Holiday Rentals in Old Man Bay

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Our top choices for Old Man Bay holiday 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 €953
includes taxes & fees
17 Feb - 18 Feb
On The Bay

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
Ocean Paradise

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 €1,021
includes taxes & fees
3 Feb - 4 Feb
Galleon Villas by Hello Cayman Vacation

Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point
4.0 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (6 reviews)
"The property is pristine! We had a great stay! "
United States
Kathleen
The price is €810
includes taxes & fees
3 Feb - 4 Feb
Cayman Luxury Rentals at One Canal Point

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
Cayman Luxury Rentals at The Grove

S1 BP Steps to Beach

S1 BP Steps to Beach
3.0 star property
West Bay
The price is €504
includes taxes & fees
3 Feb - 4 Feb
S1 BP Steps to Beach

Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove
3.5 star property
Seven Mile Beach
The price is €1,973
includes taxes & fees
4 Mar - 5 Mar
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 €860
includes taxes & fees
7 Feb - 8 Feb
Lighthouse Point Residences

George Town Villas 116

George Town Villas 116
2.0 star property
Seven Mile Beach
The price is €687
includes taxes & fees
9 Feb - 10 Feb
George Town Villas 116

The Grove 33 in Grand Cayman

The Grove 33 in Grand Cayman
2.0 star property
Seven Mile Beach
The price is €866
includes taxes & fees
18 Feb - 19 Feb
The Grove 33 in Grand Cayman

Cocoplum 9 in George Town

Cocoplum 9 in George Town
2.0 star property
Seven Mile Beach
The price is €775
includes taxes & fees
3 Feb - 4 Feb
Cocoplum 9 in George Town

George Town Villas 117

George Town Villas 117
2.0 star property
Seven Mile Beach
The price is €759
includes taxes & fees
9 Feb - 10 Feb
George Town Villas 117

George Town Villas 118

George Town Villas 118
2.0 star property
Seven Mile Beach
The price is €858
includes taxes & fees
5 Feb - 6 Feb
George Town Villas 118

Cocoplum 10 in George Town

Cocoplum 10 in George Town
2.0 star property
Seven Mile Beach
Cocoplum 10 in George Town

Villas of the Galleon 6

Villas of the Galleon 6
2.0 star property
Seven Mile Beach
The price is €870
includes taxes & fees
11 Feb - 12 Feb
Villas of the Galleon 6

S4 BP Steps to Beach

S4 BP Steps to Beach
2.0 star property
West Bay
The price is €538
includes taxes & fees
5 Mar - 6 Mar
S4 BP Steps to Beach

S3 BP Steps to Beach

S3 BP Steps to Beach
2.0 star property
West Bay
S3 BP Steps to Beach

S2 BP Steps to Beach

S2 BP Steps to Beach
3.0 star property
West Bay
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

Everything you need to know about Old Man Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Old Man Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Old Man Bay holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Old Man Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Old Man Bay holiday rentals we have selected for you start as low as €209 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Old Man Bay?

Yes, there are holiday rentals close to the most popular sights in Old Man Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Old Man Bay has to offer?

Ocean Paradise: This holiday home rental outside Old Man Bay is located by the ocean, and has an outdoor pool, a private balcony and a BBQ 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 that you can cook with friends or family. It offers a terrace, a private garden and a selection of games so that you can immerse yourself in your holiday.

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

Choose from 9 Expedia holiday rentals in Old Man Bay for a memorable holiday.

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 wider area, you’ll find Grand Cayman Blow Holes and Rum Point Beach.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Old Man Bay. Holiday rentals offer amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.