Photo by Paul Shaffer -Dee

Old Man Bay holiday rentals

We found 330 holiday rentals — enter your dates for availability

Select from 10 houses, 11 flats and other holiday rentals to find the perfect place for your stay in Old Man Bay. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include parking and a hot tub. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Old Man Bay getaway

Learn about the unique charm of Old Man Bay with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Old Man Bay

Do you want to find top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that makes Old Man Bay a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • North Sound Golf Course (12.3 mi / 19.8 km)
  • Britannia Golf Course (13.2 mi / 21.2 km)

Exploring the natural landscape of Old Man Bay

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Old Man Bay is a great place to get out in nature. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Grand Cayman Beaches (4.2 mi / 6.8 km)
  • Grand Cayman Blow Holes (4.7 mi / 7.6 km)
  • Rum Point Beach (6.6 mi / 10.6 km)
  • Starfish Beach (7.1 mi / 11.4 km)
  • Spotts Beach (10.2 mi / 16.5 km)
  • Governor's Beach (13.4 mi / 21.6 km)

How to get to and around Old Man Bay

Fly into George Town (GCM-Owen Roberts Intl.), the closest airport, located 12.3 mi (19.8 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Old Man Bay?
According to our research, houses are the most desirable type of holiday home in Old Man Bay. But as you know, everyone’s idea of the perfect stay differs. Stayz has holiday homes with every size, shape and budget in mind, and we’ll help you locate the best fit for your needs.
How much does it cost to rent a holiday home in Old Man Bay?
A number of factors can determine what you’ll pay for your holiday home in Old Man Bay, such as the length of stay, type of property and season. However, all Stayz homes have one thing in common — excellent value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Old Man Bay?
The average price for a holiday home close to the beach in Old Man Bay depends on when you’re visiting the area and the size and style of property you’re looking for. You can quickly and easily find prices on Stayz by entering your travel dates and destination. Then use the handy filters to pick the number of bedrooms and amenities that you need, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Old Man Bay?
Yes, there are. You’ll have your pick of 15 holiday homes that cater to pets in Old Man Bay. Plenty of our pet-friendly holiday homes even have an outdoor area for your four-legged friend to play around in, dog beds, complimentary treats and proximity to parks and green space. Apply the “Pets allowed” filter to find a pad that’ll get tails wagging on Stayz.
Can I rent a house with a pool in Old Man Bay?
Pack your swimsuit and inflatable swan, because there are 11 houses with a private pool in Old Man Bay. Unwind at one of these superb holiday homes and enjoy a pool day every day. Simply enter your dates into Stayz, then check the “pool” filter to find a place to make a splash!
What are popular home amenities in Old Man Bay?
The most popular home amenities guests are looking for in Old Man Bay include a beach view, an ocean view and a nearby waterfront. Whether you’re travelling with pals, family or even pets, Stayz holiday homes have the best amenities for ultimate relaxation with the people closest to you.
Are there large group holiday homes in Old Man Bay?
Pick from two holiday homes in Old Man Bay that can accommodate 10 or more guests. Whether you’re planning a holiday with extended family or a special event, there’s ample space to get your loved ones together under one roof.
Are there holiday homes in Old Man Bay that welcome kids?
With 15 family-friendly holiday homes available in Old Man Bay, now is an awesome time to introduce the kiddos to the pleasures of travel. Just check our “Properties good for families” filter to view stays packed with amenities perfect for travelling families, such as living rooms, outdoor spaces, entertainment areas and bunk beds.
What are the top attractions for families in Old Man Bay?
Keeping the kids amused during your holiday in Old Man Bay is a breeze with these cool family-friendly attractions:

  • Starfish Beach
  • Rum Point Beach
  • Star Fish Point

Are there one-bedroom holiday homes in Old Man Bay?
There are two one-bedroom properties in Old Man Bay to pick from. A one-bedroom holiday home is a great choice if it’s only two of you or if you’re travelling on your own. Toss in more convenience, privacy and space compared to a standard hotel, and you’re sure to have an unforgettable trip.
Can I find two-bedroom holiday homes in Old Man Bay?
Old Man Bay has four two-bedroom holiday properties to pick from. Find a holiday home with all the space and comfort you need at a fantastic price on Stayz.
Are there holiday homes with WiFi in Old Man Bay?
Whether you want to keep up with the latest headlines, send some emails or update your social media accounts, there are eight holiday homes with WiFi in Old Man Bay. Check the “WiFi” box when searching on Stayz and stay connected on your getaway.
How can I find holiday homes with air conditioning in Old Man Bay?
Old Man Bay has 15 holiday homes where you’ll be able to unwind in air-conditioned comfort. To find a stay on Stayz featuring this perk, enter your dates of travel and use the filters to select the “air conditioning” box.
How old do you have to be to rent a holiday home in Old Man Bay?
Age restrictions can differ across properties on Stayz, so be sure to check the rules of the holiday home in Old Man Bay you want. But normally, it’s 16, 18 or 21.
How long can I rent a holiday home in Old Man Bay for?
It’s up to the Old Man Bay property. To view all available options offering extended stays, just type your travel dates and number of guests into Stayz. Look forward to having the whole place to yourself, as well as comforts such as air conditioning, a kitchen and a yard where the kids can burn off energy. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

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