Photo by Paul Shaffer -Dee

Old Man Bay Holiday Rentals

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Holiday Rentals in Old Man Bay

Galleon Villas by Hello Cayman Vacation
Private beach, white sand, free beach cabanas, sun-loungers

Galleon Villas by Hello Cayman Vacation

3.5 star property
10.0 out of 10, Exceptional, (158)
"Best place to stay in Cayman. "
The price is S$787
includes taxes & fees
27 Nov - 28 Nov
Galleon Villas by Hello Cayman Vacation
Villas of the Galleon
On the beach, white sand, sun-loungers, beach umbrellas

Villas of the Galleon

2.5 star property
9.8 out of 10, Exceptional, (86)
"Beautiful beach and close to all amenities love Andrew who has worked there for years always excellent we have been staying there for years our favorite place "
Villas of the Galleon
Regal Beach Club
Terrace/patio

Regal Beach Club

4.0 star property
9.6 out of 10, Exceptional, (226)
"This was a last minute booking due to hurricane milton. This place was great. They accommodated an early check in. Check in was easy. Kitchen had everything we needed. Plenty of towels. Very sweet security guard on the property. Would stay again."
Regal Beach Club
ONE Canal Point
Exercise/lap pool

ONE Canal Point

3.5 star property
9.8 out of 10, Exceptional, (87)
"We loved the quietness of the neighborhood. The apartment was very clean and updated especially the bathroom. I emphasize on the cleanliness of the bathroom because that is my biggest issues with hotels and apartments but this apartment ONE Canal was perfect. Lisa was very helpful, great personality. We will be visiting again soon. "
ONE Canal Point
Aqua Bay Club Condos
View from property

Aqua Bay Club Condos

3.0 star property
9.8 out of 10, Exceptional, (76)
"We absolutely loved it here! The condo was great the staff was friendly and an amazing view!! Snorkeling was awesome just off the beach!"
Aqua Bay Club Condos
Caribbean Club Luxury Condo Hotel
Outdoor pool, free pool cabanas, pool umbrellas

Caribbean Club Luxury Condo Hotel

5.0 star property
9.8 out of 10, Exceptional, (45)
"Excellent Property. Their front desk team needs some working on because they give couldn't care less attitude."
The price is S$2,441
includes taxes & fees
8 Dec - 9 Dec
Caribbean Club Luxury Condo Hotel
Cayman Luxury Rentals at The Grove
Premium bedding, individually decorated, individually furnished

Cayman Luxury Rentals at The Grove

3.5 star property
9.2 out of 10, Wonderful, (25)
"The property was new and had a small store onsite as well as shops, a restaurant, and a gym. However, there was a LOT of construction when I went in May so it made it difficult to navigate on foot. There isn’t a lot outside of the complex unless you walk 30-45 minutes and that’s fine unless it’s scorching hot. The roosters were..whew! But, the beach was across the street, the property new, and the owners were responsive. You should get a rental if you’re gonna stay here but other than that, it’s...
The price is S$545
includes taxes & fees
14 Dec - 15 Dec
Cayman Luxury Rentals at The Grove
Sunset Cove
Exterior

Sunset Cove

3.5 star property
9.0 out of 10, Wonderful, (172)
"Beautiful small complex tucked off the Main Street on a beautiful sandy beach. It’s an older complex but well maintained, quiet and has everything you need. Great for family’s and those looking for a relaxing, peaceful vacation. "
Sunset Cove
Botanica
Outdoor pool

Botanica

4.0 star property
10.0 out of 10, Exceptional, (7)
"We had a lovely stay at Botanica! The attention to detail and the beauty of the cottages and fresh foliage everywhere made for a perfect stay. "
Botanica
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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Other types of properties in Old Man Bay you may be interested in

Kimpton Seafire Resort + Spa, an IHG Hotel
Exterior

Kimpton Seafire Resort + Spa, an IHG Hotel

5.0 star property
9.8 out of 10, Exceptional, (755)
"Amazing service, great staff, great food and lots of ammenities. We had a wonderful stay and can’t wait to go back! "
The price is S$1,125
includes taxes & fees
15 Dec - 16 Dec
Kimpton Seafire Resort + Spa, an IHG Hotel
Grand Cayman Marriott Resort
Outdoor pool

Grand Cayman Marriott Resort

4.5 star property
9.0 out of 10, Wonderful, (1011)
"This property was fantastic. Very clean and well maintained. Super friendly staff. Lots of amenities. Great food in and around the hotel. While there is no beach, you can still walk right into the beautiful water and swim. Loved it! "
The price is S$752
includes taxes & fees
15 Dec - 16 Dec
Grand Cayman Marriott Resort
The Ritz-Carlton, Grand Cayman
Outdoor wedding area

The Ritz-Carlton, Grand Cayman

5.0 star property
9.6 out of 10, Exceptional, (938)
"Outstanding experience. The staff went above and beyond at every turn. The service is what makes this property stand out and why we will definitely come back. "
The price is S$1,522
includes taxes & fees
14 Dec - 15 Dec
The Ritz-Carlton, Grand Cayman
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.
Beautiful view of the beach with palm trees

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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 11 Expedia holiday rentals in Old Man Bay for a memorable holiday.

What’s there to see and do in Old Man Bay?

Explore the area and family-friendly sights such as Cayman Crazy Golfing Mini Golf, or get out into nature at a spot like Grand Cayman Beaches. 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.