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North Side vacation rentals

We found 1,310 vacation rentals — enter your dates for availability

Select from 113 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.

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Find out more about North Side

Why visit North Side

  • Beautiful Beaches: North Side boasts stunning sandy beachfronts perfect for relaxation and family fun.
  • Outdoor Adventures: Explore lush forests and enjoy exciting summer activities that cater to all ages.
  • Botanical Gardens: Discover vibrant local flora at nearby botanical gardens, ideal for nature enthusiasts.
  • Rich Local Culture: Experience the friendly atmosphere and historical richness of the surrounding neighborhoods.
  • Diverse Accommodations: Choose from cozy condos, spacious homes, and luxurious villas for a perfect stay.

Popular types of accommodation in North Side

If you’re wondering what types of accommodations await you in North Side, rest assured, we’ve got you covered. Our most popular options include cozy condos, spacious houses, and luxurious villas. Whether you’re looking for oceanfront rentals, poolside views, or a beachfront home, you'll find the perfect spot for a convenient and relaxing stay. Explore your ideal getaway today.

  • Condos: The top choice for vacationers in North Side, offering modern amenities and stunning views.
  • Houses: A popular option for groups and families seeking spacious and comfortable lodgings.
  • Villas: Luxurious and well-appointed retreats that provide an upscale experience in paradise.
  • Apartments: Convenient and cozy spaces perfect for couples or solo travelers looking for a home away from home.
  • Cottages: Charming and quaint lodgings that offer a unique and picturesque getaway.**

Top attractions in North Side

North Side, Cayman Islands, is perfect for beach and outdoor family vacations, offering a variety of attractions such as beautiful beaches, botanical gardens, and lush forests. Visitors can enjoy stunning island views, sandy beachfronts, and exciting summer activities, making it an ideal destination for those seeking adventure and relaxation. With plenty of vacation ideas and area attractions to explore, North Side promises an unforgettable experience for travelers of all ages.

  • Starfish Beach: A picturesque beach known for its calm waters and abundance of starfish. Visitors can enjoy relaxing on the soft sand, swimming, and snorkeling among vibrant marine life, creating a perfect beach day vibe.
  • Queen Elizabeth II Botanic Park: This beautiful botanical garden offers a serene escape with lush landscapes, colorful flowers, and a chance to spot the endangered blue iguana. Ideal for families and couples seeking romance amidst nature.
  • Mastic Trail South Trailhead: An adventurous forest trail that winds through lush vegetation, providing a great opportunity for hiking and experiencing the island's natural beauty. Perfect for outdoor enthusiasts looking to explore.

Things to do recommended for couples

For a romantic getaway in North Side, explore the vibrant underwater world at Babylon and Stingray City, both offering thrilling adventures. Afterward, challenge each other at Cayman Crazy Golf for some playful fun. Enjoy the unique blend of adventure and romance that these experiences provide.

Things to do recommended for families

Families visiting North Side, Cayman Islands, can enjoy a fun-filled day at the Cayman Turtle Centre, where kids can learn about and interact with turtles. The beautiful beaches offer opportunities for snorkeling, while nearby attractions like Rum Point provide family-friendly dining and activities.

Things to do recommended for groups

In North Side, groups can hike the scenic Mastic Trail for outdoor adventure, visit the Boddentown Art Shop for local crafts just 6 miles away, and enjoy a round of golf at the North Sound Golf Course, located 10 miles from the area, perfect for sports enthusiasts.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, with family, bringing along pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to North Side with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to North Side with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to North Side: For many families, a trip isn't truly fulfilled without their furry companion by their side. If you relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting North Side: If you're searching for vacation rentals that offer discounts for month-long stays, 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 options like 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 perfect blend of relaxation and adventure for vacationers. Explore its beautiful beaches and scenic outdoor spaces, ideal for family getaways. Nearby neighborhoods provide a friendly atmosphere, rich in history and perfect for excursions. Whether you're lounging by the ocean or venturing along the west shore, North Side ensures a memorable experience filled with sun-soaked days and vibrant local culture.

