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Old Man Bay Holiday Rentals

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Our top choices for Old Man Bay holiday rentals

Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach
Bt
10.0 out of 10, Exceptional, (3)
"Good location and good host. I recommend…especially for the price!"
United States
Aleric
The price is NZ$368
includes taxes & fees
12 Jan - 13 Jan
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Country Road, Take me Home- your own Island Cottage!

Country Road, Take me Home- your own Island Cottage!
2.0 star property
Savannah
9.4 out of 10, Exceptional, (11)
"The Shower and 5g internet stood out. It was a very pleasant stay "
United States
Cody
The price is NZ$311
includes taxes & fees
17 Jan - 18 Jan
Country Road, Take me Home- your own Island Cottage!

Tranquil Breeze no cleaing fee

Tranquil Breeze no cleaing fee
Prospect Park
6.0 out of 10, (2)
"We really enjoyed our stay. The unit was brand new and clean. I think they are just in the process of rehab the entire property. The bed was a bit too soft for my taste, but the linens were brand new and clean. If it had a few coffee mugs and utensils that would be perfect The shampoo/conditioner & body was a very nice touch. I would stay again!"
United States
Jennifer K.
The price is NZ$363
includes taxes & fees
31 Jan - 1 Feb
Tranquil Breeze no cleaing fee

Beautiful one bedroom apartment

Beautiful one bedroom apartment
Savannah
9.6 out of 10, Exceptional, (9)
"Nice little place, quiet and peaceful. A bit away from restaurants and shopping."
Canada
Nathalie B.
The price is NZ$444
includes taxes & fees
15 Jan - 16 Jan
Beautiful one bedroom apartment

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands
Savannah
10.0 out of 10, Exceptional, (2)
"Great stay in Savannah"
United States
Onkar P.
The price is NZ$403
includes taxes & fees
12 Jan - 13 Jan
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Beautiful 3 Bd Beachfront Home North Side Sleeps 7

Beautiful 3 Bd Beachfront Home North Side Sleeps 7
North Side
10.0 out of 10, Exceptional, (7)
"Beautiful villa- just as described. If you prefer quiet away from SMB this villa is perfect. It was just my husband and I for the week and it was lovely - plenty of of space for the whole family if we had the kids with us. Thanks for a great stay!"
United States
Jessica D.
The price is NZ$1,314
includes taxes & fees
29 Jan - 30 Jan
Beautiful 3 Bd Beachfront Home North Side Sleeps 7

Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.2 out of 10, Very good, (20)
"Excellent stay. Very peaceful and easy instructions "
Canada
raymond
The price is NZ$296
includes taxes & fees
11 Jan - 12 Jan
Slice of Paradise- 2 mins from Spotts Beach!

Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking
George Town
9.8 out of 10, Exceptional, (63)
"Great pool. Nice and private "
Canada
Bradley
The price is NZ$493
includes taxes & fees
21 Jan - 22 Jan
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

Ocean Paradise

Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
Ocean Paradise

Luxury 3bd Beach View, # 3 Blue, Stunning Views

Luxury 3bd Beach View, # 3 Blue, Stunning Views
North Side
9.6 out of 10, Exceptional, (21)
"Very clean, quite and had all we needed."
United States
Rachel W.
The price is NZ$1,496
includes taxes & fees
16 Jan - 17 Jan
Luxury 3bd Beach View, # 3 Blue, Stunning Views

Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!

Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!
Bodden Town
9.8 out of 10, Exceptional, (32)
"The cleanest place we have stayed! Hosts are wonderful and responsive. Beautiful kitchen!"
United States
Alissa F.
The price is NZ$1,288
includes taxes & fees
16 Jan - 17 Jan
Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub
Rum Point
10.0 out of 10, Exceptional, (3)
"This was the perfect spot for a quiet weekend getaway."
United States
Jacob B.
The price is NZ$1,438
includes taxes & fees
4 Feb - 5 Feb
Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot Tub

Pease Bay House Cayman Islands

Pease Bay House Cayman Islands
2.0 star property
Grand Cayman
The price is NZ$20,299
includes taxes & fees
14 Jan - 15 Jan
Pease Bay House Cayman Islands

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views
Rum Point
10.0 out of 10, Exceptional, (60)
"Well kept and beautiful views."
United States
Hilary R.
The price is NZ$2,036
includes taxes & fees
8 Jan - 9 Jan
Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
Grand Harbour
9.4 out of 10, Exceptional, (3)
"Very responsive host, beautiful view"
United States
Elizabeth
The price is NZ$697
includes taxes & fees
17 Jan - 18 Jan
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

Cosy 1-Bed, Pool + Sea and Dining close by

Cosy 1-Bed, Pool + Sea and Dining close by
2.0 star property
South Sound
Cosy 1-Bed, Pool + Sea and Dining close by

Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor
3.5 star property
Seven Mile Beach
9.6 out of 10, Exceptional, (280)
"Absolutely, amazing would highly recommend your stay there!"
United States
Renita
Governors Village Seven Mile Beach Corridor

LEMONGRASS HAVEN 3 bedroom home

LEMONGRASS HAVEN 3 bedroom home
Georgetown
10.0 out of 10, Exceptional, (3)
"Excellent stay! This property was close to the beaches and wonderful restaurants. Our family loved the space at this house. "
United States
John S.
The price is NZ$562
includes taxes & fees
9 Jan - 10 Jan
LEMONGRASS HAVEN 3 bedroom home

Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove
3.5 star property
Seven Mile Beach
The price is NZ$3,681
includes taxes & fees
16 Jan - 17 Jan
Cayman Luxury Rentals at Sunset Cove

S4 BP | Steps to Beach

S4 BP | Steps to Beach
West Bay
10.0 out of 10, Exceptional, (23)
"This place is literally the best deal in the whole of Grand Cayman. Great space and only two blocks from the beach and Heritage Kitchen. "
United States
Brock N.
The price is NZ$575
includes taxes & fees
12 Jan - 13 Jan
S4 BP | Steps to Beach
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.
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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 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$1,693 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?

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 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.