Photo by Paul Shaffer -Dee

North Side vacation rentals

We found 1,281 vacation rentals — enter your dates for availability

Select from 105 houses, 135 condos, and other vacation rentals to find the perfect place for your stay in North Side. Whether you're traveling with your kids or with friends, vacation homes have the amenities you need and want for your stay, which might include parking and a fireplace. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - North Side

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Why people love visiting tranquil North Side

The island views and parks provide a pleasant backdrop to your vacation home in North Side. This relaxing city is known for its snorkeling, kayaking and coral reefs. A vacation 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

Are you hoping to find attractions to visit during your stay? Venture out of your vacation home and experience everything that makes North Side a fun place to get away. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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

Travelers enjoy North Side for its island views and seaside. Whether you're an adventurous traveler or just want to appreciate the scenery, North Side is a great spot to appreciate mother nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Grand Cayman Beaches (1.8 mi / 3 km)
  • Rum Point Beach (4.4 mi / 7.1 km)
  • Starfish Beach (4.9 mi / 7.9 km)
  • Grand Cayman Blow Holes (6.6 mi / 10.6 km)
  • Spotts Beach (8.7 mi / 14.1 km)
  • Governor's Beach (11.3 mi / 18.2 km)

How to get to and around North Side

The nearest airport is in Owen Roberts Intl. Airport (GCM), located 10.4 mi (16.8 km) from the city center.

Frequently asked questions

What is the best area to stay in North Side when booking a vacation rental?
Breakers is among the most sought-after locations to book a vacation property in North Side. Base yourself here and delight in the relaxation and convenience that comes with having a whole place to yourself.
What is the most popular type of vacation rental accommodation in North Side?
According to our research, condos are the most desirable type of vacation property in North Side. But naturally, everyone’s idea of an awesome trip will differ. Vrbo has vacation homes of all shapes, sizes and budgets, so you’re bound to find your perfect match.
How much does it cost to rent a vacation rental in North Side?
Several things affect the price of a vacation rental in North Side, including the length of stay, season and type of property. But, all of our vacation homes have something in common — excellent value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in North Side?
When you travel and the style and size of the property will help determine the cost of your beachside stay. Enter your North Side travel dates to see all your options on Vrbo. Can’t live without a hot tub, or maybe a private pool? Use our filters to choose the features and amenities you want in your vacation home.
Are there pet-friendly vacation rentals in North Side?
Pack a suitcase for the pooch in your life because North Side has 196 properties that put out the welcome mat to pets. Let your four-legged friend have fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your dates and destination, then check the “Pets allowed” filter box.
Can I rent a house with a pool in North Side?
Grab your swimming gear and pool noodle, because there are 151 houses with a private pool in North Side. Make a booking at one of these superb vacation homes and make every day a pool day. Simply enter your travel dates into Vrbo, then check the “pool” filter to find the perfect place to make a splash!
What are popular rental amenities in North Side?
Some of the most popular rental amenities people look for in North Side include a nearby waterfront, a beach view and an electric car charging station. Whether you’re going on vacation with family, your besties or even pets, Vrbo vacation rentals provide the best amenities for hanging out with your loved ones.
Are there large group vacation rentals in North Side?
With 38 vacation rentals that can host 10 people or more in North Side, you won’t have to cross anyone off the invite list. From family get-togethers to special events like Christmas or New Year’s Eve parties, Vrbo can help you find a large group rental that fits the occasion.
Are there vacation rentals in North Side that welcome kids?
With 196 family-friendly vacation homes to choose from in North Side, now is a fantastic time to introduce your children to the joys of travel. Simply check our “Properties good for families” filter box to browse stays that come with amenities ideal for traveling families, such as kitchens, backyards, bunk beds and hot tubs.
What are the top attractions for families in North Side?
Keeping the kids entertained during your North Side vacation is a cinch with these awesome family-friendly attractions:

  • Starfish Beach
  • Rum Point Beach
  • Star Fish Point

Are there one-bedroom vacation rentals in North Side?
Yes, North Side has 17 one-bedroom rentals on offer. Typically situated in prime areas because of their compact size, a one-bedroom property is ideal if you’re traveling with a buddy or your partner. And with home comforts like wireless internet and more privacy than a standard hotel, you’ll be able to kick back and relax while sightseeing around this terrific destination.
Can I find two-bedroom vacation rentals in North Side?
Select from 84 two-bedroom homes in North Side. Settle the kids into the second room or maybe fill it with a couple of your besties. There’s plenty of space for whoever’s lucky enough to be coming along for the ride.
Are there vacation rentals with WiFi in North Side?
Take your pick of 106 vacation rentals with WiFi in North Side. If you’d like to disconnect from daily life on your vacation, but still want to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in North Side?
Select your travel dates and then make use of our filters to search for vacation rentals with ac in North Side on Vrbo. With 192 air-conditioned properties available, you can look forward to a cool and comfy stay.
How old do you have to be to rent a vacation rental in North Side?
The minimum required age is generally 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your preferred North Side stay before making a booking.
How long can I rent a vacation rental in North Side for?
How long you can book a vacation rental in North Side is down to the property. Simply enter your selected travel dates to display a list of options offering extended stays. With plenty of features such as laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to get a terrific place to call your home away from home in North Side.
Does Vrbo offer discounts for vacation homes in North Side?
On Vrbo, we’ve got plenty of incredible bargains and discounts for North Side. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re after a weekend getaway or a much longer stay, Vrbo offers a variety of options for all budgets and styles.

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