Book Holiday Homes in North Side

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Featured Holiday Homes in North Side

THE YELLOW HOUSE -  WE ARE BACK FROM HIATUS -  STEPS TO THE BEACH!

THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!

East End
Stay at this vacation home in East End. Enjoy free WiFi, private pools, and patios. Popular attractions Queen Elizabeth II Botanic Park and Mastic Trail South ...
THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!
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
Book a stay at this beach vacation home in North Side. Enjoy a beach locale and air conditioning. Popular attractions Mastic Trail North Trailhead and Babylon ...
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
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
Book a stay at this beach vacation home in North Side. Enjoy private pools, a beach locale, and a garden. Popular attractions Grand Cayman Beaches and Cayman ...
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
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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
Book a stay at this beach vacation home in North Side. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Cayman Kai Public Beach and Star ...
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Coco Kai Beach Front Villa with Heated Pool and Private Dock

Coco Kai Beach Front Villa with Heated Pool and Private Dock

North Side
Book a stay at this beach vacation home in North Side. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Mastic Trail North Trailhead and ...
Coco Kai Beach Front Villa with Heated Pool and Private Dock
Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island
Stay at this vacation home in George Town. Enjoy free WiFi, a garden, and patios. Popular attractions Port of Georgetown and Spotts Beach are located ...
Slice of Paradise- 2 mins from Spotts Beach!
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
Book a stay at this beach villa in North Side. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Cayman Kai Public Beach and Rum Point ...
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Private 4 bd/3bth home on Boggy Sands Rd, Fantastic Location, Heated Pool

Private 4 bd/3bth home on Boggy Sands Rd, Fantastic Location, Heated Pool

West Bay
Book a stay at this family-friendly vacation home in West Bay. Enjoy free WiFi, private pools, and a water park. Popular attractions Port of Georgetown and Cemetery ...
Private 4 bd/3bth home on Boggy Sands Rd, Fantastic Location, Heated Pool
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

Grand Cayman
Book a stay at this beach vacation home in North Side. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Star Fish Point and Starfish Beach ...
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish 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.

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
209 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!, Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!, The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!, Coco Kai Beach Front Villa with Heated Pool and Private Dock, Slice of Paradise- 2 mins from Spotts Beach!, So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling, Private 4 bd/3bth home on Boggy Sands Rd, Fantastic Location, Heated Pool , Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

Top trending hotels in North Side

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
Book a stay at this beach vacation home in North Side. Enjoy private pools, a beach locale, and a garden. Popular attractions Grand Cayman Beaches and Cayman ...
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!

CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!

North Side
Book a stay at this beach villa in North Side. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Mastic Trail North Trailhead and Grand ...
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
7th night free, Mi Casa, Su Casa, Beachfront

7th night free, Mi Casa, Su Casa, Beachfront

Rum Point
Book a stay at this beach apartment in North Side. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff in our reviews. ...
7th night free, Mi Casa, Su Casa, Beachfront
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Beautiful Beachfront Oasis!

Beautiful Beachfront Oasis!

Rum Point
Stay at this condo in North Side. Enjoy free WiFi, balconies, and cable/satellite TV service. Popular attractions Star Fish Point and Starfish Beach are located ...
Beautiful Beachfront Oasis!
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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.