Photo by Paul Shaffer -Dee

Old Man Bay Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Old Man Bay

On The Bay

4.0 star property
North Side
10.0 out of 10, Exceptional, (6)
"Great experience!!"
United States
Sheila
On The Bay

Beach House and Cottage with 2 Full Kitchens, Sleeps 16.

Old Man Bay
10.0 out of 10, Exceptional, (1)
"The Property is wonderful and exceeded our expectations! There were 13 of us on vacation and every one of us had a more than comfortable place to sleep. The two facilities were spotless and were laid out beautifully. The Hosts were courteous and accommodating. We received great advice from them during our stay regarding restaurants, shopping and sight seeing. The property is walking distance from the Crystal Caves, which is a must-see. We had everything we needed from the kitchen to the Rec...
United States
Anonymous traveller
Beach House and Cottage with 2 Full Kitchens, Sleeps 16.

The Place

4.0 star property
Old Man Bay
The Place

Silver Reef Residencies

4.0 star property
North Side
10.0 out of 10, Exceptional, (2)
"Fantastic location for a stay on Grand Cayman, the property is new, directly facing the water with an amazing view to wake up to with your morning coffee The condo is fully equipped with everything necessary for a relaxing vacation. Would definitely go back"
Canada
KENNETH
Silver Reef Residencies

The Grove

5.0 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (42)
"Would rent again"
United States
Viet
The Grove

Governors Village Seven Mile Beach Corridor

3.5 star property
Seven Mile Beach
9.6 out of 10, Exceptional, (241)
"Great location"
United States
Monty
The price is AU$400
includes taxes & fees
17 Nov - 18 Nov
Governors Village Seven Mile Beach Corridor

Wyndham Reef Resort Grand Cayman

3.5 star property
East End
8.4 out of 10, Very good, (1014)
"Clean room. Beautiful ocean view. Staff was amazing. Resort restaurants were exceptional!! All in all a very pleasant stay. "
United States
Sonja
Wyndham Reef Resort Grand Cayman

Villas of the Galleon

2.5 star property
Seven Mile Beach
9.8 out of 10, Exceptional, (124)
"The villa was a nice surprise. The accommodations were great and access to the beach was very easy for kiddos. I especially liked the visible security guard on duty 24x7. It was just a wonderful vacation!"
United States
Ric
Villas of the Galleon

Regal Beach Club

4.0 star property
Seven Mile Beach
9.6 out of 10, Exceptional, (275)
"Very nice property.. definitely will be coming back."
United States
Gabriel
Regal Beach Club

ONE Canal Point

3.5 star property
Seven Mile Beach
9.8 out of 10, Exceptional, (161)
"Very nice property, modern, clean, quiet, assign parking, everything you need for your stay. "
United States
Svetlana
ONE Canal Point

The Grandview Condos on Seven Mile Beach

3.5 star property
Seven Mile Beach
9.6 out of 10, Exceptional, (97)
"Great location and really, really nice place to spend a week."
Canada
Sean
The Grandview Condos on Seven Mile Beach

Laguna Del Mar

4.5 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (13)
"The property was perfect for our family. We enjoyed the modern amenities, open floor plan, comfortable beds, amazing beach and clear blue water out front to snorkel and swim in as well as the close proximity to shopping and dining. We can't wait to come back!"
United States
Sarah
Laguna Del Mar

Cayman Luxury Rentals at The Grove

3.5 star property
Seven Mile Beach
9.2 out of 10, Wonderful, (49)
"I have been to Grand Cayman many times and this is now top of my list for places to stay!"
United States
Sandra
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at One Canal Point

4.0 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (6)
"Beautiful condo, management was always available for questions. They even had transport info ready and available. Would definitely stay again "
United States
Tanesha
The price is AU$2,862
includes taxes & fees
3 Dec - 4 Dec
Cayman Luxury Rentals at One Canal Point

Ocean Paradise

4.0 star property
North Side
9.6 out of 10, Exceptional, (38)
"This is a super cute little group of homes with a pool on the water. Here are the things you won't know from the advertisement although you're on the water you can't swim it's covered in rocks and coral. Bring aquasocks if you plan on trying to go out on the water. The furniture in unit two in the living room needs to be replaced you sit on the couch or love seat and you sink in. Beds and pillow are very good. Ac is good. Dishwasher needs updating. If you dont know grand cayman this is a 40...
United States
Joseph P
Ocean Paradise

Botanica

4.0 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (9)
"Hands down my best traveling experience ever. Kim was an absolute delight and the accommodations were amazing."
United States
Erika Ebele
Botanica

Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

South Sound
9.8 out of 10, Exceptional, (91)
"Place was great ... location is one block from ocean front and approx 1 mile from busy waterfront area that has some great snorkeling ..Very quiet neighborhood"
United States
RONALD T.
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

North Side
10.0 out of 10, Exceptional, (50)
"They had everything we needed. Pool toys, sand toys, beach towels, laundry detergent, paper towels… Beds were very comfortable. Rooms are separate enough that everyone still had a quiet space to go to if they needed a break from family. Super close to Rum Point beach. Overall great experience. "
United States
Jennifer R.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

Cayman Reef Resort #42 - 7 Mile Beach

Grand Cayman
9.6 out of 10, Exceptional, (148)
"We had a great stay at this property. Clean, comfortable and well stocked. Beautiful sunsets! Also, the property manager was very responsive."
United States
Giselle G.
The price is AU$1,638
includes taxes & fees
21 Nov - 22 Nov
Cayman Reef Resort #42 - 7 Mile Beach

Seven Mile Beach, Cayman Grand 32, 2 bd/2bth condo w/pool at Island Pine Villas

Seven Mile Beach
9.8 out of 10, Exceptional, (67)
"The place was great. We enjoyed our time at the villa and at Grand Cayman. I'd recommend Micheale's place to anyone visiting Seven Mile Beach and Grand Cayman."
United States
Kevin P.
Seven Mile Beach, Cayman Grand 32, 2 bd/2bth condo w/pool at Island Pine Villas
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.
Save an average of 15% on thousands of hotels when you're signed in

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, 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$400 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?

Ocean Paradise: This holiday home rental outside of 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 Star Fish Point.

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.