North Side vacation rentals

We found 1,314 vacation rentals — enter your dates for availability

Escape to the enchanting North Side, where stunning beaches meet lush botanical gardens, creating an idyllic backdrop for unforgettable family vacations. Dive into outdoor adventures, from exhilarating boat rentals to exploring intriguing caves, all while soaking in the charming local culture of nearby neighborhoods. With a variety of vacation rentals, including beachfront villas and cozy condos, you’ll enjoy the comfort and convenience of home, making your getaway truly special for everyone in your group.

Holiday rentals with weekly discounts - North Side

Showing deals for:Dec 11 - Dec 18

Dining area
View from the Master bedroom
Property grounds
View from the beach
Exceptional
(80 reviews)

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING

North Side

8% off
$358
$2,503 for 7 nights
All fees included
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
Screen Lanai
View From Condo
Great Snorkeling
View from Bedroom
Exceptional
(94 reviews)

Paradise Found Oceanfront Condo - Flexible Cancellation

North Side

9% off
$317
$2,218 for 7 nights
All fees included
Paradise Found Oceanfront Condo - Flexible Cancellation
Outdoor bbq grill island
Savhaven Entrance
Panoramic view of backyard
Modern Kitchen
Exceptional
(72 reviews)

Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)

Bodden Town

9% off
$632
$4,425 for 7 nights
All fees included
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
Pool
Exterior
Room
Private kitchen
Exceptional
(51 reviews)

Seven Mile Beach -2nd Floor Beach View at Sunset Cove

Seven Mile Beach

9% off
$522
$3,654 for 7 nights
All fees included
Seven Mile Beach -2nd Floor Beach View at Sunset Cove
Property grounds
Living area
Dining
Private kitchen
Exceptional
(17 reviews)

Modern Condo - Seven Mile Beach - Cayman Islands - Walk Everywhere

Seven Mile Beach

9% off
$760
$5,318 for 7 nights
All fees included
Modern Condo - Seven Mile Beach - Cayman Islands - Walk Everywhere
The Pool
Beach
Terrace/patio
Expansive Kitchen Island
Exceptional
(5 reviews)

7 Mile Beach Condo with Pool View and Rooftop

West Bay

6% off
$1,777
$12,436 for 7 nights
All fees included
7 Mile Beach Condo with Pool View and Rooftop
Front porch, with deck chairs & sun loungers. Dining table has been replaced with a 9-foot solid wood outdoor table with 6 chairs!
SEVEN MILE BEACH. Lots of eateries and bars along the length.
Cemetery Beach
Living area
Exceptional
(5 reviews)

S2 BP | Steps to Beach | Save 15% if Book Non-Refundable

West Bay

8% off
$302
$2,111 for 7 nights
All fees included
S2 BP | Steps to Beach | Save 15% if Book Non-Refundable
Interior
Exterior detail
Room
Private kitchen
Exceptional
(113 reviews)

Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

George Town

9% off
$192
$1,345 for 7 nights
All fees included
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
Ocean and pool (to the right) just a few steps from bedroom patio
Pool and beach are less than 30 steps away
Large kitchen with peninsula dining if not outdoors
What a view!
Exceptional
(111 reviews)

Cayman White Sand Beach + Quiet Pool = Relaxation

West Bay

8% off
$362
$2,535 for 7 nights
All fees included
Cayman White Sand Beach + Quiet Pool = Relaxation
Pool in the Courtyard just steps away from the door
Outdoor dining
Great for Little Kids!
Living area
Exceptional
(46 reviews)

Beachfront Walkout Condo - Seven Mile Beach - Quiet/Away from Resort Crowds

Seven Mile Beach

9% off
$506
$3,540 for 7 nights
All fees included
Beachfront Walkout Condo - Seven Mile Beach - Quiet/Away from Resort Crowds
Master Bedroom King bed, nightstands with storage/ceiling fan/blackout curtains
Starfish Point  2 miles away from condo
Kaibo restaurant/beach bar/coffee shop/water taxi/boat marina located amile away
Pool at The Retreat for guests
Exceptional
(37 reviews)

