Book Holiday Homes in East End

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Featured Holiday Homes in East End

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 Bamboo Bay and Cio's Craig (Wilderness Wall).
Opens in a new windowBeach Front Paradise Home. Luxurious Funishings!
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 5-minute drive of Cio's Craig (Wilderness Wall) and Bat Cave.
Opens in a new windowSouthern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!
Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool

Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool

Stake Bay
With a stay at this vacation home in West End, you'll be on the beach, just steps from Bamboo Bay and a 3-minute drive from Cayman Brac Museum.
Opens in a new windowLuxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool
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Featherstone - The Estate

Featherstone - The Estate

Tibbett's Turn
Located in Tibbett's Turn, this vacation home is on the waterfront, within a 5-minute drive of Bamboo Bay and Cio's Craig (Wilderness Wall).
Opens in a new windowFeatherstone - The Estate
PLEASE COME AND RELAX ON OUR PRIVATE BEACH!

PLEASE COME AND RELAX ON OUR PRIVATE BEACH!

Cayman Brac
With a stay at this vacation home in Spot Bay, you'll be on the beach, just a 4-minute walk from Lighthouse Footpath and 8 minutes by foot from Long Beach.
Opens in a new windowPLEASE COME AND RELAX ON OUR PRIVATE BEACH!
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 5-minute drive of Cio's Craig (Wilderness Wall) and Bat Cave.
Opens in a new windowLuxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!
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
Located in West End, this vacation home is by the sea, within a 15-minute walk of Bamboo Bay and Charlie's Reef.
Opens in a new windowNature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5
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
With a stay at this vacation home in West End, you'll be on the beach, just a 4-minute walk from Westerly Ponds and 8 minutes by foot from MV Captain Keith Tibbetts ...
Opens in a new windowPrivate 2-b beachfront cottage w/ hammocks, screened-in veranda, sunsets & more!
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 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
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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
Beach Front Paradise Home. Luxurious Funishings!, Southern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!, Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool , Featherstone - The Estate, PLEASE COME AND RELAX ON OUR PRIVATE BEACH!, Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!, Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5, Private 2-b beachfront cottage w/ hammocks, screened-in veranda, sunsets & more!, The ROCK HOUSE with Private Beach on Little Cayman

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
When you stay at this vacation home in East End, you'll be within a 10-minute drive of Cio's Craig (Wilderness Wall) and Bat Cave.
Opens in a new windowOcean view from every room ,quiet neighborhood family friendly.Bluff view
Three-Bedroom Villa

Three-Bedroom Villa

Cayman Brac
When you stay at this villa in East End, you'll be on the beach and 6 minutes by car from Cio's Craig (Wilderness Wall).
Opens in a new windowThree-Bedroom Villa
King Studio

King Studio

Cayman Brac
When you stay at this apartment in East End, you'll be on the beach and 6 minutes by car from Cio's Craig (Wilderness Wall).
Opens in a new windowKing Studio
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Kings Point

Kings Point

3.5 out of 5
1902 South Side Road East, East End, Cayman Brac
Located in East End, this condo is by the ocean, a 1-minute drive from Conch Rock and 6 minutes from Cio's Craig (Wilderness Wall).
Opens in a new windowKings 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.

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^Subject to availability and chosen travel dates.