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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 111 Villas in Old Man Bay with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (26)
"Wonderful vacation home. Everyone enjoyed the stay. Great for a larger group. Owners and property manager were very responsive. Would definitely visit again. "
# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock
Beautiful Modern Villa with Breathtaking Caribbean Sea Views and Oceanfront Pool
On the beach, sun loungers, beach towels

Beautiful Modern Villa with Breathtaking Caribbean Sea Views and Oceanfront Pool

10.0 out of 10, Exceptional, (32)
"Beautiful property and impeccably managed. I cannot say enough great things about this property in the way it is run."
Beautiful Modern Villa with Breathtaking Caribbean Sea Views and Oceanfront Pool
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, (192)
"This was our second stay at Villas of Galleon. It is always hard to leave such a beautiful place! "
The price is AED 1,763
AED 2,080 total
includes taxes & fees
1 Jun - 2 Jun
Galleon Villas by Hello Cayman Vacation
Private Luxury Waterfront Villa with Pool
Outdoor pool

Private Luxury Waterfront Villa with Pool

10.0 out of 10, Exceptional, (27)
"It's in a fantastic neighborhood, right next to the calm ocean. We had a great stay, and everything worked exactly as advertised.""
Private Luxury Waterfront Villa with Pool
Incredible Beach Front Villa with a Pool!
On the beach, sun loungers, beach towels

Incredible Beach Front Villa with a Pool!

10.0 out of 10, Exceptional, (34)
"Beautiful house, great layout, definitely recommend it"
Incredible Beach Front Villa with a Pool!
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
Outdoor dining

Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6

10.0 out of 10, Exceptional, (65)
"Mahogany 5 did not disappoint. We had a fantastic stay. The house was well stocked and it was very clean. Mark, the owner, was very informative about things to do and places to go. Chloe, the manager, was friendly and helpful at arrival and throughout the trip. The area is very quiet and peaceful. It was great waking up in the morning to the view and sound of the ocean so close to our patio. We will not hesitate to stay here again for future trips."
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
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, (4)
"AAA family spot. Couldn’t ask for better.quiet and relaxing….away from the crowds. Great facilities"
Cayman Luxury Rentals at One Canal Point
Secluded Waterfront Villa with Private Pool – 3,000 Sq. Ft. of Luxury
Property grounds

Secluded Waterfront Villa with Private Pool – 3,000 Sq. Ft. of Luxury

10.0 out of 10, Exceptional, (184)
"Fantastic "
Secluded Waterfront Villa with Private Pool – 3,000 Sq. Ft. of Luxury
Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
Outdoor pool

Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

10.0 out of 10, Exceptional, (53)
"We stayed here for 3 night. This is a beautiful place in a perfect location. Super clean! I would stay here in future again."
Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
Outdoor pool

Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

3.0 star property
Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
Villa Emmanuel - Private Beachfront 5 Bedroom / 4 Bath Villa near Rum Point
On the beach

Villa Emmanuel - Private Beachfront 5 Bedroom / 4 Bath Villa near Rum Point

9.8 out of 10, Exceptional, (66)
"Great home, would recommend to others. "
Villa Emmanuel - Private Beachfront 5 Bedroom / 4 Bath Villa near Rum Point
Seascape Villa: Rare 7 BDR on Seven Mile Beach w/ Cabanas, Private Pool & More!
Outdoor dining

Seascape Villa: Rare 7 BDR on Seven Mile Beach w/ Cabanas, Private Pool & More!

