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Old Man Bay Vacation Rentals

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Check prices for these dates

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

Our top choices for Old Man Bay vacation 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 P41,612
P49,102 total
includes taxes & fees
Oct 18 - Oct 19
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 P11,811
P24,883 total
includes taxes & fees
Oct 11 - Oct 12
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 P31,884
P53,288 total
includes taxes & fees
Nov 4 - Nov 5
Cayman Luxury Rentals at Coral Bay
A modern building with a grassy area and a wooden deck overlooking a calm body of water.

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 P45,566
P73,306 total
includes taxes & fees
Oct 23 - Oct 24
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 P11,144
P26,404 total
includes taxes & fees
Oct 9 - Oct 10
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 P34,527
P50,503 total
includes taxes & fees
Oct 10 - Oct 11
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 P12,718
P32,368 total
includes taxes & fees
Oct 14 - Oct 15
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 P18,060
P34,219 total
includes taxes & fees
Oct 9 - Oct 10
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 P16,115
P36,203 total
includes taxes & fees
Oct 11 - Oct 12
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 P19,011
P39,479 total
includes taxes & fees
Oct 21 - Oct 22
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 P23,763
P40,664 total
includes taxes & fees
Oct 13 - Oct 14
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 P25,664
P42,812 total
includes taxes & fees
Oct 13 - Oct 14
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 P24,597
P45,788 total
includes taxes & fees
Oct 15 - Oct 16
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 P23,613
P44,676 total
includes taxes & fees
Oct 10 - Oct 11
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 P24,714
P46,341 total
includes taxes & fees
Oct 21 - Oct 22
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 P12,455
P27,886 total
includes taxes & fees
Oct 21 - Oct 22
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 P14,928
P29,299 total
includes taxes & fees
Nov 8 - Nov 9
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 Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

8/10 Good
"Hmmm…! Too much seaweed on the beach."
Cluny 6-night trip
Posted 10 hours ago
The Reef Beach Resort, East End, Grand Cayman

Find out more about Old Man Bay

Search for holiday rentals in Old Man Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Old Man Bay using one of the methods below:

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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.

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 Cayman Kai Public 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.