2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach

North Side

9% off
$371
$2,597 for 7 nights
All fees included
2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach
Pool
SC 104 Deck Oceanview
SC 104 Master BR
Sunset Aerial View
(104 is left ground corner unit)
Exceptional
(68 reviews)

Cayman Famous Seven Mile Beach Sunset Cove corner unit-RIGHT ON BEACH STEPS AWAY

Seven Mile Beach

8% off
$770
$5,392 for 7 nights
All fees included
Cayman Famous Seven Mile Beach Sunset Cove corner unit-RIGHT ON BEACH STEPS AWAY
Property grounds
Outdoor dining
Living area
Living area
Wonderful
(18 reviews)

Remodelled Beach/Pool View Condo

Seven Mile Beach

9% off
$592
$4,141 for 7 nights
All fees included
Remodelled Beach/Pool View Condo
Living area
Pool
Room
Room
Exceptional
(105 reviews)

World Famous Seven Mile Beach "Location, Cayman Islands" Welcome to Paradise.

Seven Mile Beach

9% off
$502
$3,513 for 7 nights
All fees included
World Famous Seven Mile Beach "Location, Cayman Islands" Welcome to Paradise.
Primary suite with exit to patio/beach, king bed, blackout curtains for privacy
...with an infinity pool...
Beach hop to nearby Rum Point
Prepare your morning coffee overlooking tranquil waves
Exceptional
(95 reviews)

Beachfront 1st Floor Condo - Step off your patio and into paradise!

East End

8% off
$402
$2,817 for 7 nights
All fees included
Beachfront 1st Floor Condo - Step off your patio and into paradise!
Room
Interior
Interior
Beach
Exceptional
(24 reviews)

Luxury Designer Seven Mile Beachfront Condo Townhouse -Direct Walk-out to Beach!

Seven Mile Beach

9% off
$1,248
$8,739 for 7 nights
All fees included
Luxury Designer Seven Mile Beachfront Condo Townhouse -Direct Walk-out to Beach!
Pool
Living area
Living area
Living area
Exceptional
(68 reviews)

Escape to Paradise – Beautiful & Budget-Friendly Condo!

North Side

9% off
$299
$2,096 for 7 nights
All fees included
Escape to Paradise – Beautiful & Budget-Friendly Condo!
Dining & Kitchen
Full Kitchen
Cayman Pickleball Courts
Kitchen (2)
Exceptional
(7 reviews)

West Bay Oasis: 2BR Condo w/Pool

West Bay

9% off
$507
$3,551 for 7 nights
All fees included
West Bay Oasis: 2BR Condo w/Pool
Dining
Interior
Pool
Room
Exceptional
(35 reviews)

Ocean/Beachfront - stunning views! Seabreeze Villas

Bodden Town

8% off
$544
$3,808 for 7 nights
All fees included
Ocean/Beachfront - stunning views! Seabreeze Villas
on site Diving Facilities
Great views and sunsets from our private beach
Full kitchen
1st floor view from kitchen
Exceptional
(64 reviews)

Coconut Bay-Cayman Divers Delight...END UNIT with Extra Living Space/Windows

West Bay

9% off
$524
$3,666 for 7 nights
All fees included
Coconut Bay-Cayman Divers Delight...END UNIT with Extra Living Space/Windows
CAR RENTALS available! Simply book in advance on your Guest Portal.
SEVEN MILE BEACH. Lots of eateries and bars along the length.
Property grounds
Comfortable queen bedroom with vanity area — practical for couples, solo travellers, or getting ready with ease.
Exceptional
(18 reviews)

S1 BP | Steps to Beach | Save 15% if Book Non-Refundable

West Bay

12% off
$225
$1,572 for 7 nights
All fees included
S1 BP | Steps to Beach | Save 15% if Book Non-Refundable
Bedroom has King size bed, two closets, and black out curtains.
Living area with floor to ceiling sliding doors.
Full kitchen with breakfast bar and separate indoor dining area
Yes!, That is a queen-size pull-out sofa bed in the living area.
Exceptional
(8 reviews)

LUXURY/OVERSIZED - 1 Bed/1.5 Bath near AMAZING SHORE DIVING W/180° Ocean VIEWS

West Bay

9% off
$457
$3,197 for 7 nights
All fees included
LUXURY/OVERSIZED - 1 Bed/1.5 Bath near AMAZING SHORE DIVING W/180° Ocean VIEWS
  • Peace of mind

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    Enjoy full kitchens, laundry, pools, yards and more
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    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

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.

