Photo by Paul Shaffer -Dee

Old Man Bay Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Old Man Bay

Other types of properties in Old Man Bay you may be interested in

Grand Cayman Marriott Resort
4.5 star property
8.8 out of 10, Excellent, (1004)
"Wow property is super clean. Most friendly and helpful receptionist and staff ever, lovely and great first impression of hotel. Everything about the hotel was exceptional. It was clean, stylish, roomy with excellent service in where we had dinner. Food was good and great value for money and service was attentive and efficient"
The price is NZ$652
per night
23 Jun - 24 Jun
Grand Cayman Marriott Resort
The Ritz-Carlton, Grand Cayman
5.0 star property
9.6 out of 10, Exceptional, (870)
"Expectation exceeded in every way. "
The price is NZ$1,389
per night
23 Jun - 24 Jun
The Ritz-Carlton, Grand Cayman
The Westin Grand Cayman Seven Mile Beach Resort & Spa
4.5 star property
8.6 out of 10, Excellent, (1004)
"Amenities were good. Restaurants were very good. "
The price is NZ$988
per night
27 Jun - 28 Jun
The Westin Grand Cayman Seven Mile Beach Resort & Spa
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Old Man Bay holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Old Man Bay. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Old Man Bay. Seeing all the best attractions is bound to make you fall in love with Old Man Bay. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Old Man Bay short-term rentals, that won’t be hard to do.

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?

Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside: This highly rated holiday home rental in Old Man Bay is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Old Man Bay?

Choose from 10 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 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.

Recent reviews of Old Man Bay properties
Expedia verified reviews