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.

Guest favorite
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.
May 27 – Jun 3
$125 per night
4.97 out of 5 average rating, 31 reviews
Guest favorite
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.
Sep 27 – Oct 4
$306 per night
4.92 out of 5 average rating, 52 reviews
Guest favorite
Home in North Side
Ocean's Edge: Beachfront Home with Rooftop Views
Oceanfront property with beauty all around. Walk out your door into crystal clear water. Snorkeling, paddle boarding, kayaking, and more can be experienced steps away from your beachfront home. Nearby are grocery stores, restaurants, bars, as well as the famous attraction the Cayman Crystal Caves. The house is bright and full of space. 4 bedrooms all have attached bathrooms. YOU WILL NOT FORGET THE ROOFTOP. Plenty of outdoor furniture to sit back, relax, and enjoy the views from Ocean's Edge
Oct 20 – 27
$536 per night
5.0 out of 5 average rating, 54 reviews

Popular amenities for Old Man Bay vacation rentals

Stay near Old Man Bay's top sights

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

Other great vacation rentals in Old Man Bay

Guest favorite
Condo in Grand Cayman
The Mastic Chapel Cottage
May 19 – 26
$577 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Guest suite in Grand Cayman
Studio 1 @ Fort Rocks, Forest King near beach!
Jul 19 – 26
$179 per night
4.98 out of 5 average rating, 42 reviews
Guest favorite
Apartment in East End
Spacious Oceanfront Studio
Aug 3 – 10
$153 per night
5.0 out of 5 average rating, 7 reviews
Guest favorite
Villa in North Side
Villa at the Sea Front
Oct 21 – 28
$299 per night
4.93 out of 5 average rating, 29 reviews
Guest favorite
Home in Grand Cayman
Snorkelers Beachfront Paradise - Beach Plum Villa
Oct 18 – 25
$736 per night
4.96 out of 5 average rating, 47 reviews
Guest favorite
Home in George Town
The Zen Den studio apartment
Aug 5 – 12
$96 per night
4.88 out of 5 average rating, 40 reviews
Guest favorite
Apartment in Bodden Town
Close to the beach, restaurants and supermarket
Jul 27 – Aug 3
$127 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Home in Grand Cayman
Christmas Palms by Grand Cayman Villas
Aug 6 – 13
$812 per night
4.86 out of 5 average rating, 7 reviews
Guest favorite
Condo in Bodden Town
Ocean View, Pool & Tennis Court near Rum Point
Jul 16 – 23
$280 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Apartment in East End
Beautiful one bedroom beach view unit with cabana
Oct 28 – Nov 4
$155 per night
4.97 out of 5 average rating, 37 reviews
Guest favorite
Villa in North Side
Coco Kai Beach Front Villa heated pool and dock
Oct 21 – 28
$599 per night
4.96 out of 5 average rating, 78 reviews
Guest favorite
Cottage in East End
RUSTIC 3 BEDROOM BEACH HOUSE, SUPERB LOCATION
Nov 4 – 11
$322 per night
4.93 out of 5 average rating, 55 reviews

Destinations to explore