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North Side vacation rentals

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

Select from 112 houses, 134 condos, and other vacation rentals to find the perfect place for your stay in North Side. Whether you're traveling with your kids or with friends, vacation homes have the amenities you need and want for your stay, which might include parking and a fireplace. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - North Side

Showing deals for:May 22 - May 29

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

9% off
Price is $1,647
$11,531 for 7 nights
All fees included
Newly updated luxury 4-bed, 4-bath villa with private pool and beach

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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, Cayman Islands when booking a vacation rental?
When considering a vacation rental in North Side, Cayman Islands, the area surrounding Rum Point is an excellent choice. Known for its stunning beach and calm waters, Rum Point offers a laid-back atmosphere great for relaxation and water activities. Here, visitors can enjoy attractions such as the famous Rum Point Beach, ideal for sunbathing and swimming, as well as the nearby Star Fish Point, where you can see and interact with the local starfish population in their natural habitat.

Another great option in North Side is the area near Kaibo. This charming beachfront location features a delightful restaurant and bar, offering a picturesque spot to enjoy a meal or drink while overlooking the water. Kaibo is also known for its vibrant setting, especially during events like the full moon party, which draws both locals and tourists alike.

North Side boasts a range of vacation rental properties, from cozy beachfront cottages to luxurious villas, providing options suitable for various group sizes and budgets.
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, travelers should focus on the picturesque coastline along Rum Point and the surrounding areas. This region is known for its stunning white sandy beaches and calm, clear waters, making it ideal for beach activities and relaxation. Many vacation rentals in this area come equipped with amenities such as private pools, outdoor grilling areas, and expansive patios that offer breathtaking views of the Caribbean Sea.

Proximity to the Rum Point Beach Club enhances the experience, where visitors can enjoy beachside bars and water sports options like snorkeling and kayaking. Furthermore, the nearby Bioluminescent Bay offers a unique nighttime kayaking experience, making it an exciting adventure for families or couples.

In addition, properties in North Side often feature access to well-maintained gardens, spacious living areas, and fully equipped kitchens, which allow guests to prepare their own meals after a day spent soaking up the sun.
What is the most popular type of vacation rental accomodation in North Side?
In North Side, the most popular vacation rentals are condos, with about 121 available throughout the area. These condos are often situated close to the stunning beaches and provide amenities such as fully equipped kitchens, spacious living areas, and access to shared swimming pools. Many also feature private balconies or patios where travelers can enjoy views of the Caribbean Sea.

Vacation houses follow closely behind, with around 108 options offering more space and privacy, making them ideal for families or larger groups. These houses typically include multiple bedrooms, private outdoor spaces, and sometimes amenities like BBQ grills, great for enjoying the island's beautiful weather.

Additionally, there are around 30 villas and several cottages, which provide a more upscale experience with luxurious features and often direct access to the beach or other scenic spots.
Are there any family house rentals in North Side?
In North Side, Cayman Islands, there are numerous family-friendly vacation rentals available—around 222 in total. This area is known for its stunning beaches and tranquil atmosphere, making it an excellent choice for families seeking a relaxing getaway. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor patios or balconies where you can enjoy the beautiful views.

Visitors can find properties with amenities such as private pools, direct beach access, and game rooms to keep everyone entertained. The proximity to attractions like the famous Rum Point and the bioluminescent bay provides exciting opportunities for family outings, whether it's a fun day at the beach or an adventurous nighttime kayak trip.
Can I rent a vacation home with a pool or hot tub in North Side?
In North Side, Cayman Islands, travelers will find a variety of vacation homes available for rent that feature pools and hot tubs, with around 233 options to choose from. This beautiful area is known for its stunning beaches and tranquil atmosphere, making it an ideal destination for relaxation. Many of the rental properties come with private pools, spacious outdoor areas for lounging, and hot tubs, great for unwinding after a day of exploring.

Vacation rentals in this region often include amenities such as fully equipped kitchens, allowing guests to prepare meals, and comfortable living spaces that provide a home-like feel. Additionally, some properties may offer direct access to the beach or proximity to local attractions, enhancing the overall vacation experience.
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 variety of pet-friendly house rentals, with around 14 options available. Many of these vacation homes are situated near the tranquil beaches and offer stunning ocean views, making them a great retreat for families and pet owners alike. The rentals typically feature amenities such as spacious outdoor areas, fully equipped kitchens, and comfortable living spaces, allowing guests to enjoy a relaxing stay.

