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Search and Rent North Side Condos

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Our top choices for North Side condo rentals

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
$503 nightly
The price is $541
Dec 24 - Dec 25
Total with taxes and fees
Beautiful Beachfront Condo in Cayman Kai/Rum Point

Condo in North Side

On The Bay
4.0 star property
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
$1,469 nightly
The price is $1,619
Dec 29 - Dec 30
Total with taxes and fees
On The Bay
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
$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
9.4 out of 10, Exceptional, (19)
$787 nightly
The price is $852
Dec 27 - Dec 28
Total with taxes and fees
Ocean/Beachfront - stunning views! Seabreeze Villas
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 17 - Dec 18
Total with taxes and fees
Terrific Seabreeze Villas Condo from 186/night. Rental Car Included!
9.4 out of 10, Exceptional, (3)
"Very responsive host, beautiful view"
United States
Elizabeth
$434 nightly
The price is $476
Jan 12 - Jan 13, 2026
Total with taxes and fees
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

Condo in West Bay

Cayman Wind and Sea!
10.0 out of 10, Exceptional, (13)
"Clean, smartly renovated and updated. Quiet, nice pool, great ocean view."
United States
Jan B.
$664 nightly
The price is $705
Dec 17 - Dec 18
Total with taxes and fees
Cayman Wind and Sea!

Condo in West Bay

Villa Steps From The Sand
10.0 out of 10, Exceptional, (47)
"Great property and excellent, communicative host. Excellent neighbors as well "
United States
Kris B.
$671 nightly
The price is $726
Dec 20 - Dec 21
Total with taxes and fees
Villa Steps From The Sand
9.6 out of 10, Exceptional, (175)
"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!
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.
$792 nightly
The price is $824
Dec 17 - Dec 18
Total with taxes and fees
Beautiful Ocean Views. Steps away from the ocean!
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

Condo in Seven Mile Beach

Beach Condo with Sunset Views
10.0 out of 10, Exceptional, (134)
"We loved this place, so comfortable and beautiful! Amazing views and location. Loved spending time on the patio with the view and sunsets. Couch and tv for movies was so relaxing:)"
United States
Lauren P.
$451 nightly
The price is $502
Jan 16 - Jan 17, 2026
Total with taxes and fees
Beach Condo with Sunset Views
9.8 out of 10, Exceptional, (137)
"very clean and comfortable. Great location and the owners were informative and easy to communicate with. "
United States
Danny K.
$464 nightly
The price is $504
Dec 20 - Dec 21
Total with taxes and fees
Summer Special Cayman Reef Resort Oceanfront 1-Bed 1-Bath Condo. On 7-Mile Beach
9.6 out of 10, Exceptional, (4)
"When you wake in the morning the view is breathtaking! Never have been so close to the beach and all amenities in one place! Check in easy, staff so helpful, security at all times in site, great food and drinks at center bar, just cannot say enough about this place! Extraordinary!"
United States
Kristle F.
$697 nightly
The price is $760
Dec 17 - Dec 18
Total with taxes and fees
Resort style ground floor condo steps from the beach
9.8 out of 10, Exceptional, (36)
"Would highy recommend!"
United States
Marv
$822 nightly
The price is $900
Dec 29 - Dec 30
Total with taxes and fees
Stunning Oceanfront View/Spacious Condo--beside FIN, near Beach & Town
9.6 out of 10, Exceptional, (149)
"Everything was perfect. We really enjoyed our stay at this property. Location was very convenient. "
United States
Kyle S.
$1,010 nightly
The price is $1,061
Dec 17 - Dec 18
Total with taxes and fees
Cayman Reef Resort #42 - 7 Mile Beach
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.
$685 nightly
The price is $750
Jan 5 - Jan 6, 2026
Total with taxes and fees
BE WHERE THE CRUISE SHIP CROWDS CAN'T GO! Oceanfront resort on Seven Mile Beach
9.8 out of 10, Exceptional, (134)
"I dive everyday and it was nice and close to a lot of restaurants "
United States
Andrew S.
$1,032 nightly
The price is $1,092
Dec 22 - Dec 23
Total with taxes and fees
Regal Beach Club #523 on 7 Mile Beach!
10.0 out of 10, Exceptional, (194)
"This property was absolutely amazing. The condo was stocked with everything we needed and more! Check in was super easy and the owners provided easy to follow instructions and an amazing list of things to do! Highly recommend!"
Canada
Jennifer
$743 nightly
The price is $828
Dec 22 - Dec 23
Total with taxes and fees
Oceanview renovated 2BR 2BA Sunset Cove condo 7 Mile Beach No daily resort fees
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 Condo Rentals in North Side

Less expensive
More expensive
Next month
December
February
$393
Month
Price
January
$393
February
$488
March
$432
April
$365
May
$321
June
$294
July
$290
August
$301
September
$283
October
$290
November
$286
December
$256
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
1,340
Accommodation
735 Condo Rentals
Lowest Price
$476
Highest Price
$1,619

Frequently asked questions

How much do condos in North Side cost?
Condos in North Side range from $476 to $1,619 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.