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Villas in Grand Cayman and Holiday rentals - Holiday Lettings - Holiday Rentals Grand Cayman

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861 Holiday homes

Ski condo to rent in George Town

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £384 / night

£2,688 / week

1 / 30

Breakers ski villa to rent.

Breakers villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £319 / night

£2,229 / week

1 / 30

Rum Point holiday home rental

Rum Point house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £596 / night

£4,166 / week

1 / 30

Holiday condo in North Side

North Side condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £351 / night

£2,453 / week

1 / 30

George Town ski condo to rent.

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £540 / night

£3,774 / week

1 / 30

Condo rental in George Town

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £580 / night

£4,054 / week

1 / 30

Seven Mile Beach holiday condo accommodation

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £563 / night

£3,937 / week

1 / 30

Holiday condo in George Town

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £312 / night

£2,178 / week

1 / 30

Holiday condo in Rum Point

Rum Point condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £302 / night

£2,111 / week

1 / 30

George Town holiday condo rental

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £368 / night

£2,576 / week

1 / 30

Holiday condo in West Bay

West Bay condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from £397 / night

£2,778 / week

1 / 30

George Town holiday condo rental

George Town condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £308 / night

£2,156 / week

1 / 24

Ski condo to rent in Seven Mile Beach

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £466 / night

£3,259 / week

1 / 30

Condo rental in Rum Point

Rum Point condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £222 / night

£1,551 / week

1 / 19

Holiday condo rental

Rum Point condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £452 / night

£3,164 / week

1 / 29

Holiday condo in George Town

George Town condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £624 / night

£4,362 / week

1 / 20

Home rental in North Side

North Side house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from £698 / night

£4,883 / week

1 / 30

Holiday condo in West Bay

West Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £492 / night

£3,444 / week

1 / 16

Holiday condo in Rum Point

Rum Point condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £221 / night

£1,546 / week

1 / 22

Holiday condo in George Town

George Town condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £801 / night

£5,605 / week

1 / 28

Holiday condo in East End

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £216 / night

£1,512 / week

1 / 30

Ski condo to rent in Camana Bay

Camana Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £636 / night

£4,446 / week

1 / 27

Holiday condo rental

George Town condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £714 / night

£4,995 / week

1 / 30

George Town ski condo to rent.

George Town condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £411 / night

£2,873 / week

1 / 30

Rum Point holiday condo accommodation

Rum Point condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £324 / night

£2,262 / week

1 / 19

Holiday apartment in Rum Point

Rum Point apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £260 / night

£1,820 / week

1 / 30

Ski villa to rent in North Side

North Side villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £328 / night

£2,290 / week

1 / 29

Holiday condo letting

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £407 / night

£2,845 / week

1 / 30

Holiday condo in George Town

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £497 / night

£3,477 / week

1 / 30

Holiday villa in North Side

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £388 / night

£2,716 / week

1 / 30

Holiday condo in George Town

George Town condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £647 / night

£4,530 / week

1 / 30

Holiday condo in Seven Mile Beach

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £653 / night

£4,569 / week

1 / 30

Holiday condo in Rum Point

Rum Point condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £340 / night

£2,374 / week

1 / 29

Holiday condo in East End

East End condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £356 / night

£2,486 / week

1 / 30

Condo rental in West Bay

West Bay condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £302 / night

£2,111 / week

1 / 30

Home letting in Rum Point

Rum Point house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £924 / night

£6,467 / week

1 / 30

George Town holiday condo rental

George Town condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £404 / night

£2,828 / week

1 / 23

George Town ski condo to rent.

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £448 / night

£3,136 / week

1 / 29

Holiday condo rental

West Bay condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £288 / night

£2,016 / week

1 / 21

Condo rental in Rum Point

Rum Point condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £264 / night

£1,843 / week

1 / 21

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Grand Cayman holidays

Grand Cayman, Little Cayman, and Cayman Brac are the three sister islands that make up the British Overseas Territory of the Cayman Islands. Best known for its slow easy pace of life and its natural beauty, the area of Grand Cayman certainly offers the paradise you've seen in the movies. When you first arrive here, get settled in your holiday rental and then head for the long stretch of soft white sand and calm blue water known as Seven Mile Beach. Take out a rental boat, go scuba diving, or just relax. And when you're ready to get away from the beach, head into the heart of George Town for an unforgettable dining experience.

Here are a few additional suggestions of things to do in Grand Cayman:

  • Diving: Grand Cayman offers some of the best diving opportunities in the Caribbean. For real adventure, go wreck diving from Cayman Brac or explore the Blood Bay Wall on Little Cayman.
  • Parasailing: Get a spectacular view of Grand Cayman from the sky above Seven Mile beach.
  • Surfing and snorkelling: These are just a few of the water sports you can sample on Seven Mile Beach. Equipment rentals are easy to find, or you can bring your own board, fins, snorkel, and mask.
  • Stingray City: You won't believe descriptions of the stingrays here until you see them. Enormous and gentle, fearless and bizarre, the creatures of Grand Cayman's best known attraction will eat squid right out of your hand as you snorkel amongst them.
  • Hiking and bird watching on Cayman Brac and Little Cayman: Hike the trails of the two smaller islands and take a pair of binoculars and a camera to capture your encounters with remarkable bird and iguana species.

Come to the Cayman Islands in November for the legendary Pirate Festival, or time your visit to run the Cayman Island Marathon or take part in the Cayman's Jazz fest. No matter when you arrive here, the local people will give you a warm welcome that will make you want to stay forever.

It's easy to move between the three islands, and getting around in George Town should present no problems since you can walk almost anywhere. Find a villa rental for the entire holiday season to see how Grand Cayman celebrates or find a condo near the beach and stay a week or two in the summer.

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