Book Holiday Homes in North Side

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Featured Holiday Homes in North Side

Ocean Paradise

Ocean Paradise

4 out of 5
1234 Rum Point Road North Side Grand Cayman
The price is NZ$1,081 per night from 17 May to 18 May
NZ$1,081
17 May - 18 May
includes taxes & fees
Stay at this beach holiday home in North Side. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Grand Cayman Beaches and Cayman Kai Public Beach ...
Opens in a new windowOcean Paradise
Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island George Town
The price is NZ$286 per night from 10 May to 11 May
NZ$286
10 May - 11 May
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!
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
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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 Grand Cayman
Stay at this beach holiday home in North Side. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Grand Cayman Beaches and Star Fish Point are ...
Opens in a new windowCaribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
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
Stay at this beach holiday home in East End. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Grand Cayman Beaches and Queen Elizabeth ...
Opens in a new windowThe peace and tranquility of this cottage Works Wonders on the soul....
Coco Kai Beach Front Villa with Heated Pool and Private Dock

Coco Kai Beach Front Villa with Heated Pool and Private Dock

North Side North Side
Stay at this beach holiday home in North Side. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Grand Cayman Beaches and Mastic Trail ...
Opens in a new windowCoco Kai Beach Front Villa with Heated Pool and Private Dock
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 Grand Cayman Beaches and Cayman Kai ...
Opens in a new windowSo Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
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
Stay at this beach holiday home in North Side. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Grand Cayman Beaches and Cayman Kai Public ...
Opens in a new windowReef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel

Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel

Grand Cayman Bodden Town
Stay at this beach holiday home in Bodden Town. Enjoy free Wi-Fi, a beach locale and laundry facilities. Popular attractions Grand Cayman Beaches and Mastic ...
Opens in a new windowBreakers View Beach house perfect place to relax, unwind, sun, swim, snorkel
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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.

North Side 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 North Side vacation homes are the perfect way for you to wing it.

Holiday houses in North Side 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 North Side 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 North Side adventures, obvs.

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

North Side Holiday Homes essential information

Accommodation
256 Holiday Homes
Lowest Price
NZ$286
Highest Price
NZ$1,081
Popular accommodation
Ocean Paradise, Slice of Paradise- 2 mins from Spotts Beach!, The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point, The peace and tranquility of this cottage Works Wonders on the soul...., Coco Kai Beach Front Villa with Heated Pool and Private Dock, So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling, Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!, Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel

Top trending hotels in North Side

The Place

The Place

4 out of 5
110 Old Robin Rd Old Man Bay North Side
Stay at this business-friendly apartment in North Side. Enjoy free Wi-Fi, free parking and in-room massages. Popular attractions Grand Cayman Beaches and Cayman ...
Opens in a new windowThe Place
On The Bay

On The Bay

4 out of 5
67 Old Robin Rd North Side North Side
Stay at this beach condo in North Side. Enjoy free Wi-Fi, free parking and private pools. Popular attractions Grand Cayman Beaches and Cayman Crystal Caves are ...
Opens in a new windowOn The Bay
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 Grand Cayman Beaches and Mastic Trail North ...
Opens in a new windowBEACHFRONT w/ Private Dock-50 ft Pool-Theatre
Save an average of 15% on thousands of hotels when you're signed in
Ocean Paradise

Ocean Paradise

4 out of 5
1234 Rum Point Road North Side Grand Cayman
The price is NZ$1,081 per night from 17 May to 18 May
NZ$1,081
17 May - 18 May
includes taxes & fees
Stay at this beach holiday home in North Side. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Grand Cayman Beaches and Cayman Kai Public Beach ...
Opens in a new windowOcean Paradise
Don't see what you're looking for?
See all available properties in North Side
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.