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Old Man Bay Holiday Rentals

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Holiday Rentals in Old Man Bay

The Bay with 500 Feet of BeachFront and 2 Cottages
On the beach

The Bay with 500 Feet of BeachFront and 2 Cottages

10.0 out of 10, Exceptional, (1)
"The Property is wonderful and exceeded our expectations! There were 13 of us on vacation and every one of us had a more than comfortable place to sleep. The two facilities were spotless and were laid out beautifully. The Hosts were courteous and accommodating. We received great advice from them during our stay regarding restaurants, shopping and sight seeing. The property is walking distance from the Crystal Caves, which is a must-see. We had everything we needed from the kitchen to the Rec...
The Bay with 500 Feet of BeachFront and 2 Cottages
On The Bay
On the beach, white sand, free beach cabanas, sun-loungers

On The Bay

4.0 star property
10.0 out of 10, Exceptional, (6)
"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!"
On The Bay
Governors Village Seven Mile Beach Corridor
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers

Governors Village Seven Mile Beach Corridor

3.5 star property
9.6 out of 10, Exceptional, (221)
"Amazing place "
Governors Village Seven Mile Beach Corridor
ONE Canal Point
Deluxe Condo, 2 Bedrooms, Canal View | Private kitchen

ONE Canal Point

3.5 star property
9.8 out of 10, Exceptional, (150)
"Property was excellent and very convenient location to everything. Dedicated spot"
ONE Canal Point
Wyndham Reef Resort Grand Cayman
2 outdoor pools

Wyndham Reef Resort Grand Cayman

3.5 star property
8.4 out of 10, Very good, (1010)
"Quite,clean and friendly staff "
Wyndham Reef Resort Grand Cayman
The Grove
Beach nearby, white sand, sun-loungers, beach umbrellas

The Grove

5.0 star property
9.8 out of 10, Exceptional, (38)
"Would rent again"
The Grove
Regal Beach Club
3 Bedroom Villa - Ocean Front # 624 | Terrace/patio

Regal Beach Club

4.0 star property
9.6 out of 10, Exceptional, (273)
"Great place to stay"
Regal Beach Club
Cayman Luxury Rentals at The Grove
Luxury Apartment, 1 King Bed with Sofa bed, Balcony

Cayman Luxury Rentals at The Grove

3.5 star property
9.0 out of 10, Wonderful, (48)
"I have been to Grand Cayman many times and this is now top of my list for places to stay!"
Cayman Luxury Rentals at The Grove
Galleon Villas by Hello Cayman Vacation
Private beach, white sand, free beach cabanas, sun-loungers

Galleon Villas by Hello Cayman Vacation

3.5 star property
10.0 out of 10, Exceptional, (194)
"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. "
The price is AU$754
includes taxes & fees
1 Oct - 2 Oct
Galleon Villas by Hello Cayman Vacation
Villas of the Galleon
On the beach, white sand, sun-loungers, beach umbrellas

Villas of the Galleon

2.5 star property
9.8 out of 10, Exceptional, (121)
"Loved the condo and location!"
Villas of the Galleon
Laguna Del Mar
Superior Condo | Terrace/patio

Laguna Del Mar

4.5 star property
10.0 out of 10, Exceptional, (13)
"Beautiful clean place to vacation! View is priceless. I highly recommend this place!!"
Laguna Del Mar
The Grandview Condos on Seven Mile Beach
On the beach, white sand, sun-loungers, beach umbrellas

The Grandview Condos on Seven Mile Beach

3.5 star property
9.6 out of 10, Exceptional, (96)
"Beautiful property, close to everything "
The Grandview Condos on Seven Mile Beach
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
Outdoor dining

Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

10.0 out of 10, Exceptional, (2)
"The Pool was large and the pool deck was gigantic! The inside of the house is absolutely gorgeous with tons of amenities, kitchen aid, blenders, espresso maker, everything you could think of for serving many people. The private beach was absolutely serene! The family can't wait to go back! Bikes, kayaks, snorkeling heard float toys, I could go on and on! Waking up in the large master looking over the deck at the glowing blue water every morning was certainly a highlight. PS5 for the kids on...
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
Steps to the Beach! 2bed/2.5bath condo - Seabreeze Villas
Outdoor pool

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

9.8 out of 10, Exceptional, (36)
"We didn't want to stay in the crowded 7-mile beach area, so we chose Bodden Town instead. The property was perfect for the 3 of us -- close enough to walk to a few places and not too far to drive to others. There were only 10 units so the pool and beach were never crowded. The people (locals & visitors) were all very friendly."
Steps to the Beach! 2bed/2.5bath condo - Seabreeze Villas
Cayman Luxury Rentals at One Canal Point
2 outdoor pools

Cayman Luxury Rentals at One Canal Point

4.0 star property
10.0 out of 10, Exceptional, (6)
"Its beautiful and spacious really well put together loved every moment "
Cayman Luxury Rentals at One Canal Point
The peace and tranquility of this cottage Works Wonders on the soul....
Outdoor dining

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

10.0 out of 10, Exceptional, (66)
"Great location away from Hustle and Bustle of Georgetown. The amenities were great and the house is beautiful! It really Worked Wonders on our souls! "
The peace and tranquility of this cottage Works Wonders on the soul....
Seven Mile Beach, Cayman Grand 32, 2 bd/2bth condo w/pool at Island Pine Villas
Outdoor pool, a heated pool

Seven Mile Beach, Cayman Grand 32, 2 bd/2bth condo w/pool at Island Pine Villas

9.8 out of 10, Exceptional, (67)
"We had a great week in Grand Cayman calling Island Pine Villa 32 our home. Great central location. Condo is steps away from the beach and kids loved having a pool as well as the ocean to play in. Condo was as described, had everything we needed! "
Seven Mile Beach, Cayman Grand 32, 2 bd/2bth condo w/pool at Island Pine Villas
Botanica
Outdoor pool

Botanica

4.0 star property
10.0 out of 10, Exceptional, (9)
"Great location; wonderful service "
Botanica
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.
Pool

Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.

9.8 out of 10, Exceptional, (19)
"This house was in an absolutely beautiful setting. Everything that you could possibly need was provided and everything was spotless! Close to the dive shop and multiple restaurants and other fun activities. Book your stay here-you will not regret it!"
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.
Ocean Paradise
Outdoor pool, pool loungers

Ocean Paradise

4.0 star property
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
Ocean 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.
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Top Old Man Bay Hotel Reviews

Cobalt Coast Resort

Cobalt Coast Resort

10/10 Excellent
"Beautiful stay and lovely services "
JONATHAN Q 4-night trip
Posted 2 days ago
Cobalt Coast Resort

Find out more about Old Man Bay

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$754 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 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 10 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.