Skip to main content

Vacation Rentals in North Side

Find the vacation rentals that appeal to you the most

August 2026

1
2345678
9101112131415
16171819202122
23242526272829
3031

September 2026

12345
6789101112
13141516171819
20212223242526
27282930
Flexible date options
Select occupancy

The best vacation rentals in North Side

Check out our selection of great vacation rentals in North Side

Show hotels on map

Filter by:

Review score

Seven Mile Beach Resort

George Town (Near North Side)

Located in the heart of world‑famous Seven Mile Beach, Seven Mile Beach Resort & Club offers spacious condo‑style accommodations perfect for families and groups.

C
Christine
From
Canada
This facility is excellent, more than we expected. The staff are amazing, clean, lovely grounds wonderful pool. We could not have asked for more. The kitchen was very well equipped. The washer and dryer were wonderful to have. The staff were so friendly and nothing was too much trouble
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 178 reviews
Price from
$247.50
1 night, 2 adults
Check availability

Oceanfront with 7 mile beach views, Ground-Floor, Pool, Sleeps 6

West Bay (Near North Side)

Featuring a garden, Luxury Ocean front SeaDreams 2 with 7 Mile Beach Views features accommodations in West Bay. This property offers access to a balcony, free private parking, and free Wifi.

N
Nicholai
From
Malta
Our family all agrees that this trip ranks among our all-time favorites! The condo exceeded our expectations in every way, pictures don’t do justice, offering breathtaking views. The kitchen was thoughtfully arranged for cooking, and with a grocery store just 3 minutes away, it was incredibly convenient. The beds were incredibly comfortable and I am picky with my mattresses. Plenty of towels and beach chairs, umbrella, making our beach outings great. Our host was incredibly responsive and welcoming, going above and beyond, even leaving a very thoughtful welcome gift. This was really a great experience for us. We're already making plans to return—it was the perfect home away from home! The Nespresso coffee machine was a lifesaver, fueling our mornings as we enjoyed the fun in the sun. We also discovered excellent snorkeling right off the pool into the ocean. Although getting in and out can be challenging when the water isn't calm, we saw so many fish, lobsters, and sea life. The kids really enjoyed feeding the fish. The ground floor unit was very convenient, allowing us to keep an eye on the kids in the pool. Additionally, the rooftop terrace with sunset views was amazing for winding down with a drink. Thank you once again for such a memorable stay.
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 13 reviews
Price from
$1,034.32
1 night, 2 adults
Check availability

On The Bay

North Side

On The Bay offers accommodations in North Side, a few steps from Old Man Bay Beach. Both free Wifi and parking on-site are available at the apartment free of charge.

s
solomon
From
Cayman Islands
Location heated pool privacy view!! Just about everything!!
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 11 reviews
Check availability

Regal Beach Club #322

George Town (Near North Side)

A few steps from Seven Mile Beach in George Town, Regal Beach Club #322 features accommodations with access to a fitness center.

B
Benjamin
From
United States
Great accommodations for a family of 4. Made for a stay that felt like our own beach condo. It's the first unit in the series so you're the furthest from the beach, but it made for easy entry/exit and loading/unloading. It had all the beach toys and floats for kids, as well as a cooler and some ice blocks. Unit 322 was clean, comfortable, and perfect for our family. If we return we will be looking for this one specifically.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Check availability

Snug Harbour View Condo #2

George Town (Near North Side)

Snug Harbour View Condo #2 offers accommodations in George Town, a 15-minute walk from Seven Mile Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

M
Mariahp
From
United States
From the location to the stay was excellent! We loved the quiet neighborhood, few people out walking or running! Was lovely to have our morning runs around the neighborhood. Seven mile beach is a 6 minute drive and grocery store is about 5. Was so comfortable and perfect. Came with a washer and dryer as well as a screened in patio.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Check availability

Snug Harbour View Condo #1

George Town (Near North Side)

Snug Harbour View Condo #1 offers accommodations in George Town, a 15-minute walk from Seven Mile Beach. Both free Wifi and parking on-site are available at the vacation home free of charge.

J
Joseph
From
United States
Unit was nicely laid out and very conveniently located near airport, groceries, restaurants, etc. Unit was very clean and all necessary household items were provided. Shelly, the onsite person was very helpful. The pool was at the other end of the complex but there was a very nice grill located there for public use.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 6 reviews
Check availability

Cayman Luxury Rentals at One Canal Point

Upper Land (Near North Side)

Cayman Luxury Rentals at One Canal Point in Upper Land provides accommodations with a fitness center and a garden. With pool views, this accommodation offers a swimming pool.

