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

Top guest favourite
Home in Old Man Bay
Coral Cottage - Beach Front w/ Private Pool
3 bedrooms, 5 beds, 3 private bathrooms
27 Sept – 2 Oct
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5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Old Man Bay
Beach House & Cottage - The Bay
5 bedrooms, 10 beds, 4 bathrooms
12–17 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Flat in North Side
On The Bay 310 - Enjoy the View
2 bedrooms, 2 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 26 reviews
Guest favourite
Apartment in North Side
Spacious 2-Bed Beachfront Condo w/ Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.91 out of 5 average rating, 54 reviews
Guest favourite
Apartment in North Side
Northern Lights 6 - 2BR/2.5BA Oceanfront & Pool
2 bedrooms, 3 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in North Side
Silver Reef #3 - 2 BR LUXE Oceanfront & Pool
2 bedrooms, 2 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Old Man Bay
Sail Away- bright modern cozy apt in North Side
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 6 reviews
Superhost
Apartment in Old Man Bay
Silver Reef 1 Luxury 2BR Beachfront Retreat with P
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.71 out of 5 average rating, 14 reviews
Luxe
Home in North Side
Luxury Beachview Retreat, Cayman Islands
4 bedrooms, 7 beds, 4.5 bathrooms
23–28 Sept
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Villa in North Side
Villa at the Sea Front
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Home in North Side
Private, quiet oceanfront home 360 screened porch.
3 bedrooms, 5 beds, 3 bathrooms
10–15 Oct
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Townhouse in Old Man Bay
Your Oceanside Retreat Awaits!
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.92 out of 5 average rating, 64 reviews
Villa in North Side
Calypso Blue | 6BR Oceanfront Villa | Grand Cayman
6 bedrooms, 8 beds, 4.5 bathrooms
12–17 Sept
Guest favourite
Home in North Side
Nature lovers paradise
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 20 reviews
Home in North Side
Sunset Cove Villa
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
Top guest favourite
Home in Grand Cayman
BeachPlumVilla
4 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 85 reviews
Top guest favourite
Apartment in North Side
Northern Lights 3 - 2BR/2.5BA Oceanfront & Pool
2 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Home in North Side
Oceanfront Dreamsicle Villa w/Outdoor Living Area
3 bedrooms, 3 beds, 3 bathrooms
13–18 Sept
4.97 out of 5 average rating, 58 reviews
Superhost
Home in North Side
5 Ensuite Beachfront Villa w/ Heated Pool & Dock
5 bedrooms, 9 beds, 5.5 bathrooms
24–29 Oct