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Vacation rentals in North Side, Cayman Islands

Carefully selected & verified rentals in North Side, Cayman Islands
Check-in
29Jan2026Select date
Check-out
30Jan2026Select date
Rooms and Guests2 Guests, 1 Room
North Side invites visitors to explore Lake Michigan's beautiful beaches like Montrose Beach, enjoy views at Lincoln Park, and test luck at the Rivers Casino. You can explore vibrant neighborhoods with local cuisines, ensuring a rich cultural experience. The selection of vacation rentals includes cozy beachfront condos and charming boutique hotels like The Chicago Hotel Collection, all chosen for their top amenities and excellent customer reviews. Plan your trip during spring or fall for mild weather, and use the city's L train for easy travel to attractions.
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1-3 out of 3
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
On The Bay Apartment North Side
MapPrivate beautiful white sand beach300m
  • Outdoor swimming pool available for guests
  • Close access to private beautiful beach
  • Family rooms for larger groups and families
  • Outdoor pool
  • Family rooms
  • Free parking
Hotel offering family-friendly accommodations near beach
FromUS$ 323 /nightSelect
Northern Lights 5 North Side
The largest option:
8 adults
3 bedrooms
3 beds
MapOld Man Bay Beach150m
  • Shared pool and beachfront access
  • Fully equipped kitchen available
  • Stunning sea view balcony
  • Shared Pool
  • Air Conditioning
  • Private Parking
Family-friendly condo with great snorkeling opportunities
FromUS$ 342 /nightSelect
Kitocay By Grand Cayman Villas
The largest option:
5 adults
1 bedroom
2 beds
MapSteps from Old Man Bay Beach150m
  • Air-conditioned, spacious three-bedroom rooms
  • Terrace with stunning sea views
  • Free onsite parking available
  • Air Conditioning
  • Sea View
  • Free Parking
Resort featuring modern rooms and scenic beach access
FromUS$ 595 /nightSelect

Flexible Price Range for Vacation Homes in North Side

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 595
⬇️ The lowest price
US$ 323
đź’¸ Average price for
Apartments
US$ 406

Top vacation homes in North Side

Based on guest reviews from the past 12 months

Seaside Serenity:
On The Bay
Luxury Getaway:
Kitocay By Grand Cayman Villas
Nature Escape:
Northern Lights 5

FAQs about North Side rentals

Get answers to common questions and plan your adventure smoothly

What is the average price for vacation rentals in North Side, Cayman Islands?
The average price for vacation rentals in North Side typically ranges from $150 to $300 per night, depending on the season and property type.
Which vacation rental in North Side offers the best family-friendly amenities?
Northern Lights 5 is particularly noted for its family-friendly features, including a shared pool and proximity to snorkeling spots, making it a great choice for families.
What are the best vacation rentals near popular landmarks in North Side?
On The Bay is conveniently located near the Coral Gardens and the renowned barrier reef, making it ideal for those wanting to explore the area's natural attractions.
Which vacation rental in North Side offers unique views?
Kitocay By Grand Cayman Villas features stunning ocean views, providing a picturesque backdrop, especially at sunrise and sunset.
What are the cheapest vacation rental options in North Side?
The cheapest rental options generally start around $150 per night, with properties like Northern Lights 5 often providing competitive pricing during off-peak seasons.
Which vacation rentals are best suited for couples looking for a romantic getaway?
On The Bay is recommended for couples due to its tranquil setting and beautiful views, creating a romantic atmosphere for a getaway.

Vacation Rentals Insights for North Side

This guide evaluates 3 vacation rental properties in North Side, Cayman Islands, providing essential information to help travelers make informed accommodation choices.

Typical nightly rates range from $150 to $350.

Peak travel seasons are mid-December to April.

Local taxes add approximately 13% to total costs.

Seven Mile Beach is 12 miles away, and Stingray City is about 15 miles.

Book at least 60 days in advance for better pricing and availability.

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Check-in
29Jan2026Select date
Check-out
30Jan2026Select date
Rooms and Guests2 Guests, 1 Room
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