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Top Holiday Rentals in Old Man Bay

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

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

Governors Village Seven Mile Beach Corridor

3.5 star property
9.6 out of 10, Exceptional, (197)
"Clean, private, safe, convenient to all local activities. "
The price is £149
includes taxes & fees
28 Aug - 29 Aug
Governors Village Seven Mile Beach Corridor

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

ONE Canal Point

3.5 star property
9.8 out of 10, Exceptional, (143)
"Great stay! Excellent!"
ONE Canal Point

The Grove

5.0 star property
9.8 out of 10, Exceptional, (33)
"Great attention and service. Great price/quality "
The Grove

Regal Beach Club

4.0 star property
9.6 out of 10, Exceptional, (271)
"Great place to stay"
Regal Beach Club

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 £368
includes taxes & fees
28 Aug - 29 Aug
Galleon Villas by Hello Cayman Vacation

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 The Grove

3.5 star property
9.2 out of 10, Wonderful, (45)
"Nice accommodations with very close access to beach"
Cayman Luxury Rentals at The Grove

Villas of the Galleon

2.5 star property
9.8 out of 10, Exceptional, (118)
"Excelente place"
Villas of the Galleon

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

3.5 star property
9.6 out of 10, Exceptional, (96)
"Beautiful property, close to everything "
The Grandview Condos on Seven Mile Beach

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

10.0 out of 10, Exceptional, (66)
"We had a great time! The property and location were wonderful! The property manager was very helpful with setting up excursions. We loved everything about this trip and can’t wait to be back!"
The peace and tranquility of this cottage Works Wonders on the soul....

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

9.8 out of 10, Exceptional, (18)
"Beautiful place in a great location. Would recommend."
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.

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

9.8 out of 10, Exceptional, (67)
"We really enjoyed our time on Seven Mile Beach at this property. It's a great location to shops and restaurants and the walkway to Camana Bay was really pleasant and easy. And of course the beautiful beach. We loved it and were sad to leave. "
Seven Mile Beach, Cayman Grand 32, 2 bd/2bth condo w/pool at Island Pine Villas

Ocean Paradise

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

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

10.0 out of 10, Exceptional, (73)
"This was the perfect property for a large group or family. Beautiful views, every amenity you could ask for and a beautiful home! The northside is very laid-back and quiet with lots of great options around for eating out. Nothing is more than 45 minutes away if you want to go into town to shop or visit seven Mile Beach or any of the other touristy areas. Definitely going to book this one again!"
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

THREE King Beds plus Twin Plantation Village #15 4 TVs with HD Cable

9.6 out of 10, Exceptional, (84)
"We’re a local family of three generations. The unit with 3 king beds and a twin bed was perfect for us. The kids (15, 14, 5) loved the pools. The screen patio offered wonderful ocean views and spectacular sunsets. We really enjoyed our stay and would love to return in the future. "
THREE King Beds plus Twin Plantation Village #15 4 TVs with HD Cable

# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock

10.0 out of 10, Exceptional, (29)
"Love the location! "
# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock
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

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, apart-hotels, 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 £149 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?

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point: 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 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday 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.