Old Man Bay Vacation Rentals from SAR 1,647: Search Short-Term Rentals

Q: What's the top vacation rental that Old Man Bay has to offer?

Cayman Luxury Rentals at Ocean Paradise : This vacation home rental outside of Old Man Bay is located by the ocean and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

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Our top choices for Old Man Bay vacation rentals

Country Road, Take me Home- your own Island Cottage!

Savannah

Renee M.

SAR 683 total

includes taxes & fees

27 Jun - 28 Jun

Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Bt

Annette

SAR 776 total

includes taxes & fees

14 Jun - 15 Jun

1BD 1.5BA Convenient and Cosy Apartment with Pool

George Town

Sonja B.

SAR 920 total

includes taxes & fees

15 Jun - 16 Jun

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Savannah

Emma

SAR 762 total

includes taxes & fees

14 Jun - 15 Jun

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island

Maria

SAR 646 total

includes taxes & fees

17 Jun - 18 Jun

Beautiful Beachfront Condo in Cayman Kai/Rum Point

Rum Point

alan s.

SAR 1,749 total

includes taxes & fees

18 Jun - 19 Jun

Beautiful one bedroom apartment

Savannah

Stephanie H.

SAR 955 total

includes taxes & fees

21 Jun - 22 Jun

Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

George Town

James

SAR 967 total

includes taxes & fees

21 Jun - 22 Jun

Casa de Bells 3

Patricks Island

SAR 967 total

includes taxes & fees

17 Jun - 18 Jun

Relaxing, tastefully decorated one-bedroom unit with all modern facilities

Savannah

theodor

SAR 1,177 total

includes taxes & fees

14 Jun - 15 Jun

Cayman Luxury Rentals at Ocean Paradise

North Side

Jeff

SAR 2,725 total

includes taxes & fees

15 Jun - 16 Jun

S4 BP | Steps to Beach

West Bay

Rod

SAR 1,106 total

includes taxes & fees

13 Jul - 14 Jul

Beach nearby, sun loungers, beach towels

Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

South Sound

Nicole

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

Grand Harbour

Cynthia

SAR 1,528 total

includes taxes & fees

17 Jun - 18 Jun

Cosy 1-Bed, Pool + Sea and Dining close by

South Sound

brett r.

SAR 1,099 total

includes taxes & fees

24 Jun - 25 Jun

Private beach, sun loungers, beach towels

Villa Steps From The Sand

West Bay

Carol

SAR 1,661 total

includes taxes & fees

24 Jun - 25 Jun

Serene 2BD in heart of West Bay, close to the beach

Northwest Point

Quiet Beach Escape - Caribbean Paradise

South Sound

Damian F.

SAR 1,547 total

includes taxes & fees

15 Jun - 16 Jun

George Town Villas 116

Seven Mile Beach

SAR 2,013 total

includes taxes & fees

14 Jun - 15 Jun

On the beach, sun loungers, beach towels

Ocean View Deluxe Studio with Private Deck

George Town

Alan A.

SAR 1,694 total

includes taxes & fees

14 Jun - 15 Jun

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Top Old Man Bay Hotel Reviews

Hotel Indigo Grand Cayman by IHG

6/10 Okay

"This is a mixed review. The place is very clean. The staff were really nice and attentive. The food and service were excellent. We ate at the cafe, Bonnie moon beach, Catalina and drinks at Pom Pom. Restaurants: Bonnie moon was decent beach food, the drinks were good and service was very attentive. Catalina was delicious and service was 5 stars. Only complaint was the prices Pom Pom had an amazing view and the drinks were great Rooms were very clean and the staff did a great job of making the rooms and communicating when the do not disturb sign was on. They will make your room up to 5 pm Hotel was very clean throughout. Both Pools were clean as well as the hot tub. Plenty of parking much of it is indoor. They have a decent gym. The cons: Hotel is beach adjacent. Not a very far walk and they do provide a shuttle service but it’s good to know. There is a 75 dollar a day resort fee They charge a refundable 1050 dollar deposit for incidentals ( this is not optional) My main complaints I am pretty sure I reserved a beach view and was provided a harbor view room. I asked about an upgrade (which I was willing to pay for) and was told the hotel was full. There is no way this place was full We asked for late check out and again were told the hotel was full and could not be accommodated. We were told they could hold our bags til check out but this would not resolve our issue. Hotel seemed empty. Manager called 30 min before check out with the options. Too late."

The Locale Hotel Grand Cayman

10/10 Excellent

"My stay (May-June 2026), was most relaxing and enjoyable. The rooms are clean & spacious with enough room to accommodate a wide range of guest configurations (which make them economical) and offer different seating options (which make them comfortable) during non-sleeping times. The staff are friendly, efficient and very helpful, whether you are speaking to front desk, wait staff or the cleaners. I chose the inclusive daily breakfast option which has enough choice for most guests. However, there are more paid food and enhanced coffee options available, to suit the more demanding guest. Centrally located in Seven Mile stretch, close to the beach (5 min walk), large towels available, side pool area with loungers, and an ice cream shop on the ground level. A range of dining options are minutes away or the location hosts BBQ evenings with entertainment as well. Transportation is best by small public buses for 2$KY and take you most places. Will stay here again and again."

