Old Man Bay Vacation Rentals

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Our top choices for Old Man Bay vacation rentals

On The Bay

On The Bay
4.0 star property
North Side
10.0 out of 10, Exceptional, (6 reviews)
"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 CA $928
CA $1,429 total
includes taxes & fees
Feb 17 - Feb 18
On The Bay

Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor
3.5 star property
Seven Mile Beach
9.6 out of 10, Exceptional, (302 reviews)
"Great location. Easy walking distance to the beach and amenities "
Canada
David Ronald
The price is CA $474
CA $583 total
includes taxes & fees
Feb 15 - Feb 16
Governors Village Seven Mile Beach Corridor

Ocean Paradise

Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (38 reviews)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
The price is CA $929
CA $1,535 total
includes taxes & fees
Feb 14 - Feb 15
Ocean Paradise

Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove
3.5 star property
Seven Mile Beach
9.2 out of 10, Wonderful, (56 reviews)
"Washer / dryer in the unit was a good addition since we stayed for a week. The kitchen had all we needed. Beach was very close by and beautiful. Will definitely recommend this place."
United States
Irina
The price is CA $615
CA $1,010 total
includes taxes & fees
Feb 24 - Feb 25
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point
4.0 star property
Seven Mile Beach
9.6 out of 10, Exceptional, (7 reviews)
"The property is pristine! We had a great stay! "
United States
Kathleen
The price is CA $1,226
CA $1,797 total
includes taxes & fees
Feb 15 - Feb 16
Cayman Luxury Rentals at One Canal Point

Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation
3.5 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (204 reviews)
"This place is always good especially the ground floor walk out to the beach. Even though our Umit could be renovated it was still fine. "
United States
Yaman
The price is CA $1,402
CA $1,654 total
includes taxes & fees
Feb 10 - Feb 11
Galleon Villas by Hello Cayman Vacation

George Town Villas 116

George Town Villas 116
2.0 star property
Seven Mile Beach
The price is CA $365
CA $829 total
includes taxes & fees
Feb 10 - Feb 11
George Town Villas 116

Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove
3.5 star property
Seven Mile Beach
The price is CA $1,812
CA $2,620 total
includes taxes & fees
Feb 27 - Feb 28
Cayman Luxury Rentals at Sunset Cove

Lighthouse Point Residences

Lighthouse Point Residences
3.5 star property
Northwest Point
8.0 out of 10, Very good, (1 review)
"Loved everything but Ian (hurricane) "
United States
Danette
The price is CA $1,352
CA $1,837 total
includes taxes & fees
Mar 5 - Mar 6
Lighthouse Point Residences

S1 BP Steps to Beach

S1 BP Steps to Beach
3.0 star property
West Bay
The price is CA $478
CA $973 total
includes taxes & fees
Feb 22 - Feb 23
S1 BP Steps to Beach

Sunset Point 29 in West Bay

Sunset Point 29 in West Bay
2.0 star property
Northwest Point
The price is CA $527
CA $955 total
includes taxes & fees
Feb 22 - Feb 23
Sunset Point 29 in West Bay

George Town Villas 117

George Town Villas 117
2.0 star property
Seven Mile Beach
George Town Villas 117

Cocoplum 9 in George Town

Cocoplum 9 in George Town
2.0 star property
Seven Mile Beach
The price is CA $669
CA $1,221 total
includes taxes & fees
Feb 12 - Feb 13
Cocoplum 9 in George Town

The Grove 33 in Grand Cayman

The Grove 33 in Grand Cayman
2.0 star property
Seven Mile Beach
The price is CA $825
CA $1,338 total
includes taxes & fees
Feb 18 - Feb 19
The Grove 33 in Grand Cayman

George Town Villas 118

George Town Villas 118
2.0 star property
Seven Mile Beach
George Town Villas 118

Villas of the Galleon 6

Villas of the Galleon 6
2.0 star property
Seven Mile Beach
The price is CA $1,487
CA $2,192 total
includes taxes & fees
Feb 21 - Feb 22
Villas of the Galleon 6

S4 BP Steps to Beach

S4 BP Steps to Beach
2.0 star property
West Bay
The price is CA $498
CA $987 total
includes taxes & fees
Feb 24 - Feb 25
S4 BP Steps to Beach

S2 BP Steps to Beach

S2 BP Steps to Beach
3.0 star property
West Bay
The price is CA $750
CA $1,469 total
includes taxes & fees
Feb 22 - Feb 23
S2 BP Steps to Beach
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.
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Top Old Man Bay Hotel Reviews

Find out more about Old Man Bay

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Old Man Bay. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 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 9 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 Star Fish Point.

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.