North Side Vacation Rentals : Search Short-Term Rentals

Q: What's the top vacation rental that North Side has to offer?

Ocean Paradise : This North Side vacation home rental is located by the ocean and has an outdoor pool, a private balcony, and a barbecue grill 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 you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation. Some other homes for rent in North Side include Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes. and Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach! .

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for North Side vacation rentals

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

North Side

Anonymous traveler

￥138,250 total

includes taxes & fees

Feb 5 - Feb 6

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

North Side

Rachel W.

￥119,035 total

includes taxes & fees

Jan 16 - Jan 17

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

Rum Point

Jacob B.

￥144,572 total

includes taxes & fees

Feb 4 - Feb 5

Ocean Paradise

North Side

Ashley

Beautiful 3 Bd Beachfront Home North Side Sleeps 7

North Side

Jessica D.

￥124,951 total

includes taxes & fees

Jan 29 - Jan 30

On The Bay

North Side

Nick

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

Bt

Annette

￥32,976 total

includes taxes & fees

Jan 12 - Jan 13

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

Savannah

Cody

￥28,894 total

includes taxes & fees

Jan 17 - Jan 18

Pease Bay House Cayman Islands

Grand Cayman

￥1,883,193 total

includes taxes & fees

Jan 15 - Jan 16

Tranquil Breeze no cleaing fee

Prospect Park

Jennifer K.

￥34,104 total

includes taxes & fees

Jan 31 - Feb 1

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island

raymond

￥24,631 total

includes taxes & fees

Jan 25 - Jan 26

Beautiful one bedroom apartment

Savannah

Nathalie B.

￥39,875 total

includes taxes & fees

Jan 15 - Jan 16

Renovated 2 Bdr Beachfront Condo w/ Pool + Tennis

Bodden Town

"This place was everything the pictures showed and more! There wasn’t one thing we were without. We used the beach chairs, coolers, beach towels. Things I would add not mentioned: the freezer has an ice maker! That was very nice. The master bed has a king size bed (it was advertised as queen). And both bedrooms are incredibly spacious. Used the laundry almost every day to dry beach towels or wash clothes. Definitely need a car for this location to go see all the island has to offer. Go to...

Sara N.

￥77,667 total

includes taxes & fees

Feb 1 - Feb 2

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Savannah

Onkar P.

￥43,104 total

includes taxes & fees

Jan 23 - Jan 24

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

Bodden Town

Matthew J.

￥120,861 total

includes taxes & fees

Jan 16 - Jan 17

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

George Town

Bradley

￥44,680 total

includes taxes & fees

Jan 21 - Jan 22

Luxury Condo, 3 Bedrooms, Beachfront | Balcony

Cayman Luxury Rentals at Sunset Cove

Seven Mile Beach

￥338,258 total

includes taxes & fees

Jan 16 - Jan 17

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

Grand Harbour

Elizabeth

￥68,031 total

includes taxes & fees

Jan 15 - Jan 16

S1 BP | Steps to Beach

West Bay

Phillip W.

￥49,665 total

includes taxes & fees

Jan 15 - Jan 16

Villa Steps From The Sand

West Bay

Meghann R.

￥105,643 total

includes taxes & fees

Jan 21 - Jan 22

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top North Side Hotel Reviews

Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6

10/10 Excellent

"Mark was incredibly helpful with clear and timely communication throughout our stay. The property is incredibly well maintained and perfect for our family of six on the quiet North Side. Rum Point was on a ten-minute drive and a great place for several of our excursions including Stingray City, Starfish Point and the Bioluminescence Tour."

