Old Man Bay Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Old Man Bay vacation rentals

Front of property

Condo in North Side

On The Bay
4.0 star property
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
$699 nightly
The price is $760
Feb 5 - Feb 6
Total with taxes and fees
On The Bay
Property grounds

Vacation Home in North Side

Ocean Paradise
4.0 star property
9.6 out of 10, Exceptional, (38 reviews)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
Ocean Paradise
Outdoor pool

Apartment in Seven Mile Beach

Cayman Luxury Rentals at The Grove
3.5 star property
9.2 out of 10, Wonderful, (55 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
$617 nightly
The price is $672
Jan 27 - Jan 28
Total with taxes and fees
Cayman Luxury Rentals at The Grove
Private beach, white sand, free beach cabanas, sun loungers

Villa in Seven Mile Beach

Galleon Villas by Hello Cayman Vacation
3.5 star property
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
$969 nightly
The price is $1,089
Jan 22 - Jan 23
Total with taxes and fees
Galleon Villas by Hello Cayman Vacation
2 outdoor pools

Villa in Seven Mile Beach

Cayman Luxury Rentals at One Canal Point
4.0 star property
10.0 out of 10, Exceptional, (6 reviews)
"The property is pristine! We had a great stay! "
United States
Kathleen
$1,032 nightly
The price is $1,131
Feb 3 - Feb 4
Total with taxes and fees
Cayman Luxury Rentals at One Canal Point
Apartment | 1 bedroom

Apartment in Seven Mile Beach

The Grove 33 in Grand Cayman
2.0 star property
$673 nightly
The price is $761
Jan 23 - Jan 24
Total with taxes and fees
The Grove 33 in Grand Cayman
Outdoor pool, sun loungers

Condo in Northwest Point

Lighthouse Point Residences
3.5 star property
8.0 out of 10, Very Good, (1 review)
"Loved everything but Ian (hurricane) "
United States
Danette
$1,024 nightly
The price is $1,133
Jan 31 - Feb 1
Total with taxes and fees
Lighthouse Point Residences
Luxury Condo, 3 Bedrooms, Beachfront | Balcony

Condo resort in Seven Mile Beach

Cayman Luxury Rentals at Sunset Cove
3.5 star property
$2,442 nightly
The price is $2,708
Feb 15 - Feb 16
Total with taxes and fees
Cayman Luxury Rentals at Sunset Cove
Apartment | 2 bedrooms, desk

Apartment in West Bay

S3 BP Steps to Beach
2.0 star property
$652 nightly
The price is $737
Feb 9 - Feb 10
Total with taxes and fees
S3 BP Steps to Beach
Apartment | 2 bedrooms

Apartment in Seven Mile Beach

New Remodel Ocean View Pool 75 TV Sleeps 6
2.0 star property
$733 nightly
The price is $828
Jan 30 - Jan 31
Total with taxes and fees
New Remodel Ocean View Pool 75 TV Sleeps 6
Apartment | 2 bedrooms

Apartment in Seven Mile Beach

Cocoplum 9 in George Town
2.0 star property
$801 nightly
The price is $905
Jan 22 - Jan 23
Total with taxes and fees
Cocoplum 9 in George Town
Apartment | 2 bedrooms

Apartment in Seven Mile Beach

George Town Villas 118
2.0 star property
$824 nightly
The price is $931
Jan 22 - Jan 23
Total with taxes and fees
George Town Villas 118
Apartment | 2 bedrooms

Apartment in Seven Mile Beach

George Town Villas 117
2.0 star property
$899 nightly
The price is $1,016
Jan 25 - Jan 26
Total with taxes and fees
George Town Villas 117
Apartment, Accessible | 3 bedrooms, desk

Apartment in West Bay

S2 BP Steps to Beach
3.0 star property
$685 nightly
The price is $774
Feb 11 - Feb 12
Total with taxes and fees
S2 BP Steps to Beach
Apartment | 1 bedroom

Apartment in West Bay

S4 BP Steps to Beach
2.0 star property
$482 nightly
The price is $544
Jan 23 - Jan 24
Total with taxes and fees
S4 BP Steps to Beach
On the beach, beach towels

Apartment in West Bay

3 Suites Free Breakfast Steps to Beach
2.0 star property
3 Suites Free Breakfast 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

The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

10/10 Excellent
"The breakfast & staff in the dining room were excellent! Food was very good & everyone was so friendly! Great location - walkable to many things & SO easy to use public transport if needed! The desk will also call you a taxi if you prefer. Room was clean & had everything you need! Some things are getting ready to need some upkeep (paint, area rug) but overall very good! Only thing is because it is on a main road, if you are a light sleeper, bring a noise machine to block out traffic noise - noise to be expected given the location, just a recommendation."
Karin 2-night trip
Posted 4 days ago
The Locale Hotel Grand Cayman

Find out more about Old Man Bay

Everything you need to know about Old Man Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Old Man Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Old Man Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Old Man Bay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Old Man Bay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Old Man Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $672 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Old Man Bay rentals

At Expedia, we put the best Old Man Bay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Old Man Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Old Man Bay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Old Man Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 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 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.