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North Side Vacation Rentals

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Vacation Rentals in North Side

# 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

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

10.0 out of 10, Exceptional, (73)
"This was the perfect property for a large group or family. Beautiful views, every amenity you could ask for and a beautiful home! The northside is very laid-back and quiet with lots of great options around for eating out. Nothing is more than 45 minutes away if you want to go into town to shop or visit seven Mile Beach or any of the other touristy areas. Definitely going to book this one again!"
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Ocean Paradise

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

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

9.8 out of 10, Exceptional, (173)
"We enjoyed our stay and this home is lovely! "
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

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

9.6 out of 10, Exceptional, (39)
"great location, great view, spacious rooms!"
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

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

2.0 star property
10.0 out of 10, Exceptional, (23)
"We had an amazing stay at the villa. Check in was great and easy. "
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

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

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

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

10.0 out of 10, Exceptional, (47)
"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."
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

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

10.0 out of 10, Exceptional, (45)
"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

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

9.8 out of 10, Exceptional, (72)
"Great place... and every detail that you might need... was there for us to enjoy. :)"
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

🏝️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‼️

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

10.0 out of 10, Exceptional, (54)
"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

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

On The Bay

4.0 star property
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!"
On The Bay

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

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

10.0 out of 10, Exceptional, (69)
"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! "
Villa Bellagio-Beautiful Beachfront Beach Home in Cayman Kai with large pool

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

10.0 out of 10, Exceptional, (39)
"All the good reviews on this property are accurate. New pool was great and owner very acvomodating. "
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

The Bay with 500 Feet of BeachFront and 2 Cottages

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...
The Bay with 500 Feet of BeachFront and 2 Cottages

Hilltime: Beach House w/Pool, Backyard Snorkeling & Oceanfront Terraces in Rum Point!

10.0 out of 10, Exceptional, (28)
"We were not the first to arrive so our son handled the check in, so I can't vote on that. The facility is very beautiful, very clean and has everything needed for us to enjoy our time there. We used snorkel masks and fins and two kayaks from the welcome center which family members enjoyed. Our nephew lives in Georgetown so we got to spend time with him and other family members which was wonderful. Overall, it was a wonderful visit."
Hilltime: Beach House w/Pool, Backyard Snorkeling & Oceanfront Terraces in Rum Point!

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
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the North Side vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

North Side vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of North Side vacation 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 vacation 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 vacation.

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 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 The Pink Beach House - Private House and Pool directly on the Beach, Rum Point and Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!.

How many vacation rentals are there in North Side?

With 115 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 Queen Elizabeth II Botanic Park 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.