Photo by Paul Shaffer -Dee

North Side holiday lettings

We found 1,301 holiday rentals — enter your dates for availability

Select from 112 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:22 May - 29 May

Image gallery for Newly updated luxury 4-bed, 4-bath villa with private pool and beach

Pick your perfect spot to relax - poolside, on the beach or in a hammock.
9.8 out of 10, Exceptional, (33 reviews)
Exceptional
(33 reviews)

Newly updated luxury 4-bed, 4-bath villa with private pool and beach

West Bay

8% off
Price is £9,397
for 7 nights, 1 villa
£1,342 per night
includes taxes & fees
Newly updated luxury 4-bed, 4-bath villa with private pool and beach

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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?
When considering a holiday rental in the North Side of the Cayman Islands, the area offers a delightful blend of tranquillity and natural beauty, making it an excellent choice for a relaxing getaway. One of the most appealing aspects of North Side is its relatively low density of properties, which contributes to a serene atmosphere, great for those looking to escape the hustle and bustle of more touristy areas.

The North Side is particularly well-known for its stunning beaches, such as Rum Point, where you can enjoy crystal-clear waters and soft white sands. This area also boasts the famous bioluminescent bay, a natural wonder where the water glows at night, providing a great experience for visitors. Additionally, the nearby Starfish Point is a lovely spot to observe and interact with the friendly starfish that inhabit the shallow waters.

In terms of holiday rentals, you can find a range of options, from charming villas to beachfront condos, allowing you to choose accommodation that suits your preferences.
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 picturesque shoreline along Rum Point is an excellent choice. This area is renowned for its stunning sandy beaches and tranquil waters, great for swimming and snorkelling. Many properties in this vicinity offer amenities such as private pools, outdoor patios, and direct beach access, making them ideal for families and groups seeking a relaxing getaway.

Additionally, the nearby Starfish Point is a popular spot to enjoy the natural beauty of the Caribbean Sea, and you can find beach houses that feature spacious living areas, fully equipped kitchens, and outdoor grills for barbecues under the stars.

The North Side also boasts some local dining options and beach bars, providing a laid-back atmosphere for enjoying fresh seafood and cocktails. For those interested in exploring further, the area is close to the scenic Queen Elizabeth II Botanic Park, where rentals may include bicycles or kayaks for easy access to both the beach and the lush surroundings.
What is the most popular type of holiday rental accomodation in North Side?
In North Side, the most popular types of holiday rentals are condos, with about 484 available in this picturesque area. These condos often come with modern amenities, including fully equipped kitchens, comfortable living spaces, and access to communal pools or beach areas, making them great for travellers looking to enjoy the sun and sea.

Holiday houses are also quite common, with approximately 432 options spread across the neighbourhood. These houses typically feature multiple bedrooms, private gardens, and outdoor patios, ideal for families or groups seeking a cozy feel.

For those seeking a more luxurious experience, around 120 villas are available, providing upscale amenities such as private pools, high-end furnishings, and stunning ocean views. Additionally, there are about 60 apartments and 16 cottages, offering a variety of options to suit different preferences and budgets.
Are there any family house rentals in North Side?
In North Side, Cayman Islands, there are numerous family-friendly holiday rentals available, with around 222 options to choose from. This picturesque area is known for its tranquil beaches and stunning natural beauty, making it a great spot for families looking to unwind and create lasting memories.

Many of these homes boast spacious living areas, fully equipped kitchens for preparing meals, and outdoor patios or balconies where families can enjoy the warm Caribbean breezes. Some properties even feature amenities such as private pools, game rooms for entertainment, and easy access to the beach, superb for those lazy days in the sun.

Visitors will also appreciate the proximity to local attractions, including the famous Rum Point, known for its shallow waters ideal for children, and the nearby stunning snorkeling spots.
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 233 options to choose from. This picturesque area offers a tranquil escape, ideal for those looking to relax by the water. Many properties are situated close to stunning beaches, providing easy access for sunbathing and water activities.

Travellers can expect a range of amenities in these rentals, including private swimming pools, hot tubs, outdoor seating areas, and fully equipped kitchens, superb for enjoying meals with family or friends. Some properties may also boast additional luxuries such as beachfront access, barbecue facilities, and lush tropical gardens, enhancing the overall holiday experience.
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 some pet-friendly house rentals available, with a variety of options to choose from. These holiday homes often come equipped with amenities such as private pools, fully equipped kitchens, and outdoor spaces ideal for both relaxation and entertaining. Many properties also feature easy access to the beach, allowing for enjoyable days by the water with your furry companions.

The North Side area is known for its stunning natural beauty, including tranquil beaches and crystal-clear waters, making it a superb getaway for pet owners. Additionally, nearby attractions such as the Queen Elizabeth II Botanic Park offer beautiful surroundings for leisurely walks with pets.
Are there any remote work holiday rentals in North Side?
In North Side, Cayman Islands, there are numerous remote work-friendly holiday rentals available, with around 1,096 options to choose from. This picturesque area offers a tranquil setting with beautiful beaches and lush landscapes, making it an ideal place for those looking to blend work and leisure. Many of the properties come equipped with essential amenities for remote work, including high-speed internet, free Wi-Fi, and dedicated office spaces or bookable units.

Travellers can expect accommodations that range from spacious villas to charming beachside cottages, often featuring comfortable desk chairs and serene environments conducive to productivity. Additionally, many rentals provide outdoor areas where guests can unwind after a day of work, allowing for a refreshing balance of relaxation and focus. 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 holiday rental amenities typically include fully equipped kitchens, allowing guests to prepare their own meals. Many properties feature decks or patios where visitors can relax and enjoy the tropical surroundings, as well as balconies that offer stunning views of the ocean. Onsite parking is commonly available for those travelling by car, ensuring convenience during their stay. Additionally, some rentals may include conveniences like blenders, superb for whipping up refreshing smoothies or cocktails.
When is the best time to visit North Side for a holiday rental?
The best time to visit North Side, Cayman Islands, is during the peak season from January to March. This period attracts holidaymakers seeking warm sunshine and beautiful beaches, with January being particularly popular for those wanting to escape colder climates.

During these months, visitors can enjoy average temperatures ranging from 24 to 29 degrees Celsius, providing a great backdrop for outdoor activities such as snorkelling, diving, and exploring the stunning marine life in the crystal-clear waters. The vibrant setting is complemented by various local events and festivities, making it an exciting time to experience the culture of the islands.

For those looking for a more budget-friendly option, October is an excellent month to consider. While it falls within the low season, visitors can still enjoy pleasant weather and fewer crowds, allowing for a more relaxed experience. This month is particularly lovely for exploring the natural beauty of the area, with opportunities for scenic walks along the coastline or enjoying the serene environment of the North Side.
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.
What are the top attractions in North Side?
In North Side, Cayman Islands, visitors can enjoy a variety of attractions that showcase the natural beauty and culture of the area. One of the main highlights is Rum Point, a picturesque beach known for its calm waters and vibrant setting, superb for swimming and relaxing under the sun. Nearby, the bioluminescent bay at Grand Cayman provides a great experience, where visitors can witness the magical glow of marine life at night through guided tours.

For those interested in local culture, the North Side is home to the Cayman Crystal Caves, where guests can explore stunning limestone formations and learn about the island's geological history. Additionally, the area offers various water sports, including snorkelling and diving, with opportunities to visit the nearby barrier reef.

The peaceful surroundings of North Side also make it ideal for eco-tourism, with several nature trails and opportunities for birdwatching.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.