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North Side Holiday Rentals

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Holiday Rentals in North Side

Pool
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
10.0 out of 10, Exceptional, (46)
"This was our third visit to Grand Cayman and this was our favorite property that we have rented. The location was close to many great restaurants, Run point and Starfish beach. The Villa had everything we needed, the owners were very responsive with our questions and made everything so easy. The sandy beach and easy access to the water made it easy to snorkel and kayak. There was ample shade as well as plenty of sunshine- the perfect mix. The beds were very comfortable. We love the quiet and...
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
Outdoor pool
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!
Beach
7th night free, Mi Casa, Su Casa, Beachfront
10.0 out of 10, Exceptional, (122)
"Our stay at Rum Point was amazing! Val and Dave and wonderful hosts and were incredibly communicative. The location was amazing, just steps away from the beach!"
7th night free, Mi Casa, Su Casa, Beachfront
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A heated pool
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
Beach nearby, sun-loungers, beach towels
Beautiful Beachfront Oasis!
10.0 out of 10, Exceptional, (36)
"We had an unforgettable stay at this charming condominium on the north side of Grand Cayman Island, near Rum Point. The highlight was undoubtedly the breathtaking ocean view, we enjoyed morning coffees and evening sunsets on the covered patio. The beautifully appointed kitchen made preparing food a breeze, and the comfortable king-sized bed ensured a restful night's sleep. Our experience was fantastic, and we would highly recommend it for a romantic getaway."
Beautiful Beachfront Oasis!
Outdoor pool
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
Beach
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
Pool
The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.
10.0 out of 10, Exceptional, (78)
"When we got there it was nice to walk into such a clean place and they had the air turned down for our arrival. Check in was easy with Nicole's instructions and we had no trouble finding the place. I can say there is nothing that we didn't like about the condo, the beach, or the location. The beach is nice and sandy. Yes, there is some sea grass on the beach, but it isn't the entire beach area, it doesn't smell, and we just didn't find it to be a big deal. Getting into the water is rocky and...
The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.
On the beach, sun-loungers, beach towels
2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach
10.0 out of 10, Exceptional, (10)
"The unit is clean, well stocked with the appropriate dishes/glasses/pots and pans and a nice assortment of spices etc. Plenty of pool and ocean water toys also in the unit. Linens and towels, beach towels too, were great and well stocked. Stephanie the owner is very responsive and we thank her bunches for a great stay with our kids. Can’t wait to make a return visit. Mike, Janet, Allison, Jack and Sam"
2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach
Outdoor pool
"Tortuga Kai" - 2 BR Oceanfront Condo At Kaibo, Grand Cayman
10.0 out of 10, Exceptional, (73)
"From the first communication, to the check out process this was easy and wonderful. The property was exactly has shown and described. Clean condo, with enough room for 4 adults. 2 nice size bedrooms and baths. Kitchen was well stocked with tools, dishes and glasses. Lots of beach towels to enjoy the great pool (that’s steps away from your door) and ocean. Lovely to have a porch to sit on to enjoy a beverage, food or relax. The property was very well kept outside. Loved the view of the ocean...
"Tortuga Kai" - 2 BR Oceanfront Condo At Kaibo, Grand Cayman
Property grounds
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
10.0 out of 10, Exceptional, (50)
"I'm missing those ocean breezes from the bedroom already! This was a great rental property. We snorkeled every day right outside the back door. We loved the back porch, with shade from the sun. This is the quieter side of the island, which made it really relaxing. We appreciated that the property comes with kayaks and that the pool is also an option. We also loved the botanical gardens, which are nearby. Our favorite restaurant was Tukka, which is about 10 minutes away. Note: There is a small...
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
Private beach, white sand, free beach cabanas, sun-loungers
Galleon Villas by Hello Cayman Vacation
3.5 star property
10.0 out of 10, Exceptional, (128)
"Spacious villas, excellent location on a beautiful beach!"
The price is NZ$954
per night
20 May - 21 May
Galleon Villas by Hello Cayman Vacation
Exercise/lap pool
ONE Canal Point
3.5 star property
10.0 out of 10, Exceptional, (68)
"The only drawback was crossing a busy highway like road to get to the beach and shopping"
ONE Canal Point
On the beach, sun-loungers, beach towels
