Old Man Bay Holiday Rentals

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Our top choices for Old Man Bay holiday rentals

1BD 1.5BA Convenient and Cosy Apartment with Pool

1BD 1.5BA Convenient and Cosy Apartment with Pool
George Town
9.4 out of 10, Exceptional, (3 reviews)
"Great location to get all over the island, convenient services nearby, dedicated parking spot, easy entry and the pool temperature was great. "
United States
Sonja B.
The price is AU$434
includes taxes & fees
23 May - 24 May
1BD 1.5BA Convenient and Cosy Apartment with Pool

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, (9 reviews)
"Had a great stay"
United States
Annette
The price is AU$318
includes taxes & fees
18 May - 19 May
Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

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$363
includes taxes & fees
18 May - 19 May
Beautiful one bedroom apartment

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, (30 reviews)
"Clean room, comfortable bed, helpful and pleasant host."
United States
Maria
The price is AU$241
includes taxes & fees
18 May - 19 May
Slice of Paradise- 2 mins from Spotts Beach!

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, (15 reviews)
"Close to nearby shops, nice getaway and very peaceful. Would highly recommend!"
United States
Tony Rotich
The price is AU$258
includes taxes & fees
18 May - 19 May
Country Road, Take me Home- your own Island Cottage!

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, (10 reviews)
"Great stay in Savannah"
United States
Onkar P.
The price is AU$304
includes taxes & fees
18 May - 19 May
Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Casa de Bells 3

Casa de Bells 3
Patricks Island
The price is AU$358
includes taxes & fees
18 May - 19 May
Casa de Bells 3

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$402
includes taxes & fees
20 May - 21 May
Relaxing, tastefully decorated one-bedroom unit with all modern facilities

S1 BP Steps to Beach NEW A C Brrr

S1 BP Steps to Beach NEW A C Brrr
3.0 star property
West Bay
The price is AU$652
includes taxes & fees
19 May - 20 May
S1 BP Steps to Beach NEW A C Brrr

The Retreat at Rum Point, Your Island Escape

The Retreat at Rum Point, Your Island Escape
Rum Point
8.0 out of 10, Very good, (2 reviews)
"Did a quick 2 night getaway here and it was a great location for a great price. The only reason we gave 4 stars was because the bedroom was a bit warm even though they did provide a portable fan and because there was only 1 beach towel and 1 bath towel for 2 guests. It wasn’t a big deal because we didn’t swim but it definitely wouldn’t have been sufficient otherwise. Otherwise we loved our stay here, the kitchen was stocked with supplies, they left some snacks and the closet had a lot of beach...
United States
Amy
The price is AU$497
includes taxes & fees
25 May - 26 May
The Retreat at Rum Point, Your Island Escape

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (39 reviews)
"This is very njce place to stay. Very calm and clean property. It is just 45 minutes away from main town but great place to stay. "
United States
Mayur
The price is AU$940
includes taxes & fees
15 June - 16 June
Cayman Luxury Rentals at Ocean Paradise

Renovated 2 Bdr Beachfront Condo w/ Pool + Tennis

Renovated 2 Bdr Beachfront Condo w/ Pool + Tennis
Bodden Town
10.0 out of 10, Exceptional, (1 review)
"This place was everything the pictures showed and more! There wasn’t one thing we were without. We used the beach chairs, coolers, beach towels. Things I would add not mentioned: the freezer has an ice maker! That was very nice. The master bed has a king size bed (it was advertised as queen). And both bedrooms are incredibly spacious. Used the laundry almost every day to dry beach towels or wash clothes. Definitely need a car for this location to go see all the island has to offer. Go to...
United States
Sara N.
The price is AU$681
includes taxes & fees
1 June - 2 June
Renovated 2 Bdr Beachfront Condo w/ Pool + Tennis

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$613
includes taxes & fees
16 June - 17 June
Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

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
9.6 out of 10, Exceptional, (69 reviews)
"The host was really nice and the stay was perfect"
United States
luis M.
The price is AU$355
includes taxes & fees
30 May - 31 May
Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

Villa Steps From The Sand

Villa Steps From The Sand
West Bay
10.0 out of 10, Exceptional, (51 reviews)
"We loved our week at the Villa. The villa was clean and comfortable and had absolutely everything you could need or want. The view from the lanai was incredible and we were literally steps from the sand. The villa is located at the north end of the island which was very convenient to restaurants and groceries yet was very quiet. We loved everything about it and can't wait to go back!"
United States
Carol
The price is AU$559
includes taxes & fees
22 May - 23 May
Villa Steps From The Sand

Cayman Wind and Sea!

Cayman Wind and Sea!
West Bay
10.0 out of 10, Exceptional, (16 reviews)
"The listing is as promised. Owners were very easy to deal with. "
United States
Charles N.
The price is AU$810
includes taxes & fees
18 May - 19 May
Cayman Wind and Sea!

Quiet Beach Escape - Caribbean Paradise

Quiet Beach Escape - Caribbean Paradise
South Sound
10.0 out of 10, Exceptional, (4 reviews)
"Perfect for adults. Plenty of room for a family or 2 couples"
United States
Damian F.
The price is AU$589
includes taxes & fees
19 May - 20 May
Quiet Beach Escape - Caribbean Paradise

Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point
4.0 star property
Seven Mile Beach
9.4 out of 10, Exceptional, (8 reviews)
"The property is pristine! We had a great stay! "
United States
Kathleen
The price is AU$782
includes taxes & fees
18 May - 19 May
Cayman Luxury Rentals at One Canal Point

Oceanfront Sunset Patio w/ BBQ + Pool, Gym & Spa

Oceanfront Sunset Patio w/ BBQ + Pool, Gym & Spa
Northwest Point
The price is AU$556
includes taxes & fees
19 May - 20 May
Oceanfront Sunset Patio w/ BBQ + Pool, Gym & Spa

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$7,990
includes taxes & fees
19 May - 20 May
Pease Bay House Cayman Islands
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 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$940 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?

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.