Governors Village Seven Mile Beach Corridor

10/10 Excellent

"I honestly don’t have a complaint about anything. The entire property is kept VERY CLEAN, the location is great to Governor’s Beach, and the staff is polite and helpful. If I HAD to give one criticism, I was disappointed that Governor’s Village did not honor their word when they stated they would give me a complimentary early check-in. I made arrangements ahead of time for an early check-in, and I paid in advance for it as well. I emailed Governor’s Village in advance and explained that I would be staying at their property for my 50th birthday. I asked them if I could have a complimentary free early check-in if possible as a birthday “freebie”. I told them if they could do that, then awesome! However, if not, no problem! I’m not the type of person that feels something like that is “owed” to me. It was explained to me that if the early check-in was available, the fee that I paid would be credited back to me. The fee was never credited back to me. Again, I’m not mad. Just disappointed. Governor’s Village clearly told me they would grant a complimentary early check-in for my milestone birthday, but no follow through. I’m a big believer in someone following through with their word. If a person or business states they are going to do something, then do it. I do not want the money credited to me now. If you credit it to me now, it is just because I mentioned it in this review and you want to look favorable to people reading this review. Keep the money."

The Westin Grand Cayman Seven Mile Beach Resort & Spa

6/10 Okay

"I’m comparing it to the Palm Heights and the Ritz Carlton, so it may not be fair. It was a louder place with loud people. Bands playing in the lobby at night. Bar filled with people. Lots of families. Not my usual stay so I wasn’t impressed."

The Reef Beach Resort - All Inclusive - East End, Grand Cayman

10/10 Excellent

"We stayed here for a week in the 2 bedroom condo with our teenagers, we all loved this place! The food was amazing and the staff was super amazing. After a day, they get to know you and converse with you, remember your orders, etc. It is very quiet there. The rooms are clean and beds are comfortable! The only things we did not like: There is only one bar and it is not close to the big pool. They also do not have servers around the pool so you have to walk back and forth and the frozen drinks are halfway melted before you’re back and ice in the cups are melted. The big pool needs to be cleaned more thoroughly and frequently (still nice and used it everyday, don’t get me wrong). The resort next door has a built up of seaweed or something up around the beach and the smell was rough.. so we just stayed at the bigger pool further away from it.. They were working on getting it cleaned up though. Regardless of the 3 downfalls, we will be back in the Spring!!"

Hampton by Hilton Grand Cayman Seven Mile Beach

10/10 Excellent

"This was the second time I stayed here. The only negative thing I could say at all is that there is not enough beach space (chairs) to just sit, however, my family was visiting Grand Cayman for the snorkeling, not the sun bathing. We patiently waited for a chair to place our towels and belongings on, while swimming in the sea, we were happy."

Holiday Inn Resort Grand Cayman by IHG

6/10 Okay

"The resort is nice for the value. We had to have our room changed twice because the first room smelled horrible and the second room didn't give us the view the first room gave us. The third room was miserable!!! We got the nice view.. but the ac didn't work. My husband has a medical condition that the ac not working definitely didn't help!! The fan buzzed the entire time and literally only pushed hot air around. Since we were there a limited time it didn't make sense to change rooms again. The restaurant was a little pricey, the beach I wouldn't get in and the activities weren't available. This wouldn't be a first choice hotel for me in the future. The staff wasn't very accommodating and that made the frustrations heightened."

Frequently asked questions

Are there vacation rentals in Old Man Bay?

Yes, we offer vacation rentals near top sights in Old Man Bay, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Old Man Bay has to offer?

Cayman Luxury Rentals at Ocean Paradise: This vacation home rental outside of Old Man Bay is located by the ocean and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Old Man Bay?

Choose from 9 Expedia vacation rentals in Old Man Bay for a memorable vacation.

What’s there to see and do in Old Man Bay?

Grand Cayman Beaches and Cayman Crystal Caves are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Grand Cayman Blow Holes and Star Fish Point.

What’s a vacation rental in Old Man Bay like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Old Man Bay. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family getaway.

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Check prices for these dates

Our top choices for Old Man Bay vacation rentals

Country Road, Take me Home- your own Island Cottage!

Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

1BD 1.5BA Convenient and Cosy Apartment with Pool

Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Slice of Paradise- 2 mins from Spotts Beach!

Beautiful Beachfront Condo in Cayman Kai/Rum Point

Beautiful one bedroom apartment

Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

Casa de Bells 3

Relaxing, tastefully decorated one-bedroom unit with all modern facilities

Cayman Luxury Rentals at Ocean Paradise

S4 BP | Steps to Beach

Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove

Waterfront Sanctuary Serene, Grand Harbour, 2 Bed, 2 Bath, Pool, Patio

Cosy 1-Bed, Pool + Sea and Dining close by

Villa Steps From The Sand

Serene 2BD in heart of West Bay, close to the beach

Quiet Beach Escape - Caribbean Paradise

George Town Villas 116

Ocean View Deluxe Studio with Private Deck

Find vacation rentals that suit your style

Top Old Man Bay Hotel Reviews

Hotel Indigo Grand Cayman by IHG

The Locale Hotel Grand Cayman

The Grove

Governors Village Seven Mile Beach Corridor

The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Reef Beach Resort - All Inclusive - East End, Grand Cayman

Hampton by Hilton Grand Cayman Seven Mile Beach

Holiday Inn Resort Grand Cayman by IHG

Grand Cayman Marriott Resort

Frequently asked questions

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