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)
  • Starfish Point (4.4 mi / 7 km)
  • Rum Point Beach (4.4 mi / 7.1 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?
Breakers is among the most sought-after locations to book a vacation property in North Side. Base yourself here and delight in the relaxation and convenience that comes with having a whole place to yourself.
What is the most popular type of vacation rental accommodation in North Side?
According to our research, condos are the most desirable type of vacation property in North Side. But naturally, everyone's idea of an awesome trip will differ. Vrbo has vacation homes of all shapes, sizes and budgets, so you're bound to find your perfect match.
How much does it cost to rent a vacation rental in North Side?
Several things affect the price of a vacation rental in North Side, including the length of stay, season and type of property. But, all of our vacation homes have something in common — excellent value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in North Side?
When you travel and the style and size of the property will help determine the cost of your beachside stay. Enter your North Side travel dates to see all your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use our filters to choose the features and amenities you want in your vacation home.
Are there pet-friendly vacation rentals in North Side?
Pack a suitcase for the pooch in your life because North Side has 196 properties that put out the welcome mat to pets. Let your four-legged friend have fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your dates and destination, then check the "Pets allowed" filter box.
Can I rent a house with a pool in North Side?
Grab your swimming gear and pool noodle, because there are 151 houses with a private pool in North Side. Make a booking at one of these superb vacation homes and make every day a pool day. Simply enter your travel dates into Vrbo, then check the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in North Side?
Some of the most popular rental amenities people look for in North Side include a nearby waterfront, a beach view and an electric car charging station. Whether you're going on vacation with family, your besties or even pets, Vrbo vacation rentals provide the best amenities for hanging out with your loved ones.
Are there large group vacation rentals in North Side?
With 38 vacation rentals that can host 10 people or more in North Side, you won't have to cross anyone off the invite list. From family get-togethers to special events like Christmas or New Year's Eve parties, Vrbo can help you find a large group rental that fits the occasion.
Are there vacation rentals in North Side that welcome kids?
With 196 family-friendly vacation homes to choose from in North Side, now is a fantastic time to introduce your children to the joys of travel. Simply check our "Properties good for families" filter box to browse stays that come with amenities ideal for traveling families, such as kitchens, backyards, bunk beds and hot tubs.
What are the top attractions for families in North Side?
Keeping the kids entertained during your North Side vacation is a cinch with these awesome family-friendly attractions:
  • Starfish Beach
  • Rum Point Beach
  • Star Fish Point
Are there one-bedroom vacation rentals in North Side?
Yes, North Side has 17 one-bedroom rentals on offer. Typically situated in prime areas because of their compact size, a one-bedroom property is ideal if you're traveling with a buddy or your partner. And with home comforts like wireless internet and more privacy than a standard hotel, you'll be able to kick back and relax while sightseeing around this terrific destination.
Can I find two-bedroom vacation rentals in North Side?
Select from 84 two-bedroom homes in North Side. Settle the kids into the second room or maybe fill it with a couple of your besties. There's plenty of space for whoever's lucky enough to be coming along for the ride.
Are there vacation rentals with WiFi in North Side?
Take your pick of 106 vacation rentals with WiFi in North Side. If you'd like to disconnect from daily life on your vacation, but still want to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in North Side?
Select your travel dates and then make use of our filters to search for vacation rentals with ac in North Side on Vrbo. With 192 air-conditioned properties available, you can look forward to a cool and comfy stay.
How old do you have to be to rent a vacation rental in North Side?
The minimum required age is generally 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your preferred North Side stay before making a booking.
How long can I rent a vacation rental in North Side for?
How long you can book a vacation rental in North Side is down to the property. Simply enter your selected travel dates to display a list of options offering extended stays. With plenty of features such as laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get a terrific place to call your home away from home in North Side.
Does Vrbo offer discounts for vacation homes in North Side?
On Vrbo, we've got plenty of incredible bargains and discounts for North Side. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're after a weekend getaway or a much longer stay, Vrbo offers a variety of options for all budgets and styles.

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