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Check prices for these dates

Next weekend
7 Mar - 9 Mar
In two weeks
14 Mar - 16 Mar
In one month
28 Mar - 30 Mar
In two months
25 Apr - 27 Apr

Compare 99 Villas in Old Man Bay with updated reviews, rates, and availability.

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, (180)
"Excellent felt like home away from home "
The price is AED 2,314
AED 2,730 total
includes taxes & fees
25 Mar - 26 Mar
Galleon Villas by Hello Cayman Vacation
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, (6)
"Far Tortuga is the perfect island escape! The home is stunning, spacious, comfortable, and set right on a pristine stretch of beach. Waking up to breathtaking ocean views, stepping out onto the soft sand, and snorkeling in the crystal-clear waters just steps from the house made this an unforgettable stay. The private pool and outdoor space were perfect for relaxing and soaking in the beauty of Grand Cayman.Brad, the host, was incredibly responsive and made everything seamless, while the...
Far Tortuga: Single Level Spacious Beach Villa w/ Heated Pool and Private Dock
Moon Glow DREAMY 2BR OCEANFRONT VILLA WITH PRIVATE BEACH, Kayak, Snorkeling
Property grounds

Moon Glow DREAMY 2BR OCEANFRONT VILLA WITH PRIVATE BEACH, Kayak, Snorkeling

10.0 out of 10, Exceptional, (4)
"Beautiful home right on beach. Everything was clean and had ample space. The weather was perfect, February is a great time to vacation here. Caretakers were available to ask questions and recommendations. We would advise getting groceries on the way to the house , especially if getting in late afternoon or later.bc not a lot of options We would highly recommend this place and all the touristy places like:Crystal CavesStarfish point Scuba or Snorkeling Turtle center Botanical Gardens with Iguana...
Moon Glow DREAMY 2BR OCEANFRONT VILLA WITH PRIVATE BEACH, Kayak, Snorkeling
# 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, (20)
"The property was perfect for entertaining our group of Adult family and friends. Communications with the host was excellent. We really appreciated having so many spaces to choose from to relax in. The pool was enjoyed by all. Spaces are all large and beautifully appointed. We look forward to returning next year!"
# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & 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, (99)
"We were a group of lifelong friends, 5 couples, 10 adults who enjoyed 5 wonderful days at Calypso Blue in Grand Cayman. The house was perfect for our group, perfectly equipped and exactly as advertised. We enjoyed the beach and snorkeling and loved the quietness the North side of the island had to offer. We easily arranged for all the popular excursions on the island. Highly recommend this house if you are craving time away for the hustle and bustle of life and want to enjoy the serenity of a...
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
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, (59)
"This home provided everything we were looking for. Peace, quiet, and relaxation. I would highly recommend this property. "
Villa Emmanuel - Private Beachfront 5 Bedroom / 4 Bath Villa near Rum Point
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, (61)
"Located on the North Side, very nice, quiet location. House is very clean and in good condition. Chloe, the Property Manager stopped by to introduce herself and left us 2 brand new hair dryers (very much appreciated!). We had a very nice time, it was very windy the entire week so we were unable to get in the water in front of the house due to the high surf, I think the snorkeling would be amazing at a less windy time of year. "
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6
Villa Bellagio - Beautiful Beachfront Beach Home in Cayman Kai
Outdoor dining

Villa Bellagio - Beautiful Beachfront Beach Home in Cayman Kai

10.0 out of 10, Exceptional, (59)
"Private beach, pool, plenty of lounge chairs & a spacious house with plenty of room for the nine of us (6 adults, one 3 yr old, and two 1 yr olds)… what more could you ask for??? We loved being on Bioluminescent Bay. The paddle boards and kayak were so much fun. From the house it is an easy walk to Rum Point Club (highly recommend), Kaibo, and Starfish Point (all great). Definitely need to plan ahead for groceries, and allow plenty of time when driving to the airport or 7 mile beach. Villa...
Villa Bellagio - Beautiful Beachfront Beach Home in Cayman Kai
Villa La Playa – An Authentic Caymanian Style Villa on a Serene Inlet
Pool

