North Side holiday rentals

We found 1,320 holiday rentals — enter your dates for availability
Select from 111 houses, 135 flats and other holiday rentals to find the perfect place for your stay in North Side. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for spending time at your holiday home, including air conditioning and cable TV. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – North Side

Showing deals for:11 Dec - 18 Dec

Interior
Exterior detail
Living area
Room
Exceptional
(113 reviews)

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

George Town

8% off
AU$2,043
for 7 nights, 1 apartment
AU$292 per night
includes taxes & fees
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
View looking back from the beach
View from the Master bedroom
View from the couch
Dining area
Exceptional
(80 reviews)

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH

North Side

8% off
AU$3,796
for 7 nights, 1 villa
AU$542 per night
includes taxes & fees
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
Dining
Beach
The Pool
Expansive Kitchen Island
Exceptional
(5 reviews)

7 Mile Beach Condo with Pool View and Rooftop

West Bay

5% off
AU$18,361
for 7 nights, 1 apartment
AU$2,623 per night
includes taxes & fees
7 Mile Beach Condo with Pool View and Rooftop
Property grounds
SEVEN MILE BEACH. Lots of eateries and bars along the length.
CAR RENTALS available! Simply book in advance on your Guest Portal.
CEMETERY BEACH near us. Pristine, Quiet, One of the Safest Beach Spots.
Exceptional
(18 reviews)

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

West Bay

11% off
AU$2,388
for 7 nights, 1 apartment
AU$341 per night
includes taxes & fees
S1 BP | Steps to Beach | Save 15% if Book Non-Refundable
Property grounds
Living area
Pool
Dining
Exceptional
(17 reviews)

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

Seven Mile Beach

8% off
AU$8,027
for 7 nights, 1 apartment
AU$1,147 per night
includes taxes & fees
Modern Condo - Seven Mile Beach - Cayman Islands - Walk Everywhere
Screen Lanai
View From Condo
View from Bedroom
Guest Bedroom
Exceptional
(94 reviews)

Paradise Found Oceanfront Condo - Flexible Cancellation

North Side

8% off
AU$3,321
for 7 nights, 1 apartment
AU$474 per night
includes taxes & fees
Paradise Found Oceanfront Condo - Flexible Cancellation
Pool
Exterior
Private kitchen
Living area
Exceptional
(51 reviews)

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

Seven Mile Beach

8% off
AU$5,490
for 7 nights, 1 apartment
AU$784 per night
includes taxes & fees
Seven Mile Beach -2nd Floor Beach View at Sunset Cove
Open beautiful garden and ocean view
Pool and beach are less than 30 steps away
Ocean and pool (to the right) just a few steps from bedroom patio
Large kitchen with peninsula dining if not outdoors
Exceptional
(111 reviews)

Cayman White Sand Beach + Quiet Pool = Relaxation

West Bay

8% off
AU$3,819
for 7 nights, 1 apartment
AU$546 per night
includes taxes & fees
Cayman White Sand Beach + Quiet Pool = Relaxation
Full kitchen with breakfast bar and separate indoor dining area
Living area with floor to ceiling sliding doors.
Bedroom has King size bed, two closets, and black out curtains.
Balcony includes dining table, loungers, and drying racks.
Exceptional
(8 reviews)

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

West Bay

8% off
AU$4,778
for 7 nights, 1 apartment
AU$683 per night
includes taxes & fees
LUXURY/OVERSIZED - 1 Bed/1.5 Bath near AMAZING SHORE DIVING W/180° Ocean VIEWS
Living area
Outdoor dining
Property grounds
Dining
Wonderful
(18 reviews)

Remodelled Beach/Pool View Condo

Seven Mile Beach

8% off
AU$6,288
for 7 nights, 1 apartment
AU$898 per night
includes taxes & fees
Remodelled Beach/Pool View Condo
Living area
Outdoor dining
Exterior
Pool in the Courtyard just steps away from the door
Exceptional
(46 reviews)

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

Seven Mile Beach

8% off
AU$5,381
for 7 nights, 1 apartment
AU$769 per night
includes taxes & fees
Beachfront Walkout Condo - Seven Mile Beach - Quiet/Away from Resort Crowds
Pool at The Retreat for guests
Starfish Point 2 miles away from condo
Kaibo restaurant/beach bar/coffee shop/water taxi/boat marina located amile away
Master Bedroom King bed, nightstands with storage/ceiling fan/blackout curtains
Exceptional
(37 reviews)

