
Holiday houses in North Side
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in North Side
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for North Side holiday rentals
Other great holiday rentals in North Side

Villa in North Side
4.95 out of 5 average rating, 88 reviewsCoco Kai Beach Front Villa heated pool and dock
OleRating, 5 stars2 months ago
The house was great and the grandkids loved the pool and the beach. Chisholm’s grocery store made it easy to get everything we needed. Jason also arranged for one of his friends, Ben, to take us on a boat trip including snorkelling and feeding stingrays which was very reasonably priced and a big success for everybody. All in all a very good trip and we can recommend Coco Kai to anybody thinking about going to the Cayman Islands.
Top Guest favourite

Home in Grand Cayman
4.97 out of 5 average rating, 69 reviewsBeachPlumVilla
PatriciaRating, 5 stars2 weeks ago
Beach Plum Villa is a beautiful home with everything our family needed for a fantastic vacation!
Superhost

Condo in North Side
5 out of 5 average rating, 4 reviewsSilver Reef #3 / 2 BR LUXE Oceanfront w/ Pool
LakeshiaRating, 5 stars2 months ago
Don's place was absolutely breathtaking!! Waking up to the ocean views everyday was so relaxing. The ocean isn't swimmable, it's very rocky but there is a beautiful pool on site. I'm really big on cleanliness and the condo was spotless! We felt right at home. The condo is near two great restaurants with breathtaking views, Tukka and South Coast Bar and grill. The food was delicious! You will definitely enjoy your stay and won't want to leave!
Guest favourite

Condo in North Side
5 out of 5 average rating, 6 reviewsPenthouse 2 Bd/Bth Beachfront Condo w/ Heated Pool
DorothyRating, 5 stars4 weeks ago
From start to finish the host was great at communication which made everything so much easier and stress free. The condo was immaculate and had everything we needed for our week there. We were so happy that we chose this condo and location for our trip. I would highly recommend this host and any properties he may have and will definitely be booking with him again on our next trip.

Apartment in Rum Point
4.88 out of 5 average rating, 8 reviewsSeaRendipity oceanfront unit. Beach & snorkeling!
EmilyRating, 5 stars22 months ago
Fabulous place! Snorkeling right out the back door. Quiet and peaceful, had everything we needed and more. It is a bit from town, if that concerns you. Was perfect for us. It was pretty warm in July, so we just stayed in the water. Starfish Point is close by. There is a small grocery store right up the road. Definitely recommend checking out On the Edge restaurant. The house had everything we needed. A very well stocked kitchen!
Guest favourite

Townhouse in Old Man Bay
4.91 out of 5 average rating, 58 reviewsYour Oceanside Retreat Awaits!
BarbaraRating, 5 stars4 months ago
Clean, comfortable villa with amazing views overlooking pool and beach. After a slight hiccup with broken lock on arrival, nearby property manager quickly responded and got things squared away with a new lock. We had a wonderful stay and would definitely return to this beautiful villa! Ernie’s instructions on surrounding area were spot on. We shopped at the market in Savannah on the way in from the airport and enjoyed dinners at Over the edge and Tukka. Pro tip – use the shopping carts under the stairwell when arriving with groceries and bring everything up via elevator. Thanks for a wonderful stay!

Condo in Rum Point
4.57 out of 5 average rating, 21 reviewsCayman Kai - Big Chill at the Sea Lodges
Pat & RonRating, 5 stars14 months ago
Great location right on the beach and great snorkeling right in front of the house. Very peaceful and the house was well equipped. Bioluminescent tour was right up the road in Rum Point.
Top Guest favourite

Apartment in Rum Point
5 out of 5 average rating, 7 reviewsKaibo Kove
DavidRating, 5 stars2 months ago
The perfect place for my wife and I for a few days. We spent a few days here and a few days on seven mile beach, and at the end, wished we had spent all of our time at Rosie’s place. It was better than the pictures. Not a lot of restaurant options around, but we cooked several meals in her well-equipped kitchen. And eating on her screened in porch, watching the waves come in was super enjoyable. The pool was great, but the beach was the highlight. Snorkeling and seeing sooo many starfish, significantly more than we saw at starfish point. Beautiful condo, beautiful location, beautiful beach. We’d absolutely stay here again when we return to Grand Cayman.
Destinations to explore
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom