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North Side Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in North Side

Outdoor pool, sun loungers
Ocean Paradise

Ocean Paradise

4.0 star property
North Side
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
The price is ￥99,514
￥166,495 total
includes taxes & fees
Nov 30 - Dec 1
Ocean Paradise
Outdoor pool
"Cayman Breeze" - 2BR Oceanfront Condo w/ Quiet Setting near Rum Point

"Cayman Breeze" - 2BR Oceanfront Condo w/ Quiet Setting near Rum Point

Rum Point
9.8 out of 10, Exceptional, (135)
"We had the best time this past week in North Side. The property was clean, comfortable, easily accessible, and Ken and Susan communicated well and answered any questions that came up. The complex wasn’t crowded, and most days, we had the pool and beach to ourselves. You have to go out past the breakers to get to anything worth snorkeling, but if the surf isn’t bad, that’s not more than 100 yards or so. Thank you for providing us with a wonderful 20th anniversary week! "
United States
Patrick M.
"Cayman Breeze" - 2BR Oceanfront Condo w/ Quiet Setting near Rum Point
Indoor pool, outdoor pool
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

North Side
10.0 out of 10, Exceptional, (52)
"We have stayed in houses all around the world, and Coral Vista is the best house ever! The pool was tremendous, as was the arcade and movie room. The beds were comfortable, and the owner thought of everything, including air freshener in the bathrooms. Everything was perfect!"
United States
michael d.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
On the beach, white sand, free beach cabanas, sun loungers
On The Bay

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
On The Bay
A heated pool
Coco Kai Beach Front Villa with Heated Pool and Private Dock

Coco Kai Beach Front Villa with Heated Pool and Private Dock

North Side
10.0 out of 10, Exceptional, (92)
"We had an amazing time. The snorkeling off the dock was fantastic. Loved the canoes as well. The property had everything we needed and more. Thank you so much for a great vacation!!"
United States
Rebecca O.
Coco Kai Beach Front Villa with Heated Pool and Private Dock
Outdoor dining
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

North Side
10.0 out of 10, Exceptional, (3)
"The Pool was large and the pool deck was gigantic! The inside of the house is absolutely gorgeous with tons of amenities, kitchen aid, blenders, espresso maker, everything you could think of for serving many people. The private beach was absolutely serene! The family can't wait to go back! Bikes, kayaks, snorkeling heard float toys, I could go on and on! Waking up in the large master looking over the deck at the glowing blue water every morning was certainly a highlight. PS5 for the kids on...
Singapore
Gary R.
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
Outdoor pool
Beach House and Cottage with 2 Full Kitchens, Sleeps 16.

Beach House and Cottage with 2 Full Kitchens, Sleeps 16.

Old Man Bay
10.0 out of 10, Exceptional, (1)
"The Property is wonderful and exceeded our expectations! There were 13 of us on vacation and every one of us had a more than comfortable place to sleep. The two facilities were spotless and were laid out beautifully. The Hosts were courteous and accommodating. We received great advice from them during our stay regarding restaurants, shopping and sight seeing. The property is walking distance from the Crystal Caves, which is a must-see. We had everything we needed from the kitchen to the Rec...
United States
Anonymous traveler
Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
Exterior
Silver Reef Residencies

Silver Reef Residencies

4.0 star property
North Side
10.0 out of 10, Exceptional, (2)
"Fantastic location for a stay on Grand Cayman, the property is new, directly facing the water with an amazing view to wake up to with your morning coffee The condo is fully equipped with everything necessary for a relaxing vacation. Would definitely go back"
Canada
KENNETH
Silver Reef Residencies
Outdoor dining
Villa Bellagio-Beautiful Beachfront Beach Home in Cayman Kai with large pool

Villa Bellagio-Beautiful Beachfront Beach Home in Cayman Kai with large pool

Cayman Kai
10.0 out of 10, Exceptional, (70)
"We loved it at Villa Bellagio. Quite part of the island with the bioluminescent bay in our backyard was a bonus. The house is very well equipped and met all of our needs. The bay does have a fair amount of jelly fish but we were still able to enjoy a lot of time on the water with the paddle boards and kayak. "
United States
Brad W.
Villa Bellagio-Beautiful Beachfront Beach Home in Cayman Kai with large pool
Property grounds
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

2.0 star property
North Side
10.0 out of 10, Exceptional, (25)
"Home is as beautiful as the photos. Karen was great to work with; very quick to respond and resolve any small issues that came up.Truely a very relaxing vacation, with the Ocean right out the back door.Thank you Karen, for making our Cayman Island vacation a flawless one. We hope to return."
United States
Tom M.
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Interior
The Place

