A cave with stalactites and stalagmites, a shallow pool of water, and rock formations.

Old Man Bay Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Old Man Bay holiday rentals

Beach

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

Country Road, Take me Home- your own Island Cottage!
Savannah
9.2 out of 10, Wonderful, (16 reviews)
"Great location’"
Canada
Renee M.
The price is AU$255
includes taxes & fees
25 Aug - 26 Aug
Country Road, Take me Home- your own Island Cottage!
Beach

2. 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
9.4 out of 10, Exceptional, (10 reviews)
"Had a great stay"
United States
Annette
The price is AU$275
includes taxes & fees
25 Aug - 26 Aug
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach
Exterior

3. Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands
Savannah
9.8 out of 10, Exceptional, (11 reviews)
"Excellent stay! "
United States
Emma
The price is AU$289
includes taxes & fees
12 Sept - 13 Sept
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands
Interior

4. Stunning beachfront condo. Relax, Enjoy, Sunset, RumPoint, Pool & Heated Jacuzzi

Stunning beachfront condo. Relax, Enjoy, Sunset, RumPoint, Pool & Heated Jacuzzi
Grand Cayman
10.0 out of 10, Exceptional, (18 reviews)
"Gosh, the host communicated well, we enjoyed the rum cake treat too! The condo was very clean, updated and all systems worked perfectly! We enjoyed the people that stayed around us and the beach and Kaibo resort was nice to have by. We would definitely stay in this C25 again! Very pleased!"
United States
Susie H.
The price is AU$645
includes taxes & fees
26 Aug - 27 Aug
Stunning beachfront condo. Relax, Enjoy, Sunset, RumPoint, Pool & Heated Jacuzzi
Interior

5. Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.4 out of 10, Very good, (31 reviews)
"Quiet and convenient, was exactly what we needed for a nights stay!!!!"
United States
Matt D.
The price is AU$240
includes taxes & fees
25 Aug - 26 Aug
Slice of Paradise- 2 mins from Spotts Beach!
Pool

6. 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, (71 reviews)
"The host was really nice and the stay was perfect"
United States
luis M.
The price is AU$382
includes taxes & fees
25 Aug - 26 Aug
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking
Property grounds

7. Beautiful one bedroom apartment

Beautiful one bedroom apartment
Savannah
9.6 out of 10, Exceptional, (17 reviews)
"The location is in a quiet neighborhood in the middle of the island, so easy to get to anywhere. Also close to Spotts Beach for snorkeling. The hosts were very friendly and helpful. "
United States
Stephanie H.
The price is AU$369
includes taxes & fees
28 Aug - 29 Aug
Beautiful one bedroom apartment
Property grounds

8. Relaxing, tastefully decorated one-bedroom unit with all modern facilities

Relaxing, tastefully decorated one-bedroom unit with all modern facilities
Savannah
9.6 out of 10, Exceptional, (5 reviews)
"Was exactly how pictures show. Nice quiet relaxing location. If you dont need a pool this location for you. Plus owners are really nice and had beech chairs, umbrella and snorkel smasks in closet to use."
United States
theodor
The price is AU$458
includes taxes & fees
25 Aug - 26 Aug
Relaxing, tastefully decorated one-bedroom unit with all modern facilities
Pool

9. Stunning 2-bedroom condo in Bodden Town with a free Car!!

Stunning 2-bedroom condo in Bodden Town with a free Car!!
Bodden Town
The price is AU$694
includes taxes & fees
30 Aug - 31 Aug
Stunning 2-bedroom condo in Bodden Town with a free Car!!
Exterior

10. Casa de Bells 3

Casa de Bells 3
Patricks Island
The price is AU$384
includes taxes & fees
15 Sept - 16 Sept
Casa de Bells 3
Exterior

11. Cozy 1-Bed, Pool + Sea and Dining close by

Cozy 1-Bed, Pool + Sea and Dining close by
South Sound
10.0 out of 10, Exceptional, (1 review)
"Great room with full kitchen and bedroom. Laundry machines and dishwasher works greatPool was very refreshing and both times we used it there was no ine else in it. Short drive to seven mile and very close to grocerie store as well"
United States
brett r.
The price is AU$343
includes taxes & fees
30 Aug - 31 Aug
Cozy 1-Bed, Pool + Sea and Dining close by
Beach

