Photo by Paul Shaffer -Dee

North Side holiday lettings

We found 1,296 holiday rentals — enter your dates for availability

Select from 112 houses, 135 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:7 Nov - 14 Nov
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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?
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.

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