Photo by Paul Shaffer -Dee

North Side holiday lettings

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

Select from 110 houses, 133 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:14 Nov - 21 Nov
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Find out more about North Side

Find out more about North Side

Why visit North Side

  • Breathtaking Beaches: North Side boasts stunning beaches, perfect for relaxation and family fun.
  • Outdoor Adventures: The area is ideal for outdoor enthusiasts, offering lush forests and various activities.
  • Serene Botanical Gardens: Explore beautiful gardens that showcase the local flora and provide a peaceful retreat.
  • Cultural Experiences: Immerse yourself in the rich history and charming atmosphere of the local neighbourhoods.
  • Diverse Accommodation: Choose from serviced apartments, private homes, or luxurious villas for a comfortable stay.

Popular types of accommodation in North Side

If you're pondering the best accommodation options in North Side, there's no need to worry—we've got you sorted. Our most sought-after holiday rentals include serviced apartments, houses, and luxurious villas. Whether you're looking for a stylish London apartment, a spacious bedroom apartment, or a charming house rental, you'll find the perfect place to unwind and enjoy your stay.

  • Condos: The top choice for holidaymakers in North Side, offering modern amenities and stunning views.
  • Houses: A fantastic option for families or groups, providing a home-like atmosphere with privacy.
  • Villas: Elegant and spacious, these are ideal for those seeking luxury and relaxation during their stay.
  • Apartments: Convenient and comfortable, perfect for couples or solo travellers looking for a cosy retreat.
  • Cottages: Charming and quaint, these offer a rustic experience amidst the natural beauty of North Side.**

Top attractions in North Side

North Side in the Cayman Islands is perfect for beach lovers and outdoor enthusiasts, offering a delightful family vacation experience. Visitors can explore stunning beaches, serene botanical gardens, and lush forests. The area's points of interest cater to those seeking a blend of beach relaxation, outdoor activities, and cultural experiences, making it an ideal destination for travellers looking to immerse themselves in the natural beauty and local charm.

  • Starfish Beach: This picturesque beach offers a tranquil atmosphere where you can relax on golden sands and discover vibrant starfish in the clear, shallow waters. Perfect for sunbathing and swimming, it embodies the ultimate Caribbean beach vibes.
  • Queen Elizabeth II Botanic Park: A romantic haven with lush gardens, this park is ideal for families and nature lovers. Stroll through beautifully curated landscapes, showcasing endemic plants and vibrant wildlife, making it a delightful outdoor experience.
  • Mastic Trail South Trailhead: Embark on an adventure through this lush forest trail, featuring diverse flora and fauna. The Mastic Trail offers a unique opportunity to explore the natural beauty of the Cayman Islands while enjoying the great outdoors.

Things to do recommended for couples

Your romantic getaway in North Side, Cayman Islands, awaits! Explore the vibrant underwater world at Babylon or Stingray City for an adventurous dive. For a fun twist, enjoy a round at Cayman Crazy Golfing Mini Golf, perfect for creating lasting memories together.

Things to do recommended for families

Families can explore the vibrant marine life at the Coral Nursery, take a scenic boat tour to Stingray City, or unwind at the beautiful Rum Point beach, perfect for swimming and picnicking. Don't miss the chance to enjoy local cuisine at nearby eateries for a true taste of the islands.

Things to do recommended for groups

Groups visiting North Side, Cayman Islands can embark on the Mastic Trail for a scenic hike, visit the Boddentown Art Shop for local crafts, and enjoy a round of golf at the North Sound Golf Course, all while soaking in the vibrant outdoor atmosphere.

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

When travelling with a group, family, or pets, or if you're seeking longer stays, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to North Side with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to North Side with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, alongside ensuring access to suitable amenities, like a private swimming pool. Additionally, taking into account your closeness to family-friendly attractions is advisable.
  • Taking your pets with you to North Side: For many, a family holiday isn’t truly complete without their beloved four-legged companion. If that resonates with you, be sure to explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting North Side: If you’re seeking holiday rentals with special offers for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around North Side

North Side, Cayman Islands, offers a delightful blend of beach relaxation and outdoor adventures perfect for family holidays. Explore nearby shops and savour the friendly atmosphere while soaking up the region's rich history. Just a short distance away, you'll find vibrant excursions and charming neighbourhoods, making it an ideal base for those wanting to experience both tranquillity and exploration. Enjoy the stunning scenery and the warm hospitality of this beautiful area.

  • Grand Cayman: Situated approximately 1.9km from North Side, Grand Cayman is the largest of the Cayman Islands and is renowned for its stunning beaches and vibrant outdoor activities. This island paradise is perfect for families seeking adventure and relaxation alike. Visitors can enjoy luxurious resorts, a variety of shopping experiences, and thrilling water sports. Popular attractions include the famous Seven Mile Beach, the Cayman Turtle Centre, and the lively George Town marina, where you can immerse yourself in local culture and cuisine.
  • Rum Point: Nestled within North Side, Rum Point is a charming village known for its idyllic beaches and family-friendly atmosphere. This tranquil spot offers a picturesque escape with pristine sands and crystal-clear waters. Renowned for its laid-back vibe, visitors can indulge in water sports, relax at the beach bars, or explore the nearby tourist precinct. The Rum Point Club is a popular venue, providing an excellent dining option with stunning views of the Caribbean Sea, making it a perfect spot to unwind.
  • Brinkleys: Also located in the vicinity of North Side, Brinkleys is a quaint village that invites adventure enthusiasts and nature lovers. With its close proximity to the beach, visitors can enjoy various outdoor activities, including snorkelling and hiking. The area boasts access to the national state park and intriguing caves, offering opportunities for exploration and discovery. Brinkleys provides a serene environment, ideal for those looking to connect with nature and experience the natural beauty of the Cayman Islands.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 a breeze

