A sandy beach with palm trees and a clear blue sea.

North Side Vacation Rentals

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Our top choices for North Side vacation rentals

1. The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point

The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point
North Side
9.6 out of 10, Exceptional, (15 reviews)
"The host was absolutely wonderful - very quick to respond and super helpful. Highly recommend for a quiet, laid-back vacation!!! "
United States
Jami G.
The price is CA $305
CA $546 total
includes taxes & fees
Oct 20 - Oct 21
The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point

2. Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise
4.0 star property
North Side
9.8 out of 10, Exceptional, (43 reviews)
"Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place."
Canada
Mustapha
Cayman Luxury Rentals at Ocean Paradise

3. Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach
Bt
9.4 out of 10, Exceptional, (10 reviews)
"Had a great stay"
United States
Annette
The price is CA $126
CA $276 total
includes taxes & fees
Oct 20 - Oct 21
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

4. Country Road, Take me Home- your own Island Cottage!

Country Road, Take me Home- your own Island Cottage!
Savannah
9.2 out of 10, Wonderful, (16 reviews)
"Great location’"
Canada
Renee M.
The price is CA $156
CA $257 total
includes taxes & fees
Oct 20 - Oct 21
Country Road, Take me Home- your own Island Cottage!

5. Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.4 out of 10, Very good, (31 reviews)
"Quiet and convenient, was exactly what we needed for a nights stay!!!!"
United States
Matt D.
The price is CA $198
CA $240 total
includes taxes & fees
Oct 20 - Oct 21
Slice of Paradise- 2 mins from Spotts Beach!

6. Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands
Savannah
9.8 out of 10, Exceptional, (11 reviews)
"Excellent stay! "
United States
Emma
The price is CA $178
CA $325 total
includes taxes & fees
Nov 2 - Nov 3
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

7. Casa de Bells 3

Casa de Bells 3
Patricks Island
The price is CA $212
CA $388 total
includes taxes & fees
Oct 24 - Oct 25
Casa de Bells 3

8. Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking
George Town
9.8 out of 10, Exceptional, (71 reviews)
"The host was really nice and the stay was perfect"
United States
luis M.
The price is CA $212
CA $387 total
includes taxes & fees
Oct 20 - Oct 21
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

9. Beautiful one bedroom apartment

Beautiful one bedroom apartment
Savannah
9.6 out of 10, Exceptional, (17 reviews)
"The location is in a quiet neighborhood in the middle of the island, so easy to get to anywhere. Also close to Spotts Beach for snorkeling. The hosts were very friendly and helpful. "
United States
Stephanie H.
The price is CA $212
CA $391 total
includes taxes & fees
Oct 26 - Oct 27
Beautiful one bedroom apartment

10. Relaxing, tastefully decorated one-bedroom unit with all modern facilities

Relaxing, tastefully decorated one-bedroom unit with all modern facilities
Savannah
9.6 out of 10, Exceptional, (5 reviews)
"Was exactly how pictures show. Nice quiet relaxing location. If you dont need a pool this location for you. Plus owners are really nice and had beech chairs, umbrella and snorkel smasks in closet to use."
United States
theodor
The price is CA $212
CA $473 total
includes taxes & fees
Nov 6 - Nov 7
Relaxing, tastefully decorated one-bedroom unit with all modern facilities

11. Cozy 1-Bed, Pool + Sea and Dining close by

Cozy 1-Bed, Pool + Sea and Dining close by
South Sound
10.0 out of 10, Exceptional, (1 review)
"Great room with full kitchen and bedroom. Laundry machines and dishwasher works greatPool was very refreshing and both times we used it there was no ine else in it. Short drive to seven mile and very close to grocerie store as well"
United States
brett r.
The price is CA $131
CA $351 total
includes taxes & fees
Oct 23 - Oct 24
Cozy 1-Bed, Pool + Sea and Dining close by

12. Cayman Luxury Rentals at Coral Bay

Cayman Luxury Rentals at Coral Bay
3.0 star property
Savannah
The price is CA $723
CA $1,205 total
includes taxes & fees
Nov 4 - Nov 5
Cayman Luxury Rentals at Coral Bay

