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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 Aug
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4.92 out of 5 average rating, 64 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
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
Home in North Side
Private, quiet oceanfront home 360 screened porch.
3 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Apartment in Cayman Islands
On the Bay #103 - Northside 3BR Beach Condo & Pool
3 bedrooms, 4 beds, 3 bathrooms
18–23 Aug
4.89 out of 5 average rating, 28 reviews
Top guest favourite
Home in Old Man Bay
Coral Cottage - Beach Front w/ Private Pool
3 bedrooms, 5 beds, 3 bathrooms
25–30 Aug
5.0 out of 5 average rating, 32 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
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
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
Home in Grand Harbour
Modern Island Studio | Peaceful Garden Hideaway
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
4.91 out of 5 average rating, 46 reviews
Villa in North Side
Calypso Blue | 6BR Oceanfront Villa | Grand Cayman
6 bedrooms, 8 beds, 4.5 bathrooms
18–23 Aug
Guest favourite
Flat in Grand Cayman
Cora at The Grove Luxury One-Bedroom Apartment
1 bedroom, 1 bed, 1 bathroom
18–23 Aug
4.95 out of 5 average rating, 55 reviews
Superhost
Apartment in Old Man Bay
Silver Reef 1 Luxury 2BR Beachfront Retreat with P
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.77 out of 5 average rating, 13 reviews
Superhost
Flat in Bodden Town
Suncoast Apartments Grand Cayman - Unit # 3
2 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
4.81 out of 5 average rating, 183 reviews
Top guest favourite
Flat in Rum Point
1 Bdr Ocean View condo next door to Rum Point!
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Apartment in North Side
Silver Reef #3 - 2 BR LUXE Oceanfront & Pool
2 bedrooms, 2 beds, 2 bathrooms
18–23 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in Savannah
John John's Hideaway
1 bedroom, 1 bed, 1 bathroom
25–30 Aug
4.94 out of 5 average rating, 244 reviews
Top guest favourite
Apartment in Grand Cayman
The Mastic Chapel Cottage 2BR w/ Pool on North Sid
2 bedrooms, 2 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 21 reviews
Villa in Bodden Town
Serenity Sands Cayman | Private Beach Oasis + Pool
2 bedrooms, 2 queen beds, 2 bathrooms
19–24 Aug