Photo by Paul Shaffer -Dee

Search and Rent North Side Condos

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Condo Rentals in North Side

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
$663 nightly
The price is $721
Dec 13 - Dec 14
Total with taxes and fees
On The Bay

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

North Side
9.4 out of 10, Exceptional, (13)
"Our 3rd visit here, always good, love the property and location."
United States
Anonymous traveler
$791 nightly
The price is $828
Dec 12 - Dec 13
Total with taxes and fees
Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

Beautiful Beachfront Condo in Cayman Kai/Rum Point

Rum Point
10.0 out of 10, Exceptional, (101)
"The place was exactly what we were looking for. Very relaxed environment, close diving and snorkeling. Had a wonderful time!!"
United States
Tavin C.
$503 nightly
The price is $541
Dec 24 - Dec 25
Total with taxes and fees
Beautiful Beachfront Condo in Cayman Kai/Rum Point

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.
$1,309 nightly
The price is $1,413
Jan 3 - Jan 4, 2026
Total with taxes and fees
Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub

Penthouse 2 Bd/Bth Beachfront Condo w/ Heated Pool

North Side
$988 nightly
The price is $1,074
Dec 29 - Dec 30
Total with taxes and fees
Penthouse 2 Bd/Bth Beachfront Condo w/ Heated Pool

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
$787 nightly
The price is $852
Dec 27 - Dec 28
Total with taxes and fees
Ocean/Beachfront - stunning views! Seabreeze Villas

Terrific Seabreeze Villas Condo from 186/night. Rental Car Included!

Bodden Town
9.6 out of 10, Exceptional, (30)
"Great place away from the crowds. Property is clean and well kept, snorkeling from the beach is amazing."
United States
Keith M.
$719 nightly
The price is $801
Dec 16 - Dec 17
Total with taxes and fees
Terrific Seabreeze Villas Condo from 186/night. Rental Car Included!

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
$374 nightly
The price is $409
Dec 9 - Dec 10
Total with taxes and fees
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

BE WHERE THE CRUISE SHIP CROWDS CAN'T GO! Oceanfront resort on Seven Mile Beach

George Town
9.8 out of 10, Exceptional, (104)
"The property is great and in an awesome location. Host was awesome and flexible to a bad travel delay. Great spot to stay! "
United States
Rocco M.
$399 nightly
The price is $431
Dec 10 - Dec 11
Total with taxes and fees
BE WHERE THE CRUISE SHIP CROWDS CAN'T GO! Oceanfront resort on Seven Mile Beach

Villa Steps From The Sand

West Bay
10.0 out of 10, Exceptional, (47)
"Great property and excellent, communicative host. Excellent neighbors as well "
United States
Kris B.
$674 nightly
The price is $729
Dec 13 - Dec 14
Total with taxes and fees
Villa Steps From The Sand

Beautiful Ocean Views. Steps away from the ocean!

Seven Mile Beach
9.8 out of 10, Exceptional, (175)
"We enjoyed our stay in March. It was close to places to eat and activities as well. We loved the beach and enjoyed time swimming and snorkeling. "
United States
Danielle H.
$784 nightly
The price is $815
Dec 9 - Dec 10
Total with taxes and fees
Beautiful Ocean Views. Steps away from the ocean!

Seven Mile 3 bedroom, family friendly home ON the sea, hear the sea its so close

George Town
10.0 out of 10, Exceptional, (1)
"Already booking again! Our stay was perfect! This is a rare and large apartment find on Seven Mile Beach — the proximity to the beach was unbeatable, just steps away. Being so close to the water, the ocean sound would lull you to sleep at night; it was that close. When we weren't in the water, we spent most of our time relaxing on the balcony and the beach. The complex was wonderfully quiet despite being so close to everything. Local gems like the pub & steak house 'Fidels', the great cafe...
United States
Denise B.
$509 nightly
The price is $509
Dec 17 - Dec 18
Total with taxes and fees
Seven Mile 3 bedroom, family friendly home ON the sea, hear the sea its so close

Ocean Front Paradise Seven Mile Beach Sunsets!

GeorgeTown
9.6 out of 10, Exceptional, (174)
"We had a great time here at Joes place! The condo has a gorgeous oceanfront view and the beach is well taken care of as well as the pool and swim up bar. I will say that it is recommended to rent a car as the resort that used to be Margaritaville is abandoned (bought by the Hyatt to be opened in 2028) so there isn’t a convenience store near by, so you will need a taxi or a rented car to get around. We had a great time and will definitely come back!"
United States
Leslie K.
$903 nightly
The price is $1,006
Dec 18 - Dec 19
Total with taxes and fees
Ocean Front Paradise Seven Mile Beach Sunsets!

2 bedroom beach and pool views! SMB

Georgetown
10.0 out of 10, Exceptional, (79)
"Has it all; Pool, bar/restaurant, beach, view, snorkeling, easy location. Clean, safe, amazing! Perfect sunsets, will be back!"
United States
Paul B.
$514 nightly
The price is $573
Jan 6 - Jan 7, 2026
Total with taxes and fees
2 bedroom beach and pool views! SMB

Waterfront Sanctuary Cove, 2Bed 2Bath, King Bed, Pool, Porch at Grand Harbour.

