North Side Holiday Rentals : Search Short-Term Rentals

Q: What are some of the best holiday rentals that North Side has to offer?

Cayman Luxury Rentals at 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 The Pink Beach House - Private House and Pool directly on the Beach, Rum Point and CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana .

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Our top choices for North Side holiday rentals

A beach with two white lounge chairs and a blue umbrella.

1. Galleon Villas by Hello Cayman Vacation

Seven Mile Beach

includes taxes & fees

30 Aug - 31 Aug

A resort with a swimming pool, palm trees, and a view of the ocean.

2. Villas Pappagallo 17

West Bay

A pool with clear blue water, a rocky shoreline, and a view of the sea.

3. Cayman Luxury Rentals at Lighthouse Point Residences

Northwest Point

Kirk Thomas

4. Grape Tree Villas 30

Seven Mile Beach

A resort with a swimming pool, lounge chairs, and umbrellas.

5. George Town Villas 116

Seven Mile Beach

6. S1 BP Steps to Beach New A C

West Bay

includes taxes & fees

20 Sept - 21 Sept

An aerial view of a coastal area with a clear blue sea, a sandy beach, and buildings along the coastline.

7. The Grove 33 in Grand Cayman

Seven Mile Beach

includes taxes & fees

3 Sept - 4 Sept

A modern living room with a large glass door leading to a balcony with a view of the ocean.

8. Sunset Point 29 in West Bay

Northwest Point

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Top North Side Hotel Reviews

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

10/10 Excellent

"Perfect for our group of 9 girls who have traveled together for the last 16 years…we love the openness of the space that allows us all to easily be together…mornings together is what we cherish the most. Thank you for a memorable vacation."

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

10/10 Excellent

"Beautiful modern well stocked house. Immaculately maintained. The pier was a family favorite and we were able to view an abundance of sea life. Definitely recommend this lovely house and it’s quiet location for a fun family vacation."

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH

10/10 Excellent

"We spent the week of Aug 3 at this beach front villa on the North End. The views of the ocean from the living room & upstairs master bedroom were breathtaking. The villa was spacious, clean & had plenty amenities, including beach towels, beach chairs & an umbrella to take to other beach excursions like 7 mile beach. The kitchen was stocked with all the kitchenware you need to cook in & water toys to enjoy the ocean. The beach patio had a nice table & chairs, as well as loungers and the water is steps away. We love the North & East Ends for the peace & quiet, but also for the amazing snorkeling. You’ll need water shoes because it’s rocky but that’s where you find great snorkeling.We recommend having a rental car. There is a little grocery store right down the road that had everything we needed for food. It also sold spirits, wine and beer. Rum Point, Starfish Point & Kaibo restaurants are close by, as are a few restaurants, such as Over the Edge. We did 2 day trips to 7 mile beach area & the West End. There is also a ferry you can take. There was sargassum in the ocean on some days, none on others. This has nothing to do with the villa or location. It’s impacting a lot of islands in the Caribbean & Mexico. We just went with the flow. I highly recommend this villa & hope to return again."

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

10/10 Excellent

"This property was even better than the photos and description because it's just too amazing to capture in pictures or words. We loved the location, the quiet and peace it provided, the screened porch was perfect (go away mosquitos) and the view plus quick walk out to the beach. The hosts have thought of everything in the home and we would definitely stay here again."

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?

Cayman Luxury Rentals at 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 The Pink Beach House - Private House and Pool directly on the Beach, Rum Point and CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana.

How many holiday rentals are there in North Side?

With 111 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.

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Our top choices for North Side holiday rentals