12. Cozy Studio Steps from the Beach

Cozy Studio Steps from the Beach
West Bay
10.0 out of 10, Exceptional, (4 reviews)
"The property was clean and had plenty of amenities. It was a pleasure to stay there. Great location. The host was great-very communicative-much appreciated!"
United States
Lori
The price is AU$277
includes taxes & fees
25 Aug - 26 Aug
Cozy Studio Steps from the Beach
Exterior

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

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
Grand Harbour
9.8 out of 10, Exceptional, (6 reviews)
"The photos on the site do not do this condo justice. It is much nicer then the photos make it look. Really clean, had plenty of towels, quite spacious, nice little deck looking at the water, convenient to shops and restaurants and lovely pool. Would definitely stay here again! "
United States
Cynthia
The price is AU$553
includes taxes & fees
29 Aug - 30 Aug
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio
Beach

14. Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation
3.5 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (209 reviews)
"We loved the spacious unit and the view of the water. The beach was wonderful. Also, the recommendations provided by the host were spot on and great. We used the kitchen every morning for breakfast and the start of the day. We will definitely go back -- The only "issue" was the complex did not have a swimming pool --"
United States
Matthew
The price is AU$1,284
includes taxes & fees
25 Aug - 26 Aug
Galleon Villas by Hello Cayman Vacation
Beach

15. Pease Bay House Cayman Islands

Pease Bay House Cayman Islands
Grand Cayman
10.0 out of 10, Exceptional, (1 review)
"The house itself was absolutely beautiful and the location on the beach with both sunrise and sunset views was incredible. We have 4 children and had another family joined us with their 2 children and we had the best time. Lots of clean sandy beach area to play, plus fun coral area to explore. Be sure to bring water shoes to make it easy to explore. Host was super helpful with recommendations and response time was very quick. We truly enjoyed our stay!"
United States
Aileen R.
The price is AU$7,987
includes taxes & fees
25 Aug - 26 Aug
Pease Bay House Cayman Islands
Private kitchen

16. 1BD 1.5BA Convenient and Cosy Apartment with Pool

1BD 1.5BA Convenient and Cosy Apartment with Pool
George Town
9.6 out of 10, Exceptional, (4 reviews)
"Really enjoyed it, the place was very clean and comfortable. "
United States
mauricio o.
The price is AU$436
includes taxes & fees
1 Sept - 2 Sept
1BD 1.5BA Convenient and Cosy Apartment with Pool
Beach

17. S4 BP | Steps to Beach | Save 15% if Book Non-Refundable

S4 BP | Steps to Beach | Save 15% if Book Non-Refundable
West Bay
9.8 out of 10, Exceptional, (30 reviews)
"We were delighted to find that "steps to the beach" was actually correct! The property is around 5 minutes from the beach on foot, with great local eats and a very relaxed vibe as well. Our first visit to GC, we'll be repeating in the future and hope this property will be available when we come back!"
United States
Steven M.
The price is AU$306
includes taxes & fees
25 Aug - 26 Aug
S4 BP | Steps to Beach | Save 15% if Book Non-Refundable
Beach

18. Minutes From 7 Mile Beach

Minutes From 7 Mile Beach
West Bay
9.8 out of 10, Exceptional, (14 reviews)
"This is a beautiful location, well maintained and very quiet."
United States
Colletta
The price is AU$573
includes taxes & fees
27 Aug - 28 Aug
Minutes From 7 Mile Beach
Beach

19. Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach

Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach
West Bay
10.0 out of 10, Exceptional, (1 review)
"Absolutely loved the place. Great location. Clean. Couldn’t think of anything to complain about. Will definitely rent again when we come back this way."
United States
Summer
The price is AU$365
includes taxes & fees
30 Aug - 31 Aug
Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach
Beach

20. Quiet Beach Escape - Caribbean Paradise

Quiet Beach Escape - Caribbean Paradise
South Sound
10.0 out of 10, Exceptional, (5 reviews)
"What a great stay, the ad didn’t do justice to how roomy and beautiful the actual location is! The host was amazing, the entire stay was perfect!"
United States
John H.
The price is AU$647
includes taxes & fees
25 Aug - 26 Aug
Quiet Beach Escape - Caribbean Paradise
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Old Man Bay Hotel Reviews

The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

10/10 Excellent
"Clean spacious room. Good location."
Karen 4-night trip
Posted 1 hour ago
The Locale Hotel Grand Cayman

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 favourite 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 depend 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 AU$1,284 per night. Entering your travel dates in the search wizard might find you 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.