Photo by Paul Shaffer -Dee

North Side vacation rentals

We found 1,286 vacation rentals — enter your dates for availability

Select from 111 houses, 134 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

Showing deals for:Oct 10 - Oct 17
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Find out more about North Side

Why visit North Side

  1. Beautiful beaches: North Side features stunning beaches perfect for relaxation and family fun.
  2. Cultural experiences: Immerse yourself in local culture through historic houses and nearby neighbourhoods.
  3. Outdoor activities: Enjoy a range of outdoor adventures, including hiking and exploring the botanical garden.
  4. Family-friendly atmosphere: The friendly community makes it an ideal destination for families.
  5. Diverse accommodations: Choose from charming condos, spacious homes, or luxurious villas for a comfortable stay.

Popular types of accommodation in North Side

If you're exploring vacation rentals in North Side, you're in for a treat! Our most popular accommodation options include charming condos, spacious houses, and luxurious villas. Whether you're searching for North Shore apartment rentals or North Vancouver home rentals, we have a wide selection to suit your needs. Enjoy your stay with transparency, savings, and peace of mind as you discover the best North Side has to offer!

  • Condos: The top choice for vacationers in North Side, offering modern amenities and stunning views.
  • Houses: Ideal for families or groups, these homes provide a homey atmosphere and privacy.
  • Villas: Luxurious and spacious, villas are perfect for those seeking an upscale experience.
  • Apartments: Convenient and often centrally located, apartments cater to solo travellers and couples.
  • Cottages: Charming and quaint, cottages offer a cozy retreat amidst beautiful surroundings.**

Top attractions in North Side

North Side, Cayman Islands, is ideal for beach and outdoor family vacations, offering beautiful beaches, a botanical garden, and historic houses to explore. Visitors can enjoy a variety of activities that combine cultural experiences and outdoor recreation, making it a perfect destination for those seeking relaxation and adventure in a stunning setting.

  1. Starfish Beach: A picturesque beach known for its laid-back vibes, where you can relax on soft sands and wade in clear waters. It's a fantastic spot for families and nature lovers, as you can often find starfish lounging in the shallows.
  2. Queen Elizabeth II Botanic Park: A stunning botanical garden perfect for families and couples. Explore lush landscapes, vibrant flowers, and tranquil paths, creating a serene outdoor experience that embraces the beauty of the Cayman Islands.
  3. Mastic Trail South Trailhead: An adventurous forest trail that immerses you in the island's natural beauty. Hike through diverse ecosystems, encounter local wildlife, and enjoy the refreshing outdoors, making it ideal for outdoor enthusiasts.

Things to do recommended for couples

Experience the romance of North Side, Cayman Islands, with a dive at Babylon's vibrant underwater world. Enjoy a playful round of mini-golf at Cayman Crazy Golfing or swim with gentle stingrays at Stingray City. Adventure awaits you in this tropical paradise!

Things to do recommended for groups

Groups visiting North Side, Cayman Islands can hike the scenic Mastic Trail for an adventurous outdoor experience. They can also explore local art at Boddentown Art Shop, located 9.7km away, and enjoy a round of golf at North Sound Golf Course, situated 16.1km from the area.

What do I need to keep in mind when booking a vacation in North Side

When planning your trip—whether you're travelling with a group, enjoying family time, bringing along your pets, or seeking extended stays—it's important to refine your search based on your specific priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to North Side with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily apply filters for these options and more on Vrbo.
  • Traveling to North Side with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to keep in mind your closeness to family-friendly attractions.
  • Taking your pets with you to North Side: For many, a family vacation isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting North Side: If you're in search of vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in North Side

North Side, Cayman Islands, offers a delightful blend of relaxation and adventure, perfect for families and beach lovers. Explore the stunning north shore, immerse yourself in local culture, and enjoy the friendly atmosphere. Nearby neighborhoods and cities provide opportunities for excursions, art appreciation, and historical exploration. Whether you're seeking a cozy vacation home or vibrant experiences, North Side promises an unforgettable getaway filled with natural beauty and warm hospitality.

