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Compare 210 Vacation Homes in Old Man Bay with updated reviews, rates, and availability.

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
The Pink Beach House boasts an expansive deck and pool directly on the Caribbean

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

9.8 out of 10, Exceptional, (153)
"Sadly, our second week at this house was cut short by Hurricane Beryl, but our first week here was amazing. The house has absolutely everything you need for the beach. The pool was beautiful and we had coffee on the beach every morning. We love the slower pace of Rum Point and this house was so peaceful and beautiful. Karen was wonderful and very quick to respond."
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Enjoy the gorgeous, beachfront swimming pool with it's spacious deck and cabana.

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

9.6 out of 10, Exceptional, (22)
"We had such a great stay! The owners have made sure that every convenience and comfort of home has been accounted for. When you arrive there are toiletries and a fully equipped kitchen ready for you. There are many extra details such as backyard games and kayaks. The beach is the backyard and there are snorkel sets to use. The pool on the patio is just right with plenty of seating, whether you want shade or sun. The personalized crafts throughout the house are a nice touch and add to the...
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Beach

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

10.0 out of 10, Exceptional, (54)
"4 couples stayed for the week. The view, location and house was exactly what we were looking for. The snorkeling was amazing. Pool was clean. Plenty of seating for all of us. "
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
East End Beach House
Beach

East End Beach House

10.0 out of 10, Exceptional, (5)
"Very nice and clean home. The cable did not work during our stay but we didn't miss watching tv one bit, we were too busy exploring the island! Property is about 20 minute drive to Rum Point and 50 minute drive to beautiful 7 Mile Beach. Sargassum weeds was quite bad out at the dock and very windy conditions proved difficult to snorkel at the property during our stay but we enjoyed ourselves nonetheless."
East End Beach House
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Outdoor dining

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had an absolutely amazing stay at Azure Breeze in early November! Our group, consisting of 6 people (3 couples), were extremely happy with the accommodations, including comfortable beds, a spacious and aesthetic living room/dining room area, and the ability to walk straight out to the beach! On top of accommodations, this property is in a fantastic location on Grand Cayman, the North Side, just minutes from two of our favorite hangout spots, Rum Point and Kaibo (both of which are recently...
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
The peace and tranquility of this cottage Works Wonders on the soul....
Outdoor dining

The peace and tranquility of this cottage Works Wonders on the soul....

10.0 out of 10, Exceptional, (52)
"This property is away from the busy touristy part of the island. It is beautiful. The house is perfect for big groups. We had an extended family vacation. The one thing that would make this property perfect, which I know the owners can’t do anything about, is entry to the “beach/ocean” right in front of the house. The owners provide an excellent solution with the paddle boards and kayaks to make it out to a part that you don’t sink when you stand up though. We found plenty of other beaches close...
The peace and tranquility of this cottage Works Wonders on the soul....
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,
Feel the Ocean Breeze

Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,

9.8 out of 10, Exceptional, (39)
"We had a wonderful time during our stay. The house had plenty of room with lots of indoor and outdoor space. We enjoyed most of our time by the near by beach or pool side!"
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar,
Slice of Paradise- 2 mins from Spotts Beach!
Property grounds

Slice of Paradise- 2 mins from Spotts Beach!

9.2 out of 10, Wonderful, (9)
"Very nice quiet neighborhood just a short drive from main parts of George town. Property manager very communicative to ensure smooth check in and arrival process. Has everything you need for a peaceful night or 2. "
The price is SAR 526
SAR 639 total
includes taxes & fees
1 Dec - 2 Dec
Slice of Paradise- 2 mins from Spotts Beach!
Ocean Paradise
Room

Ocean Paradise

4.0 star property
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
Ocean Paradise
Reduced Summer Rates! Private oceanfront home with wrap-around screened porch
Outdoor dining

Reduced Summer Rates! Private oceanfront home with wrap-around screened porch

10.0 out of 10, Exceptional, (23)
"We all loved the house! It had everything we needed for a great stay. It’s away from the hustle and bustle of Georgetown, but not a far drive to get there for the day. Having the ocean view as the backyard was amazing. We would definitely rent from Brooke again!"
Reduced Summer Rates! Private oceanfront home with wrap-around screened porch
Neptune's Nest by the Sea, East End
Pool

Neptune's Nest by the Sea, East End

10.0 out of 10, Exceptional, (13)
"Great setup and amenities for a great price "
Neptune's Nest by the Sea, East End
Bella Rocca: Ultra-Luxe Estate w/Pool and Spa, Sunken Fire Pit and Designer Interiors
Welcome to Bella Rocca, a lavish 8-bedroom hideaway in Cayman's East End.

