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Compare 73 Villas in Old Man Bay with updated reviews, rates, and availability.

Galleon Villas by Hello Cayman Vacation

3.5 star property
10.0 out of 10, Exceptional, (158)
"Best place to stay in Cayman. "
The price is AED 1,818
AED 2,145 total
includes taxes & fees
25 Nov - 26 Nov
Galleon Villas by Hello Cayman Vacation

Beautiful Modern Villa with Breathtaking Caribbean Sea Views and Oceanfront Pool

10.0 out of 10, Exceptional, (27)
"Beautiful home with fantastic pool area and beach location. One of the cleanest homes we have ever stayed in and well appointed as far as kitchen and anything you might need during your stay. Well set up for family as far as layout. Craig as excellent- not intrusive at all and we truly needed nothing during our week. Would definitely recommend!!!"
Beautiful Modern Villa with Breathtaking Caribbean Sea Views and Oceanfront Pool

Private Luxury Waterfront Villa with Pool

10.0 out of 10, Exceptional, (21)
"Awesome location. Property is well maintained and has all amenities. Host was responsive to questions. We loved our experience and will definitely try to get this listing when we visit next year."
Private Luxury Waterfront Villa with Pool

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

10.0 out of 10, Exceptional, (52)
"Perfect stay with everything you need to rest and/or dine at home. Beach is very nice with no limestone barrier into the water, so shoes are not required. "
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING

Casa Tortuga is a Secluded Villa on a Private Beach

9.2 out of 10, Wonderful, (37)
"It was very nice and private. Absolutely loved the variety of chickens! The view is very pretty and the pool was warm and crystal clear. We mostly were doing things around the island and having fun checking out the beaches. We were sad to leave!"
Casa Tortuga is a Secluded Villa on a Private Beach

Incredible Beach Front Villa with a Pool!

10.0 out of 10, Exceptional, (21)
"This house was perfectly located near 7 mile beach, but not to close. Tucked just far enough away that we could retreat from more crowded areas and relax. We had my 15 month old grandson with us and the amenities available for his care made it so much easier. Jason was prompt in all our communications and questions while we were there. The house is beautiful and simply decorated so we felt like 5 star guest! The neighborhood is also very quiet and well kept. We thoroughly enjoyed our stay."
Incredible Beach Front Villa with a Pool!

3BR Oceanfront Villa in Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

10.0 out of 10, Exceptional, (7)
"Location is fantastic if you like to snorkel. Home is close to Rum Point and an easy walk down the beach. We had a good bit of rain (early June stay) but were told by the locals that it was unusually rainy. Be sure to try Tukka and Check In restaurants."
3BR Oceanfront Villa in Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

Villa Bellagio - Beautiful Beachfront Beach Home in Cayman Kai

10.0 out of 10, Exceptional, (53)
"We have been planning this vacation for a year and the property did not disappoint! It is a great location and absolutely amazing home. Being on the bioluminescent bay was a great swim every evening. Ray Day's charter picked us up right from the dock at the home. There are fabulous food places close and lots of sughts close."
Villa Bellagio - Beautiful Beachfront Beach Home in Cayman Kai

NEWLY LISTED, 6 ENSUITE, Sand Beachfront Villa with Heated Pool and Private Dock

2.0 star property
NEWLY LISTED, 6 ENSUITE, Sand Beachfront Villa with Heated Pool and Private Dock

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

10.0 out of 10, Exceptional, (97)
"This was a beautiful home. The most amazing part was the beach access. So easy to float in the ocean as well as amazing snorkeling! We saw an eel and many colorful fish. It was so relaxing to lay on the recliners and look out at the water. It was nice to have access to the pool and there were floats available to use. The kayaks were also nice to use out in the ocean. The house is nicely decorated. The kitchen is well-appointed. We had a few issues that were addressed immediately by the...
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!

