Photo by Paul Shaffer -Dee

Old Man Bay Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Old Man Bay vacation rentals

Front of property
On The Bay

Condo in North Side

On The Bay
4.0 star property
10.0 out of 10, Exceptional, (6)
"We love how secluded the condo was and it was even better that there were only one other unit rented at the same time. It was like our own private resort. The condo was huge and spotless and the view was amazing. This was exactly the trip we wanted to have!"
United States
Nick
The price is ₩1,705,277
₩2,393,033 total
includes taxes & fees
Dec 29 - Dec 30
On The Bay
Beach nearby, white sand
Governors Village Seven Mile Beach Corridor

Apartment in Seven Mile Beach

Governors Village Seven Mile Beach Corridor
3.5 star property
9.6 out of 10, Exceptional, (266)
"Absolutely, amazing would highly recommend your stay there!"
United States
Renita
The price is ₩251,562
₩335,664 total
includes taxes & fees
Dec 18 - Dec 19
Governors Village Seven Mile Beach Corridor
2 outdoor pools
Cayman Luxury Rentals at One Canal Point

Villa in Seven Mile Beach

Cayman Luxury Rentals at One Canal Point
4.0 star property
10.0 out of 10, Exceptional, (6)
"The property is pristine! We had a great stay! "
United States
Kathleen
The price is ₩1,997,864
₩2,752,914 total
includes taxes & fees
Dec 26 - Dec 27
Cayman Luxury Rentals at One Canal Point
Property grounds
Ocean Paradise

Vacation Home in North Side

Ocean Paradise
4.0 star property
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
Ocean Paradise
Luxury Condo, 3 Bedrooms, Beachfront | Balcony
Cayman Luxury Rentals at Sunset Cove

Condo resort in Seven Mile Beach

Cayman Luxury Rentals at Sunset Cove
3.5 star property
The price is ₩2,880,190
₩3,949,004 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Cayman Luxury Rentals at Sunset Cove
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Old Man Bay Hotel Reviews

Wyndham Reef Resort - All Inclusive

Wyndham Reef Resort - All Inclusive

10/10 Excellent
"Beachfront ground level room that opened to the beach. Wonderful all-inclusive experience. Great service and thankful for gluten-free options, including bread, buns, and pasta. Loved our experience!"
Alex 5-night trip
Posted 2 days ago
Wyndham Reef Resort - All Inclusive

Find out more about Old Man Bay

Search for Vacation rentals in Old Man Bay on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Old Man Bay using one of the methods below:

  • View our selection of featured Vacation rentals in Old Man Bay
  • Use the map to find apartments and other Vacation homes in the Old Man Bay neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Old Man Bay while they last

Look no further and take a look at our great range of rental properties in Old Man Bay!

Frequently asked questions

Are there vacation rentals in Old Man Bay?

Yes, we offer vacation rentals near top sights in Old Man Bay, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Old Man Bay has to offer?

Ocean Paradise: This vacation home rental outside of Old Man Bay is located by the ocean and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Old Man Bay?

Choose from 4 Expedia vacation rentals in Old Man Bay for a memorable vacation.

What’s there to see and do in Old Man Bay?

Grand Cayman Beaches and Cayman Crystal Caves are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Grand Cayman Blow Holes and Rum Point Beach.

What’s a vacation rental in Old Man Bay like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Old Man Bay. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family getaway.