Photo by Paul Shaffer -Dee

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Compare 231 Vacation Homes in North Side with updated reviews, rates, and availability.

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....
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
9.8 out of 10, Exceptional, (47)
"My husband and I and 7 friends stayed here for our 30th wedding anniversary. We love the quieter side near Rum Point and this house did not disappoint! The layout was incredible with an amazing beach at our fingertips. The pool and outside seating was perfect!!! The table with the automatic lazy Susan was a huge plus. The house was clean and so open and bright. We had the most amazing time and would recommend this property to anyone. This property and the beach made our vacation!"
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
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
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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 *
Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock
Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
9.4 out of 10, Exceptional, (18)
"This house was just as stated. We had 10 people and everything was amazing. We all enjoyed the pool, beach, and large living areas. The bedrooms were ideal for 5 couples. We will definitely plan to stay again."
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
9.8 out of 10, Exceptional, (151)
"We had an incredible week! House, pool, beach and ocean are exactly as pictured - beautiful. The house is well supplied with everything we needed: snorkeling gear, pool floats, beach towels, plenty of dinnerware and kitchen supplies. We enjoyed the non-touristy Northside area and it was easy to explore the whole island from there. The surf is natural with short seagrass with bare sand areas interspersed. We took the kayaks out to the reef area for snorkeling and were amazed with all the wildlife...
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
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
Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside
9.4 out of 10, Exceptional, (15)
"Our stay here was just what we needed. It was perfect for 2 families to unwind, spread out and enjoy the sound of the waves. We loved the quiet location. Just minutes from everything we wanted to do involving kids, ages 9-16. So close to go diving and the snorkeling was superb. Highly recommended if you like to stay away from tourist traps. Thank you so much!"
Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside
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
Parrot-ise 4 Bedroom Oceanfront Villa in Cayman Kai
10.0 out of 10, Exceptional, (43)
"Loved the location- away from the busy areas and get easily accessible to everything."
Parrot-ise 4 Bedroom Oceanfront Villa in Cayman Kai
Neptune's Nest by the Sea, East End
10.0 out of 10, Exceptional, (12)
"A wonderful villa with everything you could need. Lots of water toys, pool towels, kitchen appliances and cookware, spices etc. The pools are great and Trish is a wonderful hostess, even taking time to teach our girls a domino train game which is a new family favorite! Trish shared lots of great information about grocery options prior to our arrival as these are limited as you get out to the East End. Within walking distance of Ocean Frontiers dive shop and Eagle Rays, as well as Eastern Star...
Neptune's Nest by the Sea, East End
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
Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel
10.0 out of 10, Exceptional, (8)
"The house is beautiful. The pictures do not do it justice. Great central location on the island. Very quiet. Management was very easy to work with. We had an issue getting to Cayman and they were very responsive and able to adjust our stay. The house had everything we needed for an enjoyable, relaxing vacation."
Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel
Ritz-Carlton Deckhouse #1: Seven Mile Beach Villa w/Pool, Boathouse, + Resort Privileges
8.0 out of 10, Very Good, (1)
"Property is well furnished and quite comfortable for large groups with all the necessary amenities. Great views and close to tennis/pickleball courts. It is located some distance from resort and the golf cart commute (5 minutes) is not the most scenic. Just wish the pool would have been heated as it was too cold to utilize."
Ritz-Carlton Deckhouse #1: Seven Mile Beach Villa w/Pool, Boathouse, + Resort Privileges
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.
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!
Faroway Oceanfront Luxury Villa in South Sound w/ Private Beach, Dock & Pool
10.0 out of 10, Exceptional, (14)
"Love staying at this house. Wish I could buy it."
Faroway Oceanfront Luxury Villa in South Sound w/ Private Beach, Dock & Pool
Relax Enjoy and Play
9.6 out of 10, Exceptional, (15)
"It was a great stay. The unit was right next to the pool and we didn't see anyone in the pool all 5 days we stayed. We explored the island during the day and lounged at the pool at night. The kitchen is well equipped and we had no problem preparing meals. I had read reviews about the AC being locked at 75 degrees but this was not a problem. When you are at the beach all day, coming back to 75 degrees is great. And there are ceiling fans throughout the unit. I would definitely stay there again."
Relax Enjoy and Play
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
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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

CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
10.0 out of 10, Exceptional, (93)
"We came to Grand Cayman for my wife’s birthday and had an outstanding time.. Craig is absolutely terrific and very responsive. We had one of our suitcases break and needed a screwdriver. I emailed Craig and in less than 2 minutes, Roy was at the front door with the screwdriver.. The location and condition of the house was very nice, the pool with it beautiful view of the water is exactly what were hoping for!! Not one issue at all.."
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
Beautiful Beachfront Condo in Cayman Kai/Rum Point
10.0 out of 10, Exceptional, (79)
"The condo was fantastic and well above my best expectations. The location could not be better, with a direct walk out from the ground floor back screened-in porch onto the beach. Situated near the end of the peninsula between the Kiabo Yacht Club and the Water Cay Public Beach, is a big advantage with access to the beautiful bay and accessible docks. For those seeking adventure, the condo's location is a dream come true. Tours to Stingray City, snorkeling areas, and the bioluminescent bay are...
Beautiful Beachfront Condo in Cayman Kai/Rum Point
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
9.8 out of 10, Exceptional, (47)
"My husband and I and 7 friends stayed here for our 30th wedding anniversary. We love the quieter side near Rum Point and this house did not disappoint! The layout was incredible with an amazing beach at our fingertips. The pool and outside seating was perfect!!! The table with the automatic lazy Susan was a huge plus. The house was clean and so open and bright. We had the most amazing time and would recommend this property to anyone. This property and the beach made our vacation!"
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
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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