Old Man Bay Holiday Rentals from NZ$284: Search Short-Term Rentals

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Holiday Rentals in Old Man Bay

Escape to a serene beach with pristine white sand and turquoise waters, surrounded by natural rock formations.

"We love how secluded the condo was and it was even better that there were only one other unit rented at the same time. It was like our own private resort. The condo was huge and spotless and the view was amazing. This was exactly the trip we wanted to have!"

Relax by the ocean with a serene beachside setting, featuring a patio with lounge chairs and a small pool surrounded by palm trees.

Relax by the pool at Governors Village, where a tranquil atmosphere awaits.

"Great place "

includes taxes & fees

18 Aug - 19 Aug

Enjoy a serene beach experience with access to turquoise waters and a sandy shore.

"Perfect place for Vacation. "

Relax by the serene pool surrounded by palm trees and lounge chairs, with a picturesque view of the ocean.

"Quite,clean and friendly staff "

Relax on the balcony with comfortable seating and a refreshing breeze.

"Great place to stay"

Enjoy cooking in this well-equipped kitchen with a large island and stainless steel appliances.

"Beautiful canal view & balcony, beautiful pool, bright with large windows and very spacious."

Enjoy a serene beach experience with access to amenities and services.

"Overall, great amenities, wonderful staff and the property was absolutely beautiful!!❤️ We will certainly be back!!"

Relax in comfort with two beach chairs and umbrellas on the sandy beach.

"This place is fantastic! The beach is just a few steps away, our villa was clean and modern and within walking distance of restaurants. Everyone was friendly and helpful. They went above and beyond to make our vacation a relaxing one. We will definitely be returning. "

includes taxes & fees

16 Aug - 17 Aug

Relax in this stylish living room with a sofa, coffee table, and flat-screen TV, leading to a balcony with a wicker chair and table.

"Nice accommodations with very close access to beach"

Relax by the ocean-view pool, surrounded by a white fence and a palm tree.

"The condo was clean and had plenty of cooking supplies. The patio (only place you can see the water from the condo) is shared with the other condos (the other guests were very quiet). The beach was beautiful and very quiet. There were beach chairs. Bring water shoes to get out into the water. Great snorkeling. The only downside was traffic noise and smell so you couldn't eat on the patio. You absolutely need a car to get to any restaurants or other beaches."

Relax by the pool surrounded by lush greenery and lounge chairs.

"The property is pristine! We had a great stay! "

includes taxes & fees

28 July - 29 July

Enjoy the ocean view from our beachside hotel, where you can relax under the shade of umbrellas and by the pool.

"The place was very quiet and beautiful. The protected swim area was great."

Relax in a serene oceanfront setting with comfortable seating and a beautiful view.

"The house was perfect for our stay as a family. There were 10 of us and there was plenty of room. Everything was clean when we arrived. The kitchen was perfect for preparing meals and sitting around the island to talk. The back patio is the place to be! "

Relax on the beach with lounge chairs and palm trees.

"Beautiful property, close to everything "

Enjoy ocean views from this balcony with a gazebo in the distance, perfect for relaxing with a pair of chairs and a small table.

"Peace and quiet, spacial "

Guests can relax on the beach with lounge chairs under umbrellas, surrounded by palm trees and a clear ocean view.

"We had a great time in Grand Cayman. The condo was perfect size for 6 people and Livia was very responsive. The beach cove was perfect for snorkeling. We would definitely stay here again!"

Relax on the beach with comfortable lounge chairs and umbrellas, overlooking the calm waters.

"We had an amazing stay at the villa. Check in was great and easy. "

Relax by the ocean at our beachfront pool, surrounded by palm trees and comfortable seating areas.

"great location, great view, spacious rooms!"

Escape to a tranquil beach paradise with a thatched-roof cabana, wooden walkway, and serene waters.

