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

North Side Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for North Side vacation rentals

1. Stunning beachfront condo. Relax, Enjoy, Sunset, RumPoint, Pool & Heated Jacuzzi

Stunning beachfront condo. Relax, Enjoy, Sunset, RumPoint, Pool & Heated Jacuzzi
Grand Cayman
10.0 out of 10, Exceptional, (18 reviews)
"Gosh, the host communicated well, we enjoyed the rum cake treat too! The condo was very clean, updated and all systems worked perfectly! We enjoyed the people that stayed around us and the beach and Kaibo resort was nice to have by. We would definitely stay in this C25 again! Very pleased!"
United States
Susie H.
The price is CA $348
CA $654 total
includes taxes & fees
Sep 15 - Sep 16
Stunning beachfront condo. Relax, Enjoy, Sunset, RumPoint, Pool & Heated Jacuzzi

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.
The price is CA $298
CA $533 total
includes taxes & fees
Sep 12 - Sep 13
The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point

3. 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 $152
CA $248 total
includes taxes & fees
Sep 15 - Sep 16
Country Road, Take me Home- your own Island Cottage!

4. 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 $149
CA $284 total
includes taxes & fees
Sep 12 - Sep 13
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

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
The price is CA $123
CA $268 total
includes taxes & fees
Sep 12 - Sep 13
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

6. Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation
3.5 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (210 reviews)
"We loved the spacious unit and the view of the water. The beach was wonderful. Also, the recommendations provided by the host were spot on and great. We used the kitchen every morning for breakfast and the start of the day. We will definitely go back -- The only "issue" was the complex did not have a swimming pool --"
United States
Matthew
The price is CA $745
CA $879 total
includes taxes & fees
Oct 5 - Oct 6
Galleon Villas by Hello Cayman Vacation

7. Casa de Bells 3

Casa de Bells 3
Patricks Island
The price is CA $207
CA $379 total
includes taxes & fees
Sep 12 - Sep 13
Casa de Bells 3

8. 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 $193
CA $235 total
includes taxes & fees
Sep 12 - Sep 13
Slice of Paradise- 2 mins from Spotts Beach!

9. 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 $197
CA $446 total
includes taxes & fees
Sep 17 - Sep 18
Relaxing, tastefully decorated one-bedroom unit with all modern facilities

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.
The price is CA $207
CA $379 total
includes taxes & fees
Sep 12 - Sep 13
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

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.
The price is CA $197
CA $366 total
includes taxes & fees
Sep 12 - Sep 13
Beautiful one bedroom apartment

12. 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
The price is CA $252
CA $408 total
includes taxes & fees
Sep 20 - Sep 21
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

13. 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 $5,383
CA $8,004 total
includes taxes & fees
Sep 12 - Sep 13
Pease Bay House Cayman Islands

14. Cayman Luxury Rentals at Lighthouse Point Residences

Cayman Luxury Rentals at Lighthouse Point Residences
3.5 star property
Northwest Point
9.4 out of 10, Exceptional, (3 reviews)
"A very perfect place!"
United States
Kirk Thomas
Cayman Luxury Rentals at Lighthouse Point Residences

15. BE WHERE THE CRUISE SHIP CROWDS CAN'T GO! Oceanfront resort on Seven Mile Beach

BE WHERE THE CRUISE SHIP CROWDS CAN'T GO! Oceanfront resort on Seven Mile Beach
George Town
9.8 out of 10, Exceptional, (110 reviews)
"The pool area was nice! And we loved the swim up bar. The condo was clean and it was very quiet! Our host responded quickly to all of our questions and was very accommodating. "
United States
Mary M.
The price is CA $345
CA $594 total
includes taxes & fees
Oct 3 - Oct 4
BE WHERE THE CRUISE SHIP CROWDS CAN'T GO! Oceanfront resort on Seven Mile Beach

16. Cayman Wind and Sea!

Cayman Wind and Sea!
West Bay
10.0 out of 10, Exceptional, (19 reviews)
"Place was beautiful!"
United States
Anonymous traveller
The price is CA $347
CA $875 total
includes taxes & fees
Sep 12 - Sep 13
Cayman Wind and Sea!

17. George Town Villas 116

George Town Villas 116
2.0 star property
Seven Mile Beach
The price is CA $274
CA $705 total
includes taxes & fees
Sep 13 - Sep 14
George Town Villas 116

18. Resort style ground floor condo steps from the beach

Resort style ground floor condo steps from the beach
Georgetown
9.6 out of 10, Exceptional, (4 reviews)
"When you wake in the morning the view is breathtaking! Never have been so close to the beach and all amenities in one place! Check in easy, staff so helpful, security at all times in site, great food and drinks at center bar, just cannot say enough about this place! Extraordinary!"
United States
Kristle F.
The price is CA $516
CA $850 total
includes taxes & fees
Sep 17 - Sep 18
Resort style ground floor condo steps from the beach

19. Oceanfront 1st Floor w Views | 7mb | 3 Beds | Pool

Oceanfront 1st Floor w Views | 7mb | 3 Beds | Pool
George Town
10.0 out of 10, Exceptional, (15 reviews)
"Great place, great location. We loved our stay and will be back!"
United States
Sarah M.
The price is CA $293
CA $709 total
includes taxes & fees
Sep 23 - Sep 24
Oceanfront 1st Floor w Views | 7mb | 3 Beds | Pool

20. Ocean View Deluxe Studio with Private Deck

Ocean View Deluxe Studio with Private Deck
George Town
10.0 out of 10, Exceptional, (4 reviews)
"Great location and value also !!!!"
United States
Alan A.
The price is CA $331
CA $675 total
includes taxes & fees
Sep 30 - Oct 1
Ocean View Deluxe Studio with Private Deck
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Cayman Luxury Rentals at 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 Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach! and Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes..

How many vacation rentals are there in North Side?

With 111 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 Starfish Point are a couple of lovely local spots to get outside and enjoy nature. Rum Point Beach and Mastic Trail North Trailhead 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.