The North Side area is known for its natural beauty and quiet charm, with opportunities for outdoor activities like snorkeling and hiking. Nearby attractions include the picturesque Rum Point, where pets are often welcome, providing a great spot for beach outings and leisurely walks along the shore.
Are there any remote work vacation rentals in North Side?
In North Side, Cayman Islands, there are numerous options for remote work vacation rentals, with around 274 available. This area is known for its stunning beaches and tranquil atmosphere, making it an excellent choice for those looking to balance work and leisure. Many properties come equipped with essential amenities for remote work, including high-speed internet, Wi-Fi in rooms, and printers, ensuring that you can stay productive while enjoying the beautiful surroundings.

Travelers can expect a variety of accommodations, from beachfront villas with private balconies to cozy condos that provide easy access to local attractions. The North Side is home to beautiful natural spots like the Mastic Trail and Rum Point, which offer opportunities for outdoor activities and relaxation after a long workday. 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, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals typically feature kitchens, allowing guests to prepare their own meals and enjoy local flavors. Many properties also boast outdoor spaces such as decks or patios, superb for relaxing and taking in the tropical surroundings. Onsite parking is commonly available, providing convenience for those exploring the area. Some rentals come with balconies, offering stunning views of the Caribbean Sea, while amenities like blenders are often provided for guests who enjoy making smoothies or cocktails.
When is the best time to visit North Side for a vacation rental?
January marks the beginning of the peak season in North Side, Cayman Islands, attracting travelers seeking sunshine and relaxation. From January to March, the islands come alive with vibrant energy as visitors flock to enjoy the stunning beaches, crystal-clear waters, and various water sports activities. This time of year offers optimal conditions for snorkeling, diving, and exploring the beautiful coral reefs, making it an ideal choice for adventurous spirits.

During January, temperatures are pleasantly warm, typically ranging from the mid-70s to low 80s Fahrenheit, creating a comfortable environment for outdoor activities and sightseeing. Whether you're lounging on the beach or exploring local attractions like the Queen Elizabeth II Botanic Park, you'll find plenty of opportunities to soak in the natural beauty and cultural richness of the Cayman Islands.

For those considering a visit that balances affordability with enjoyment, October emerges as a fantastic option. The weather remains warm, and the crowds thin out, allowing for a more tranquil experience while enjoying the island's charm. This month often features lower rental rates, giving you the chance to enjoy the same stunning surroundings without the peak season price tag.

Ultimately, the best time to book a vacation rental in North Side depends on your preferences for vibrant social scenes and activities during peak season, or the peaceful exploration available in the quieter months.
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, Cayman Islands?
In North Side, Cayman Islands, visitors can enjoy a range of attractions that showcase the area's natural beauty and vibrant marine life. One of the highlights is Rum Point, known for its stunning beach and calm waters, great for swimming and snorkeling. This area features a variety of vacation rentals that provide easy access to the beach and opportunities for water sports.

Another popular spot is the bioluminescent bay, where visitors can take guided tours to experience the magical glow of the water at night, a unique natural phenomenon that draws many travelers. Additionally, the nearby Mastic Trail offers a chance to explore lush, tropical vegetation and spot local wildlife, making it ideal for nature enthusiasts.

For those interested in local culture, the North Side is home to the Cayman Crystal Caves, where guided tours provide insight into the geological wonders of the islands.
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.

Frequently asked questions

Are there vacation rentals in North Side?
Yes, we give you a choice of vacation rentals in North Side close to Queen Elizabeth II Botanic Park, or you can choose a secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the seaside in North Side. Make sure you have time to check out the waterfront and parks during your trip.
How many vacation rentals are there in North Side?
With 112 Expedia vacation rentals, you're sure to find just the right place for your North Side stay.
What's there to see and do in North Side?
Grand Cayman Beaches and Rum Point Beach are a couple of lovely local spots to get outside and enjoy nature. Starfish Beach and Queen Elizabeth II Botanic Park are other places to visit while you're in town.
What's a vacation rental in North Side like?
Vacation rentals are privately owned properties where you can stay for several days or longer in North Side. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip.

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