Photo by Paul Shaffer -Dee

Holiday Homes in North Side

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Featured Holiday Homes in North Side

Beach
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
10.0 out of 10, Exceptional, (26)
"We were very impressed with the home and location. The kayaks and snorkeling gear were a nice bonus. We would definately stay again!!"
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Pool
Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point / Cayman Kai
10.0 out of 10, Exceptional, (18)
"Our group had a great time at Carolina Kai. The space is wonderful with everything you need to enjoy your stay at the property!"
Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point / Cayman Kai
Property grounds
The peace and tranquility of this cottage Works Wonders on the soul....
10.0 out of 10, Exceptional, (48)
"We thoroughly enjoyed our stay. The property is well located and affords privacy will still be close to various attractions. The pool and beach were wonderful, and we enjoyed kayaking and paddle boarding. Would definitely stay again!"
The peace and tranquility of this cottage Works Wonders on the soul....
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On the beach
Gardens of the Kai #6: Two-Story Beachfront Villa w/Communal Pool + Free Kayak
10.0 out of 10, Exceptional, (17)
"No words. It was perfection. The view and the beach is stunning. Super clean. So comfortable. Loved it."
Gardens of the Kai #6: Two-Story Beachfront Villa w/Communal Pool + Free Kayak
A heated pool
Coco Kai Beach Front Villa with Heated Pool and Private Dock
10.0 out of 10, Exceptional, (76)
"Nothing can beat the beautiful ocean views right outside your back door. We enjoyed this property with our 5 kids and 3 grandchildren (ages 1-3). Everyone had the option of going from the beach to the pool, to the kitchen for snacks, to the bed for naps all right there. The house is well equipped with most everything you need. We snorkeled around the north side and decided the snorkeling right out back was some of the best! This gave those antsy people something to do and what beautiful marine...
Coco Kai Beach Front Villa with Heated Pool and Private Dock
Exterior
SPACIOUS OCEAN FRONT PROPERTY-RUM POINT DRIVE w/Private Beach. Pet Friendly....
10.0 out of 10, Exceptional, (57)
"We had a wonderful and quiet time on this property. Having the grocery store a few steps away was handy. We enjoyed the water and the snorkeling."
SPACIOUS OCEAN FRONT PROPERTY-RUM POINT DRIVE w/Private Beach. Pet Friendly....
Outdoor dining
Skai Blue: Pool, Free Kayaks, and Dock on Bio Bay.
10.0 out of 10, Exceptional, (1)
"Great"
Skai Blue: Pool, Free Kayaks, and Dock on Bio Bay.
Pool
Fun Family Home! *Private pool, Walk to the Beach *
10.0 out of 10, Exceptional, (21)
"We rented this property with 2 families (6 people) with kids ranging from 8-12 for a week. We rented a car to get around which is a must for this property. Close to 7 mile beach but far enough away from the crowd. There was more than enough space for everyone to come together to watch tv, hang out at the pool, and cook in the kitchen. When we wanted to wind down after being out and about, we could retreat back to our own rooms while the kids played on the xbox, watched tv in their own rooms,...
Fun Family Home! *Private pool, Walk to the Beach *
Outdoor pool
White Dahlia: Modern Villa on Bio Bay w/ Pool, Spa + Kiddie Splash Pool.
10.0 out of 10, Exceptional, (4)
"This was a perfect house for small, multi-gen family with young child. Very clean, neat, with recent updated everything. Great big pool, kiddie pool and hot-tub. Everyone loved it. Nice, well tended area on Rum point, walk to beaches. The dock made boating convenient and easy. Definitely get the kayaks to paddle around, especially at night on the luminescent waters!"
White Dahlia: Modern Villa on Bio Bay w/ Pool, Spa + Kiddie Splash Pool.
Property grounds
Bit of Heaven: Perfect Beachfront Home w/Free Kayaks!
10.0 out of 10, Exceptional, (1)
"This place was wonderful. Location was pretty far from the hustle and bustle of the city and 7 mile beach, it was PERFECT for quiet and peaceful get-a-way. The beach was perfect for the small children in the family with NO waves and undertow. Safe, beautiful place. Loved the place!!"
Bit of Heaven: Perfect Beachfront Home w/Free Kayaks!
Pool
Faroway Oceanfront Luxury Villa in South Sound
10.0 out of 10, Exceptional, (13)
"Love staying at this house. Wish I could buy it."
Faroway Oceanfront Luxury Villa in South Sound
Pool
Ultimate Comfort: Newly Renovated Townhouse on Seven Mile Beach!
10.0 out of 10, Exceptional, (1)
