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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
5–10 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
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
Villa in North Side
Calypso Blue | 6BR Oceanfront Villa | Grand Cayman
6 bedrooms, 8 beds, 4.5 bathrooms
8–13 Aug
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
Apartment in Cayman Islands
On the Bay #103 - Northside 3BR Beach Condo & Pool
3 bedrooms, 4 beds, 3 bathrooms
12–17 Aug
4.89 out of 5 average rating, 27 reviews
Luxe
Home in North Side
Luxury Beachview Retreat, Cayman Islands
4 bedrooms, 7 beds, 4.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Old Man Bay
Sail Away- bright modern cozy apt in North Side
1 bedroom, 2 beds, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 6 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, 30 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
Superhost
Apartment in Old Man Bay
Silver Reef 1 Luxury 2BR Beachfront Retreat with P
2 bedrooms, 3 beds, 2 bathrooms
21–26 Aug
4.75 out of 5 average rating, 12 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, 44 reviews
Guest favourite
Apartment in North Side
Silver Reef #3 - 2 BR LUXE Oceanfront & Pool
2 bedrooms, 2 beds, 2 bathrooms
6–11 Aug
5.0 out of 5 average rating, 16 reviews
Superhost
Flat in Bodden Town
Suncoast Apartments Grand Cayman - Unit # 2
2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
4.78 out of 5 average rating, 154 reviews
Superhost
Flat in Rum Point
Kai‑Tastic 15B | 2BR Kaibo Condo Pool & Beach
2 bedrooms, 3 beds, 2.5 bathrooms
7–12 Aug
New place to stay
Villa in Bodden Town
Serenity Sands Cayman | Private Beach Oasis + Pool
2 bedrooms, 2 queen beds, 2 bathrooms
6–11 Aug
Top guest favourite
Apartment in North Side
Northern Lights 3 - 2BR/2.5BA Oceanfront & Pool
2 bedrooms, 4 beds, 2.5 bathrooms
5–10 Aug
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Guest suite in George Town
Paradise Escape-Charming Oceanfront Guest Suite
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 301 reviews
Top guest favourite
Villa in North Side
Villa at the Sea Front
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
4.95 out of 5 average rating, 59 reviews