Bella Rocca: Ultra-Luxe Estate w/Pool and Spa, Sunken Fire Pit and Designer Interiors

Bella Rocca: Ultra-Luxe Estate w/Pool and Spa, Sunken Fire Pit and Designer Interiors
Kai Conut: Oceanfront Villa w/Private Pool, Dock, & Backyard Snorkeling
Welcome to Kai Conut! This seaside escape makes the perfect island getaway.

Kai Conut: Oceanfront Villa w/Private Pool, Dock, & Backyard Snorkeling

9.6 out of 10, Exceptional, (36)
"Clean enough space for 6 adults 5 children Access to Kaibo and rum point Star fish point was across the street Great sea shell hunting"
Kai Conut: Oceanfront Villa w/Private Pool, Dock, & Backyard Snorkeling
Pools of the Kai 3 - Beautiful Island House with Indoor Pool
Step into bliss with a living room featuring stunning ocean views.

Pools of the Kai 3 - Beautiful Island House with Indoor Pool

9.8 out of 10, Exceptional, (8)
"The property was amazing! It was well laid out and so gorgeous. We had a great time."
Pools of the Kai 3 - Beautiful Island House with Indoor Pool
In Harmony: Beachfront Villa w/Private Pool, Outdoor Kitchen, & Free Kayak!
Welcome to In Harmony, a charming 4-bedroom vacation villa along Grand Cayman's south coast.

In Harmony: Beachfront Villa w/Private Pool, Outdoor Kitchen, & Free Kayak!

9.2 out of 10, Wonderful, (7)
"This was our first time to the island. We enjoyed our stay very much. The house is very comfortable and the outdoor space was very relaxing. Penny, the property manager was great, very knowledgeable and attentive."
In Harmony: Beachfront Villa w/Private Pool, Outdoor Kitchen, & Free Kayak!
Bit of Heaven: Perfect Beachfront Home w/Free Kayaks!
Welcome to Bit of Heaven! Dine by the sea with stunning beachfront views.

Bit of Heaven: Perfect Beachfront Home w/Free Kayaks!

10.0 out of 10, Exceptional, (2)
"Excellent location and perfect for family setup with three different areas."
Bit of Heaven: Perfect Beachfront Home w/Free Kayaks!
Faroway Oceanfront Luxury Villa in South Sound w/ Private Beach, Dock & Pool
Pool

Faroway Oceanfront Luxury Villa in South Sound w/ Private Beach, Dock & Pool

10.0 out of 10, Exceptional, (14)
"Spent 10 days at the house. Very close to the airport and downtown for shopping, restaurants and markets. Enjoyed using the kayaks and paddle boards. Snorkeled out towards the breakers and it was very good. House is beautiful, had everything we needed to enjoy some quiet time. Patricia and Tricia were awesome to deal with. Would definitely go again."
Faroway Oceanfront Luxury Villa in South Sound w/ Private Beach, Dock & Pool
Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!
Your Beach with rainbow included!

Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!

10.0 out of 10, Exceptional, (26)
"the home was beautiful and away from the bustle of the tourist. great for a low key, quiet family get away."
Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!
Peace & Kai It: Waterfront Beach House on Bio Bay w/Free Kayaks + Sun Deck!
Aerial view of Peace and Kai It on the island's Bioluminescent Bay.

Peace & Kai It: Waterfront Beach House on Bio Bay w/Free Kayaks + Sun Deck!

Peace & Kai It: Waterfront Beach House on Bio Bay w/Free Kayaks + Sun Deck!
Relax Enjoy and Play
Pool

Relax Enjoy and Play

9.6 out of 10, Exceptional, (15)
"It was a great stay. The unit was right next to the pool and we didn't see anyone in the pool all 5 days we stayed. We explored the island during the day and lounged at the pool at night. The kitchen is well equipped and we had no problem preparing meals. I had read reviews about the AC being locked at 75 degrees but this was not a problem. When you are at the beach all day, coming back to 75 degrees is great. And there are ceiling fans throughout the unit. I would definitely stay there again."
Relax Enjoy and Play
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
Beach/ocean view

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 SAR 1,859
SAR 2,194 total
includes taxes & fees
30 Nov - 1 Dec
Galleon Villas by Hello Cayman Vacation
Villas of the Galleon
Aerial view

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
Living area

Regal Beach Club

4.0 star property
9.6 out of 10, Exceptional, (226)
"Great apartment and location. Note that there is no beach at all at present but this was not an issue as we were visiting family and were aware of the situation at this part of Seven Mile Beach"
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.