Grand Harbour
10.0 out of 10, Exceptional, (1)
"Excellent communication with Craig. He responded to all inquiries and questions very quickly. Just an overnight stay but convenient to airport. Highly recommend this host."
United States
Bill K.
$431 nightly
The price is $472
Dec 9 - Dec 10
Total with taxes and fees
Waterfront Sanctuary Cove, 2Bed 2Bath, King Bed, Pool, Porch at Grand Harbour.

In-Between Ritz Carlton and Westin | Oceanview 1BR on Seven Mile Beach

West Bay
9.8 out of 10, Exceptional, (6)
"The property is a wonderful setting to enjoy 7mile beach. We’d love to return!"
United States
Brad P.
$635 nightly
The price is $686
Dec 13 - Dec 14
Total with taxes and fees
In-Between Ritz Carlton and Westin | Oceanview 1BR on Seven Mile Beach

3-Bedroom Condo with ocean view in Grand Cayman

George Town
9.8 out of 10, Exceptional, (13)
"Great Location!! Beautiful Place!! Excellent communication with Alex!! Overall great experience!!"
United States
tom m.
$635 nightly
The price is $699
Dec 13 - Dec 14
Total with taxes and fees
3-Bedroom Condo with ocean view in Grand Cayman

Regal Beach Club #523 on 7 Mile Beach!

Seven Mile Beach
9.8 out of 10, Exceptional, (133)
"I dive everyday and it was nice and close to a lot of restaurants "
United States
Andrew S.
$1,055 nightly
The price is $1,116
Dec 22 - Dec 23
Total with taxes and fees
Regal Beach Club #523 on 7 Mile Beach!

Summer Special Cayman Reef Resort Oceanfront 1-Bed 1-Bath Condo. On 7-Mile Beach

George Town
9.8 out of 10, Exceptional, (136)
"very clean and comfortable. Great location and the owners were informative and easy to communicate with. "
United States
Danny K.
$461 nightly
The price is $501
Dec 13 - Dec 14
Total with taxes and fees
Summer Special Cayman Reef Resort Oceanfront 1-Bed 1-Bath Condo. On 7-Mile Beach

Cayman Wind and Sea!

West Bay
10.0 out of 10, Exceptional, (13)
"Clean, smartly renovated and updated. Quiet, nice pool, great ocean view."
United States
Jan B.
$865 nightly
The price is $930
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cayman Wind and Sea!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top North Side Hotel Reviews

Price trends for Condo Rentals in North Side

Less expensive
More expensive
This month
Next month
September
February
$336
$392
Month
Price
January
$392
February
$480
March
$427
April
$344
May
$316
June
$329
July
$290
August
$298
September
$275
October
$287
November
$306
December
$336
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 Condo Rentals in North Side. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about North Side

North Side Condo Rentals information

Number of reviews
951
Accommodation
735 Condo Rentals
Lowest Price
$409
Highest Price
$1,413

Frequently asked questions

How much do condos in North Side cost?
Condos in North Side range from $409 to $1,413 per night. These properties offer plenty of space for the entire squad at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in North Side?
North Side offers multiple condos with a total average guest review rating of 9.7. Island House #16 By Cayman Vacation is one highly recommended option. Guests of this 3.5-star condo will enjoy amenities such as a swimming pool and a nearby beach. Korner Kai By Cayman Vacation is another top pick. This 3.5-star property offers a swimming pool and a nearby beach.
How many condos are there in North Side?
Pick from 735 condos in North Side. No matter if you're vacationing with the kids or organizing a weekend break with your pals, Expedia will help you find the ideal base for your crew.
Are there any family-friendly condos in North Side?
Get cozy at Island House #16 By Cayman Vacation, a 3.5-star option just a quick drive from town. Conveniences here include a swimming pool and an oven. Another family-friendly condo is Korner Kai By Cayman Vacation. A swimming pool and a nearby beach help make this 3.5-star escape a guest favorite. North Side boasts plenty of family-friendly attractions to check out that'll entertain the kids. Grand Cayman Beaches and Starfish Beach guarantee fun for visitors of all ages.
Why book your condo in North Side with Expedia?
We think that vacations shouldn't be difficult, so if you're chasing condos at a great price, Expedia can help. Keep costs down and go for something cheap and cheerful, or book 5-star accommodations and spoil your favorite people. Use our search filters to find a place in North Side that suits you best.
How can I find cheap condos in North Side?
With Expedia's convenient filter tool, sourcing cheap condos in North Side has never been easier. To find stays that'll make your wallet smile, narrow down your search by star rating, amenities and budget.
What is there to do in North Side near my condo?
Whatever you're into, North Side has lots of things to keep you on the hop. Starfish Beach, Rum Point Beach and Star Fish Point are on many visitors' trip plans. Don't leave without exploring Cayman Kai Public Beach, Queen Elizabeth II Botanic Park and Mastic Trail North Trailhead either. With Expedia's North Side condo deals, you can see even more wonderful attractions like these with the cash you save.