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Search Holiday Rentals in Old Man Bay

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Top Holiday Rentals in Old Man Bay

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, (128)
"Spacious villas, excellent location on a beautiful beach!"
The price is £460
includes taxes & fees
17 May - 18 May
Galleon Villas by Hello Cayman Vacation
Exercise/lap pool
ONE Canal Point
3.5 star property
10.0 out of 10, Exceptional, (68)
"The only drawback was crossing a busy highway like road to get to the beach and shopping"
ONE Canal Point
On the beach, sun-loungers, beach towels
Stunning Ocean View Condo steps to 7 Mile Beach-Ground Floor!
10.0 out of 10, Exceptional, (19)
"This condo was great for our family. Everyone had their own space. The screened in porch was nice for breakfast and evenings. The beach is small and rocky but seven mile beach is a short walk or drive. There was an umbrella and a couple beach chairs as well as coolers for the beach. We had an amazing week exploring Grand Cayman."
Stunning Ocean View Condo steps to 7 Mile Beach-Ground Floor!
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Beach | Sun-loungers, beach towels
2 Bedroom Condo Seven Mile Beach -Sunset Cove - Newly Renovated
10.0 out of 10, Exceptional, (54)
"The condo was clean, nicely decorated and a great location! Our hosts were friendly and easy to communicate with. Having a local phone available was a pleasant surprise and came in handy. We would stay here again if we come back."
The price is £483
includes taxes & fees
1 Jun - 2 Jun
2 Bedroom Condo Seven Mile Beach -Sunset Cove - Newly Renovated
A heated pool, pool loungers
Private 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool Pavilion
10.0 out of 10, Exceptional, (83)
"The condo was very nice and was exactly what was portrayed on VRBO. The beach was wonderful and the staff were always helpful. It was great to have a grocery store within walking distance too. Would highly recommend this property."
The price is £1,543
includes taxes & fees
21 May - 22 May
Private 7 Mile Beach Beach Club. Ocean views from Roof Terrace and Pool Pavilion
Property grounds
Stunning ,Coastal Chic, apartment in the Heart of 7 mile Beach.
10.0 out of 10, Exceptional, (97)
"The property was perfect for us as it had all mod cons and enough space to relax after long days under the sun! The host has graciously made available bicycles, snorkelling gear, cool bags and beach towels, all of which we used. There’s even a parking space for your hire car so you never need to walk too far. Situated in the heart of Seven Mile Beach, it’s a 2 min drive to the beach or 5-10 mins if you fancy a walk. Camana Bay with its great range of shops, cafes, restaurants and a large...
Stunning ,Coastal Chic, apartment in the Heart of 7 mile Beach.
Property grounds
The peace and tranquility of this cottage Works Wonders on the soul....
10.0 out of 10, Exceptional, (48)
"We thoroughly enjoyed our stay. The property is well located and affords privacy will still be close to various attractions. The pool and beach were wonderful, and we enjoyed kayaking and paddle boarding. Would definitely stay again!"
The peace and tranquility of this cottage Works Wonders on the soul....
Outdoor pool
Private Luxury Waterfront Villa with Pool
10.0 out of 10, Exceptional, (17)
"Very relaxing stay in cayman, pool was great. Location was very good. Can’t wait to comeback next year."
Private Luxury Waterfront Villa with Pool
On the beach
Sundowner 8 is a 2 bedroom condo located right on Seven Mile Beach
10.0 out of 10, Exceptional, (37)
"Sundowner is the perfect location to experience all that Seven Mile has to offer. The beachfront is truly exquisite. The property is clean, spacious and well-stocked. A home away from home! The rooftop patio is the perfect place to enjoy Cayman sunsets and you can easily walk along the beach to several hotels and restaurants for a meal or drink. We appreciated the beach towels and beach furniture available to us as well. Sundowner has thought of everything! Our family had a wonderful vacation...
Sundowner 8 is a 2 bedroom condo located right on Seven Mile Beach
On the beach, sun-loungers, beach towels
Apartment on 7 Mile Beach! Walk to Camana Bay
10.0 out of 10, Exceptional, (45)
"Traveled to Grand Cayman with multiple young children and this was a perfect setup and location! Would stay here again if we return. Convenient walk to grocery store and nearby restaurants."
Apartment on 7 Mile Beach! Walk to Camana Bay
Beach | Beach nearby, sun-loungers, beach towels
Cayman Imperial Suite-Close to Beaches, Restaurants, Bus-stops & Stores
10.0 out of 10, Exceptional, (45)
"Wonderful. Host was very helpful and accommodating. Will most definitely be staying here again!"
Cayman Imperial Suite-Close to Beaches, Restaurants, Bus-stops & Stores
Pool
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
10.0 out of 10, Exceptional, (46)
"This was our third visit to Grand Cayman and this was our favorite property that we have rented. The location was close to many great restaurants, Run point and Starfish beach. The Villa had everything we needed, the owners were very responsive with our questions and made everything so easy. The sandy beach and easy access to the water made it easy to snorkel and kayak. There was ample shade as well as plenty of sunshine- the perfect mix. The beds were very comfortable. We love the quiet and...
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
Outdoor pool
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
10.0 out of 10, Exceptional, (93)
"We came to Grand Cayman for my wife’s birthday and had an outstanding time.. Craig is absolutely terrific and very responsive. We had one of our suitcases break and needed a screwdriver. I emailed Craig and in less than 2 minutes, Roy was at the front door with the screwdriver.. The location and condition of the house was very nice, the pool with it beautiful view of the water is exactly what were hoping for!! Not one issue at all.."
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
Property grounds
Grand Cayman Private Beach Cottage Without The High Price
10.0 out of 10, Exceptional, (28)
"Everything you need for a relaxing vacation."
Grand Cayman Private Beach Cottage Without The High Price
Beach | On the beach, sun-loungers, beach towels
7th night free, Mi Casa, Su Casa, Beachfront
10.0 out of 10, Exceptional, (122)
"Our stay at Rum Point was amazing! Val and Dave and wonderful hosts and were incredibly communicative. The location was amazing, just steps away from the beach!"
7th night free, Mi Casa, Su Casa, Beachfront
On the beach, white sand, sun-loungers, beach umbrellas
Villas of the Galleon
2.5 star property
9.8 out of 10, Exceptional, (68)
"Excellent place to stay!"
Villas of the Galleon
Outdoor pool, free pool cabanas, pool umbrellas
Caribbean Club Luxury Condo Hotel
5.0 star property
9.8 out of 10, Exceptional, (45)
"Excellent Property. Their front desk team needs some working on because they give couldn't care less attitude."
Caribbean Club Luxury Condo Hotel
Beach | Beach nearby, sun-loungers, beach towels
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
9.8 out of 10, Exceptional, (58)
"Perfect property for our stay in paradise. I definitely recommend a car, it’s convenient parking and the neighborhood feels safe. We had everything we needed and it was nice to have access to the cooler and beach chairs which we used every day. It also felt very clean and the bed was very comfortable. "
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
View from property
Aqua Bay Club Condos
3.0 star property
9.8 out of 10, Exceptional, (75)
"We absolutely loved it here! The condo was great the staff was friendly and an amazing view!! Snorkeling was awesome just off the beach!"
Aqua Bay Club Condos
Pool
Ocean Front Paradise Seven Mile Beach Sunsets!
9.8 out of 10, Exceptional, (142)
"Wonderful trip!"
Ocean Front Paradise Seven Mile Beach Sunsets!
Don't see what you're looking for?
See all available properties in Old Man Bay
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.

