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

North Side Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for North Side vacation rentals

A beach with palm trees, a hammock, and a clear blue sky.

1. On The Bay

On The Bay
4.0 star property
North Side
10.0 out of 10, Exceptional, (12 reviews)
"Looking forward to going back! "
United States
Elizabeth
$473 nightly
The price is $505
Dec 1 - Dec 2
Total with taxes and fees
On The Bay
A beach scene with a thatched umbrella and a lounge chair on the sand.

2. 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.
$341 nightly
The price is $369
Nov 5 - Nov 6
Total with taxes and fees
The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point
A beach with white lounge chairs and a palm tree.

3. Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool
North Side
9.4 out of 10, Exceptional, (13 reviews)
"Our 3rd visit here, always good, love the property and location."
United States
Anonymous traveler
$501 nightly
The price is $527
Dec 1 - Dec 2
Total with taxes and fees
Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool
A beach with palm trees, a hammock, and lounge chairs.

4. "Mai Kai" Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II

"Mai Kai" Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II
Rum Point
10.0 out of 10, Exceptional, (62 reviews)
"We had a fabulous stay and enjoyed the time we spent there."
United States
Michelle G.
$420 nightly
The price is $451
Nov 21 - Nov 22
Total with taxes and fees
"Mai Kai" Recently renovated Oceanfront Ground Floor Condo - Kaibo Yacht Club II
A coastal view with a beach, palm trees, and a gazebo.

5. 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
$177 nightly
The price is $186
Nov 5 - Nov 6
Total with taxes and fees
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach
Beach

6. 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.
$173 nightly
The price is $173
Nov 5 - Nov 6
Total with taxes and fees
Country Road, Take me Home- your own Island Cottage!
Interior

7. 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.
$163 nightly
The price is $163
Nov 5 - Nov 6
Total with taxes and fees
Slice of Paradise- 2 mins from Spotts Beach!
A modern two-story house with a well-lit entrance, a small front yard, and a driveway.

8. 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
$217 nightly
The price is $217
Nov 16 - Nov 17
Total with taxes and fees
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands
A two-story house with a beige facade, large windows, and a brick driveway.

9. Casa de Bells 3

Casa de Bells 3
Patricks Island
$245 nightly
The price is $265
Nov 10 - Nov 11
Total with taxes and fees
Casa de Bells 3
A two-story house with a swimming pool in the foreground.

10. 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.
$245 nightly
The price is $265
Nov 10 - Nov 11
Total with taxes and fees
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking
A building with a pink facade, a well-maintained garden with artificial grass and potted plants, and a palm tree.

11. 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.
$235 nightly
The price is $253
Nov 8 - Nov 9
Total with taxes and fees
Beautiful one bedroom apartment
A round glass table with a bottle and two glasses, surrounded by a white fence and greenery.

12. 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
$299 nightly
The price is $319
Nov 17 - Nov 18
Total with taxes and fees
Relaxing, tastefully decorated one-bedroom unit with all modern facilities
A resort with a swimming pool, palm trees, and a view of the ocean.

13. 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
$313 nightly
The price is $354
Nov 5 - Nov 6
Total with taxes and fees
Villas Pappagallo 17
A beach with white lounge chairs, palm trees, and a clear blue ocean.

14. Cayman Luxury Rentals at Coral Bay

Cayman Luxury Rentals at Coral Bay
3.0 star property
Savannah
$813 nightly
The price is $919
Nov 30 - Dec 1
Total with taxes and fees
Cayman Luxury Rentals at Coral Bay
A bathroom with a white sink, a mirror, and a towel hanging on the wall.

15. 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.
$290 nightly
The price is $290
Nov 13 - Nov 14
Total with taxes and fees
1BD 1.5BA Convenient and Cosy Apartment with Pool
A resort with multiple buildings, each with a red-tiled roof, surrounded by well-maintained gardens and palm trees, overlooking a calm sea.

16. Quiet Ground-Floor Beachfront 1BR w/ Pool

Quiet Ground-Floor Beachfront 1BR w/ Pool
West Bay
10.0 out of 10, Exceptional, (1 review)
"Perfect and a great price."
Canada
Jamie S.
$289 nightly
The price is $302
Nov 5 - Nov 6
Total with taxes and fees
Quiet Ground-Floor Beachfront 1BR w/ Pool
A wooden boardwalk leading to a gazebo by the beach.

17. Oceanfront Peace 2BR with Wave Views

Oceanfront Peace 2BR with Wave Views
Patricks Island
$220 nightly
The price is $220
Nov 17 - Nov 18
Total with taxes and fees
Oceanfront Peace 2BR with Wave Views
A beach with clear turquoise water and a sandy shore.

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
$272 nightly
The price is $272
Nov 5 - Nov 6
Total with taxes and fees
Cozy Studio Steps from the Beach
A row of colorful houses reflecting on calm water, with a cloudy sky above.

19. Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
Grand Harbour
9.8 out of 10, Exceptional, (6 reviews)
"The photos on the site do not do this condo justice. It is much nicer then the photos make it look. Really clean, had plenty of towels, quite spacious, nice little deck looking at the water, convenient to shops and restaurants and lovely pool. Would definitely stay here again! "
United States
Cynthia
$270 nightly
The price is $295
Nov 16 - Nov 17
Total with taxes and fees
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
A starfish on a clear sandy beach with turquoise water and a clear sky.

20. S4 BP | Steps to Beach | Save 15% if Book Non-Refundable

S4 BP | Steps to Beach | Save 15% if Book Non-Refundable
West Bay
9.8 out of 10, Exceptional, (30 reviews)
"We were very pleased with our stay and highly recommend!"
United States
Evan E.
$248 nightly
The price is $267
Nov 5 - Nov 6
Total with taxes and fees
S4 BP | Steps to Beach | Save 15% if Book Non-Refundable
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

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

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

10/10 Excellent
"Great property for a family. We had an excellent time. Short of a beach, it provides all amenities both inside and outside. Great location with easy access to the surrounding restaurants and Rum point. Everything was as advertised. I highly recommended."
Hisman P. 5-night trip
Posted 13 hours ago
# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock

Price trends for vacation rentals in North Side

Less expensive
More expensive
This month
Next month
September
March
$369
$432
Month
Price
January
$535
February
$550
March
$572
April
$393
May
$368
June
$351
July
$357
August
$316
September
$305
October
$332
November
$369
December
$432
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 $505 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.

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.