"We had the perfect vacation! The house is well appointed, taken care of, and a lot of little extra touches. The views are incredible and it is a lot of fun to just kayak and snorkel right off the beach."

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Top Old Man Bay Hotel Reviews

The Westin Grand Cayman Seven Mile Beach Resort & Spa

10/10 Excellent

"Excellent "

Grand Cayman Marriott Resort

10/10 Excellent

"This is our second stay at the Cayman Marriott. We truly enjoyed our stay. The entire team from the front desk to the pool assistants to the restaurant and bar staff both on the Vista and in the Den were wonderful. The spa and retail shop attendants were helpful and super nice. We watched this entire group work so well together to make our stay wonderful. Housekeeping was very accommodating and provided extra towels and room cleaning as needed. We were greeted with a smile everywhere we turned on the property. The team deserves a 10+ for extraordinary service. Marriott should be proud of this group. The management that assembled this team has done a great job. The team at the bar was a joy to watch. Ciceidio was a wonderful leader there and his smile was infectious for those around him. We will be back and thank you Cayman Marriott for making our stay so great!"

Hampton by Hilton Grand Cayman Seven Mile Beach

10/10 Excellent

"Building and rooms are immaculately kept as this is a relatively new renovation. Very convenient location for all the Seven Mile beach fun. The entire staff is extremely friendly, wanting to help on any way, and extremely hard working to ensure the guest experience is great. Shuttle service and breakfast are invaluable!"

Wyndham Reef Resort - All Inclusive

10/10 Excellent

"For our family of five, we booked a double suite for our 2 teens and 20-year-old, and we had the main suite, and it was great. It was a quiet hotel and the evening/night entertainment was low key but enjoyable. This is a quiet hotel so it would not be the regular all inclusive hotel with massive nightly evening shows. The entertainment was playing bingo, a man playing steel pan, karaoke and a staff member playing music. There are racquets for tennis, Kayaks and paddle boards and snorkels. The rooms were spotless. There is a supermarket right across the street, as well as a place to rent a car with very reasonable rates. The staff is amazing and friendly. We enjoyed the food, it was quite tasty. We took the standard all inclusive package (as opposed to upgrading to the premium) and it was enough for our family. I thought it would not suffice but the portions were generous to fill my over 6 foot husband and 2 sons. The con while we stayed there was a lot of seaweed, but I won't blame nature on the hotel."

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$284 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?

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!: This holiday home rental outside of Old Man Bay is located on the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 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 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.

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Old Man Bay Holiday Rentals

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Holiday Rentals in Old Man Bay

On The Bay

On The Bay

The Bay with 500 Feet of BeachFront and 2 Cottages

The Bay with 500 Feet of BeachFront and 2 Cottages

Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

The Grove

The Grove

Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

Regal Beach Club

Regal Beach Club

ONE Canal Point

ONE Canal Point

Villas of the Galleon

Villas of the Galleon

Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

Steps to the Beach! 2bed/2.5bath condo - Seabreeze Villas

Steps to the Beach! 2bed/2.5bath condo - Seabreeze Villas

Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point

Sunset Cove

Sunset Cove

The peace and tranquility of this cottage Works Wonders on the soul....

The peace and tranquility of this cottage Works Wonders on the soul....

The Grandview Condos on Seven Mile Beach

The Grandview Condos on Seven Mile Beach

Secluded Waterfront Single Family Villa with Private Pool – 3,000 Sq of Luxury

Secluded Waterfront Single Family Villa with Private Pool – 3,000 Sq of Luxury

!!GREAT LOCATION & VALUE!! 7mile BEACH CONDO in a Resort setting on 7mile Beach

!!GREAT LOCATION & VALUE!! 7mile BEACH CONDO in a Resort setting on 7mile Beach

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Top Old Man Bay Hotel Reviews

The Westin Grand Cayman Seven Mile Beach Resort & Spa

Find out more about Old Man Bay

Find out more about Old Man Bay

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Explore a world of travel with Expedia

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