A sandy beach with palm trees and a clear blue sea.

North Side Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for North Side holiday rentals

A beach scene with a thatched umbrella and a lounge chair on the sand.

1. The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point

The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point
North Side
9.6 out of 10, Exceptional, (15 reviews)
"The host was absolutely wonderful - very quick to respond and super helpful. Highly recommend for a quiet, laid-back vacation!!! "
United States
Jami G.
The price is NZ$678
includes taxes & fees
26 Sept - 27 Sept
The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point
A beach view from a room with large windows, featuring palm trees, a sandy beach, and a clear blue sea.

2. Stunning beachfront condo. Relax, Enjoy, Sunset, RumPoint, Pool & Heated Jacuzzi

Stunning beachfront condo. Relax, Enjoy, Sunset, RumPoint, Pool & Heated Jacuzzi
Grand Cayman
10.0 out of 10, Exceptional, (19 reviews)
"Gosh, the host communicated well, we enjoyed the rum cake treat too! The condo was very clean, updated and all systems worked perfectly! We enjoyed the people that stayed around us and the beach and Kaibo resort was nice to have by. We would definitely stay in this C25 again! Very pleased!"
United States
Susie H.
The price is NZ$827
includes taxes & fees
28 Sept - 29 Sept
Stunning beachfront condo. Relax, Enjoy, Sunset, RumPoint, Pool & Heated Jacuzzi
A resort with a central pool, palm trees, and beachfront views.

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

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub
Rum Point
9.4 out of 10, Exceptional, (6 reviews)
"This was the perfect spot for a quiet weekend getaway."
United States
Jacob B.
The price is NZ$826
includes taxes & fees
4 Oct - 5 Oct
Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub
A coastal view with a beach, palm trees, and a gazebo.

4. 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
9.4 out of 10, Exceptional, (10 reviews)
"Had a great stay"
United States
Annette
The price is NZ$333
includes taxes & fees
26 Sept - 27 Sept
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

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

Country Road, Take me Home- your own Island Cottage!
Savannah
9.2 out of 10, Wonderful, (16 reviews)
"Great location’"
Canada
Renee M.
The price is NZ$310
includes taxes & fees
26 Sept - 27 Sept
Country Road, Take me Home- your own Island Cottage!
A building with a pink facade, a well-maintained garden with artificial grass and potted plants, and a palm tree.

6. Beautiful one bedroom apartment

Beautiful one bedroom apartment
Savannah
9.6 out of 10, Exceptional, (17 reviews)
"The location is in a quiet neighborhood in the middle of the island, so easy to get to anywhere. Also close to Spotts Beach for snorkeling. The hosts were very friendly and helpful. "
United States
Stephanie H.
The price is NZ$453
includes taxes & fees
26 Sept - 27 Sept
Beautiful one bedroom apartment
A modern two-story house with a well-lit entrance, a small front yard, and a driveway.

7. Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands
Savannah
9.8 out of 10, Exceptional, (11 reviews)
"Excellent stay! "
United States
Emma
The price is NZ$358
includes taxes & fees
3 Oct - 4 Oct
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

8. Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.4 out of 10, Very good, (31 reviews)
"Quiet and convenient, was exactly what we needed for a nights stay!!!!"
United States
Matt D.
The price is NZ$291
includes taxes & fees
26 Sept - 27 Sept
Slice of Paradise- 2 mins from Spotts Beach!
A paved pathway with palm trees and dense foliage.

9. Relaxing, tastefully decorated one-bedroom unit with all modern facilities

Relaxing, tastefully decorated one-bedroom unit with all modern facilities
Savannah
9.6 out of 10, Exceptional, (5 reviews)
"Was exactly how pictures show. Nice quiet relaxing location. If you dont need a pool this location for you. Plus owners are really nice and had beech chairs, umbrella and snorkel smasks in closet to use."
United States
theodor
The price is NZ$572
includes taxes & fees
27 Sept - 28 Sept
Relaxing, tastefully decorated one-bedroom unit with all modern facilities
A two-story house with a swimming pool in the foreground.

10. 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, (71 reviews)
"The host was really nice and the stay was perfect"
United States
luis M.
The price is NZ$469
includes taxes & fees
26 Sept - 27 Sept
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking
A two-story house with a beige facade, large windows, and a brick driveway.

11. Casa de Bells 3

Casa de Bells 3
Patricks Island
The price is NZ$469
includes taxes & fees
26 Sept - 27 Sept
Casa de Bells 3
A beach with clear turquoise water and a sandy shore.

12. Cozy Studio Steps from the Beach

Cozy Studio Steps from the Beach
West Bay
10.0 out of 10, Exceptional, (5 reviews)
"The property was clean and had plenty of amenities. It was a pleasure to stay there. Great location. The host was great-very communicative-much appreciated!"
United States
Lori
The price is NZ$353
includes taxes & fees
6 Oct - 7 Oct
Cozy Studio Steps from the Beach
A spacious living room with a large window, a ceiling fan, and a view of the ocean.

