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North Side Holiday Rentals

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Our top choices for North Side holiday rentals

On The Bay

On The Bay
4.0 star property
North Side
10.0 out of 10, Exceptional, (6)
"We love how secluded the condo was and it was even better that there were only one other unit rented at the same time. It was like our own private resort. The condo was huge and spotless and the view was amazing. This was exactly the trip we wanted to have!"
United States
Nick
The price is NZ$1,440
includes taxes & fees
18 Jan - 19 Jan 2026
On The Bay

Ocean Paradise

Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
Ocean Paradise

Penthouse 2 Bd/Bth Beachfront Condo w/ Heated Pool

Penthouse 2 Bd/Bth Beachfront Condo w/ Heated Pool
North Side
The price is NZ$1,116
includes taxes & fees
18 Jan - 19 Jan 2026
Penthouse 2 Bd/Bth Beachfront Condo w/ Heated Pool

Beautiful Beachfront Condo in Cayman Kai/Rum Point

Beautiful Beachfront Condo in Cayman Kai/Rum Point
Rum Point
10.0 out of 10, Exceptional, (102)
"Stunning view! very safe, very clean and very close to good restaurants. Highly recommended."
United States
ewa wanda
Beautiful Beachfront Condo in Cayman Kai/Rum Point

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub
Rum Point
10.0 out of 10, Exceptional, (2)
"This was the perfect spot for a quiet weekend getaway."
United States
Jacob B.
The price is NZ$2,418
includes taxes & fees
3 Jan - 4 Jan 2026
Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Luxury 3bd Ocean View, # 1 Cream, Stunning Views
North Side
9.8 out of 10, Exceptional, (13)
"Beautiful location, house was roomy and comfortable with everything you need to relax."
United States
Julie W.
The price is NZ$2,057
includes taxes & fees
14 Jan - 15 Jan 2026
Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Luxury 3bd Beach View, # 3 Blue, Stunning Views

Luxury 3bd Beach View, # 3 Blue, Stunning Views
North Side
9.6 out of 10, Exceptional, (21)
"Very clean, quite and had all we needed."
United States
Rachel W.
The price is NZ$2,215
includes taxes & fees
16 Jan - 17 Jan 2026
Luxury 3bd Beach View, # 3 Blue, Stunning Views

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views
Rum Point
10.0 out of 10, Exceptional, (60)
"Well kept and beautiful views."
United States
Hilary R.
The price is NZ$2,400
includes taxes & fees
8 Jan - 9 Jan 2026
Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Country Road, Take me Home- your own Island Cottage!

Country Road, Take me Home- your own Island Cottage!
2.0 star property
Savannah
9.4 out of 10, Exceptional, (11)
"The Shower and 5g internet stood out. It was a very pleasant stay "
United States
Cody
The price is NZ$313
includes taxes & fees
7 Jan - 8 Jan 2026
Country Road, Take me Home- your own Island Cottage!

Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach
Bt
10.0 out of 10, Exceptional, (2)
"We were lucky to have such a nice host. Tiffany is very hospitable. My mother has a disability and Tiffany adjusted to her needs, e.g. she brought us chairs so my mom could sit down to put her clothes on and feel more independent. (Big positive) The apartment was very clean on arrival and the AC works people !! Although it is close to the beach it is not as close as the ad suggests , it would be 5 minutes by car . By foot the beach is 20 minutes away. Which wasn’t a problem for me but my mom was...
United States
L J.
The price is NZ$367
includes taxes & fees
2 Jan - 3 Jan 2026
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor
3.5 star property
Seven Mile Beach
9.6 out of 10, Exceptional, (271)
"Absolutely, amazing would highly recommend your stay there!"
United States
Renita
The price is NZ$1,275
includes taxes & fees
5 Jan - 6 Jan 2026
Governors Village Seven Mile Beach Corridor