Villa La Playa – An Authentic Caymanian Style Villa on a Serene Inlet

9.6 out of 10, Exceptional, (11)
"Great location, perfect back porch for sipping coffee and watching the day begin. While not modern, the property is clean and comfortable with all necessary appointments to support a pleasant stay. Quick walk toRum Point beach and Solis Restaurant. Thank you."
Villa La Playa – An Authentic Caymanian Style Villa on a Serene Inlet
Casa Tortuga - privacy and relaxation offered by Cayman Villas
On the beach

Casa Tortuga - privacy and relaxation offered by Cayman Villas

9.2 out of 10, Wonderful, (39)
"We loved our stay at Casa Tortuga. The interior was well-kept and modern and the heated pool was a very nice amenity. Only improvements to be made - at times there was an unpleasant odor around the pool area that we couldn’t determine the source of. Additionally, the needles from the trees littered the pool and beach area, but we understand it requires a lot of maintenance. Overall, great place to stay and would stay again!"
Casa Tortuga - privacy and relaxation offered by Cayman Villas
"Sandy Bottom" - 2 Bedroom Villa On The Beach At Gardens Of The Kai
On the beach, sun loungers, beach towels

"Sandy Bottom" - 2 Bedroom Villa On The Beach At Gardens Of The Kai

10.0 out of 10, Exceptional, (48)
"Exceptional location. Loved the peace and quiet. As first timers to the island, we would have liked a little more information about transportation. We also found out later that it was possible to order groceries a week before arrival, which would have been nice to know."
"Sandy Bottom" - 2 Bedroom Villa On The Beach At Gardens Of The Kai
Beachside Boutique Villa Steps to Seven Mile Beach
Beach

Beachside Boutique Villa Steps to Seven Mile Beach

9.6 out of 10, Exceptional, (5)
"We had the best time at this place! The host Cas goes above and beyond to ensure that the place is warm and inviting, including little extras. Everything you need to have an amazing time is here. The location across from the beach is great and we had no problem using the public transportation to get around the island. "
Beachside Boutique Villa Steps to Seven Mile Beach
Private Luxury Waterfront Villa with Pool
Outdoor pool

Private Luxury Waterfront Villa with Pool

10.0 out of 10, Exceptional, (24)
"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
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, (3)
"Beautiful condo, management was always available for questions. They even had transport info ready and available. Would definitely stay again "
Cayman Luxury Rentals at One Canal Point
20 Steps to the Beach -Spring DISCOUNT-
Point of interest

20 Steps to the Beach -Spring DISCOUNT-

10.0 out of 10, Exceptional, (21)
"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 -Spring DISCOUNT-
SPECIAL RATES at Oasis 7 - A stunning beachfront villa by CAYMAN VILLAS
Property grounds

SPECIAL RATES at Oasis 7 - A stunning beachfront villa by CAYMAN VILLAS

10.0 out of 10, Exceptional, (17)
"We had a wonderful stay at the Oasis property. Jennie, the property manager was very attentive with any questions we had upon arrival and throughout our entire stay. The home was accommodating for our group of eleven ranging in age from one to eighty-one. The location was good, within walking distance to a nice grocery store and liquor store. Several nice places to eat. The area appears to be in development a few dilapidated homes to one side of the home but this was not a problem as all we...
SPECIAL RATES at Oasis 7 - A stunning beachfront villa by CAYMAN VILLAS
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, (44)
"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!
Villa in Paradise
On the beach, beach towels

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
Kirk Kove - Beachfront House in Cayman Kai - by Cayman Villas
Pool

