North Side Vacation Rentals

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Our top choices for North Side vacation rentals

Penthouse 2 Bd/Bth Beachfront Condo w/ Heated Pool

Penthouse 2 Bd/Bth Beachfront Condo w/ Heated Pool
North Side
9.0 out of 10, Wonderful, (2 reviews)
"This was our second time to Cayman and the 2nd time staying at "On the Bay" condos.We had a fabulous stay. It was nicely appointed and well-maintained.This condo is the perfect spot for vacationing...far from the hustle and bustle of Georgetown but close enough to go over for sightseeing, food, and drink.Then return to the "quieter side of the island with enough local food and drink to ease into the night."
United States
S L.
The price is CA $569
CA $1,102 total
includes taxes & fees
Feb 17 - Feb 18
Penthouse 2 Bd/Bth Beachfront Condo w/ Heated Pool

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

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool
North Side
9.4 out of 10, Exceptional, (13 reviews)
"Our 3rd visit here, always good, love the property and location."
United States
Anonymous traveller
The price is CA $544
CA $1,114 total
includes taxes & fees
Feb 21 - Feb 22
Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

Beautiful 3 Bd Beachfront Home North Side Sleeps 7

Beautiful 3 Bd Beachfront Home North Side Sleeps 7
North Side
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful villa- just as described. If you prefer quiet away from SMB this villa is perfect. It was just my husband and I for the week and it was lovely - plenty of of space for the whole family if we had the kids with us. Thanks for a great stay!"
United States
Jessica D.
The price is CA $860
CA $1,505 total
includes taxes & fees
Feb 25 - Feb 26
Beautiful 3 Bd Beachfront Home North Side Sleeps 7

Luxury 3bd Beach Front, # 4 Green, Stunning Views

Luxury 3bd Beach Front, # 4 Green, Stunning Views
North Side
9.6 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay! The house is steps to a small beach and a stone’s throw from Rum Point. Perfect situation."
United States
Louise R.
The price is CA $996
CA $1,807 total
includes taxes & fees
Feb 15 - Feb 16
Luxury 3bd Beach Front, # 4 Green, Stunning Views

On The Bay

On The Bay
4.0 star property
North Side
10.0 out of 10, Exceptional, (6 reviews)
"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 CA $928
CA $1,429 total
includes taxes & fees
Feb 17 - Feb 18
On The Bay

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 reviews)
"Very clean, quite and had all we needed."
United States
Rachel W.
The price is CA $875
CA $1,615 total
includes taxes & fees
Feb 24 - Feb 25
Luxury 3bd Beach View, # 3 Blue, Stunning Views

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

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Rum Point
9.8 out of 10, Exceptional, (180 reviews)
"My husband and I stayed here to celebrate our 4th wedding anniversary and we had a fabulous time. The house had everything you could ever need for vacation. The area is absolutely beautiful. This place is a 10/10!!!! "
United States
Morgan A.
The price is CA $848
CA $1,331 total
includes taxes & fees
Feb 21 - Feb 22
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Ocean Paradise

Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (38 reviews)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
The price is CA $929
CA $1,535 total
includes taxes & fees
Feb 14 - Feb 15
Ocean Paradise

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, (4 reviews)
"Had a great stay"
United States
Annette
The price is CA $154
CA $309 total
includes taxes & fees
Feb 15 - Feb 16
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

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 CA $5,114
CA $7,694 total
includes taxes & fees
Feb 15 - Feb 16
Pease Bay House Cayman Islands

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

Country Road, Take me Home- your own Island Cottage!
Savannah
9.4 out of 10, Exceptional, (13 reviews)
"The Shower and 5g internet stood out. It was a very pleasant stay "
United States
Cody
The price is CA $150
CA $250 total
includes taxes & fees
Feb 10 - Feb 11
Country Road, Take me Home- your own Island Cottage!

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, (4 reviews)
"Great stay in Savannah"
United States
Onkar P.
The price is CA $182
CA $325 total
includes taxes & fees
Feb 10 - Feb 11
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Beautiful one bedroom apartment

Beautiful one bedroom apartment
Savannah
9.4 out of 10, Exceptional, (11 reviews)
"Nice little place, quiet and peaceful. A bit away from restaurants and shopping."
Canada
Nathalie B.
The price is CA $185
CA $352 total
includes taxes & fees
Feb 16 - Feb 17
Beautiful one bedroom apartment

Ocean/Beachfront - stunning views! Seabreeze Villas

Ocean/Beachfront - stunning views! Seabreeze Villas
Bodden Town
9.6 out of 10, Exceptional, (24 reviews)
"Stunning and breathtaking, unobstructed views of the beach. Great pool for the kids with pool amenities such as, floaties. Kids loved it! We all had such a blast. We definitely recommend Seabreeze Villas."
United States
Renee
The price is CA $540
CA $985 total
includes taxes & fees
Feb 27 - Feb 28
Ocean/Beachfront - stunning views! Seabreeze Villas

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, (22 reviews)
"Excellent stay. Very peaceful and easy instructions "
Canada
raymond
The price is CA $191
CA $232 total
includes taxes & fees
Feb 16 - Feb 17
Slice of Paradise- 2 mins from Spotts Beach!

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, (64 reviews)
"Great pool. Nice and private "
Canada
Bradley
The price is CA $185
CA $351 total
includes taxes & fees
Feb 10 - Feb 11
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

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

Relaxing, tastefully decorated one-bedroom unit with all modern facilities
Savannah
9.0 out of 10, Wonderful, (2 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 CA $185
CA $430 total
includes taxes & fees
Feb 16 - Feb 17
Relaxing, tastefully decorated one-bedroom unit with all modern facilities

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, (302 reviews)
"Great location. Easy walking distance to the beach and amenities "
Canada
David Ronald
The price is CA $474
CA $583 total
includes taxes & fees
Feb 15 - Feb 16
Governors Village Seven Mile Beach Corridor

Ocean Club seaside luxury family villa

Ocean Club seaside luxury family villa
Patricks Island
The price is CA $453
CA $830 total
includes taxes & fees
Mar 1 - Mar 2
Ocean Club seaside luxury family villa

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

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
Grand Harbour
9.6 out of 10, Exceptional, (4 reviews)
"Very responsive host, beautiful view"
United States
Elizabeth
The price is CA $370
CA $563 total
includes taxes & fees
Feb 15 - Feb 16
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

Price trends for vacation rentals in North Side

Less expensive
More expensive
This month
Next month
May
February
CA $724
CA $540
Month
Price
January
CA $410
February
CA $724
March
CA $540
April
CA $407
May
CA $341
June
CA $380
July
CA $389
August
CA $368
September
CA $368
October
CA $355
November
CA $344
December
CA $410
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in North Side. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about North Side

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with North Side. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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: Visitors like this North Side vacation home rental. It 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 BEACHFRONT w/ Private Dock-50 ft Pool-Theatre and Coco Kai Beach Front Villa with Heated Pool and Private Dock.

How many vacation rentals are there in North Side?

With 113 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 Star Fish Point are a couple of lovely local spots to get outside and enjoy nature. Rum Point Beach and Starfish Beach 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.