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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

6–11 Aug

$2,643 SGD for 5 nights

,

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

7–12 Sept

$6,346 SGD for 5 nights

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

20–25 Aug

$3,035 SGD for 5 nights

5.0 out of 5 average rating, 47 reviews

Guest favourite

Apartment in North Side

Spacious 2-Bed Beachfront Condo w/ Heated Pool

2 bedrooms, 3 beds

18–23 Aug

$1,473 SGD for 5 nights

4.91 out of 5 average rating, 54 reviews

Luxe

Home in North Side

Luxury Beachview Retreat, Cayman Islands

4 bedrooms, 7 beds

10–15 Aug

$8,677 SGD for 5 nights

5.0 out of 5 average rating, 44 reviews

Guest favourite

Flat in North Side

On The Bay 310 - Enjoy the View

2 bedrooms, 2 beds

25–30 Aug

$1,730 SGD for 5 nights

5.0 out of 5 average rating, 26 reviews

Top guest favourite

Apartment in Cayman Islands

On the Bay #103 - Northside 3BR Beach Condo & Pool

3 bedrooms, 4 beds

12–17 Aug

$2,389 SGD for 5 nights

4.89 out of 5 average rating, 27 reviews

Top guest favourite

Flat in Old Man Bay

Sail Away- bright modern cozy apt in North Side

1 bedroom, 2 beds

6–11 Aug

$1,472 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 6 reviews

Villa in North Side

Calypso Blue | 6BR Oceanfront Villa | Grand Cayman

6 bedrooms, 8 beds

8–13 Aug

$9,117 SGD for 5 nights

Top guest favourite

Home in Old Man Bay

Coral Cottage - Beach Front w/ Private Pool

3 bedrooms, 5 beds

16–21 Aug

$3,430 SGD for 5 nights

5.0 out of 5 average rating, 30 reviews

Superhost

Home in North Side

5 Ensuite Beachfront Villa w/ Heated Pool & Dock

5 bedrooms, 9 beds

15–20 Aug

$4,962 SGD for 5 nights

Guest favourite

Apartment in North Side

Silver Reef #3 - 2 BR LUXE Oceanfront & Pool

2 bedrooms, 2 beds

6–11 Aug

$1,973 SGD for 5 nights

5.0 out of 5 average rating, 16 reviews

Home in East End

Stay at Paradise Villas East End

3 bedrooms, 4 beds

6–11 Aug

$1,742 SGD for 5 nights

Guest favourite

Home in North Side

Nature lovers paradise

2 bedrooms, 3 beds

25–30 Aug

$1,986 SGD for 5 nights

Pay $0 today

Free cancellation

4.95 out of 5 average rating, 20 reviews

Top guest favourite

Villa in North Side

Villa at the Sea Front

3 bedrooms, 4 beds

8–13 Aug

$1,917 SGD for 5 nights

Pay $0 today

Free cancellation

4.95 out of 5 average rating, 59 reviews

Luxe

Home in Grand Cayman

Coastal Charm by Grand Cayman Villas

3 bedrooms

19–24 Aug

$4,799 SGD for 5 nights

Top guest favourite

Home in Rum Point

Whispering Kai: beach home on Bio Bay, Cayman Kai

2 bedrooms, 4 beds

10–15 Aug

$3,871 SGD for 5 nights

Pay $0 today

Free cancellation

4.95 out of 5 average rating, 37 reviews

Guest favourite

Flat in East End

New 3bed townhome w/ ocean view

3 bedrooms, 3 beds

7–12 Aug

$2,289 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Top guest favourite

Home in Bodden Town

Kiboko - Luxurious Beachfront House Sleeps 21

5 bedrooms, 11 beds

8–13 Aug

$11,816 SGD for 5 nights

5.0 out of 5 average rating, 27 reviews