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Search results; Over 1,000 homes in Old Man Bay

Top guest favourite
Townhouse in Old Man Bay
Your Oceanside Retreat Awaits!
2 bedrooms, 3 beds, 2 private bathrooms
18–23 Jul
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4.92 out of 5 average rating, 64 reviews
Guest favourite
Home in Old Man Bay
Beach House & Cottage - The Bay
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 10 beds, 4 bathrooms
19–24 Jul
Top guest favourite
Flat in North Side
On The Bay 310 - Enjoy the View
5.0 out of 5 average rating, 26 reviews, 2 bedrooms, 2 beds, 2 bathrooms
18–23 Jul
Luxe
Home in North Side
Luxury Beachview Retreat, Cayman Islands
5.0 out of 5 average rating, 41 reviews, 4 bedrooms, 7 beds, 4.5 bathrooms
10–15 Aug
Top guest favourite
Apartment in Cayman Islands
On the Bay #103 - Northside 3BR Beach Condo & Pool
4.89 out of 5 average rating, 27 reviews, 3 bedrooms, 4 beds, 3 bathrooms
29 Jul – 3 Aug
Villa in North Side
Calypso Blue | 6BR Oceanfront Villa | Grand Cayman
6 bedrooms, 8 beds, 4.5 bathrooms
8–13 Aug
Guest favourite
Flat in Old Man Bay
Sail Away- bright modern cozy apt in North Side
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Aug
Guest favourite
Apartment in North Side
Spacious 2-Bed Beachfront Condo w/ Heated Pool
4.91 out of 5 average rating, 53 reviews, 2 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Home in Old Man Bay
Coral Cottage - Beach Front w/ Private Pool
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
Top guest favourite
Home in North Side
Private, quiet oceanfront home 360 screened porch.
5.0 out of 5 average rating, 46 reviews, 3 bedrooms, 5 beds, 3 bathrooms
20–25 Jul
Top guest favourite
Home in North Side
North Side Grand Cayman Beachfront Villa
4.99 out of 5 average rating, 113 reviews, 4 bedrooms, 6 beds, 6 bathrooms
21–26 Jul
Guest favourite
Apartment in North Side
Silver Reef #3 - 2 BR LUXE Oceanfront & Pool
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Villa in North Side
Lux Oceanfront Villa w/ Heated Pool & Private Dock
5.0 out of 5 average rating, 35 reviews, 8 bedrooms, 13 beds, 7.5 bathrooms
15–20 Aug
Superhost
Home in George Town
Cozy 4 Bedroom Beach House | Tennis Courts & Pool
New place to stay, 4 bedrooms, 5 beds, 2.5 bathrooms
18–23 Jul
Superhost
Flat in Bodden Town
Suncoast Apartments Grand Cayman - Unit # 3
4.81 out of 5 average rating, 182 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Villa in North Side
Villa at the Sea Front
4.95 out of 5 average rating, 58 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Apartment in North Side
Northern Lights 3 - 2BR/2.5BA Oceanfront & Pool
4.95 out of 5 average rating, 21 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
23–28 Jul
Guest favourite
Villa in Old Man Bay
4 Bedroom home on private nature reserve
4.92 out of 5 average rating, 12 reviews, 4 bedrooms, 4 beds, 3 bathrooms
18–23 Jul
Flat in Savannah
Flat Located in Spotts
New place to stay, 2 bedrooms, 2 beds, 2.5 bathrooms
22–27 Jul