North Side holiday rentals

We found 1,316 holiday rentals — enter your dates for availability
Select from 110 houses, 134 flats and other holiday rentals to find the perfect place for your stay in North Side. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for spending time at your holiday home, including air conditioning and cable TV. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – North Side

Showing deals for:15 Jan - 22 Jan

Dining
Terrace/patio
Exterior
Beach
Exceptional
(16 reviews)

Ocean's Edge: North Side Grand Cayman Beachfront Villa

North Side

8% off
S$7,430
for 7 nights, 1 home
S$1,061 per night
includes taxes & fees
Ocean's Edge: North Side Grand Cayman Beachfront Villa
10 o'clock view from the patio
View from the Master Deck..
Looking back from the water's edge
View of living area from the stairs.
Exceptional
(108 reviews)

Azure Breeze 3! Peaceful & Pristine-3Bd, 3 BATH AWAY from crowds! Beachfront!

North Side

8% off
S$4,970
for 7 nights, 1 villa
S$710 per night
includes taxes & fees
Azure Breeze 3! Peaceful & Pristine-3Bd, 3 BATH AWAY from crowds! Beachfront!
Our private beach and water access
Pool
The Entrance
Living area
Exceptional
(38 reviews)

Relax at Coconut Bay!

West Bay

8% off
S$4,752
for 7 nights, 1 home
S$679 per night
includes taxes & fees
Relax at Coconut Bay!
Room
Exterior
Living area
Private kitchen
Exceptional
(51 reviews)

Seven Mile Beach -2nd Floor Beach View at Sunset Cove

Seven Mile Beach

8% off
S$5,081
for 7 nights, 1 apartment
S$726 per night
includes taxes & fees
Seven Mile Beach -2nd Floor Beach View at Sunset Cove
Property grounds
SEVEN MILE BEACH. Lots of eateries and bars along the length.
Comfortable queen bedroom with vanity area — practical for couples, solo travellers, or getting ready with ease.
CAR RENTALS available! Simply book in advance on your Guest Portal.
Exceptional
(18 reviews)

S1 BP | Steps to Beach | Save 15% if Book Non-Refundable

West Bay

11% off
S$3,245
for 7 nights, 1 apartment
S$464 per night
includes taxes & fees
S1 BP | Steps to Beach | Save 15% if Book Non-Refundable
Exterior
Property grounds
Private kitchen
Room
Exceptional
(17 reviews)

Beautiful one bedroom apartment

Bodden Town

8% off
S$1,620
for 7 nights, 1 apartment
S$231 per night
includes taxes & fees
Beautiful one bedroom apartment
Cemetery Beach
SEVEN MILE BEACH. Lots of eateries and bars along the length.
Front porch, with deck chairs & sun loungers. Dining table has been replaced with a 9-foot solid wood outdoor table with 6 chairs!
Living area
Exceptional
(5 reviews)

S2 BP | Steps to Beach | Save 15% if Book Non-Refundable

West Bay

7% off
S$4,558
for 7 nights, 1 apartment
S$651 per night
includes taxes & fees
S2 BP | Steps to Beach | Save 15% if Book Non-Refundable
Exterior front
SEVEN MILE BEACH. Lots of eateries and bars along the length.
CAR RENTALS available! Simply book in advance on your Guest Portal.
Front Bedroom with Queen Bed
Exceptional
(7 reviews)

S3 BP| Steps to Beach | Save 15% if Book Non-Refundable

West Bay

7% off
S$4,295
for 7 nights, 1 apartment
S$614 per night
includes taxes & fees
S3 BP| Steps to Beach | Save 15% if Book Non-Refundable
Dedicated parking space
SEVEN MILE BEACH. Lots of eateries and bars along the length.
In front of Suite 4 / Dedicated parking space
Cemetery Beach
Exceptional
(30 reviews)

S4 BP | Steps to Beach | Save 15% if Book Non-Refundable

West Bay

11% off
S$2,993
for 7 nights, 1 apartment
S$428 per night
includes taxes & fees
S4 BP | Steps to Beach | Save 15% if Book Non-Refundable

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    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting relaxing North Side

The island views and parks provide a pleasant backdrop to your holiday home in North Side. This relaxing city is known for its snorkelling, kayaking and coral reefs. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around North Side

Do you want to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that makes North Side a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • North Sound Golf Course (10.2 mi / 16.4 km)
  • Britannia Golf Course (11.2 mi / 18 km)