Old Man Bay Holiday Rental Travel Info

Number of holiday rentals
55
Popular accommodation
Old Man Bay private holiday homes
Known landmarks
Rum Point Beach, Starfish Beach and Star Fish Point
International airport
George Town (GCM-Owen Roberts Intl.)

Other types of properties in Old Man Bay you may be interested in

Outdoor wedding area
The Ritz-Carlton, Grand Cayman
5.0 star property
9.6 out of 10, Exceptional, (853)
"The staff was excellent!!!!"
The price is £839
includes taxes & fees
8 Jun - 9 Jun
The Ritz-Carlton, Grand Cayman
Private beach nearby, white sand, beach cabanas, sun-loungers
Sunshine Suites Resort
4.0 star property
9.0 out of 10, Wonderful, (1002)
"The best value stay in Grand Cayman with low prices, great service, and exceptional accessibility to Seven Mile Beach. Britney and Ella were outstanding."
The price is £264
includes taxes & fees
19 May - 20 May
Sunshine Suites Resort
Outdoor pool
Grand Cayman Marriott Resort
4.5 star property
8.8 out of 10, Excellent, (1001)
"Functional Cayman hotel. Shame about the waterfront (no beach). Hefty resort fee and mandatory service charge on room rates. Loud events mar an otherwise relaxing place to stay. Good central Seven Mile Beach location. "
The price is £438
includes taxes & fees
3 Jun - 4 Jun
Grand Cayman Marriott Resort
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.

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 £460 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?

Blue Vista Villa - Oceanfront 4 Bedroom Home on Northside: This highly rated holiday home rental in Old Man Bay is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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.

Recent reviews of Old Man Bay properties
Expedia verified reviews

The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

5/5 Excellent
"Great stay!"
A verified traveller stayed at The Locale Hotel Grand Cayman
Posted 2 days ago
The Locale Hotel Grand Cayman