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

North Side

8% off
AU$3,968
for 7 nights, 1 apartment
AU$567 per night
includes taxes & fees
2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach
Cayman Pickleball Courts
Full Kitchen
Pool, steps from the private fenced-in backyard.
Kitchen (2)
Exceptional
(7 reviews)

West Bay Oasis: 2BR Condo w/Pool

West Bay

8% off
AU$5,428
for 7 nights, 1 apartment
AU$775 per night
includes taxes & fees
West Bay Oasis: 2BR Condo w/Pool
Front entrance
Savhaven Entrance
Modern Kitchen
Outdoor bbq grill island
Exceptional
(72 reviews)

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

Bodden Town

8% off
AU$6,663
for 7 nights, 1 home
AU$952 per night
includes taxes & fees
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
Dining
Interior
Private kitchen
Pool
Exceptional
(35 reviews)

Ocean/Beachfront - stunning views! Seabreeze Villas

Bodden Town

8% off
AU$5,682
for 7 nights, 1 apartment
AU$812 per night
includes taxes & fees
Ocean/Beachfront - stunning views! Seabreeze Villas
Pool
SC 104 Deck Oceanview
Private kitchen
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
AU$8,048
for 7 nights, 1 apartment
AU$1,150 per night
includes taxes & fees
Cayman Famous Seven Mile Beach Sunset Cove corner unit-RIGHT ON BEACH STEPS AWAY
Interior
Interior
Interior
Room
Exceptional
(24 reviews)

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

Seven Mile Beach

8% off
AU$13,323
for 7 nights, 1 apartment
AU$1,903 per night
includes taxes & fees
Luxury Designer Seven Mile Beachfront Condo Townhouse -Direct Walk-out to Beach!
CAR RENTALS available! Simply book in advance on your Guest Portal.
SEVEN MILE BEACH. Lots of eateries and bars along the length.
Front porch, with deck chairs & sun loungers. Dining table has been replaced with a 9-foot solid wood outdoor table with 6 chairs!
Cemetery Beach
Exceptional
(5 reviews)

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

West Bay

7% off
AU$3,182
for 7 nights, 1 apartment
AU$455 per night
includes taxes & fees
S2 BP | Steps to Beach | Save 15% if Book Non-Refundable
Prepare your morning coffee overlooking tranquil waves
...with an infinity pool...
Primary suite with exit to patio/beach, king bed, blackout curtains for privacy
Beach hop to nearby Rum Point
Exceptional
(95 reviews)

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

East End

8% off
AU$4,235
for 7 nights, 1 apartment
AU$605 per night
includes taxes & fees
Beachfront 1st Floor Condo - Step off your patio and into paradise!
Full kitchen
Great views and sunsets from our private beach
on site Diving Facilities
Jacuzzi Tub at 2nd pool with ocean view
Exceptional
(64 reviews)

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

West Bay

8% off
AU$5,558
for 7 nights, 1 apartment
AU$794 per night
includes taxes & fees
Coconut Bay-Cayman Divers Delight...END UNIT with Extra Living Space/Windows
Interior
Living area
Living area
Living area
Exceptional
(68 reviews)

Escape to Paradise – Beautiful & Budget-Friendly Condo!

North Side

8% off
AU$3,136
for 7 nights, 1 apartment
AU$448 per night
includes taxes & fees
Escape to Paradise – Beautiful & Budget-Friendly Condo!
Room
Pool
Living area
Private kitchen
Exceptional
(105 reviews)

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

Seven Mile Beach

8% off
AU$5,276
for 7 nights, 1 apartment
AU$754 per night
includes taxes & fees
World Famous Seven Mile Beach "Location, Cayman Islands" Welcome to Paradise.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • 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 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.
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.
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 Stayz.
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.
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.
Are all fees included in the North Side holiday homes prices shown on Stayz?
Stayz 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.
Are there any North Side holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for North Side holiday homes?
You can find great discounts on holiday homes in North Side on Stayz, 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.
Can I change or cancel my North Side holiday home booking on Stayz?
To find North Side holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in North Side?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a North Side holiday home?
Book your North Side holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in North Side?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in North Side to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.