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Old Man Bay Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Old Man Bay holiday rentals

A beach with two white lounge chairs and a blue umbrella.

1. 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, (210 reviews)
"We loved the spacious unit and the view of the water. The beach was wonderful. Also, the recommendations provided by the host were spot on and great. We used the kitchen every morning for breakfast and the start of the day. We will definitely go back -- The only "issue" was the complex did not have a swimming pool --"
United States
Matthew
The price is AU$1,318
includes taxes & fees
11 Oct - 12 Oct
Galleon Villas by Hello Cayman Vacation
An indoor garden with seating areas, plants, and hanging lights.

2. 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, (60 reviews)
"excellent location and great property to stay for getting to know Grand Caymen. Property is across the street from a beautiful beach and within walking distance to restaurants/ coffee shops. "
Canada
tracey
The price is AU$568
includes taxes & fees
11 Oct - 12 Oct
Cayman Luxury Rentals at The Grove
A beach with white lounge chairs, palm trees, and a clear blue ocean.

3. Cayman Luxury Rentals at Coral Bay

Cayman Luxury Rentals at Coral Bay
3.0 star property
Savannah
The price is AU$1,225
includes taxes & fees
4 Nov - 5 Nov
Cayman Luxury Rentals at Coral Bay
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and modern buildings.

4. Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point
4.0 star property
Seven Mile Beach
9.4 out of 10, Exceptional, (8 reviews)
"The property is pristine! We had a great stay! "
United States
Kathleen
The price is AU$1,673
includes taxes & fees
23 Oct - 24 Oct
Cayman Luxury Rentals at One Canal Point
A resort with a swimming pool, palm trees, and a view of the ocean.

5. Villas Pappagallo 17

Villas Pappagallo 17
2.0 star property
West Bay
10.0 out of 10, Exceptional, (1 review)
"I love being able to walk out of my room straight on to the beach, this place is at the most northern point on the island, you can watch the sun rise and sunset, it’s not a commercial headache, far away from the regular tourists"
United States
Andrew
The price is AU$546
includes taxes & fees
14 Oct - 15 Oct
Villas Pappagallo 17
A pool area with clear blue water, a rocky shoreline, and a view of the ocean.

6. Cayman Luxury Rentals at Lighthouse Point Residences

Cayman Luxury Rentals at Lighthouse Point Residences
3.5 star property
Northwest Point
9.4 out of 10, Exceptional, (3 reviews)
"A very perfect place!"
United States
Kirk Thomas
The price is AU$1,124
includes taxes & fees
11 Oct - 12 Oct
Cayman Luxury Rentals at Lighthouse Point Residences
A living room with a glass coffee table, a sofa, and a chair. There is a ceiling fan, a painting on the wall, and a view of the ocean through large sliding doors.

7. Grape Tree Villas 30

Grape Tree Villas 30
2.0 star property
Seven Mile Beach
The price is AU$736
includes taxes & fees
13 Oct - 14 Oct
Grape Tree Villas 30
An aerial view of a coastal area with a clear blue sea, a sandy beach, and buildings along the coastline.

8. The Grove 33 in Grand Cayman

The Grove 33 in Grand Cayman
2.0 star property
Seven Mile Beach
The price is AU$673
includes taxes & fees
21 Oct - 22 Oct
The Grove 33 in Grand Cayman
A resort with a swimming pool, lounge chairs, and umbrellas.

9. George Town Villas 116

George Town Villas 116
2.0 star property
Seven Mile Beach
The price is AU$776
includes taxes & fees
13 Oct - 14 Oct
George Town Villas 116
An aerial view of a resort with multiple buildings, a swimming pool, and a beach.

10. Cocoplum 9 in George Town

Cocoplum 9 in George Town
2.0 star property
Seven Mile Beach
The price is AU$811
includes taxes & fees
13 Oct - 14 Oct
Cocoplum 9 in George Town
A coastal resort with beachfront villas, a sandy beach, and a view of the ocean.

11. Villas of the Galleon 4

Villas of the Galleon 4
2.0 star property
Seven Mile Beach
The price is AU$889
includes taxes & fees
13 Oct - 14 Oct
Villas of the Galleon 4
An aerial view of a coastal resort with beachfront villas, a sandy beach, and a marina.

12. Villas of the Galleon 6

Villas of the Galleon 6
2.0 star property
Seven Mile Beach
The price is AU$919
includes taxes & fees
19 Oct - 20 Oct
Villas of the Galleon 6
An aerial view of a coastal resort with clear turquoise waters, a sandy beach, and modern buildings with balconies overlooking the ocean.

13. George Town Villas 117

George Town Villas 117
2.0 star property
Seven Mile Beach
George Town Villas 117
A resort with a pool, beach, and ocean view.

14. George Town Villas 118

George Town Villas 118
2.0 star property
Seven Mile Beach
The price is AU$946
includes taxes & fees
11 Oct - 12 Oct
George Town Villas 118
A covered outdoor area with a table and chairs, a ceiling fan, and a view of the ocean and palm trees.

15. Cocoplum 10 in George Town

Cocoplum 10 in George Town
2.0 star property
Seven Mile Beach
The price is AU$1,104
includes taxes & fees
22 Oct - 23 Oct
Cocoplum 10 in George Town
A modern living room with a large glass door leading to a balcony with a view of the ocean.

16. Sunset Point 29 in West Bay

Sunset Point 29 in West Bay
2.0 star property
Northwest Point
The price is AU$616
includes taxes & fees
13 Oct - 14 Oct
Sunset Point 29 in West Bay
A beach with trees and clear blue water.

17. S4 BP Steps to Beach Entire Apartment

S4 BP Steps to Beach Entire Apartment
2.0 star property
West Bay
The price is AU$669
includes taxes & fees
10 Nov - 11 Nov
S4 BP Steps to Beach Entire Apartment
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
"Clean room. Good staff, good breakfast. Coffee needs to be hot though , good location."
Saneka 5-night trip
Posted 11 hours ago
The Locale Hotel Grand Cayman

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, 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 favourite 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 depend 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 AU$568 per night. Entering your travel dates in the search wizard might find you 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?

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!: This holiday home rental outside of Old Man Bay is located on the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Cayman Kai Public 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.