Stunning Ocean View Condo steps to 7 Mile Beach-Ground Floor!
10.0 out of 10, Exceptional, (19)
"This condo was great for our family. Everyone had their own space. The screened in porch was nice for breakfast and evenings. The beach is small and rocky but seven mile beach is a short walk or drive. There was an umbrella and a couple beach chairs as well as coolers for the beach. We had an amazing week exploring Grand Cayman."
Stunning Ocean View Condo steps to 7 Mile Beach-Ground Floor!
Beach
2 Bedroom Condo Seven Mile Beach -Sunset Cove - Newly Renovated
10.0 out of 10, Exceptional, (54)
"The condo was clean, nicely decorated and a great location! Our hosts were friendly and easy to communicate with. Having a local phone available was a pleasant surprise and came in handy. We would stay here again if we come back."
The price is NZ$978
per night
1 Jun - 2 Jun
2 Bedroom Condo Seven Mile Beach -Sunset Cove - Newly Renovated
A heated pool, pool loungers
Private 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool Pavilion
10.0 out of 10, Exceptional, (83)
"We had an amazing stay at this condo! The location is unbeatable - just a short walk away from the beach, which was perfect for our family. The place was exactly as described and shown in the pictures, and it exceeded our expectations. The host was incredibly helpful and responsive, making sure we had everything we needed for a comfortable stay. The kids loved the nearby attractions, and we enjoyed the convenience of shops and restaurants within walking distance. The space was clean,...
The price is NZ$3,143
per night
21 May - 22 May
Private 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool Pavilion
Property grounds
Stunning ,Coastal Chic, apartment in the Heart of 7 mile Beach.
10.0 out of 10, Exceptional, (97)
"I would stay here 100x over. Shevaun and family are the nicest kindest people ever. The place was so wonderful and I wish I lived there. Super easy to get to the beach and to restaurants and grocery store. The property had all the things and more. And I love that it’s called mango trees. I love mangoes and I love trees."
Stunning ,Coastal Chic, apartment in the Heart of 7 mile Beach.
Property grounds
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....
Pool
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
9.8 out of 10, Exceptional, (150)
"Everything was clean, linens were soft and comfortable, there were kayaks and snorkel equipment aplenty ~ The pool was fantastic and the beach was perfect. Loved all aspects and will definitely return!"
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Beach nearby, beach towels
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,
9.8 out of 10, Exceptional, (34)
"The house and grounds are very clean and well maintained. The kitchen is well stocked and having the extra kitchen downstairs was wonderful. We really enjoyed every minute"
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,
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See all available properties in North Side
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 types of properties in North Side you may be interested in

Outdoor pool
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!
Pool
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
9.8 out of 10, Exceptional, (150)
"Everything was clean, linens were soft and comfortable, there were kayaks and snorkel equipment aplenty ~ The pool was fantastic and the beach was perfect. Loved all aspects and will definitely return!"
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Pool
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
9.8 out of 10, Exceptional, (47)
"We all had a wonderful stay!"
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our North Side holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up North Side. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in North Side. Seeing all the best attractions is bound to make you fall in love with North Side. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in North Side short-term rentals, that won’t be hard to do.

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?

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point: This highly rated holiday home rental in North Side is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Other favourite homes for rent in North Side are Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar, and SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point .

How many holiday rentals are there in North Side?

With 139 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 Star Fish Point are a couple of lovely local spots to get outside and enjoy nature. Rum Point Beach and Starfish 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.

Recent reviews of North Side properties
Expedia verified reviews

The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

5/5 Excellent
"Front lobby furniture, especially sectional couch, needs to be replaced as well as other furniture."
A verified traveller stayed at The Westin Grand Cayman Seven Mile Beach Resort & Spa
Posted 3 days ago
The Westin Grand Cayman Seven Mile Beach Resort & Spa