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can be advantageous, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, please take advantage of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board provides you with a convenient area to plan new journeys, pick up where you last paused, or manage your travel arrangements. You can easily access properties you’ve saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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)
  • 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 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?
When considering a holiday rental in the North Side of the Cayman Islands, the area around Rum Point stands out as an exceptional choice. This picturesque neighbourhood is renowned for its stunning beaches and vibrant marine life. The tranquil atmosphere makes it great for those looking to unwind and enjoy the natural beauty of the islands. Rum Point is also home to the famous Rum Point Beach, where you can bask in the sun or take a dip in the crystal-clear waters.

Another delightful option is the vicinity of Kaibo, which offers a more laid-back vibe with charming beach bars and restaurants. This area is particularly popular for its proximity to the North Sound, making it ideal for water sports such as kayaking and paddleboarding. The Kaibo Beach Bar is a must-visit for its delicious cocktails and casual dining right by the water.
How much does it cost to rent a holiday home in North Side?
Prices for holiday rentals in North Side vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in North Side to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for North Side holiday house rentals?
You can find great discounts on house rentals in North Side on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in North Side?
For renting a beach house in North Side, Cayman Islands, the area around Rum Point is highly recommended. This picturesque location offers stunning views of the Caribbean Sea and is known for its calm waters, making it great for swimming and water sports. Many properties available for rent in this area come with amenities such as private beachfront access, spacious outdoor terraces, and well-equipped kitchens, allowing guests to enjoy a relaxed, self-catering holiday experience.

Additionally, the nearby Starfish Point features beautiful sandy shores and is a great spot for families, as it provides a tranquil atmosphere and shallow waters for children to play. Beach houses in this vicinity often include features like outdoor grills, hammocks, and direct access to the beach, enhancing the overall beachside experience.
What is the most popular type of holiday rental accomodation in North Side?
In North Side, condos are the most popular type of holiday rental, with around 121 available in this beautiful area of the Cayman Islands. These condos are often situated near the coastline, providing stunning ocean views and easy access to the beach. Most rooms come equipped with modern amenities, including fully equipped kitchens, spacious living areas, and private balconies for enjoying the tropical climate.
Are there any family house rentals in North Side?
In North Side, Cayman Islands, there are a variety of family-friendly holiday rentals available, with around 216 options to choose from. This scenic area is renowned for its stunning beaches and laid-back atmosphere, making it an excellent choice for families seeking a relaxing getaway. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor dining spaces, ideal for enjoying the beautiful Caribbean weather.

Visitors will find that properties often come with amenities like private pools, laundry facilities, and easy access to local attractions such as the famous Rum Point Beach, where families can indulge in water sports or simply unwind by the sea. Additionally, the nearby Bio Bay offers unique opportunities for night kayaking, providing an enchanting experience under the stars.
Can I rent a holiday home with a pool or hot tub in North Side?
In North Side, Cayman Islands, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 230 options to choose from. This picturesque area is known for its stunning beaches and tranquil atmosphere, making it an ideal destination for relaxation.
Can I find long-stay holiday rentals in North Side?
A long-stay holiday rental in North Side is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in North Side?
In North Side, Cayman Islands, there are several pet-friendly house rentals available, with a total of 13 options to choose from. These holiday rentals typically feature amenities such as private pools, spacious gardens, and fully equipped kitchens, providing a comfortable and convenient stay for both you and your furry friends. Many properties are located close to the stunning beaches, allowing for easy access to the turquoise waters and soft sands.
Are there any remote work holiday rentals in North Side?
In North Side, Cayman Islands, there are numerous remote work holiday rentals available, with around 269 options to choose from. This area is known for its beautiful beaches and tranquil atmosphere, making it an ideal location for combining work and leisure. Many properties cater specifically to remote workers, offering amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable desk setups, including desk chairs and computer monitors. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any North Side holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in North Side with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in North Side?
In North Side, Cayman Islands, popular rental amenities include well-equipped kitchens, which often feature microwaves and dishwashers, making meal preparation convenient. Many properties also come with stovetops, allowing guests to cook their own meals. Additionally, a number of rentals boast access to a pool, providing a refreshing escape from the tropical heat.
When is the best time to visit North Side for a holiday rental?
January marks the beginning of the peak season in North Side, Cayman Islands, drawing travellers seeking sun-soaked beaches and vibrant marine life. From January to March, the weather is typically warm and inviting, with temperatures averaging around 26-28°C, superb for beach lounging and water activities. This period is ideal for outdoor excursions, including snorkelling and diving in the crystal-clear waters, as well as enjoying the beautiful shoreline that North Side has to offer.

If you're looking for a more serene experience, consider visiting in October when the crowds have thinned and accommodations are often more affordable. This time of year allows you to explore the natural beauty of the area, with fewer tourists around to disrupt the peaceful atmosphere. October temperatures remain pleasant, typically in the low 28°C range, making it suitable for enjoying the local wildlife and stunning landscapes at a leisurely pace.
How early should I book a North Side holiday rental?
Book your North Side holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my North Side home rental booking on Vrbo?
To find North Side holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the North Side holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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