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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
13–18 Aug
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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 bedrooms, 10 beds, 4 bathrooms
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Cayman Islands
On the Bay #103 - Northside 3BR Beach Condo & Pool
3 bedrooms, 4 beds, 3 bathrooms
13–18 Aug
4.89 out of 5 average rating, 27 reviews
Guest favourite
Flat in North Side
On The Bay 310 - Enjoy the View
2 bedrooms, 2 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 26 reviews
Luxe
Home in North Side
Luxury Beachview Retreat, Cayman Islands
4 bedrooms, 7 beds, 4.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 45 reviews
Guest favourite
Apartment in North Side
Spacious 2-Bed Beachfront Condo w/ Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
4.91 out of 5 average rating, 54 reviews
Top guest favourite
Home in Old Man Bay
Coral Cottage - Beach Front w/ Private Pool
3 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in North Side
Private, quiet oceanfront home 360 screened porch.
3 bedrooms, 5 beds, 3 bathrooms
20–25 Aug
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Flat in Old Man Bay
Sail Away- bright modern cozy apt in North Side
1 bedroom, 2 beds, 1 bathroom
25–30 Aug
5.0 out of 5 average rating, 6 reviews
Villa in North Side
Calypso Blue | 6BR Oceanfront Villa | Grand Cayman
6 bedrooms, 8 beds, 4.5 bathrooms
13–18 Aug
Villa in North Side
Coco Kai Beach Front Villa heated pool and dock
6 bedrooms, 10 beds, 6.5 bathrooms
22–29 Aug
4.94 out of 5 average rating, 96 reviews
Top guest favourite
Apartment in North Side
Northern Lights 3 - 2BR/2.5BA Oceanfront & Pool
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
4.95 out of 5 average rating, 21 reviews
Superhost
Home in North Side
Beautiful 3 Bd Beachfront Home North Side Sleeps 7
3 bedrooms, 5 beds, 2 bathrooms
13–18 Aug
4.84 out of 5 average rating, 73 reviews
Superhost
Home in George Town
4bd Beach Villa, Private Deck on Sand
4 bedrooms, 5 beds, 2.5 bathrooms
18–23 Aug
New place to stay
Guest favourite
Apartment in Old Man Bay
Northern Lights 4 - 2BR/2.5BA Oceanfront & Pool
2 bedrooms, 3 beds, 2.5 bathrooms
13–18 Aug
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in North Side
Nature lovers paradise
2 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
4.95 out of 5 average rating, 20 reviews
Guest favourite
Apartment in North Side
*Beachfront* Coco Sands - 2 bed condo at Rum Point
2 bedrooms, 3 beds, 2 bathrooms
13–18 Aug
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Villa in North Side
Villa at the Sea Front
3 bedrooms, 4 beds, 2 bathrooms
13–18 Aug
4.95 out of 5 average rating, 59 reviews
Home in East End
Stay at Paradise Villas East End
3 bedrooms, 4 beds, 3.5 bathrooms
13–18 Aug