Kirk Kove - Beachfront House in Cayman Kai - by Cayman Villas

10.0 out of 10, Exceptional, (17)
"We had a wonderful stay at Kirk Kove! The location was perfect for our family- ocean on either side, nice and quiet street, and walkable to the beach and restaurant! The property manager was easily accessible and answered our call regarding a missing paddle head. Was lovely to have the paddle boards (we took them to see some stingrays with the kids). The lanai was the most perfect place to hang out with the kids. It is a well stocked house. Overall, a clean property but could use a little small...
Kirk Kove - Beachfront House in Cayman Kai - by Cayman Villas
Newly updated 4-bedroom villa with private pool and beach
On the beach, beach towels

Newly updated 4-bedroom villa with private pool and beach

9.6 out of 10, Exceptional, (24)
"We loved the place and thee views were amazing. The location was a bit north of Seven Mile Beach, but everything was super convenient and we liked being away from the hustle and bustle of the main hotel areas. And there were some great restaurants up our way that we hadn’t been to before. We will definitely look this house up again when we come again to Grand Cayman. Thank you so much for a wonderful stay. As for the hosts and staff, couldn’t ask for a better host. They were very accommodating...
Newly updated 4-bedroom villa with private pool and beach
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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Other property types in Old Man Bay

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, (5)
"The property was very well maintained and the condo was absolutely beautiful! All basics were available for us! The view was awesome. We were a family of 5 and were very comfortable. Great place!!"
On The Bay
Governors Village Seven Mile Beach Corridor
Beach nearby, white sand

Governors Village Seven Mile Beach Corridor

3.5 star property
9.6 out of 10, Exceptional, (61)
"We loved our stay! Would recommend pool towels"
The price is AED 942
AED 1,174 total
includes taxes & fees
10 Mar - 11 Mar
Governors Village Seven Mile Beach Corridor
ONE Canal Point
Exercise/lap pool

ONE Canal Point

3.5 star property
9.8 out of 10, Exceptional, (107)
"I would not hesitate to stay here again. The apartment was spotlessly clean, very comfortable, very well equipped and very quiet. The grounds were very picturesque and the facilities include a lap pool, a grmym and a barbewue area. The location is also very convenient but you will need a hire car to get around easily."
ONE Canal Point
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.

Frequently asked questions

How much do villas in Old Man Bay cost?
Expect to pay between AED 2,314 and AED 2,314 per night for villas in Old Man Bay. No matter your budget, an epic getaway is just clicks 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.
What are the best villas in Old Man Bay?
Old Man Bay has multiple villas with a total average guest review rating of 9.9. Rum Haven By Cayman Villas is a popular option with Expedia guests. Visitors of this 3.5-star property can access a barbecue grill and an oven. Treasure Cove By Cayman Villas is also a highly recommended stay. This 4-star villa offers a barbecue grill and a swimming pool, among other conveniences.
How many villas are there in Old Man Bay?
There are 99 villas in Old Man Bay. No matter if you’re traveling with the little ones or organizing a weekend break with your buddies, Expedia can help you find the right space for your whole crew.
Are there any 5-star villas in Old Man Bay?
Old Man Bay does not have any 5-star villas — but you can still have a stylish stay here! Why not try Villa Emmanuel By Cayman Villas? Located about 10 kilometers from downtown, this 4-star property offers a swimming pool and a villa. Treasure Cove By Cayman Villas is another wonderful choice just 10 kilometers from the center of Old Man Bay. Also holding a 4-star rating, it comes with amenities such as a beach view and a swimming pool.
Why book your villa in Old Man Bay with Expedia?
Expedia makes it a breeze to find your ideal villa in Old Man Bay. Traveling with the family? Use our handy filters to search for stays with a kitchen or a pool. If you have a fixed budget, choose how much you’re willing to spend and your preferred star rating. We’ll help you find the right place that suits your taste and style.
How can I find cheap villas in Old Man Bay?
Expedia is here to help you easily locate cheap villas in Old Man Bay. Use our filter tool to select star rating, amenities and budget to refine your search and find an ideal stay in a few quick clicks.