North Side Vacation Rentals from $690: Search Short-Term Rentals

Q: 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 BEACHFRONT w/ Private Dock-50 ft Pool-Theatre and Coco Kai Beach Front Villa with Heated Pool and Private Dock .

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In two weeks

In two months

In three months

In four months

Our top choices for North Side vacation rentals

Ocean Paradise

North Side

Ashley

$1,044 nightly

Feb 14 - Feb 15

Total with taxes and fees

On The Bay

North Side

Nick

$636 nightly

Feb 5 - Feb 6

Total with taxes and fees

Private beach, white sand, free beach cabanas, sun loungers

Galleon Villas by Hello Cayman Vacation

Seven Mile Beach

Yaman

$969 nightly

Jan 30 - Jan 31

Total with taxes and fees

Cayman Luxury Rentals at One Canal Point

Seven Mile Beach

Kathleen

$904 nightly

Feb 3 - Feb 4

Total with taxes and fees

Cayman Luxury Rentals at The Grove

Seven Mile Beach

Irina

$719 nightly

Feb 9 - Feb 10

Total with taxes and fees

S1 BP Steps to Beach

West Bay

$525 nightly

Feb 2 - Feb 3

Total with taxes and fees

Luxury Condo, 3 Bedrooms, Beachfront | Balcony

Cayman Luxury Rentals at Sunset Cove

Seven Mile Beach

$2,323 nightly

Feb 15 - Feb 16

Total with taxes and fees

Lighthouse Point Residences

Northwest Point

Danette

$1,042 nightly

Feb 2 - Feb 3

Total with taxes and fees

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Top North Side Hotel Reviews

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

10/10 Excellent

"House was very clean and with beautiful outdoor spaces. The cottage is newer and the original house is bigger, plenty of room for our group of 13 age range 7 to 74. It was nice to have different activities amd relaxing spaces for everyone (bags, soccer, pool, beach, different lounge areas). The hosts were very attentive and gave us lots of information about how to enjoy the island and were available to answer any questions we had about adjusting our itinerary or dinner recommendations. The available concierge service was great. After a day of travel, having groceries already delivered and a meal catered at home were wonderful. Chef Stefano made an amazing meal. Note that I'd describe the bunk room differently, it's two bunk beds total eith queen botton and twin top; to me the listing reads like two twin bunks and separately two queens. This wasnt an issue for us but consider as you plan sleeping arrangements for big groups. "

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

10/10 Excellent

"We really enjoyed our stay at Azure Breeze. It was a quiet, private location on the island and our family was able to enjoy time together there. We appreciated the restaurants and activities on Rum Point and it was way less touristy than the other side of the island. Our host was super responsive and gave us great tips on what to do and see on the island. "

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

10/10 Excellent

"This place was perfect for our two families with kids. The pool, pickleball court, and pirate's nest provided plenty of options for the kids. The two separate bedrooms on the lower level were also nice for those that wanted to sleep in. I also really enjoyed the screened in lower area to relax in and listen to the sounds of the ocean. The property location was also nice that it was away from the busy part of the island, yet still close enough (5 min drive) to some kid friendly beaches. Rum Point beach and Starfish Point were nice options for the kids to play in the sand and water. "

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

10/10 Excellent

"We cannot say enough good things about this property. Everything was great. They have the house fully stocked with linens, towels, games, bikes, snorkeling gear, kayaks, everything you would need in a kitchen and more. The host communicated from the time we booked (provided a document on where to go for drinks & eats and sights to see) through our stay there. "

Breathtaking view

10/10 Excellent

"Highly recommend this place. Well-equipped (we cooked all our meals here without issues) with direct access to a beautiful calm beach. We went during peak season and it was still very quiet. Beach had loungers and palms for shade, so basically everything we needed for 4 days of relaxation. I had a few questions for the host while we were there and she was very quick to respond. A great experience overall."

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

10/10 Excellent

"House is laid out perfectly for our group of 14 with three children and eleven adults. Beach was very private and water was great for swimming, and Rum Point is very close. We dove , snorkeled, kayaked and enjoyed the surrounding restaurants and shops. We will return and hardily recommend SeaSeaSea to others."

Price trends for vacation rentals in North Side

Less expensive	More expensive	Next month
September	January	$533

Month	Price
January	$541
February	$533
March	$536
April	$458
May	$407
June	$451
July	$447
August	$436
September	$406
October	$409
November	$437
December	$538

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in North Side. Select dates and complete search for nightly totals inclusive of taxes and fees.

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit North Side in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $690 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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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 BEACHFRONT w/ Private Dock-50 ft Pool-Theatre and Coco Kai Beach Front Villa with Heated Pool and Private Dock.

How many vacation rentals are there in North Side?

With 109 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.

North Side Vacation Rentals

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Check prices for these dates

Our top choices for North Side vacation rentals

Ocean Paradise

On The Bay

Galleon Villas by Hello Cayman Vacation

Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at The Grove

S1 BP Steps to Beach

Cayman Luxury Rentals at Sunset Cove

Lighthouse Point Residences

George Town Villas 116

Cocoplum 9 in George Town

George Town Villas 118

George Town Villas 117

Cocoplum 10 in George Town

Villas of the Galleon 6

The Grove 33 in Grand Cayman

S4 BP Steps to Beach

S3 BP Steps to Beach

S2 BP Steps to Beach

Find vacation rentals that suit your style

Top North Side Hotel Reviews

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

Price trends for vacation rentals in North Side

Find out more about North Side

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