Photo by Paul Shaffer -Dee

Search Vacation Homes 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

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, (159)
"Definitely as advertised. So close to many rGreat beaches. Host was very helpful guiding us to a close by clinic when one of our party was sick. Five star all the way "
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes
Morning at Rum Point Beach

Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes

9.8 out of 10, Exceptional, (62)
"Barefoot Lagoon was beyond our expectations. Beautiful location with Rum Point beach steps away. Restaurants within walking distance were excellent. Had a very relaxing time hanging out at the pool, most times had it to ourselves.We will definitely be back! "
Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes
Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock
Room

Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock

10.0 out of 10, Exceptional, (1)
"We very much enjoyed our stay. The house was nice. I believe it just changed hands and they are in process of updating a few things. Nothing that affected our vacation. The only thing that really affected us was thunderstorms but it sure was nice to have this house to relax in. The pool and spa were excellent. They did end up with quite a few leaves, etc due to the storms but that was just mother nature. The East Side is the quiet side. We only saw a handful of people on the beach the entire...
Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock
Slice of Paradise- 2 mins from Spotts Beach!
Property grounds

Slice of Paradise- 2 mins from Spotts Beach!

9.2 out of 10, Wonderful, (11)
"We stayed for one night. The location is a quiet neighborhood close to Georgetown town center. The place had everything we needed for quick stay in the area. The host was very responsive. We had a little snafu checking in but that's because I didn't have cell service in the island. The only thing is there wasn't a full kitchen or sink, just a mini fridge and coffee maker. Otherwise, recommend to others. "
The price is AED 514
AED 628 total
includes taxes & fees
29 Jan - 30 Jan
Slice of Paradise- 2 mins from Spotts Beach!
Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas
Mahogany Point 3-Beach 2

Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas

9.8 out of 10, Exceptional, (31)
"We loved our stay except the mattress in the master front bedroom NEEDS TO BE REPLACED. We had to rearrange sleeping due to the master bed being horrible to sleep in. We actually needed to use a heating pad during the week because our backs were so sore from sleeping in it. A very uncomfortable stay. Getting any of the extra pieces out of the storage unit was difficult as well. Paddle boards, chairs, etc. too difficult to remove so we didn't use them. Other than this, we enjoyed our stay. The...
Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas
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, (23)
"great location, great view, spacious rooms!"
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
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, (55)
"We absolutely loved our stay. The house was comfortable and clean, great for multiple couples. The private quiet beach was exactly what we were looking for, away from the hustle and bustle of the west side of the island, but close enough to access everything on the island. The water and views were gorgeous. The pool was perfect for cooling off. The kitchen was well equipped (other than maybe needing another pan or 2), but it had oil, spices, coffee, filters. Communication with the host was...
The peace and tranquility of this cottage Works Wonders on the soul....
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, (57)
"What a beautiful property! The house was clean and fantastic, and the snorkeling was amazing! Thank you Sea Sea Sea!! We will be back! "
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Beach

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

10.0 out of 10, Exceptional, (38)
"This house is very clean and well appointed. We really enjoyed our visit. The beach is perfect and the area is wonderful for a family vacation."
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside
Oceanfront Alfresco Dining

Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside

9.6 out of 10, Exceptional, (20)
"We really enjoyed the space and area- will definitely visit again!"
Blue Vista Villa - Oceanfront 4 Bedroom Pool Home on Northside
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
Ocean's Edge: Beachfront Home with Rooftop Views
Beach

Ocean's Edge: Beachfront Home with Rooftop Views

10.0 out of 10, Exceptional, (3)
"Fantastic property! Everyone in our group enjoyed the kayaks, paddle boards and other water equipment available at the house. Location is great! Private, great snorkeling, 2 restaurants close by, liquor store and grocery store. Host was very helpful with tips and quick in response throughout our entire trip. Thank you for an amazing vacation!"
Ocean's Edge: Beachfront Home with Rooftop Views
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

So Serene Oceanfront Villa, 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."
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Villa Esprit – 3 Bedroom Beachfront Villa in North Side
Beach outside home

Villa Esprit – 3 Bedroom Beachfront Villa in North Side

10.0 out of 10, Exceptional, (83)
"We really enjoyed our stay at this property. We were looking for a place to disconnect and relax. This place certainly delivered. The overall property is gorgeous. Very well maintained and clear pride in ownership. We were very happy with the North Shore. We had contemplated going to 7 mile, but we were very happy we did not. Very different vibe on that side of the island and not at all what we were looking for for this trip. We would recommend."
Villa Esprit – 3 Bedroom Beachfront Villa in North Side
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, (37)
"This property is incredible. The pictures don't do it justice. The location is amazing (right next to Starfish Point) and the house has everything you need! We hired a chef to come to the house and cook for us, and he was pleased with how the kitchen was stocked with pots, pans, and cooking utensils. The pool can't be heated but we wouldn't have needed a heater anyway. We would definitely stay here again! "
Kai Conut: Oceanfront Villa w/Private Pool, Dock, & Backyard Snorkeling
Mahogany Point 2 – A Beachfront Townhouse by Cayman Villas
Mahogany Point 2

Mahogany Point 2 – A Beachfront Townhouse by Cayman Villas

9.4 out of 10, Exceptional, (27)
"Nice location "
Mahogany Point 2 – A Beachfront Townhouse by Cayman Villas
Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic Balcony Views
Welcome to Villa Caymanas featuring stunning architectural details and a oceanfront private pool.

Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic Balcony Views

9.8 out of 10, Exceptional, (18)
"Wonderful get away in paradise."
Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic Balcony Views
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!

9.4 out of 10, Exceptional, (8)
"Bodden town is less busy than Georgetown, which we enjoyed. Still close to diving and other attractions."
In Harmony: Beachfront Villa w/Private Pool, Outdoor Kitchen, & Free Kayak!
Ritz-Carlton Deckhouse #1: Seven Mile Beach Villa w/Pool, Boathouse, + Resort Privileges
Welcome to Ritz-Carlton Deckhouse

Ritz-Carlton Deckhouse #1: Seven Mile Beach Villa w/Pool, Boathouse, + Resort Privileges

9.0 out of 10, Wonderful, (2)
"Property was spacious, clean, modern and A/C worked great. Lots of outside seating on expansive decking. Plenty of accessories for kids. A/J and John were very cooperative "
Ritz-Carlton Deckhouse #1: Seven Mile Beach Villa w/Pool, Boathouse, + Resort Privileges
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
Sign in
Sign up, it's free

Other property types in Old Man Bay

On The Bay
Beach

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
Pool

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
Aerial view

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.