Old Man Bay Holiday Rentals from NZ$1,540: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Old Man Bay has to offer?

Cayman Luxury Rentals at 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.

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In two weeks

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Our top choices for Old Man Bay holiday rentals

Private beach, white sand, free beach cabanas, sun-loungers

1. Galleon Villas by Hello Cayman Vacation

Seven Mile Beach

Matthew

includes taxes & fees

24 Aug - 25 Aug

Seven Mile Beach

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Top Old Man Bay Hotel Reviews

The Locale Hotel Grand Cayman

10/10 Excellent

"Excellent hotel and breakfast"

The Sunshine Hotel and Suites

8/10 Good

"My experience at Sunshine Hotel and Suites was more than great! The room was clean and spacious, the bed was huge and very comfortable, the air conditioning worked perfectly, and the bathroom was clean and well maintained. We had everything we needed in the room, and the location was very convenient. There were plenty of food options nearby, and having access to the Westin across the way was a great added convenience. One thing I did not expect, however, was the $900 USD incidental hold required at check in, in addition to the resort fee. When booking through Expedia, I only saw the resort fee mentioned and did not see any information regarding the $900 hold. I believe this should be clearly included in the hotel’s policies and booking information to help avoid confusion or surprises for future guests. Aside from that, I was very pleased with my stay at Sunshine Hotel and Suites. The staff, accommodations, location, and overall experience made for a great trip, and I would definitely consider staying here again in the future!"

Hampton by Hilton Grand Cayman Seven Mile Beach

10/10 Excellent

"The hotel is in a perfect location. I like that they have a postcard showing what guests pay for in resort fees. It includes a shuttle, bikes, a breakfast buffet, GoPro rentals, and more. The room and the bed sheets and towels are clean. There is also a rental car service right across the street (Andy's). It is within walking distance of a gas station and stores, and it is near Camana Bay, which has several high-end restaurants. The hotel can shuttle guests there and pick them up with just a phone call.T The pool is small but great enough, and with pleasant lukewarm water, though there is no jacuzzi. Finally, the staff are super nice and very accommodating. Georgetown is near and you can even take the bus which is really not a bus but like a taxi (van) and can take you in town like 8-10 minutes away. Fee for the bus is $2.00."

The Place

10/10 Excellent

"Beautiful place with a clean, comfortable stay and everything we needed and even more. The check-in and check-out instructions were very clear and easy to follow. Parking was available, and the private entrance made everything feel convenient and secure. The location is excellent, close to spots like Starfish Point, Rum Point, Crystal Caves and the Mastic Trail, with plenty more to explore nearby. It’s also only about a 30-minute drive (with no traffic) to George Town. Overall, a great stay in a peaceful and well-located place. I would definitely recommend it."

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 favorite 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 depends 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 NZ$1,540 per night. Entering your travel dates in the search wizard you might find 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?

Cayman Luxury Rentals at 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.

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Our top choices for Old Man Bay holiday rentals

1. Galleon Villas by Hello Cayman Vacation

2. Cayman Luxury Rentals at Lighthouse Point Residences

3. George Town Villas 116

4. Villas of the Galleon 6

5. George Town Villas 117

6. Villas of the Galleon 4

7. Cocoplum 9 in George Town

8. Cocoplum 10 in George Town

9. George Town Villas 118

10. The Grove 33 in Grand Cayman

11. S4 BP Steps to Beach Entire Apartment

12. Sunset Point 29 in West Bay

13. Grape Tree Villas 30

14. Villas Pappagallo 17

Find holiday rentals that suit your style

Top Old Man Bay Hotel Reviews

The Locale Hotel Grand Cayman

The Sunshine Hotel and Suites

Hampton by Hilton Grand Cayman Seven Mile Beach

Governors Village Seven Mile Beach Corridor

The Grand Caymanian Resort

ONE GT Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

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

The Place

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Frequently asked questions

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