L
Lena
From
United States
The pool and grill area! The grounds are well kept and beautiful scenery! The condo is well appointed with everything you need. Especially nice for a family that wants/needs more space.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 25 reviews
Check availability

Beach Living at Island Pine Villas BLAW

George Town (Near North Side)

Beach Living at Island Pine Villas BLAW offers accommodations in George Town, a 4-minute walk from Seven Mile Beach. This beachfront property offers access to a patio and free private parking.

S
Sheik
From
United States
Great place second stay Kids had a great time Will still return again
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 13 reviews
Check availability

Cayman Luxury Rentals at The Grove

Upper Land (Near North Side)

Cayman Luxury Rentals at The Grove in Upper Land provides accommodations with a garden, a terrace, and a bar. The apartment features an outdoor swimming pool and an elevator.

M
Magdalena
From
United States
We loved how close it was to the beach and how it had restaurants and a grocery store right below the property. Very clean and check in was so easy with Karen’s help.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 37 reviews
Check availability

Beach Living at Plantation Village BLGS

George Town (Near North Side)

Beach Living at Plantation Village BLGS offers accommodations in George Town, a 3-minute walk from Seven Mile Beach. This beachfront property offers access to a patio and free Wifi.

B
Betty
From
United States
Condo was very clean and included helpful items such as trash bags, salt, pepper, dishwasher pods, snorkeling gear.. Host was very friendly
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 23 reviews
Check availability
All vacation rentals in North Side

Most booked vacation rentals in North Side and surrounding area in the past month

See all

Popular with guests booking vacation rentals in North Side

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 3 reviews

Popular with guests booking vacation rentals in North Side

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 11 reviews

Popular with guests booking vacation rentals in Bodden Town

Popular with guests booking vacation rentals in Driftwood Village

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking vacation rentals in Driftwood Village

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking vacation rentals in Driftwood Village

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

Popular with guests booking vacation rentals in Driftwood Village

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking vacation rentals in Driftwood Village

Popular with guests booking vacation rentals in Belford Estates

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Vacation Rentals with swimming pools in North Side and nearby

See all
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

On the Bay #103 Condo offers accommodations in Old Man Bay, a few steps from Old Man Bay Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

Blue Vista Villa 5BR Sleeps 16 offers accommodations in Old Man Bay, a few steps from Old Man Bay Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2 reviews

Northern Lights #4 Condo offers accommodations in Old Man Bay, a few steps from Old Man Bay Beach. This beachfront property offers access to free Wifi and free private parking.

Parrot-ise 4 Bedroom Villa offers accommodations in Driftwood Village, a few steps from Rum Point Beach. Both free Wifi and parking on-site are available at the vacation home free of charge.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Callie Kai at Kaibo Yacht Club offers accommodations in Driftwood Village, a few steps from Rum Point Beach and 1.2 miles from Water Cay Public Beach.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

7 Up Condo at Kaibo Kai is located in Driftwood Village, just a few steps from Rum Point Beach and 1.2 miles from Water Cay Public Beach.

Island House #16 at Rum Point offers accommodations in Driftwood Village, a 2-minute walk from Rum Point Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Island House #12 at Rum Point offers accommodations in Driftwood Village, a 1-minute walk from Rum Point Beach. Both free Wifi and parking on-site are available at the apartment free of charge.

Enjoy breakfast in North Side and nearby

See all
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Sea Biscuit at The Sea Lodges offers accommodations in Driftwood Village, a few steps from Rum Point Beach. Both free Wifi and parking on-site are available at the vacation home free of charge.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Offering a bar, Club Suites at Rum Point features accommodations in Driftwood Village. Featuring complimentary private parking, the condo hotel is a few steps from Rum Point Beach.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

A 2-minute walk from Rum Point Beach in Driftwood Village, The Retreat #20 Condo provides accommodations with access to a fitness center.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Providing pool views, Black Urchin Boutique Resort in Belford Estates provides accommodations, a private beach area, water sports facilities, an infinity pool, a garden, and barbecue facilities.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Crystal Kai Condo offers accommodations in Driftwood Village, a 3-minute walk from Water Cay Public Beach. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

Kaibo Hacienda Condo offers accommodations in Driftwood Village, a 3-minute walk from Water Cay Public Beach. Both free Wifi and parking on-site are available at the vacation home free of charge.

Korner Kai Condo offers accommodations in Driftwood Village, a 5-minute walk from Water Cay Public Beach. Both free Wifi and parking on-site are available at the vacation home free of charge.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Colonial Kai Condo offers accommodations in Driftwood Village, a 5-minute walk from Water Cay Public Beach. Both free Wifi and parking on-site are available at the vacation home free of charge.

These vacation rentals in North Side and nearby have options with free cancellation

See all

Featuring a garden, Peaceful Ocean Front Beach House in Bodden Town provides accommodations in Bodden Town. Both free Wifi and parking on-site are available at the vacation home free of charge.