  • Grand Cayman: Located a mere 3 miles from North Side, Grand Cayman is the largest island in the Cayman Islands and is renowned for its stunning beaches and vibrant family-friendly atmosphere. This destination invites travelers to indulge in outdoor experiences, from lounging on the soft sands of Seven Mile Beach to exploring the island's lush nature reserves. Grand Cayman boasts a plethora of attractions, including luxurious resorts, lively shopping areas, and thrilling adventure activities such as snorkeling and diving in crystal-clear waters. Key landmarks such as the famous beach, a popular theme park, and a picturesque marina enhance the travel experience, making it a must-visit for tourists seeking both relaxation and adventure.
  • Rum Point: Nestled within the North Side area, Rum Point is a charming village that offers a quintessential beach experience. Travelers flock here for its laid-back outdoor vibe and family-friendly attractions. This idyllic spot is perfect for unwinding by the beach or participating in various outdoor activities. Rum Point features delightful shopping areas and resorts, along with adventure opportunities such as kayaking and paddleboarding. Key local landmarks include pristine beaches, a bustling marina, and a vibrant tourist precinct, making Rum Point a lovely retreat for sun-seekers and adventure enthusiasts alike.
  • Brinkleys: Brinkleys is another enchanting village within the North Side that attracts visitors looking for an adventurous outdoor experience. Known for its beautiful beaches, Brinkleys is a gateway to recreational areas that offer a variety of activities. Explore the nearby caves or experience the natural wonder of the national state park that surrounds the area. This peaceful location is perfect for those seeking a blend of relaxation and exploration, with its captivating landscapes and the allure of adventure just waiting to be discovered.

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 money on your next getaway? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect place for your trip.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash on the total booking amount. Being the organizer truly has its perks. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on qualifying stays. Sign up today and start reaping the benefits.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform where you can effortlessly plan new trips, resume previous ones, or manage your travel arrangements. You'll easily access your saved or booked properties, organized under categories like Potential, Upcoming, and Current Trips. To begin using Trip Boards, simply go to: https://www.vrbo.com/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?
When planning a vacation rental in North Side, Cayman Islands, one of the best areas to consider is Rum Point. This charming neighborhood is renowned for its stunning beaches, crystal-clear waters, and relaxed atmosphere. Rum Point is particularly famous for its beautiful sandy shores and the iconic Rum Point Club, where visitors can enjoy delicious local cuisine and refreshing cocktails while soaking in the breathtaking views. The area is also a gateway to snorkeling adventures, with nearby coral reefs filled with marine life.

Another appealing option is the North Side itself, which offers a more secluded and tranquil environment compared to the busier Seven Mile Beach. This area is great for nature lovers and those seeking a peaceful retreat. You can explore the nearby Mastic Trail, a stunning hiking path through lush forests, or visit the Queen Elizabeth II Botanic Park to admire the tropical flora and fauna, including the endangered Blue Iguana. In terms of vacation rentals, both Rum Point and the North Side boast a variety of properties, making it easy to find something that suits your preferences, whether you're looking for a cozy beachfront cottage or a spacious villa with stunning views.
How much does it cost to rent a vacation home in North Side?
Prices for vacation 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 vacation 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 along the coastline near Rum Point is highly recommended. This picturesque stretch offers beautiful properties that provide direct access to soft sandy beaches and crystal-clear waters. Many vacation rentals in this region come equipped with amenities such as private pools, outdoor patios, and fully furnished kitchens, great for families or groups seeking a relaxing beachfront getaway.

Additionally, the nearby Kaibo area features charming beach houses that often include water sports equipment, like kayaks and paddleboards, allowing for easy exploration of the inviting marine environment. Properties here typically showcase stunning ocean views and offer outdoor grills, making them ideal for evening barbecues under the stars.

For those interested in local activities, this part of the Cayman Islands is close to several popular attractions, including the bioluminescent bay and the famous stingray sandbar, offering great experiences right at your doorstep.
What is the most popular type of vacation rental accomodation in North Side?
In North Side, condos are the most popular vacation rental option, with about 119 available throughout the area. These condos typically feature modern amenities such as fully equipped kitchens, spacious living areas, and access to shared facilities like pools and fitness centers. Many are located near the stunning beaches and offer ocean views, making them ideal for travelers seeking both comfort and proximity to nature.

Additionally, there are approximately 99 vacation houses and around 32 villas. These properties provide more space and privacy, often boasting multiple bedrooms, private pools, and outdoor dining areas great for enjoying the tropical climate. For those looking for a more unique stay, several apartments and cottages can also be found, offering a cozy, home-like ambiance.
Are there any family house rentals in North Side?
In North Side, Cayman Islands, there are numerous family-friendly vacation rentals available—specifically, around 212 options for visitors to choose from. This area is known for its stunning beaches and tranquil atmosphere, making it an ideal spot for families seeking relaxation and adventure.

Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor patios or balconies where guests can enjoy the beautiful Caribbean scenery. Some rentals even include amenities like private pools and direct beach access, adding to the overall appeal for families.

