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

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 79 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, (177)
"Beautiful!!! We can say the reality was better than the pictures. It was set up like home away from home. The place was immaculate. Daily housekeeping was definitely a plus. We enjoyed immensely the ocean view from our balconies. This is a villa we would enjoying staying again."
The price is AED 2,314
AED 2,730 total
includes taxes & fees
1 Feb - 2 Feb
Galleon Villas by Hello Cayman Vacation

FAR TORTUGA: Luxury Beachfront Villa w/ Heated Pool and Private Snorkeling Dock

2.0 star property
10.0 out of 10, Exceptional, (4)
"Six couples in our family stayed at Far Tortuga for a week and had a wonderful getaway. The house accommodated us very well. Each couple had a private bedroom with its own en-suite bath, and the gathering spaces were large enough for all of us to play games, dine together, watch TV, or just visit. We snorkeled and kayaked right off the private pier and enjoyed sitting outside or in the screened porch every morning. The kitchen is well equipped, and we used it a lot. Brad and Gigi were great...
FAR TORTUGA: Luxury Beachfront Villa w/ Heated Pool and Private Snorkeling Dock

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

10.0 out of 10, Exceptional, (19)
"Perfect setting, beautiful spacious home, spectacular sunsets and everything you could possible want in a vacation rental. Pictures don't say it all. We can not wait to go back!!!"
# 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

10.0 out of 10, Exceptional, (1)
"will visit again, in the future."
Moon Glow DREAMY 2BR OCEANFRONT VILLA WITH PRIVATE BEACH, Kayak, Snorkeling

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

10.0 out of 10, Exceptional, (98)
"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!

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

10.0 out of 10, Exceptional, (57)
"We had a great stay the week before Christmas. The house is right on the beach, so you get to relax to the sound of the waves. It's not a swimming beach, but lovely all the same. We spent a lot of time at Kaibo Beach and Rum Point, both white sand beaches with a great vibe and just ten minutes away. The house is well equipped and clean, just as advertised. The hot water heater went out one day and Chloe had someone there within a hour on Christmas Eve to fix it (turned out it was a breaker...
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6

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

9.8 out of 10, Exceptional, (58)
"Great home, would recommend to others. "
Villa Emmanuel - Private Beachfront 5 Bedroom / 4 Bath Villa near Rum Point

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

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

10.0 out of 10, Exceptional, (47)
"We enjoyed our stay! The property is beautiful. We had previously stayed on Seven Mile beach but wanted a more secluded area this visit. This was perfect! "
"Sandy Bottom" - 2 Bedroom Villa On The Beach At Gardens Of The Kai

Villa Bellagio - Beautiful Beachfront Beach Home in Cayman Kai

10.0 out of 10, Exceptional, (58)
"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

Beachside Boutique Villa Steps to Seven Mile Beach

10.0 out of 10, Exceptional, (2)
"The place is perfect for 3-4 people that want to be far enough from Georgetown to skip the traffic but close enough to run back if wanted. Quick access to West Bay Beach which is mostly rocky bottomed or walk 10 minutes south to Cemetery Beach for more sandy bottom. Don’t forget to eat at Heritage Kitchen. Great Caribbean fresh fish dishes."
Beachside Boutique Villa Steps to Seven Mile Beach

Private Luxury Waterfront Villa with Pool

10.0 out of 10, Exceptional, (23)
"Took my family with our 4 children ages 13-24 and had a wonderful stay. Close to seven mile beach, Georgetown and the airport. Recommendations from host were spot on. "
Private Luxury Waterfront Villa with Pool

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

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

10.0 out of 10, Exceptional, (55)
"We had a wonderful stay here! The villa was exactly as described, very clean and has a great layout. The beach was wonderful and the sea life amazing. We saw lobsters, an octopus, stingrays, and lots of conch shells as well as a variety of fish. I would recommend using water shoes. There are sandy areas to get into the water but it changes constantly and it can be a bit challenging to get in, especially for older people (although that didn’t stop anyone in our family). We made all our...
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING

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

Serenity Sands on the Beach in Bodden Town

9.4 out of 10, Exceptional, (46)
"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, (20)
"This was the perfect spot. The house was in excellent condition and very clean. Everything worked and everything was in good shape. Contact with the Host was timely and great.Location was excellent. All in all, it was an excellent vacation in and excellent spot with excellent accommodations."
20 Steps to the Beach -Spring DISCOUNT-

Bella Vista - Luxurious property for rent by Cayman Villas

10.0 out of 10, Exceptional, (22)
"Great place - beautiful views! "
Bella Vista - Luxurious property for rent by Cayman Villas

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!

Incredible Beach Front Villa with a Pool!

10.0 out of 10, Exceptional, (27)
"Access to the beach was amazing!! Very private but close enough to visit other areas of the island! Great space in the house and huge deck! Hope to come back someday!!"
Incredible Beach Front Villa with a Pool!
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

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

3.5 star property
9.4 out of 10, Exceptional, (31)
"Nice, clean & friendly services"
The price is AED 834
AED 1,066 total
includes taxes & fees
29 Jan - 30 Jan
Governors Village Seven Mile Beach Corridor

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
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 79 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.