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

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

10.0 out of 10, Exceptional, (54)
"This was perfect for us as a home base to enjoy all that the island has to offer. We loved being on the northside away from the congestion. Of course we took a couple day trips to the more touristy areas, but there is so much to do all over the island that we would have been less likely to explore if not where we were. But you don’t need to go anywhere there is plenty to do right at the house, which was great for us when we wanted to relax but the kids still wanted something to do. They could...
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6

Serenity Sands on the Beach in Bodden Town

9.4 out of 10, Exceptional, (45)
"The house was exactly how it was previewed online. Perfect private back yard with a pool and a great view thru the short path to the beach. Busy road out front but once out back a perfect paradise! Centrally located in the island so far enough from the tourist areas but still an easy drive to all the spots. We loved snorkeling behind the house. Also, a great chef has just opened a restaurant next door and will cater to whatever you want!"
Serenity Sands on the Beach in Bodden Town

20 Steps to the Beach -Winter DISCOUNT-

10.0 out of 10, Exceptional, (19)
"For starters the island is incredible. We loved the animal life, snorkeling opportunities, and general relaxed "island-time" feel. Our 3 kids loved searching for hermit crabs and swimming in the pool during downtime at the house. We loved the quieter northside of the island where this house is. Jesse was a great host with constant communication. The house was perfect for a family stay :) We will be back!"
20 Steps to the Beach -Winter DISCOUNT-

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

9.6 out of 10, Exceptional, (52)
"Tranquil and well suited for 8 adults. The house was clean and had everything we needed for a comfortable stay! The host was responsive when we needed her. The kayaks and access to the water were great and easily for everyone of all ages."
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!

10.0 out of 10, Exceptional, (43)
"The house and location were perfect for our family vacation. It is stocked with everything you could need and then some. The icing on the cake was the staff that comes with it. Mona Lisa was happy to help with every detail and suggested many fun things to do. Yuri was very attentive to any issues we had with the property. Adrian was the best! He showed up every morning with a smile and kept everything clean and tidy. He was so helpful and friendly. Can’t speak highly enough of him! Thank...
Seascape Villa: Rare 7 BDR on Seven Mile Beach w/ Cabanas, Private Pool & More!

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

9.6 out of 10, Exceptional, (9)
"The listing was accurate and communication from the property manager was excellent. The property was well appointed and clean. The location was incredible, on the bioluminescent bay and a short walk to Rum Point beach."
Villa La Playa – An Authentic Caymanian Style Villa on a Serene Inlet

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

10.0 out of 10, Exceptional, (15)
"This is a great location to get away from the crowds at 7 mile beach ! You can get a private chef to cook in a great meal or 2 and there are a few good restaurants nearby. Awesome pool and outdoor space and very spacious 5 bedrooms for the whole gang or 4 couples. Owners are easy to communicate with and you will really enjoy your stay her!😎😎"
# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock

Oasis 7 - Stunning beachfront villa on 7MB!

10.0 out of 10, Exceptional, (16)
"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 - Stunning beachfront villa on 7MB!

Oceans Edge SeaSide Estate is a Stunning Home on the South Coast of Cayman

10.0 out of 10, Exceptional, (28)
"Family enjoyed this property tremendously. Vrbo did it again."
Oceans Edge SeaSide Estate is a Stunning Home on the South Coast of Cayman
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

Galleon Villas by Hello Cayman Vacation

3.5 star property
10.0 out of 10, Exceptional, (158)
"Best place to stay in Cayman. "
The price is AED 1,818
AED 2,145 total
includes taxes & fees
25 Nov - 26 Nov
Galleon Villas by Hello Cayman Vacation

Villas of the Galleon

2.5 star property
9.8 out of 10, Exceptional, (86)
"Beautiful beach and close to all amenities love Andrew who has worked there for years always excellent we have been staying there for years our favorite place "
Villas of the Galleon

Regal Beach Club

4.0 star property
9.6 out of 10, Exceptional, (226)
"This was a last minute booking due to hurricane milton. This place was great. They accommodated an early check in. Check in was easy. Kitchen had everything we needed. Plenty of towels. Very sweet security guard on the property. Would stay again."
Regal Beach Club
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 1,818 and AED 1,818 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?
Guests recommend Rum Haven by Cayman Villas. Make yourself comfortable at this 3.5-star property which comes with a barbecue grill and a nearby beach. Treasure Cove by Cayman Villas is another sought-after option worth considering. Put your bags down at this 4-star stay and you’ll have access to amenities including a swimming pool and a barbecue grill. You’ll have your pick of multiple villas in Old Man Bay with a total average guest review rating of 9.9.
How many villas are there in Old Man Bay?
There are 73 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.
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.