The Place

4.0 star property
Old Man Bay
The Place
On the beach, sun loungers, beach towels
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Northside
10.0 out of 10, Exceptional, (74)
"Wonderful family vacation! The house and location were beautiful. We really enjoyed the pool and swimming and kayaking in the ocean right out the back door. The gazebo at the end of the dock was a great place to relax!"
United States
Melissa D.
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
Outdoor pool
# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock

# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock

Cayman Kai
10.0 out of 10, Exceptional, (32)
"This property was genuinely spectacular. Our family had the trip of a lifetime. Beautiful location, quiet atmosphere, perfect for what we needed!"
United States
Sam E.
# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock
Property grounds
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Cayman Islands
9.6 out of 10, Exceptional, (44)
"We really enjoyed our stay at the Romantic Reef! The house was perfect to host our friends. The pool area/beach really made the trip! "
United States
Gina T.
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Outdoor dining
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6

Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6

KY1-1007
10.0 out of 10, Exceptional, (70)
"Backyard was amazing with ocean views and reef snorkeling.. very peaceful setting. Property was kept in nice condition with kitchen and bedroom amenities."
United States
Angela
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
Pool
The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.

The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.

Grand Cayman
10.0 out of 10, Exceptional, (87)
"We were happy to return to the Harvey Nicole after 14 years! The condo has been refreshed so it felt like a new place. It was as perfect for us as a couple as it was when we brought our kids last time! We love staying on the North Side! There are plenty of places to eat, shop for groceries, and relax! We loved our stay, and Nicole is great to work with!!! "
United States
Stacey B.
The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.
Property grounds
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

Grand Cayman
9.8 out of 10, Exceptional, (19)
"We had a fantastic time at this gorgeous, peaceful property. Highly, highly recommend!"
United States
Amy W.
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Outdoor pool
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

Grand Cayman
9.8 out of 10, Exceptional, (73)
"It was everything we had hoped it would be and more! House was clean and spacious. Perfect for a family of 8 Great snorkeling off the beach. Minutes from Rum Point "
United States
Karen M.
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Outdoor pool
Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

Rum Point
10.0 out of 10, Exceptional, (56)
"Our stay at Coral Loft was simply amazing! First, Maya is absolutely the BEST host we have ever worked with. She is patient, helpful, informative, flexible, kind and keeps a lovely home. The house itself was simply perfect! We stayed a week and did a combo of eating out and making dinners at home (we traveled with our 2 yr old granddaughter) - the house is so well equipped. The view is stunning, the pool was always the perfect temp, and my favorite part of all - clean, clean, clean! We made the...
United States
Tracy O.
Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
Property grounds
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Rum Point
9.8 out of 10, Exceptional, (175)
"Perfect place to celebrate our kids graduating high school and heading off to college! Would definitely stay at the pink house again! Lounging in the hammock was the perfect start to our day!!"
United States
marie d.
The Pink Beach House - Private House and Pool directly on the Beach, 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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Top North Side Hotel Reviews

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

10/10 Excellent
"We took our kids and grandkids to Cayman Islands for a family vacation. After viewing many, many property options, we decided on Reef Romance. So glad we did!! It was perfect for a family of 10, or with 5 couples. Every bedroom has a private bath (which was our deciding factor). We didn’t know how great the view was from each bedroom until we got there. Better than the photos! Snorkeling and kayaking in your own backyard with random chickens cruising around made it even better. The front yard was just as gorgeous. Lots of activities nearby and we especially enjoyed Kaibo barefoot bbq night our host recommended. "
Darcie e S. 7-night trip
Posted 4 days ago
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Find out more about North Side

Search for holiday rentals in North Side on Expedia! You can easily find your home rentals, villas, holiday apartments in North Side using one of the methods below:

  • View our selection of featured holiday rentals in North Side
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Look no further and take a look at our great range of rental properties in North Side!

Frequently asked questions

Are there vacation rentals in North Side?

Yes, we give you a choice of vacation rentals in North Side close to Queen Elizabeth II Botanic Park, or you can choose a secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the seaside in North Side. Make sure you have time to check out the waterfront and parks during your trip.

What's the top vacation rental that North Side has to offer?

Ocean Paradise: This North Side vacation home rental is located by the ocean and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation. Some other homes for rent in North Side include Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!! and CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana.

How many vacation rentals are there in North Side?

With 112 Expedia vacation rentals, you're sure to find just the right place for your North Side stay.

What’s there to see and do in North Side?

Grand Cayman Beaches and Rum Point Beach are a couple of lovely local spots to get outside and enjoy nature. Starfish Beach and Cayman Kai Public Beach are other places to visit while you're in town.

What’s a vacation rental in North Side like?

Vacation rentals are privately owned properties where you can stay for several days or longer in North Side. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip.