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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 S$1,178
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)
The price is S$473
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 S$1,086
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 S$1,502
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 S$488
includes taxes & fees
21 Oct - 22 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)
The price is S$964
includes taxes & fees
10 Oct - 11 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 S$662
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 S$601
includes taxes & fees
10 Oct - 11 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 S$694
includes taxes & fees
22 Oct - 23 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 S$725
includes taxes & fees
10 Oct - 11 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 S$792
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 S$821
includes taxes & fees
13 Oct - 14 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
The price is S$934
includes taxes & fees
15 Oct - 16 Oct
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 S$845
includes taxes & fees
10 Oct - 11 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 S$965
includes taxes & fees
20 Oct - 21 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 S$549
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 S$597
includes taxes & fees
1 Nov - 2 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 Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

10/10 Excellent
"Beautiful property with the best beach and clearest water you could imagine"
Sandra Kae 5-night trip
Posted 13 hours ago
The Westin Grand Cayman Seven Mile Beach Resort & Spa

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.

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.