"This place has it all - great layout, beautifully remodeled, 2 minute walk from beach and local food options, and perfect for our group of 6 (including our 2 small children, under three years old). While the place itself was worth it all, the gracious host team was a "cherry on top". They went above and beyond to make us comfortable during our stay. If you're traveling with a small group of folks, or even just a couple trying to get away for a bit - I couldn't be happier to recommend this place...
Ultimate Comfort: Newly Renovated Townhouse on Seven Mile Beach!
Pool
Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal Blue Pool
10.0 out of 10, Exceptional, (29)
"While we enjoyed the location, house, pool and views, the beds were HORRIBLE! one of our couples had to sleep on the couch! The place could be a 5 star if they would upgrade the beds and replace the NASTY dirty grey couch in the living room."
Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal Blue Pool
Beach nearby, beach towels
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,
9.8 out of 10, Exceptional, (34)
"The house and grounds are very clean and well maintained. The kitchen is well stocked and having the extra kitchen downstairs was wonderful. We really enjoyed every minute"
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,
Pool
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
9.8 out of 10, Exceptional, (150)
"Everything was clean, linens were soft and comfortable, there were kayaks and snorkel equipment aplenty ~ The pool was fantastic and the beach was perfect. Loved all aspects and will definitely return!"
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Pool
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
9.8 out of 10, Exceptional, (46)
"We all had a wonderful stay!"
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Outdoor pool
PROMO: Waterfront Villa on Private Beach at Rum Point, 3 Free Kayaks, 4 bikes
9.8 out of 10, Exceptional, (55)
"Accurately described and amazing location, could not say enough good stuff"
PROMO: Waterfront Villa on Private Beach at Rum Point, 3 Free Kayaks, 4 bikes
Pool
Sea Orchard Retreat: Gated Micro-Resort Near Seven Mile Beach w/Private Pool & Heated Spa
9.8 out of 10, Exceptional, (12)
"We booked this property for a family reunion and we were all blown away. Coming from Canada, we knew we had booked something special, but the location, the units, the grounds and the staff were all above and beyond our expectstions! We all fell in love with Cayman because of our special stay. I would not hestitate to book The Sea Orchard Retreat again in the future!"
Sea Orchard Retreat: Gated Micro-Resort Near Seven Mile Beach w/Private Pool & Heated Spa
On the beach, beach towels
Pools of the Kai 3 - Beautiful Island House with Indoor Pool
9.8 out of 10, Exceptional, (8)
"The property was amazing! It was well laid out and so gorgeous. We had a great time."
Pools of the Kai 3 - Beautiful Island House with Indoor Pool
Pool
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.
9.8 out of 10, Exceptional, (17)
"Beautiful place in a great location. Would recommend."
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.
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See all available properties in North Side
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.

Other property types in North Side

Pool
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
10.0 out of 10, Exceptional, (46)
"This was our third visit to Grand Cayman and this was our favorite property that we have rented. The location was close to many great restaurants, Run point and Starfish beach. The Villa had everything we needed, the owners were very responsive with our questions and made everything so easy. The sandy beach and easy access to the water made it easy to snorkel and kayak. There was ample shade as well as plenty of sunshine- the perfect mix. The beds were very comfortable. We love the quiet and...
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
Pool
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
9.8 out of 10, Exceptional, (150)
"Everything was clean, linens were soft and comfortable, there were kayaks and snorkel equipment aplenty ~ The pool was fantastic and the beach was perfect. Loved all aspects and will definitely return!"
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Beach nearby, beach towels
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,
9.8 out of 10, Exceptional, (34)
"The house and grounds are very clean and well maintained. The kitchen is well stocked and having the extra kitchen downstairs was wonderful. We really enjoyed every minute"
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,
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.