10.0 out of 10, Exceptional, (46)
"In one word our stay was ETHEREAL! Mona Lisa was a true Shero helping us organize and be pampered with her staff. Chef Eliot and his village catering team were mind boggling, with a such a vast variety of flavorful cuisine. We never go to the same place, now we may never go anywhere else. Thank You for the enchanting times Seascape Villa!!! "
Seascape Villa: Rare 7 BDR on Seven Mile Beach w/ Cabanas, Private Pool & More!
Oasis 7 - A stunning beachfront villa by CAYMAN VILLAS
Property grounds

Oasis 7 - A stunning beachfront villa by CAYMAN VILLAS

10.0 out of 10, Exceptional, (18)
"The house is amazing, from the beach front to the amenities within. This was our 4th time to the island and was the most enjoyable. The kids and their friends loved the pool table, movie room, rooftop pool, and beach. We will definitely be back!!"
Oasis 7 - A stunning beachfront villa by CAYMAN VILLAS
Champagne Sunrise - Beachfront, Sunsets,Snorkel,Swim,Pool, walk to RumPoint
Pool

Champagne Sunrise - Beachfront, Sunsets,Snorkel,Swim,Pool, walk to RumPoint

9.8 out of 10, Exceptional, (49)
"Beautiful location!! Well stocked!! Responsive management. We all loved our stay!!"
Champagne Sunrise - Beachfront, Sunsets,Snorkel,Swim,Pool, walk to RumPoint
Luxury 3bd Beach Front, # 4 Green, Stunning Views
Pool

Luxury 3bd Beach Front, # 4 Green, Stunning Views

9.6 out of 10, Exceptional, (18)
"We had a wonderful stay! The house is steps to a small beach and a stone’s throw from Rum Point. Perfect situation."
Luxury 3bd Beach Front, # 4 Green, Stunning Views
Far Tortuga: Single Level Spacious Beach Villa w/ Heated Pool and Private Dock
Dining

Far Tortuga: Single Level Spacious Beach Villa w/ Heated Pool and Private Dock

2.0 star property
10.0 out of 10, Exceptional, (11)
"Amazing view, spacious home for our two family of 8! Grocery store next door that was so convenient. Great communication with owner. Thank you for a wonderful week!"
Far Tortuga: Single Level Spacious Beach Villa w/ Heated Pool and Private Dock
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
Outdoor pool

CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!

10.0 out of 10, Exceptional, (100)
"We had wind and rain but still had a great trip because the house and property is ultra nice. Craig and co. Have done it right "
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
Villa in Paradise
Outdoor pool

Villa in Paradise

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was very clean. The house was clean and equipped with everything we needed. "
Villa in Paradise
20 Steps to the Beach -SUMMER DISCOUNT-
Exterior

20 Steps to the Beach -SUMMER DISCOUNT-

10.0 out of 10, Exceptional, (23)
"We could not have asked for a better place to stay for a week. The location was perfect; away from the hustle and bustle of the city and perfectly located on the Northside to get us to all of our Island adventures easily. The beach, pool, amenities, and ease of access was exactly what we had hoped for. The house was comfortable, decorated thoughtfully, and had everything we needed and more! Would absolutely recommend Mahogany Point to anyone we know visiting the island and we are really thankful...
20 Steps to the Beach -SUMMER DISCOUNT-
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
Property grounds

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING

10.0 out of 10, Exceptional, (65)
"It was a beautiful location with beach access out the back door. The villa was clean and had an adequately stocked kitchen for making meals. The bedrooms were pleasant. We enjoyed our stay! We highly recommend it!"
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING
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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Frequently asked questions

How much do villas in Old Man Bay cost?
You can expect to pay between AED 1,763 and AED 1,763 per night for a villa in Old Man Bay. No matter your budget, a perfect escape is only a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Old Man Bay?
Choose from 111 villas in Old Man Bay. Whether you’re traveling with the little ones or getting away with friends, Expedia can help you find the best space for your entire crew.
Are there any 5-star villas in Old Man Bay?
There are no 5-star villas in Old Man Bay. However, there are some impressive 4-star stays here that’ll suit your needs. Reserve your spot at Treasure Cove By Cayman Villas, around 10 kilometers from the downtown area. A swimming pool and a beach view are a couple of the amenities here. Villa Emmanuel By Cayman Villas is another upmarket option including a swimming pool and a villa. It’s located about 10 kilometers from the center of Old Man Bay.