HOUSE with Private Beach on Little Cayman, Featherstone - The Estate

Top trending hotels in East End

Ocean view from every room ,quiet neighborhood family friendly.Bluff view

Ocean view from every room ,quiet neighborhood family friendly.Bluff view

Cayman Brac
Located in East End, this vacation home is a 1-minute drive from Cayman Brac Beaches and 5 minutes from Cio's Craig (Wilderness Wall).
Ocean view from every room ,quiet neighborhood family friendly.Bluff view
Kings Point

Kings Point

3.5 out of 5
1902 South Side Road East, East End, Cayman Brac
When you a stay at this condo in East End, you'll be on the beach, just steps from Conch Rock and Cayman Brac Beaches.
Kings Point
King Studio

King Studio

Cayman Brac
Located in East End, this apartment is a 1-minute drive from Cayman Brac Beaches and 6 minutes from Cio's Craig (Wilderness Wall).
King Studio
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Three-Bedroom Villa

Three-Bedroom Villa

Cayman Brac
Located in East End, this villa is a 1-minute drive from Cayman Brac Beaches and 6 minutes from Cio's Craig (Wilderness Wall).
Three-Bedroom Villa
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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.