  • Grand Cayman: Grand Cayman is a stunning island located a mere 4.8km from North Side, offering a perfect blend of beach relaxation and family-friendly activities. Known for its beautiful beaches and vibrant outdoor experiences, visitors can explore luxurious resorts, indulge in shopping, or embark on exciting adventures such as snorkeling and diving. Local attractions include the famous Seven Mile Beach, various marinas, and even a theme park, ensuring there's something for everyone. Whether you're lounging by the crystal-clear waters or seeking thrill, Grand Cayman is a must-visit destination.
  • Rum Point: Nestled within North Side, Rum Point is a charming village renowned for its serene beaches and outdoor family experiences. This tranquil spot invites travelers to unwind and enjoy the sun while engaging in a variety of activities, from shopping to exhilarating underwater sports. The picturesque beach and vibrant marina create a perfect backdrop for relaxation and adventure alike. Rum Point is also home to a popular tourist precinct, making it an ideal destination for both relaxation and exploration. Experience the laid-back vibe and stunning coastal scenery that this area has to offer.
  • Brinkleys: Brinkleys is another delightful village located in the North Side area, attracting visitors with its focus on beach activities and outdoor adventures. The area is perfect for those looking to immerse themselves in nature, with access to recreational areas and breathtaking landscapes. Local attractions include pristine beaches, a national state park, and intriguing caves, making it a wonderful spot for exploration and outdoor fun. Whether you’re hiking through lush trails or simply enjoying the sun, Brinkleys promises an unforgettable experience for all adventure seekers.

Best time to go to North Side

If you're planning a trip to North Side, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
February78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
April80.2°F (26.8°C)No Rain (Dry)Mostly SunnyAverageAverage
May81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
June82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
July83.8°F (28.8°C)Light RainMostly SunnyAverageAverage
August84.4°F (29.1°C)Light RainMostly SunnyModerately LowSlightly Low
September84.2°F (29.0°C)Light RainMostly SunnyModerately LowSlightly Low
October83.1°F (28.4°C)Moderate RainMostly SunnyModerately LowSlightly Low
November81.3°F (27.4°C)Light RainMostly SunnyAverageAverage
December79.9°F (26.6°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you planning to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. Your ideal getaway is just a few clicks away!

Vrbo Trips: Planning made easy

Vrbo's user-friendly Trip Board offers you a dedicated space to plan exciting new adventures, pick up right where you left off, or manage and organise your travel arrangements. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore and make the most of Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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?
Among the most desired neighborhoods to get a vacation 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 vacation rental accommodation in North Side?
Based on our research, condos are the most in-demand vacation property type in North Side. But as you'd expect, everyone's idea of an epic stay isn't the same. Vrbo has vacation rentals of all sizes and shapes, so you're sure to find your perfect match.
How much does it cost to rent a vacation rental in North Side?
A range of factors influence the price of a vacation 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 vacation home near the beach in North Side depends on when you're traveling 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 vacation rentals in North Side?
With 191 vacation rentals that allow pets, your little buddy can join in the fun on your North Side vacation. Use the filter tool to browse our pet-friendly vacation 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 vacation 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 vacation rental that suits your style with all the features you'll enjoy.
Are there large group vacation 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 vacations to events like birthday and Christmas parties, Vrbo will help you find a large group rental to match the occasion.
Are there vacation 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 favorite.
What are the top attractions for families in North Side?
Keeping the kids entertained during your North Side vacation is child's play with these fabulous family-friendly attractions:

  • Grand Cayman Beaches
  • Starfish Beach
  • Rum Point Beach

Are there one-bedroom vacation 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 vacation rentals in North Side?
North Side has 84 two-bedroom properties for you to select from. Find a vacation home with all the comfort and privacy you're looking for at an attractive price on Vrbo.
Are there vacation rentals with WiFi in North Side?
North Side has 100 vacation 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 vacation rentals with air conditioning in North Side?
Work out your travel dates and then use the filters to find vacation 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 vacation rental in North Side?
The minimum age allowed can differ across properties on Vrbo, so double-check the rules of the vacation rental in North Side you want to book. But in general, it's 16, 18 or 21.
How long can I rent a vacation rental in North Side for?
The amount of time you can rent a North Side vacation 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 vacation rentals may also offer weekly or monthly discounted prices, so you can stay even longer for less.

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