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North Side Holiday Rentals

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Holiday Rentals in North Side

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

10.0 out of 10, Exceptional, (2)
"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...
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

Ocean Paradise

4.0 star property
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
Ocean Paradise

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

9.8 out of 10, Exceptional, (72)
"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 "
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

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

10.0 out of 10, Exceptional, (48)
"The home was exactly as advertised, we couldn't have asked for better accommodations, the property was stunning. We all enjoyed our stay and look forward to going back "
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

Coco Kai Beach Front Villa with Heated Pool and Private Dock

10.0 out of 10, Exceptional, (90)
"Place was exactly what we needed for a relaxing vacation!"
Coco Kai Beach Front Villa with Heated Pool and Private Dock

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

9.8 out of 10, Exceptional, (18)
"We had a fantastic time at this gorgeous, peaceful property. Highly, highly recommend!"
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH

10.0 out of 10, Exceptional, (66)
"Great stay, clean and easy."
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH

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

9.6 out of 10, Exceptional, (41)
"We were here for a family wedding. We had a very nice time. Everything was as "
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

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

10.0 out of 10, Exceptional, (29)
"Love the location! "
# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock

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

2.0 star property
10.0 out of 10, Exceptional, (24)
"The property was wonderful. Beautiful location and all as described! We look forward to returning. Snorkeling was amazing just off property and we often felt we had the beach to ourselves. "
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

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

10.0 out of 10, Exceptional, (69)
"Had an amazing stay to do our wedding renewal after 50yrs of marriage. Amazing home on the beach. "
Villa Bellagio-Beautiful Beachfront Beach Home in Cayman Kai with large pool

🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️

9.8 out of 10, Exceptional, (40)
"Our second stay at this property and it never disappoints. Great communication and very responsive. Love Rum Point and the north shore. "
🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️

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

9.8 out of 10, Exceptional, (175)
"Such a great home to stay at. Location is very convenient to Rum Point, Kaibo and Starfish point. Home is equipped for cooking any meal you want. The hammock out back is a crowd pleaser. Just amazing!"
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar

9.8 out of 10, Exceptional, (53)
"Had a great time! Communcations with everyone was good. Located on the north side. Called the Quiet Side. Very relaxing. The pool was an excellent plus. First time here with my family. There were 7 of us. Plenty of room. Thank you Fred and Sabine for sharing with us. God bless. Craig"
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar

Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

3.0 star property
10.0 out of 10, Exceptional, (3)
"Well kept property with all the amenities. The pool is stunning. We will be back "
Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

10.0 out of 10, Exceptional, (74)
"This was one of our best vacations yet. I have been gifting my family with a surprise family vacation for christmas for 10 years instead of stuff.The house was great. It was well stocked, we needed nothing. Location? Perfect. The kids loved the pool and the kayaks and the fire pit where we did the s'mores that were in a basket for us upon arrival. Management was one of the best we have dealt with. We will be back for sure. "
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

10.0 out of 10, Exceptional, (39)
"This was an easy and relaxing stay. Communication was excellent with the owners. The home had all we needed and more! "
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

10.0 out of 10, Exceptional, (47)
"We had the best week at Garden of the Kai! The home had everything we needed and was extremely comfortable and quiet. The beach was perfect for our family and we had it to ourselves quite a bit. When we didn’t, we enjoyed getting to know a few other families. Overall it was a wonderful stay with wonderful memories made! "
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

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

10.0 out of 10, Exceptional, (56)
"Enjoyed a long weekend with family and the house was amazing. Very clean and has everything you need. Having a pool was a bonus. Highly recommend and would like to rent again in the future. "
Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

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

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

Find out more about North Side

Find out more about North Side

Everything you need to know about North Side holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the North Side holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect North Side holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

North Side holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in North Side. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A North Side holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of North Side holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on North Side rentals

At Expedia, we put the best North Side holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top North Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream North Side holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around North Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in North Side?

Yes, there are holiday rentals in North Side close to Queen Elizabeth II Botanic Park, or you can select a more 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 are some of the best holiday rentals that North Side has to offer?

Ocean Paradise: This highly rated holiday home rental in North Side is located by the ocean, and has an outdoor pool, a private balcony and a BBQ 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 that you can cook with friends or family. It offers a terrace, a private garden and a selection of games so that you can immerse yourself in your holiday. Some other homes for rent in North Side include Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes. and Coco Kai Beach Front Villa with Heated Pool and Private Dock.

How many holiday rentals are there in North Side?

With 114 Expedia holiday rentals, you're guaranteed to find just the right place for your North Side stay.

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

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

What’s a holiday rental in North Side like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in North Side. Holiday rentals offer extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for families.