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Old Man Bay Holiday Rentals

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Check prices for these dates

In two weeks
21 Nov - 23 Nov
In two months
2 Jan - 4 Jan
In three months
30 Jan - 1 Feb
In four months
27 Feb - 1 Mar

Holiday Rentals in Old Man Bay

On the beach, white sand, free beach cabanas, sun-loungers
On The Bay

On The Bay

4.0 star property
North Side
10.0 out of 10, Exceptional, (6)
"Great experience!!"
United States
Sheila
On The Bay
Interior
The Place

The Place

4.0 star property
Old Man Bay
The Place
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 star property
Seven Mile Beach
9.6 out of 10, Exceptional, (235)
"Great location"
United States
Monty
The price is S$348
includes taxes & fees
12 Nov - 13 Nov
Governors Village Seven Mile Beach Corridor
Beach nearby, white sand, sun-loungers, beach umbrellas
The Grove

The Grove

5.0 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (42)
"Would rent again"
United States
Viet
The Grove
On the beach, white sand, sun-loungers, beach umbrellas
Villas of the Galleon

Villas of the Galleon

2.5 star property
Seven Mile Beach
9.8 out of 10, Exceptional, (124)
"The villa was a nice surprise. The accommodations were great and access to the beach was very easy for kiddos. I especially liked the visible security guard on duty 24x7. It was just a wonderful vacation!"
United States
Ric
Villas of the Galleon
2 outdoor pools
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 star property
East End
8.4 out of 10, Very good, (1014)
"Clean room. Beautiful ocean view. Staff was amazing. Resort restaurants were exceptional!! All in all a very pleasant stay. "
United States
Sonja
Wyndham Reef Resort Grand Cayman
Private kitchen
ONE Canal Point

ONE Canal Point

3.5 star property
Seven Mile Beach
9.8 out of 10, Exceptional, (157)
"Great stay!"
United States
Carlotta
ONE Canal Point
Terrace/patio
Regal Beach Club

Regal Beach Club

4.0 star property
Seven Mile Beach
9.6 out of 10, Exceptional, (273)
"Very nice property.. definitely will be coming back."
United States
Gabriel
Regal Beach Club
On the beach, white sand, sun-loungers, beach umbrellas
The Grandview Condos on Seven Mile Beach

The Grandview Condos on Seven Mile Beach

3.5 star property
Seven Mile Beach
9.6 out of 10, Exceptional, (97)
"Great location and really, really nice place to spend a week."
Canada
Sean
The Grandview Condos on Seven Mile Beach
1 bedroom, premium bedding, individually decorated
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 star property
Seven Mile Beach
9.2 out of 10, Wonderful, (49)
"I have been to Grand Cayman many times and this is now top of my list for places to stay!"
United States
Sandra
Cayman Luxury Rentals at The Grove
Terrace/patio
Laguna Del Mar

Laguna Del Mar

4.5 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (13)
"The property was perfect for our family. We enjoyed the modern amenities, open floor plan, comfortable beds, amazing beach and clear blue water out front to snorkel and swim in as well as the close proximity to shopping and dining. We can't wait to come back!"
United States
Sarah
Laguna Del Mar
2 outdoor pools
Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point

4.0 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (6)
"Beautiful condo, management was always available for questions. They even had transport info ready and available. Would definitely stay again "
United States
Tanesha
The price is S$2,332
includes taxes & fees
3 Dec - 4 Dec
Cayman Luxury Rentals at One Canal Point
Outdoor pool, pool loungers
Ocean Paradise

Ocean Paradise

4.0 star property
North Side
9.6 out of 10, Exceptional, (38)
"This is a super cute little group of homes with a pool on the water. Here are the things you won't know from the advertisement although you're on the water you can't swim it's covered in rocks and coral. Bring aquasocks if you plan on trying to go out on the water. The furniture in unit two in the living room needs to be replaced you sit on the couch or love seat and you sink in. Beds and pillow are very good. Ac is good. Dishwasher needs updating. If you dont know grand cayman this is a 40...
United States
Joseph P
Ocean Paradise
Outdoor pool
Botanica

Botanica

4.0 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (9)
"Hands down my best traveling experience ever. Kim was an absolute delight and the accommodations were amazing."
United States
Erika Ebele
Botanica
1 bedroom, Internet
Fabulous one Bedroom in West Bay

Fabulous one Bedroom in West Bay

2.0 star property
Northwest Point
10.0 out of 10, Exceptional, (2)
"Quiet, comfortable apartment. Kitchen was well appointed and we loved the welcome rum cake and bottle of rum. The double bed was a bit small as we are used to a king but we would certainly recommend this property to those wanting to stay on the west side."
United States
Kurt Thomas
Fabulous one Bedroom in West Bay
Exterior
Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 star property
Seven Mile Beach
The price is S$2,003
includes taxes & fees
10 Nov - 11 Nov
Cayman Luxury Rentals at Sunset Cove
Private beach, white sand, free beach cabanas, sun-loungers
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, (197)
"Property was absolutely lovely! Clean, updated, accessible to grocery and restaurants. Perfect! We will absolutely return!!! "
United States
Dawn
The price is S$1,382
includes taxes & fees
11 Nov - 12 Nov
Galleon Villas by Hello Cayman Vacation
On the beach
Silver Sands Condominiums

Silver Sands Condominiums

4.0 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (7)
"Great experience on this fantastic beach! It's almost like having a private beach. Each condo is individually owned, and we were in a newly remolded two-bedroom. Note, the condo's do not have individual pools rather a shared pool. "
United States
Jamila
Silver Sands Condominiums
2 bedrooms, Internet
NEW Oceanfront Condo in George Town

NEW Oceanfront Condo in George Town

2.0 star property
George Town
NEW Oceanfront Condo in George Town
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

Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

10/10 Excellent
"The staff at the Hotel Indigo go above and beyond to make your stay special. We have stayed here twice now and absolutely love the property & the people who work there. "
Joanne 7-night trip
Posted 19 hours ago
Hotel Indigo Grand Cayman by IHG

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 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.