Skip to content

Vacation rentals in Old Man Bay

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Old Man Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

Villa in Old Man Bay
Old Man Bay Villa #2
Tucked away in a corner of Northside, Grand Cayman, is the quaint little community of Old Man Bay, where time has stood still. This is the authentic Cayman, no crowds and the only thing you'll hear are the ocean waves. The 2 side-by-side 1 bedroom villas are identical in layout. The main floor has a living room with queen size sofa bed, flat screen TV, fully equipped kitchen with Dishwasher & powder room. The spacious bedroom is on the 2nd floor and has a full ensuite with a large shower.
$105 per night
Townhouse in Old Man Bay
Your Oceanside Retreat Awaits!
Welcome to On The Bay Condo, located on the ocean’s edge in Old Man Bay, Grand Cayman Island. This is a truly private and tranquil resort, with a lovely white sandy beach, private swimming cove, pool and, of course, the magnificent aqua-blue water of the Caribbean all at your convenience. As pristine as the location is, this condo is only 30 minutes from the International Airport in George Town, and just minutes from various restaurants, water sports, snorkeling, scuba diving and sailing trips.
$277 per night
Condo in North Side
Spacious 2 Bed 2 Bath Beachfront Condo Heated Pool
This spacious 2 bed 2 bath beachfront condo is located at On the Bay in North Side, Grand Cayman. On the Bay is one of the nicest condo complexes on the northern coastline of Grand Cayman. It has beautiful and lush tropical landscaping that is maintained daily and a beautiful beach with clean white sand. The beach is sheltered by a cove and guests can easily walk right into the water and and enjoy the amazing snorkeling on the outside of the cove.
$216 per night

Stay near Old Man Bay's top sights

Over the Edge39 locals recommend
Cayman Crystal Caves41 locals recommend
Kurts Korner8 locals recommend

Other great vacation rentals in Old Man Bay

Home in North Side
Sandy Beachfront - book 7 nights get 20% discount!
$195 per night
Apartment in Bodden Town
Suncoast Apartments Grand Cayman - Unit # 3
$96 per night
Home in North Side
Private oceanfront home | Wrap-around screen porch
$378 per night
Apartment in GRAND CAYMAN
Rum Cove on the Bioluminescent Bay with Ocean View
$220 per night