North Side Vacation Rentals : Search Short-Term Rentals

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

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

North Side

Jami G.

￥59,955 total

includes taxes & fees

Sep 13 - Sep 14

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

Grand Cayman

Susie H.

￥74,110 total

includes taxes & fees

Sep 7 - Sep 8

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

Bt

Annette

￥30,129 total

includes taxes & fees

Sep 15 - Sep 16

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

Savannah

Renee M.

￥28,098 total

includes taxes & fees

Sep 6 - Sep 7

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

Savannah

Emma

￥32,157 total

includes taxes & fees

Sep 12 - Sep 13

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

Patricks Island

Matt D.

￥26,849 total

includes taxes & fees

Sep 10 - Sep 11

7. Beautiful one bedroom apartment

Savannah

Stephanie H.

￥41,215 total

includes taxes & fees

Sep 7 - Sep 8

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

Savannah

theodor

￥52,215 total

includes taxes & fees

Sep 9 - Sep 10

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

George Town

luis M.

￥43,162 total

includes taxes & fees

Sep 12 - Sep 13

10. Casa de Bells 3

Patricks Island

￥43,162 total

includes taxes & fees

Sep 7 - Sep 8

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

Grand Harbour

Cynthia

￥62,600 total

includes taxes & fees

Sep 7 - Sep 8

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

12. Galleon Villas by Hello Cayman Vacation

Seven Mile Beach

Matthew

￥99,523 total

includes taxes & fees

Oct 5 - Oct 6

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

George Town

mauricio o.

￥44,570 total

includes taxes & fees

Sep 11 - Sep 12

14. Pease Bay House Cayman Islands

Grand Cayman

"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!"

Aileen R.

￥907,722 total

includes taxes & fees

Sep 7 - Sep 8

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

South Sound

brett r.

￥39,181 total

includes taxes & fees

Sep 19 - Sep 20

On the beach, sun loungers, beach towels

16. 2 Bedroom Condo Seven Mile Beach -Sunset Cove

George Town

Breanna D.

￥60,919 total

includes taxes & fees

Sep 19 - Sep 20

17. Villa Steps From The Sand

West Bay

Meghann R.

￥79,561 total

includes taxes & fees

Sep 9 - Sep 10

18. Villas Pappagallo 17

West Bay

￥65,657 total

includes taxes & fees

Sep 6 - Sep 7

19. Quiet Beach Escape - Caribbean Paradise

South Sound

John H.

￥64,381 total

includes taxes & fees

Sep 18 - Sep 19

20. Cayman Wind and Sea!

West Bay

Anonymous traveler

￥97,678 total

includes taxes & fees

Sep 6 - Sep 7

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top North Side Hotel Reviews

The Place

10/10 Excellent

"The property was spectacular and the owner has equipped the unit with everything you may need. It is a peaceful and quiet away from the big resort area of seven mile beach. Really a very special place and one we will look to return to sooner than later!"

# 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, EXCELLENT SNORKELING

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."

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

10/10 Excellent

"Very clean beautiful home. Had a great wonderful family vacation there.Wish we were able to use the beach, even without the Sargasm there was too much seaweed!Overall, it was a beautiful place to vacation with family."

Find out more about North Side

Search for holiday rentals in North Side on Expedia! You can easily find your home rentals, villas, holiday apartments in North Side using one of the methods below:

View our selection of featured holiday rentals in North Side
Use the map to find apartments and other holiday homes in the North Side neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in North Side while they last

Look no further and take a look at our great range of rental properties in North Side!

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

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 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for North Side vacation rentals

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

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

3. 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!

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

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

7. Beautiful one bedroom apartment

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

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

10. Casa de Bells 3

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

12. Galleon Villas by Hello Cayman Vacation

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

14. Pease Bay House Cayman Islands

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

16. 2 Bedroom Condo Seven Mile Beach -Sunset Cove

17. Villa Steps From The Sand

18. Villas Pappagallo 17

19. Quiet Beach Escape - Caribbean Paradise

20. Cayman Wind and Sea!

Find vacation rentals that suit your style

Top North Side Hotel Reviews

The Place

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

🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️

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

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING

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

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

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

Find out more about North Side

Frequently asked questions

Go further with the Expedia app