Nearby points of interest include the popular Rum Point, where visitors can enjoy swimming, snorkeling, and dining by the water.
Can I rent a vacation home with a pool or hot tub in North Side?
In North Side, Cayman Islands, there are a variety of vacation homes available for rent that feature pools and hot tubs, with around 222 options to choose from. This scenic area is known for its tranquil beaches and stunning natural beauty, making it an ideal spot for relaxation. Many of the rentals offer amenities such as private pools, hot tubs, and spacious outdoor areas great for soaking up the sun.

Travelers can also expect fully equipped kitchens, comfortable living spaces, and sometimes even direct access to the beach. The North Side is less crowded than other parts of the island, allowing for a more peaceful getaway while still being close to local attractions and activities.
Can I find long-stay vacation rentals in North Side?
A long-stay vacation rental in North Side is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in North Side?
In North Side, Cayman Islands, travelers can find a selection of pet-friendly house rentals, with around 12 options available. These vacation homes often feature desirable amenities such as private pools, outdoor patios, and fully equipped kitchens, making them great for families or groups traveling with pets.

The North Side area is known for its beautiful beaches and serene atmosphere, providing ample opportunities for outdoor activities with pets. Nearby attractions include the lush Queen Elizabeth II Botanic Park, which offers walking trails and gardens that are ideal for leisurely strolls with your furry companions. Additionally, the close proximity to local restaurants and shops adds convenience for travelers.
Are there any remote work vacation rentals in North Side?
In North Side, Cayman Islands, there are numerous vacation rentals suitable for remote work, with around 257 options available. This area is known for its serene beaches, vibrant marine life, and a laid-back atmosphere great for balancing work and relaxation. Many properties come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated workspaces with desks and ergonomic chairs, and additional features like safe storage for valuables.

Travelers can expect accommodations that often include fully equipped kitchens for preparing meals, outdoor patios for enjoying the tropical breeze, and sometimes even additional tech amenities like computer monitors and MP3 docking stations. The proximity to local attractions, such as the beautiful Rum Point and famous snorkeling spots, allows for a refreshing break after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any North Side vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in North Side with parking available—perfect for families or travelers 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 vacation rentals typically feature a range of amenities designed for comfort and convenience. Travelers can expect properties equipped with WiFi, allowing for easy connectivity during their stay. Most rentals include a fully functional kitchen, superb for preparing meals. Additionally, many properties boast a private pool, offering a relaxing space to unwind while enjoying the tropical climate. Some rentals may also provide shared pool access, enhancing the leisure options available.
When is the best time to visit North Side for a vacation rental?
The best time to visit North Side, Cayman Islands, is during the peak season from January to March, when travelers flock to the area for its stunning beaches and vibrant marine life. This period is ideal for those seeking a tropical escape, with warm temperatures averaging between 70°F and 85°F, superb for sunbathing, snorkeling, and diving in crystal-clear waters.

January, in particular, is a popular month, offering visitors a chance to enjoy the beautiful weather while exploring the area's natural wonders. Expect a lively atmosphere as tourists partake in outdoor activities, from swimming in the ocean to enjoying beachside dining, all while soaking in the picturesque surroundings. With a variety of vacation rentals available, you can find accommodations that cater to your desire for comfort and convenience.

For travelers looking for a more budget-friendly option, consider visiting in October. This month allows you to experience the beauty of the island with fewer crowds, making it an excellent time for peaceful beach walks and local exploration.
How early should I book a North Side vacation rental?
Book your North Side vacation 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 vacation 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 the North Side of the Cayman Islands, visitors can enjoy several top attractions that highlight the area's natural beauty and local culture. The famous Rum Point Beach is a must-visit, offering a relaxed atmosphere with shallow waters great for swimming and snorkeling. Nearby, the bioluminescent bay at Bio Bay is a great experience where the water glows at night due to microorganisms, making it a popular spot for evening tours.

The North Side is also home to the Queen Elizabeth II Botanic Park, where travelers can explore a variety of local plants and wildlife, including the endangered Blue Iguana. For those interested in history and culture, the Pedro St. James National Historic Site offers insights into the island's past, showcasing a restored plantation house and beautiful gardens.

Additionally, the East End area, although a bit farther, features the famous Blow Holes, where visitors can see natural geysers created by ocean waves crashing against the rocky shore. This area provides a more tranquil setting, ideal for those looking to escape the busier tourist hubs.
Can I change or cancel my North Side home rental booking on Vrbo?
To find North Side vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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.

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