Old Man Bay Rentals

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51 Houses

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Spacious 3-Bedroom 3-Bathroom Beachfront Condo with Heated Pool

Old Man Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Garden

All filters match

Price per night from

$441

Great rentals within 20 miles that match your search

Castaway by the Sea - Cottage

Bodden Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Garden

All filters match

Price per night from

$240

Castaway by the Sea - Lodge

Bodden Town beach hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Garden

All filters match

Price per night from

$206

Boggy Sands Club on Seven Mile Beach - CORAL 1

West Bay condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

Match: Garden

All filters match

Price per night from

$2,294

Cayman - SKY at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Garden

All filters match

Price per night from

$396

Cayman - SAND at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Garden

All filters match

Price per night from

$396

SMB Area Private Villa From $2100/wk

West Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Really nice place” Quiet and comfy. This is the Cayman I remember from trips in the past. Lots of things within walking distance, like a grocery store, public beach and several good restaurants. Its away from the tourist area of George Town. You will need a car to get around.

Match: Garden

All filters match

Price per night from

$287

"PIECE of MINE" Beach VIlla

East End cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Garden

All filters match

Price per night from

$373

Boggy Sands Club - Parrot 1 - Seven Mile Beach

West Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

Match: Garden

All filters match

Price per night from

$2,294

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Garden

All filters match

Price per night from

$439

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Garden

All filters match

Price per night from

$439

Spacious Luxury 4 Bd 4 Bth Villa w/ pool, Sleeps 8

Seven Mile Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Garden

All filters match

Price per night from

$2,367

Spacious 1BR/1BTH Apt /w Rooftop Pool Near Beach

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Garden

All filters match

Price per night from

$439

Stunning 3 bd 2 bth Oceanfrnt Condo w/pool Sleeps8

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Garden

All filters match

Price per night from

$630

Penthouse 2BR/2BTH Apt /w Rooftop Pool Near Beach

Camana Bay apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Garden

All filters match

Price per night from

$630

Modern 1BR Apt /w Rooftop Pool + Onsite Amenities

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Garden

All filters match

Price per night from

$439

Penthouse 1BR/1BTH Apt /w Rooftop Pool Near Beach

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Garden

All filters match

Price per night from

$439

Penthouse 1BR/1BTH Apt /w Rooftop Pool Near Beach

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Garden

All filters match

Price per night from

$439

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Garden

All filters match

Price per night from

$439

Luxury Canal Front 3 bedroom Townhouse w/ Pool

Camana Bay townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Garden

All filters match

Price per night from

$918

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Garden

All filters match

Price per night from

$439

The Grove 1BR Apt /w Rooftop Pool+Onsite Amenities

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Garden

All filters match

Price per night from

$439

Perfect 4 bed 2.5 Bth Family Vacation Home w/ Pool

Grand Harbour house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Garden

All filters match

Price per night from

$13

Luxury Condo #2 on Boggy Sand Road-Garden Level

Seven Mile Beach apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Garden

All filters match

Price per night from

$516

Spacious 2-Bedroom 2-Bathroom Beachfront Condo with Heated Pool

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden

All filters match

Price per night from

$219

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

North Side house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Garden

All filters match

Price per night from

$306

Luxury 3bd Beach Front, # 4 Green, Stunning Views

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden

All filters match

Price per night from

$397

NEW, LUXURY 1 BED / 1 BATH AT 7 MILE BEACH

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Garden

All filters match

Price per night from

$272

Luxury 3bd Beach View, # 3 Blue, Stunning Views

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Garden

All filters match

Price per night from

$377

Renovated Rum Point 2 Bed Beachfront Condo w/ pool

Rum Point condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

Match: Garden

All filters match

Price per night from

$368

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Garden

All filters match

Price per night from

$397

Beach Living at Plantation Village BLGS

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Garden

All filters match

Price per night from

$327

Beach Living at Villas Pappagallo Beachfront 22

West Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Garden

All filters match

Price per night from

$250

Beach Living at Villas Pappagallo (BLES)

West Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Garden

All filters match

Price per night from

$261

STUNNING LUXURY BEACHFRONT CONDO W/ POOL + HOT TUB

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden

All filters match

Price per night from

$658

Luxury 3bd Beach View, # 2 Peach, Stunning Views

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Garden

All filters match

Price per night from

$328

Tiki House Grand Cayman, Seven Mile Beach Area

West Bay house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

“Awesome Place” I love this home. You have space for a family but it is not to big for two. There is a beauiful private covered courtyard that is perfect for morning coffee or any time of day. I was given wonderful suggestions for rental car, diving opportunities and shopping. This will not be my last visit.

Match: Garden

All filters match

Price per night from

$573

Lime Tree Villa. Canal Front

Seven Mile Beach villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Garden

All filters match

Price per night from

$1,374

Viewing 38 of 51
rentals in Old Man Bay

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