13. Pease Bay House Cayman Islands

Pease Bay House Cayman Islands
Grand Cayman
10.0 out of 10, Exceptional, (1 review)
"The house itself was absolutely beautiful and the location on the beach with both sunrise and sunset views was incredible. We have 4 children and had another family joined us with their 2 children and we had the best time. Lots of clean sandy beach area to play, plus fun coral area to explore. Be sure to bring water shoes to make it easy to explore. Host was super helpful with recommendations and response time was very quick. We truly enjoyed our stay!"
United States
Aileen R.
The price is NZ$9,970
includes taxes & fees
29 Sept - 30 Sept
Pease Bay House Cayman Islands
A resort with a swimming pool, palm trees, and a view of the ocean.

14. Villas Pappagallo 17

Villas Pappagallo 17
2.0 star property
West Bay
10.0 out of 10, Exceptional, (1 review)
"I love being able to walk out of my room straight on to the beach, this place is at the most northern point on the island, you can watch the sun rise and sunset, it’s not a commercial headache, far away from the regular tourists"
United States
Andrew
The price is NZ$708
includes taxes & fees
27 Sept - 28 Sept
Villas Pappagallo 17
A two-story building with a balcony on the upper floor, surrounded by palm trees and a landscaped garden.

15. Cozy 1-Bed, Pool + Sea and Dining close by

Cozy 1-Bed, Pool + Sea and Dining close by
South Sound
10.0 out of 10, Exceptional, (1 review)
"Great room with full kitchen and bedroom. Laundry machines and dishwasher works greatPool was very refreshing and both times we used it there was no ine else in it. Short drive to seven mile and very close to grocerie store as well"
United States
brett r.
The price is NZ$401
includes taxes & fees
2 Oct - 3 Oct
Cozy 1-Bed, Pool + Sea and Dining close by
A beach with palm trees, lounge chairs, and a clear blue sky.

16. Minutes From 7 Mile Beach

Minutes From 7 Mile Beach
West Bay
9.8 out of 10, Exceptional, (14 reviews)
"This is a beautiful location, well maintained and very quiet."
United States
Colletta
The price is NZ$495
includes taxes & fees
26 Sept - 27 Sept
Minutes From 7 Mile Beach
A modern kitchen with white cabinets, stainless steel appliances, and a large window overlooking a balcony.

17. 1BD 1.5BA Convenient and Cosy Apartment with Pool

1BD 1.5BA Convenient and Cosy Apartment with Pool
George Town
9.6 out of 10, Exceptional, (4 reviews)
"Really enjoyed it, the place was very clean and comfortable. "
United States
mauricio o.
The price is NZ$382
includes taxes & fees
14 Oct - 15 Oct
1BD 1.5BA Convenient and Cosy Apartment with Pool
A beach with clear blue water, a sandy shore, and a few umbrellas.

18. 2BR/2BA Peaceful Retreat, Patio, Walk to Beach

2BR/2BA Peaceful Retreat, Patio, Walk to Beach
West Bay
The price is NZ$545
includes taxes & fees
27 Sept - 28 Sept
2BR/2BA Peaceful Retreat, Patio, Walk to Beach
A beach with two white lounge chairs and a blue umbrella.

19. Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation
3.5 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (210 reviews)
"We loved the spacious unit and the view of the water. The beach was wonderful. Also, the recommendations provided by the host were spot on and great. We used the kitchen every morning for breakfast and the start of the day. We will definitely go back -- The only "issue" was the complex did not have a swimming pool --"
United States
Matthew
The price is NZ$1,122
includes taxes & fees
5 Oct - 6 Oct
Galleon Villas by Hello Cayman Vacation
A row of colorful houses reflecting on calm water, with a cloudy sky above.

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

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
Grand Harbour
9.8 out of 10, Exceptional, (6 reviews)
"The photos on the site do not do this condo justice. It is much nicer then the photos make it look. Really clean, had plenty of towels, quite spacious, nice little deck looking at the water, convenient to shops and restaurants and lovely pool. Would definitely stay here again! "
United States
Cynthia
The price is NZ$770
includes taxes & fees
20 Oct - 21 Oct
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

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

10/10 Excellent
"Great property well maintained. 5 nice bedrooms. Pool was good. Beach was nice don’t really need the volleyball Net. It was a waste. Not much area in the ocean due to seaweed. Electric wasn’t working in the outdoor bar area. Long drive to main attractions on west side. Was Off-season so many restaurants on our side were closed. Check in was so easy and good communication by the owner but we really didn’t need anything."
Anthony S. 7-night trip
Posted 4 days ago
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

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 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?

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!: This highly rated holiday home rental in North Side is located on the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Other favourite homes for rent in North Side are Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes. and CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana.

How many holiday rentals are there in North Side?

With 111 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 Starfish Point are a couple of lovely local spots to get outside and enjoy nature. Rum Point 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.