Book Holiday Homes in East End

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Featured Holiday Homes in East End

Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views

Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views

Stake Bay Cayman Brac
When you stay at this vacation home in West End, you'll be on the beach, just steps from Cayman Brac Beaches and Bamboo Bay.
Opens in a new windowLuxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views
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 Sister Islands
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.
Opens in a new windowLuxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!
Private 2-b beachfront cottage w/ hammocks, screened-in veranda, sunsets & more!

Private 2-b beachfront cottage w/ hammocks, screened-in veranda, sunsets & more!

North Side, West End Cayman Brac
Located in West End, this vacation home is on the beach, within a 5-minute walk of Cayman Brac Beaches and Westerly Ponds.
Opens in a new windowPrivate 2-b beachfront cottage w/ hammocks, screened-in veranda, sunsets & more!
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PLEASE COME AND RELAX ON OUR PRIVATE BEACH!

PLEASE COME AND RELAX ON OUR PRIVATE BEACH!

Cayman Brac
When you stay at this vacation home in Spot Bay, you'll be on the beach, within a 5-minute walk of Cayman Brac Beaches and Lighthouse Footpath.
Opens in a new windowPLEASE COME AND RELAX ON OUR PRIVATE BEACH!
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 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.
Opens in a new windowNature 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 Sister Islands
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).
Opens in a new windowOcean 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 Sister Islands
With a stay at this vacation home in Little Cayman, you'll be on the beach, just a 1-minute walk from Owen Island Beach and 11 minutes by foot from National ...
Opens in a new windowThe ROCK HOUSE with Private Beach on Little Cayman
Southern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!

Southern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!

Cayman Brac
When you stay at this vacation home in West End, you'll be on the beach, within a 15-minute walk of Cio's Craig (Wilderness Wall) and Cayman Brac Beaches.
Opens in a new windowSouthern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!
Charming 1-bedroom house by the sea in quaint Cayman Brac

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

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.
Opens in a new windowCharming 1-bedroom house by the sea in quaint Cayman Brac
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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
17 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Luxury Oceanfront Cayman Brac Escape, Private Pool, 3BR Stunning Caribbean Views, Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!, Private 2-b beachfront cottage w/ hammocks, screened-in veranda, sunsets & more!, PLEASE COME AND RELAX ON OUR PRIVATE BEACH!, 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, Southern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!, Charming 1-bedroom house by the sea in quaint Cayman Brac

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 Sister Islands
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).
Opens in a new windowOcean 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 stay at this condo in East End, you'll be on the beach, just steps from Conch Rock and Cayman Brac Beaches.
Opens in a new windowKings Point
Three-Bedroom Villa

Three-Bedroom Villa

Cayman Brac
When you stay at this villa in East End, you'll be on the beach and steps from Cayman Brac Beaches.
Opens in a new windowThree-Bedroom Villa
Save an average of 15% on thousands of hotels when you're signed in
King Studio

King Studio

Cayman Brac
When you stay at this apartment in East End, you'll be on the beach and steps from Cayman Brac Beaches.
Opens in a new windowKing Studio
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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.