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

10/10 Excellent

"Check-in was easy and house was very clean! Instructions were clear as to who to contact for anything, and Roy and Alex were responsive and extremely helpful! Things for future guests: there is a small cooler to use for the beach, plenty of beach towels, and plenty of snorkeling gear for 9 of us (with all sizes too). There was no cooking oil, charcoal for the grill, coffee, salt or sugar; so you’ll want to get those things at a grocery store near Georgetown before coming to the North Side. It happened to be really windy during our week, but you can still snorkel; we loved playing volleyball and cornhole, and kayaked when the surf was a little less rough. Short drive to Rum Point and Kaibo beach club if you want someone to bring you drinks or make you lunch on the beach. We utilized the kitchen for all breakfasts, most lunches and one night of dinner, and everything worked great. It was also great that each room has its own full bathroom AND that there is a bathroom outside! I highly recommend this house and I would definitely stay there again (which is saying a lot because we usually only stay in rentals that have gym equipment-we were able to swim, snorkel, and do strength and yoga on the patio every day, so it was fine. The only thing I would recommend to the owner is having a WiFi extender for outside(perhaps in bar?)-we had to stay very close to the house to use the WiFi for group workouts. (Portable speakers would work off our phones, but laptops would not work.)"

Beach House and Cottage with 2 Full Kitchens, Sleeps 16.

10/10 Excellent

"Our 3 generations stayed at this house for a week over new years. The accommodations were perfect for our 13 people with plenty of space to gather and spread out. Our host, Morne, was very responsive when we had questions / concerns. There is so much to do at this house. It's a short drive to Rum Point and a few restaurants as well. We would stay here again! Thank you Morne!"

"Cayman Breeze" - 2BR Oceanfront Condo w/ Quiet Setting near Rum Point

10/10 Excellent

"We just returned from a wonderful week at Cayman breeze. The condo is fully stocked with comfortable furniture and Ken and Susan were the perfect hosts. The location on the North side still has that island feel, private and relaxing, but still close enough to great restaurants and fun activities. We will definitely stay here again on our next visit to Grand Cayman."

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

10/10 Excellent

"This was a 70th birthday with our kids and grandkids. 8 adults and 7 children (3-10).We loved the house. Game room, movie theater, kitchen and 4 washer and dryer’s were the bomb!Cleaning staff was incredible. We did pay extra for them to come mid week and it was totally worth it. Just had a partial clean.Off the beach is incredible snorkeling. Kids and grandchildren spent hours in the water.It’s not a sandy, swim able beach but we went to Rum Point (a 10 minute drive) for that.Food at Rum Point for lunch and dinner was excellent.It was truly a memorable week!"

Find out more about North Side

Search for holiday rentals in North Side on Expedia! You can easily find your home rentals, villas, holiday apartments in North Side using one of the methods below:

View our selection of featured holiday rentals in North Side
Use the map to find apartments and other holiday homes in the North Side neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in North Side while they last

Look no further and take a look at our great range of rental properties in North Side!

Explore a world of travel with Expedia

All accommodation types in North Side

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.

What's the top vacation rental that North Side has to offer?

Ocean Paradise: This North Side vacation home rental is located by the ocean and has an outdoor pool, a private balcony, and a barbecue grill 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 you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation. Some other homes for rent in North Side include Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes. and Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!.

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.

North Side Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for North Side vacation rentals

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

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

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

Ocean Paradise

Beautiful 3 Bd Beachfront Home North Side Sleeps 7

On The Bay

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

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

Pease Bay House Cayman Islands

Tranquil Breeze no cleaing fee

Slice of Paradise- 2 mins from Spotts Beach!

Beautiful one bedroom apartment

Renovated 2 Bdr Beachfront Condo w/ Pool + Tennis

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

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

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

Cayman Luxury Rentals at Sunset Cove

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

S1 BP | Steps to Beach

Villa Steps From The Sand

Top North Side Hotel Reviews

Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6

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

Beach House and Cottage with 2 Full Kitchens, Sleeps 16.

Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

The Place

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

"Cayman Breeze" - 2BR Oceanfront Condo w/ Quiet Setting near Rum Point

Villa Bellagio-Beautiful Beachfront Beach Home in Cayman Kai with large pool

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

Find out more about North Side

Explore a world of travel with Expedia

Frequently asked questions

Go further with the Expedia app