Book Holiday Homes in East End

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Featured Holiday Homes in East End

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
Stay at this beach holiday home in North Side. Enjoy a beach locale, laundry facilities and patios. Popular attractions Mastic Trail North Trailhead and Cayman ...
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
Stay at this beach holiday home in North Side. Enjoy free Wi-Fi, a beach locale and laundry facilities. Popular attractions Cayman Kai Public Beach and Rum Point ...
Opens in a new windowSo Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

Rum Point Grand Cayman
Stay at this holiday home in North Side. Enjoy laundry facilities, patios and air conditioning. Popular attractions Star Fish Point and Starfish Beach are located ...
Opens in a new windowEscape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club
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Ocean Paradise

Ocean Paradise

4 out of 5
1234 Rum Point Road North Side Grand Cayman
Stay at this beach holiday home in North Side. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Cayman Kai Public Beach and Star Fish Point are ...
Opens in a new windowOcean Paradise
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

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

North Side
Stay at this beach holiday home in North Side. Enjoy private pools, a beach locale and breakfast (surcharge). Popular attractions Mastic Trail North Trailhead ...
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
Stay at this beach holiday home in North Side. Enjoy private pools, a beach locale and a garden. Popular attractions Mastic Trail North Trailhead and Grand Cayman ...
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
Stay at this beach holiday home in North Side. Enjoy private pools, a beach locale and a garden. Popular attractions Grand Cayman Beaches and Cayman Kai Public ...
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
Stay at this beach holiday home in North Side. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Babylon (Dive Site) and Cayman Crystal Caves ...
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 NZ$295 per night from 1 Jan to 2 Jan
NZ$295
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this holiday home in George Town. Enjoy free Wi-Fi, a garden and patios. Popular attractions Port of Georgetown and Seven Mile Beach are located ...
Opens in a new windowSlice of Paradise- 2 mins from Spotts Beach!
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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
242 Holiday Homes
Lowest Price
NZ$295
Highest Price
NZ$524
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, Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club, 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!

Top trending hotels in East End

Wyndham Reef Resort - All Inclusive

Wyndham Reef Resort - All Inclusive

3.5 out of 5
2221 Queens Highway Colliers Bay East End Grand Cayman
Stay at this beach resort in East End. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowWyndham Reef Resort - All Inclusive
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
2221 Queens Highway East End Grand Cayman
Stay at this beach resort in East End. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowWyndham Reef Resort Grand Cayman
Compass Point Dive Resort

Compass Point Dive Resort

3.5 out of 5
346 Austin Conolly Drive East End Grand Cayman
Stay at this beach resort in East End. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Popular attractions Wreck of the Ten Sails and East End Lighthouse ...
Opens in a new windowCompass Point Dive Resort
Save an average of 15% on thousands of hotels when you're signed in
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
2289 Queens Highway, Grand Cayman East End
The price is NZ$524 per night from 2 Jan to 3 Jan
NZ$524
2 Jan - 3 Jan 2026
includes taxes & fees
Stay at this beach hotel in East End. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowMorritts Tortuga Club
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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.