13. 1BD 1.5BA Convenient and Cosy Apartment with Pool

1BD 1.5BA Convenient and Cosy Apartment with Pool
George Town
9.6 out of 10, Exceptional, (4 reviews)
"Really enjoyed it, the place was very clean and comfortable. "
United States
mauricio o.
The price is CA $86
CA $296 total
includes taxes & fees
Oct 22 - Oct 23
1BD 1.5BA Convenient and Cosy Apartment with Pool

14. Oceanfront Peace 2BR with Wave Views

Oceanfront Peace 2BR with Wave Views
Patricks Island
The price is CA $233
CA $262 total
includes taxes & fees
Oct 20 - Oct 21
Oceanfront Peace 2BR with Wave Views

15. Pease Bay House Cayman Islands

Pease Bay House Cayman Islands
Grand Cayman
10.0 out of 10, Exceptional, (1 review)
"The house itself was absolutely beautiful and the location on the beach with both sunrise and sunset views was incredible. We have 4 children and had another family joined us with their 2 children and we had the best time. Lots of clean sandy beach area to play, plus fun coral area to explore. Be sure to bring water shoes to make it easy to explore. Host was super helpful with recommendations and response time was very quick. We truly enjoyed our stay!"
United States
Aileen R.
The price is CA $8,654
CA $12,108 total
includes taxes & fees
Oct 20 - Oct 21
Pease Bay House Cayman Islands

16. Villas Pappagallo 17

Villas Pappagallo 17
2.0 star property
West Bay
10.0 out of 10, Exceptional, (1 review)
"I love being able to walk out of my room straight on to the beach, this place is at the most northern point on the island, you can watch the sun rise and sunset, it’s not a commercial headache, far away from the regular tourists"
United States
Andrew
The price is CA $151
CA $466 total
includes taxes & fees
Oct 20 - Oct 21
Villas Pappagallo 17

17. Waterfront Sanctuary Cove, 2Bed 2Bath, King Bed, Pool, Porch at Grand Harbour.

Waterfront Sanctuary Cove, 2Bed 2Bath, King Bed, Pool, Porch at Grand Harbour.
Grand Harbour
10.0 out of 10, Exceptional, (2 reviews)
"Excellent communication with Craig. He responded to all inquiries and questions very quickly. Just an overnight stay but convenient to airport. Highly recommend this host."
United States
Bill K.
The price is CA $382
CA $590 total
includes taxes & fees
Oct 30 - Oct 31
Waterfront Sanctuary Cove, 2Bed 2Bath, King Bed, Pool, Porch at Grand Harbour.

18. Cozy Studio Steps from the Beach

Cozy Studio Steps from the Beach
West Bay
10.0 out of 10, Exceptional, (5 reviews)
"The property was clean and had plenty of amenities. It was a pleasure to stay there. Great location. The host was great-very communicative-much appreciated!"
United States
Lori
The price is CA $162
CA $302 total
includes taxes & fees
Oct 24 - Oct 25
Cozy Studio Steps from the Beach

19. Villa Steps From The Sand

Villa Steps From The Sand
West Bay
10.0 out of 10, Exceptional, (53 reviews)
"The condo and location were perfect for our family vacation!"
United States
Meghann R.
The price is CA $227
CA $569 total
includes taxes & fees
Oct 20 - Oct 21
Villa Steps From The Sand

20. Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach

Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach
West Bay
10.0 out of 10, Exceptional, (1 review)
"Absolutely loved the place. Great location. Clean. Couldn’t think of anything to complain about. Will definitely rent again when we come back this way."
United States
Summer
The price is CA $117
CA $377 total
includes taxes & fees
Oct 25 - Oct 26
Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!: This highly rated vacation home rental in North Side is located on the beach and has an outdoor pool, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Other favorite homes for rent in North Side are Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes. and CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana.

How many vacation rentals are there in North Side?

With 110 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 Cayman Kai Public Beach are a couple of lovely local spots to get outside and enjoy nature. Starfish Point and Rum Point Beach 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.