Photo by Paul Shaffer -Dee

Search Villas in Old Man Bay

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 81 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, (174)
"Wonderful condo complex right on seven mile island beach. Lisa, the manager, met us at the apartment on arrival and gifted us a bottle of wine. She was great as well as daily housekeeping crew. Beautiful 3 BR condo with full kitchen few steps from beach making going back and forth with baby easy. Complex has plentiful beach lingers/chairs, umbrellas and trees for shade if desired. Floating devices also available. Great location for very reasonable price."
The price is AED 2,314
AED 2,731 total
includes taxes & fees
6 Jan - 7 January 2025
Galleon Villas by Hello Cayman Vacation

# 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

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

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

Private Luxury Waterfront Villa with Pool

10.0 out of 10, Exceptional, (22)
"My family of seven rented this house as our home for the week of my daughter's wedding. It was a great choice. The house is roomy, well-equipped, conveniently located, and has a nice pool. The lighted filled rooms and landscaped yard were perfect for wedding day preparations and photos of the bridal party. The owner was easy to deal with and graciously allowed a slight change in dates a couple of months before our visit. I'd definitely recommend a rental car but the beach and nice restaurants...
Private Luxury Waterfront Villa with Pool

Incredible Beach Front Villa with a Pool!

10.0 out of 10, Exceptional, (23)
"The stay was wonderful! The views from the living room, master bedroom and deck are stunning. The house is well suited for up to 8. Well located no matter where you want to go on the island. A few fixes needed around the house (oven door handle, dishwasher and fix of the last step on the deck needed). My guess is that by the time this post hits it will be fixed. I'd stay here again!"
Incredible Beach Front Villa with a Pool!

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

10.0 out of 10, Exceptional, (45)
"Sandy Bottom was the perfect spot for our week in Grand Cayman. We wanted to be away from the busy beaches and big resorts so we could really escape & relax. The villa was beautiful, clean and provided everything from towels to kayaks.We will definitely be back!"
"Sandy Bottom" - 2 Bedroom Villa On The Beach At Gardens Of The Kai

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

10.0 out of 10, Exceptional, (53)
"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

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

Coral Reef on Seven Mile Beach - Exclusively rented by Cayman Villas

10.0 out of 10, Exceptional, (19)
"We had the most amazing time at the Coral Reef House and can't wait to stay there again in the future. It is the perfect location on Seven Mile Beach such that you can walk to restaurants, bars, and grocery stores but you have basically your own private beach and ocean right outside the door. The beach is pristine with soft, white sand and the ocean is warm and crystal clear. We spent most afternoons floating in the ocean with the provided rafts and even saw a few sting rays! We loved the pool,...
Coral Reef on Seven Mile Beach - Exclusively rented by Cayman Villas

Oceanfront South Sound Home with magical sunsets!

10.0 out of 10, Exceptional, (5)
"Great hosts. Loved the location as it was so close to all of our activities. All rooms were spacious and comfortable! Every convenience was there for our use. Their notebook included wonderful tips for outings and restaurants. Paddle boarding was a hit!! Can’t wait to come back. "
Oceanfront South Sound Home with magical sunsets!

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

2.0 star property
10.0 out of 10, Exceptional, (1)
NEWLY LISTED, 6 ENSUITE, Sand Beachfront Villa with Heated Pool and Private Dock

East End Paradise Villas 4Bd3.5B-Private Beach-On the Water-w/ Sea Level Studio

East End Paradise Villas 4Bd3.5B-Private Beach-On the Water-w/ Sea Level Studio

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!

Newly updated 4-bedroom villa with private pool and beach

9.6 out of 10, Exceptional, (22)
"We recently enjoyed a week-long stay at this property with my parents, my husband, our 7-month-old, and me, and it was truly wonderful. The pool and views were breathtaking, and the communication with the property managers was excellent. They had prosecco waiting for us on arrival, and assistance was readily available whenever we needed it. The location is fantastic—just a short drive to the Cayman Turtle Centre, Seven Mile Beach, and Governor's Beach. There’s even a 5-star restaurant about 1.5...
Newly updated 4-bedroom villa with private pool and beach

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, (55)
"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 -Spring 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 -Spring DISCOUNT-

Bella Vista - Luxurious property for rent by Cayman Villas

10.0 out of 10, Exceptional, (21)
"We had an excellent time in this dream house. It is very well appointed. Every room was spacious with King Size beds in each and with their own private bathroom, shower, and tub. We arrived just a couple days after a hurricane passed the Caymans and there were a few minor issues, but the property managers were quick to make any fixes. We made amazing memories and Bella Vista and we will definitely be returning!!!"
Bella Vista - Luxurious property for rent by Cayman Villas

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

9.8 out of 10, Exceptional, (56)
"Villa Emmanuel served us well! There were small issues w broken furniture outside, but nothing that bothered us. The house has tons of room and several areas to gather for board games or just to talk. Pool was great. Small beach is nice, but beware the jelly fish. Two of us were stung while snorkeling just off the beach. Small rays visited us each morning to feed in close to shore. Several starfish just iff shore. Kayaked to Starfish Point, but wind made it a chore coming back. Kitchen was...
Villa Emmanuel - Private Beachfront 5 Bedroom / 4 Bath Villa near Rum 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.
Don't see what you're looking for?
See all available properties in Old Man Bay
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Old Man Bay

Galleon Villas by Hello Cayman Vacation

3.5 star property
10.0 out of 10, Exceptional, (174)
"Wonderful condo complex right on seven mile island beach. Lisa, the manager, met us at the apartment on arrival and gifted us a bottle of wine. She was great as well as daily housekeeping crew. Beautiful 3 BR condo with full kitchen few steps from beach making going back and forth with baby easy. Complex has plentiful beach lingers/chairs, umbrellas and trees for shade if desired. Floating devices also available. Great location for very reasonable price."
The price is AED 2,314
AED 2,731 total
includes taxes & fees
6 Jan - 7 January 2025
Galleon Villas by Hello Cayman Vacation

Villas of the Galleon

2.5 star property
9.8 out of 10, Exceptional, (92)
"The villa was clean and had everything we needed for our stay. I would recommend. "
Villas of the Galleon

Regal Beach Club

4.0 star property
9.6 out of 10, Exceptional, (231)
"We loved staying here. The u it was spacious and updated. It was very clean and had everything we needed the staff were very very friendly and helpful. Would definitely recommend staying here. "
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 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?
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 81 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.