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Holiday Rentals in North Side

"We had an amazing stay at the villa. Check in was great and easy. "

"great location, great view, spacious rooms!"

On the beach, sun-loungers, beach towels

"We had the perfect vacation! The house is well appointed, taken care of, and a lot of little extra touches. The views are incredible and it is a lot of fun to just kayak and snorkel right off the beach."

"Love the location! "

"Place was exactly what we needed for a relaxing vacation!"

"Our family had a wonderful week stay at Coral Loft. The house was beautiful. We cooked several meals and appreciated the fact that the kitchen was well stocked with supplies. Having your own private pool right outside your back door was wonderful. The beach and ocean are only a few steps away. Maya and her crew were extremely helpful. She provided us pointers on local activities and even helped us find local fish, which we cooked on the grill.We would highly recommend Coral Loft !"

"The house was perfect for my family. We had 15 people and we had plenty of room. The movie room and arcade was great for our teens and young adults. Communication was quick and helpful. We all loved our time there and want to come back. We made awesome family memories. "

"The house was absolutely beautiful. It had everything you could possibly need. Very easy to communicate with host. We loved being able to visit Cayman without paying the prices of 7 mile beach. "

On the beach, white sand, free beach cabanas, sun-loungers

"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!"

"Wonderful property! We enjoyed our stay very much! "

"This place is becoming like a second home to us because we have stayed here multiple times now. Planning our trips to Grand Cayman now is so easy because I don’t even have to think about where to stay!"

"The house accommodated our family perfectly: snorkeling in the backyard was fabulous, kitchen was well equipped, paper products and soaps in bathrooms were a plus, and hosts were quick to reply to any questions/concerns we had. "

"Great vacation with the family. Rum Point is a on the quiet side of the island, but what we wanted. Great snorkeling in the backyard."

"We enjoyed our stay and this home is lovely! "

"A wonderful home on the north shore. Pool, pickleball and great house made for a great week. Easy access to all of the north shore activities. "

"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...

"Our second stay at this property and it never disappoints. Great communication and very responsive. Love Rum Point and the north shore. "

"This was one of the most relaxing and enjoyable vacations I’ve ever had. Rum Point is the perfect place to stay - quiet, great sand, sun and fun. The house is perfect - so clean, private beach, kayaks, SUP. This will be our go to place in Cayman! "

"This house is very clean and well appointed. We really enjoyed our visit. The beach is perfect and the area is wonderful for a family vacation."

"Great property. Very clean. Spectacular snorkeling right off the back porch. Incredible sunrises. "

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Top North Side Hotel Reviews

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

10/10 Excellent

"We had an amazing vacation at this property. It was perfect for us and great access to everything we wanted to do. Water tours picked us up at our dock and kids loved all. We will be back!"

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

10/10 Excellent

"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 drive to the other side of the island every day, sometimes twice - it was well worth staying where it was more quiet and so many less people. For anyone concerned about bugs - do not be. We had one night where the mosquitos were out, but the screen porch - maybe our favorite room of the whole house, was the perfect solution. All nine guests left without a single bite. Overall - highly recommended. Thanks again, Maya!! "

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

10/10 Excellent

"Over many years and many iterations of our family, we have stayed in several types of accommodations. Reef Romance was one of the best. Having a private bathroom for each of us was very nice! The bedrooms were all adequate, the master was huge! The common areas - livingroom, diningroom/kitchen allowed us to be together as much as we wanted. Several nights we all watched movies together. Fixing meals was often a family affair and that was nice for three generations to share.Needless to say, after 25 years we still love "coming home" to North Side. It is convenient for everything we need and want and allows us to foray into the far reaches of the island when we want to.The only slight drawback is that the water was so shallow. Granted, we were there at a full moon time (and tide) so that meant for low lows and less water. But notes in the guest book indicated we were not the only ones having trouble getting out to snorkel.I won't mention the Sargassum because anyone coming to Grand Cayman knows it can be an issue. You deal with it, sometimes by going to other beaches. It's not a deal killer for us. Though we do remember the times when the waters teemed with fish and there was no Sargassum. Every place changes over a quarter of a century.Would we go back to North Side - you bet! Would we stay at Reef Romance - it's on the list of places to check when we make our next plans!"

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

10/10 Excellent

"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!!"

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

10/10 Excellent

"Coral Vista is a wonderful home for a large family vacation. We were a 3 generation family of 15 ranging in ages from 22 to 79. The house is beautiful. We loved the arrangement of the bedrooms on both the 1st and 2nd floors opening up to the livingroom and kitchen area so we were all always together. The living area is so large that we were never crowded. There is so much to do in the house: games, tv, pool table. Everything you could want is in the house: 4 washers and dryers, 2 refridgerators, 2 ovens, 2 dishwashers, a coffee station, a microwave, sink, and garbage disposal. Plus the house has soaps and shampoos, toilet paper, laundry detergent, and dryer sheets. Outside, the pool is the best ever! We spent so much time in the water, either using the many pool toys provided or relaxing along the infinity wall listening to the ocean waves. We loved the kayaks and the snorkels. Everything you need is provided. We enjoyed a nighttime bonfire by the ocean using the provided firepit. Early risers would relax, read, and enjoy the breeze under the structure next to the pool. Some of us would tan on top of that structure. The large outdoor grill is perfect for cooking a meal for everyone. So much seating is provided around the pool either in the sun or the shade whichever you choose. Rum Point and Kaibo are only 10 minutes away and great for beaches and eating out. Seven Mile Beach is beautiful and only a 40 minute drive. This is the best vacation home we have ever stayed in!"

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

10/10 Excellent

"This property was just what we had hoped for! A quiet retreat right on the beach when we were done with our daily adventures. Loved that it was located so close to all of the excursions that we had. String Ray city tour, bio bay, starfish point, snorkeling at rum point, Chrystal caves. It is about a 45 min drive to the touristy part of town but worth a trip over to seven mile beach. "

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

10/10 Excellent

"An Unforgettable Stay at So Serene – Grand Cayman Perfection!Staying at So Serene felt like stepping into a dream. The home itself is stunning—immaculately appointed with every detail thoughtfully curated, yet it still feels warm and welcoming, as if a dear friend handed you the keys to their luxurious island retreat.The views are nothing short of breathtaking. Whether you're enjoying your morning coffee or watching the sunset, the endless horizon and turquoise waters leave you in awe. And the snorkeling? Incredible. Just steps from the back door, we encountered lionfish, barracuda, lobster, stingray and a colorful array of marine life that made every swim feel like an adventure. The Kayaks made getting closer to the reef a breeze.This is more than just a vacation rental - So Serene is a true slice of paradise!"

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, apart-hotels, 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 favorite 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 depends 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 you might find 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?

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!: This highly rated holiday home rental in North Side is located on the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Other favourite homes for rent in North Side are Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!! and BEACHFRONT w/ Private Dock-50 ft Pool-Theatre.

How many holiday rentals are there in North Side?

With 112 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?

Grand Cayman Beaches and Rum Point Beach are a couple of lovely local spots to get outside and enjoy nature. Starfish Beach and Mastic Trail South Trailhead 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.

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Holiday Rentals in North Side

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Check prices for these dates

Holiday Rentals in North Side

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

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

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

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

Coco Kai Beach Front Villa with Heated Pool and Private Dock

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

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

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH

On The Bay

Ocean Paradise

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

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

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

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

The Bay with 500 Feet of BeachFront and 2 Cottages

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

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

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

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

Top North Side Hotel Reviews

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

Coco Kai Beach Front Villa with Heated Pool and Private Dock

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

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

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

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

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

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING

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Frequently asked questions