Exploring the natural landscape of North Side

Travellers enjoy North Side for its island views and seaside. Whether you're looking for adventure or just want to take in the scenery, North Side is a great place to get outside. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Grand Cayman Beaches (1.8 mi / 3 km)
  • Cayman Kai Public Beach (3.9 mi / 6.3 km)
  • Starfish Point (4.4 mi / 7 km)
  • Rum Point Beach (4.4 mi / 7.1 km)
  • Grand Cayman Blow Holes (6.6 mi / 10.6 km)
  • Spotts Beach (8.7 mi / 14.1 km)

How to get to and around North Side

The nearest airport is in George Town (GCM-Owen Roberts Intl.), located 10.4 mi (16.8 km) from the city centre.

Frequently asked questions

What is the best area to stay in North Side when booking a holiday rental?
Among the most desired neighbourhoods to get a holiday property in North Side is Breakers. Find your dream stay with Vrbo and explore this area as a local.
What is the most popular type of holiday rental accommodation in North Side?
Based on our research, condos are the most in-demand holiday property type in North Side. But as you'd expect, everyone's idea of an epic stay isn't the same. Vrbo has holiday rentals of all sizes and shapes, so you're sure to find your perfect match.
How much does it cost to rent a holiday rental in North Side?
A range of factors influence the price of a holiday rental in North Side, such as the season, length of stay and type of property. But, all Vrbo homes have something in common — incredible value. Just add your travel dates to find your dream escape.
How much does it cost to rent a beach house in North Side?
The average price for a holiday home near the beach in North Side depends on when you're travelling and the size and style of property you want. You can quickly and easily find prices on Vrbo by entering your preferred travel dates. Then use the filter tool to pick the number of bedrooms and amenities that you require, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday rentals in North Side?
With 191 holiday rentals that allow pets, your little buddy can join in the fun on your North Side holiday. Use the filter tool to browse our pet-friendly holiday rentals and find your pawfect pad on Vrbo.
Can I rent a house with a pool in North Side?
Dig out your swimsuit and goggles, because there are 146 houses with a private pool in North Side. Settle in at one of these sought-after holiday homes and let every day be a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in North Side?
A swimming pool, tennis and a chef head the list of most popular rental amenities in North Side. Whether you plan to go on your own, with a partner or as a family group, Vrbo will help you find a holiday rental that suits your style with all the features you'll enjoy.
Are there large group holiday rentals in North Side?
With 39 properties that can host 10 people or more in North Side, you won't have to leave anyone off your guest list. From family holidays to events like birthday and Christmas parties, Vrbo will help you find a large group rental to match the occasion.
Are there holiday rentals in North Side that welcome kids?
Bring the entire family together for an unforgettable adventure in North Side at one of our 191 family-friendly properties. A lot of these stays come with conveniences that are suitable for getaways with children, like laundry facilities, living rooms and entertainment areas. Simply check the "Properties good for families" filter box and select your favourite.
What are the top attractions for families in North Side?
Keeping the kids entertained during your North Side holiday is child's play with these fabulous family-friendly attractions:
  • Grand Cayman Beaches
  • Starfish Beach
  • Rum Point Beach
Are there one-bedroom holiday rentals in North Side?
Yes, you can take your pick from 17 one-bedroom rentals in North Side. Whether you'd like a secluded cottage or a cabin, our one-bedroom properties are great if you don't require loads of space. One of the best parts about having your own place? You won't need to share your trip with strangers.
Can I find two-bedroom holiday rentals in North Side?
North Side has 84 two-bedroom properties for you to select from. Find a holiday home with all the comfort and privacy you're looking for at an attractive price on Vrbo.
Are there holiday rentals with WiFi in North Side?
North Side has 100 holiday rentals with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with your family to catching up on social media, these Vrbo homes will keep you online.
How can I find holiday rentals with air conditioning in North Side?
Work out your travel dates and then use the filters to find holiday rentals with ac in North Side on Vrbo. With 189 air-conditioned properties to choose from here, you can look forward to a cool and comfortable trip.
How old do you have to be to rent a holiday rental in North Side?
The minimum age allowed can differ across properties on Vrbo, so double-check the rules of the holiday rental in North Side you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in North Side for?
The amount of time you can rent a North Side holiday home for varies depending on the property. Just put in your preferred travel dates to browse available options offering longer term stays. They have all you require to make your extended getaway more comfortable and convenient, like kitchens and backyards. Some Vrbo holiday rentals may also offer weekly or monthly discounted prices, so you can stay even longer for less.