Ocean/Beachfront - stunning views! Seabreeze Villas

Ocean/Beachfront - stunning views! Seabreeze Villas
Bodden Town
9.4 out of 10, Exceptional, (19)
"Lovely place to stay, just steps from beach and an unobstructed view. Livia was very responsive to any issues. Would definitely stay here again. "
Canada
Donna
The price is NZ$1,458
includes taxes & fees
27 Dec - 28 Dec
Ocean/Beachfront - stunning views! Seabreeze Villas

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands
Savannah
10.0 out of 10, Exceptional, (2)
"Great stay in Savannah"
United States
Onkar P.
The price is NZ$402
includes taxes & fees
12 Jan - 13 Jan 2026
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking
George Town
9.8 out of 10, Exceptional, (62)
"Wonderful place to stay. The host Mrs. Grace was welcoming and genuinely friendly. Her kindness and hospitality made my stay truly special. I'd definitely recommend this place and the amazing host. "
United States
Carlton
The price is NZ$436
includes taxes & fees
6 Jan - 7 Jan 2026
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

Beautiful one bedroom apartment

Beautiful one bedroom apartment
Savannah
9.6 out of 10, Exceptional, (8)
"Nice little place, quiet and peaceful. A bit away from restaurants and shopping."
Canada
Nathalie B.
The price is NZ$441
includes taxes & fees
29 Dec - 30 Dec
Beautiful one bedroom apartment

Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!

Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!
Bodden Town
9.8 out of 10, Exceptional, (31)
"Easy check-in, and the kitchen is updated. "
United States
Matthew J.
The price is NZ$1,310
includes taxes & fees
6 Jan - 7 Jan 2026
Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!

Tranquil Breeze no cleaing fee

Tranquil Breeze no cleaing fee
Prospect Park
6.0 out of 10, (2)
"We really enjoyed our stay. The unit was brand new and clean. I think they are just in the process of rehab the entire property. The bed was a bit too soft for my taste, but the linens were brand new and clean. If it had a few coffee mugs and utensils that would be perfect The shampoo/conditioner & body was a very nice touch. I would stay again!"
United States
Jennifer K.
The price is NZ$371
includes taxes & fees
31 Dec - 1 Jan 2026
Tranquil Breeze no cleaing fee

Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.2 out of 10, Very good, (20)
"Excellent stay. Very peaceful and easy instructions "
Canada
raymond
The price is NZ$291
includes taxes & fees
1 Jan - 2 Jan 2026
Slice of Paradise- 2 mins from Spotts Beach!

Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove
3.5 star property
Seven Mile Beach
9.2 out of 10, Wonderful, (54)
"Modern room. Great location"
Canada
Tamas
Cayman Luxury Rentals at The Grove

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
Grand Harbour
9.4 out of 10, Exceptional, (3)
"Very responsive host, beautiful view"
United States
Elizabeth
The price is NZ$820
includes taxes & fees
15 Jan - 16 Jan 2026
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top North Side Hotel Reviews

Find out more about North Side

Everything you need to know about North Side holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the North Side holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect North Side holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

North Side holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in North Side. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A North Side holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of North Side holiday rentals we have selected for you start as low as NZ$1,440 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on North Side rentals

At Expedia, we put the best North Side holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top North Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream North Side holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around North Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in North Side?

Yes, there are holiday rentals in North Side close to Queen Elizabeth II Botanic Park, or you can select a more 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.

What are some of the best holiday rentals that North Side has to offer?

Ocean Paradise: This highly rated holiday home rental in North Side is located by the ocean, and has an outdoor pool, a private balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family. It offers a terrace, a private garden and a selection of games so that you can immerse yourself in your holiday. Some other homes for rent in North Side include Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes. and Coco Kai Beach Front Villa with Heated Pool and Private Dock.

How many holiday rentals are there in North Side?

With 113 Expedia holiday rentals, you're guaranteed 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 holiday rental in North Side like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in North Side. Holiday rentals offer extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for families.