Skip to content

Old Man Bay vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Old Man Bay

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

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.
$225 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.
$239 per night
Home in North Side
WHITE SAND BEACHFRONT, early bird & other specials
COVID-19 measures and other: - Covid Tests and/or other may be required before travel - Quarantine may apply upon arrival to the island - Tourism should be open as of sometime April 2021 - There is a Tourism Tax waver (13%) on Room Rate till Sept 2021 Other please consult these useful links for updated information: - - To each of the above link you please add www.
$242 per night

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Other great vacation rentals in Old Man Bay

Cottage in Savannah
John John's Hideaway
$135 per night
Private room in GRAND CAYMAN
Oceanside secluded private BD, private beach &pool
$99 per night
Condo in KY
On the Bay #103 Ocean Front Condo on Northside
$326 per night
Cottage in East End
Piece of Mine, Beach Luxury Villa # 3
$343 per night
Home in North Side
Private oceanfront home | Wrap-around screen porch
$450 per night
Rental unit in GRAND CAYMAN
Rum Cove on the Bioluminescent Bay with Ocean View
$250 per night
Private room in Bodden Town
Gayle's Getaway
$75 per night
Loft in Grand Cayman
Prosecco Estate Hybrid - Studio
$79 per night
Condo in East End
The Blue Iguana at Cottages
$264 per night
Home in Bodden Town
Tranquil Hideaway
$86 per night
Private room in Savannah
JC's Cozy Getaway
$85 per night
Villa in Old Man Bay
$132 per night