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Houses in Cayman Islands and Villas - Holiday Lettings - Holiday Rentals Cayman Islands

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19 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Montego Bay

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,957 / night

£13,696 - £28,665 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Lucea

Lucea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £133 / night

£732 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Discovery Bay

Discovery Bay villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,968 / night

£13,774 / week

1 / 33

Great rentals within 20 miles that match your search

Home rental in Runaway Bay

Runaway Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,369 / night

£9,578 / week

1 / 54

Great rentals within 20 miles that match your search

Sandy Bay holiday villa rental

Sandy Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £678 / night

£4,745 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home with shared pool in Ocho Rios

Ocho Rios house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £183 / night

£1,280 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home with shared pool, golf nearby in St. Ann's Bay

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £147 / night

£1,024 / week

1 / 30

Great rentals within 20 miles that match your search

Ironshore holiday villa rental

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

from £2,286 / night

£13,440 - £15,360 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa in Priory

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £229 / night

£1,600 / week

1 / 34

Great rentals within 20 miles that match your search

Priory holiday home rental

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £170 / night

£1,184 / week

1 / 53

Great rentals within 20 miles that match your search

Villa rental in Montego Bay with swimming pool

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £915 / night

£6,400 / week

1 / 26

Great rentals within 20 miles that match your search

Villa rental in Hopewell with golf nearby

Hopewell villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

from £1,839 / night

£12,869 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home with shared pool in St. Ann's Bay

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £211 / night

£1,472 / week

1 / 73

Great rentals within 20 miles that match your search

Holiday home accommodation

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £179 / night

£1,248 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Mammee Bay

Mammee Bay villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 19

from £2,737 / night

£19,156 / week

1 / 34

Great rentals within 20 miles that match your search

Villa rental in Hopewell with swimming pool, golf nearby

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from £2,902 / night

£20,309 - £44,200 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Hopewell

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £3,239 / night

£22,668 - £44,141 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Montego Bay

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £1,537 / night

£10,753 - £39,421 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa in Bengal

Bengal villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £778 / night

£5,440 / week

1 / 71

Great rentals within 20 miles that match your search

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Montego Bay holiday villa rental

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

from £1,306 / night

£9,143 - £20,114 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Montego Bay

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Horse riding

from £1,437 / night

£10,057 - £21,120 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa rental

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

from £1,163 / night

£8,137 - £17,829 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa letting

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

from £1,796 / night

£12,572 - £25,143 / week

1 / 13

Great rentals within 20 miles that match your search

Montego Bay holiday villa rental

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Horse riding

from £3,240 / night

£22,674 - £42,514 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home in Falmouth

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Horse riding

from £96 / night

£672 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday villa in Montego Bay

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Horse riding

from £3,527 / night

£24,686 - £45,915 / week

1 / 46

Great rentals within 20 miles that match your search

Villa letting in Montego Bay with golf nearby

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Horse riding

from £2,282 / night

£15,974 - £34,180 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Montego Bay

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

from £595 / night

£4,160 / week

1 / 60

Great rentals within 20 miles that match your search

Villa rental in Montego Bay with golf nearby

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Horse riding

from £12,800 / night

£11,429 - £30,171 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Montego Bay

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Horse riding

from £2,376 / night

£16,631 - £34,240 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Montego Bay

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Horse riding

from £22,766 / night

£21,943 - £45,714 / week

1 / 19

Great rentals within 20 miles that match your search

Priory holiday home rental

Priory house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Games room

from £38 / night

£203 / week

1 / 16

Great rentals within 20 miles that match your search

Apartment rental in Priory

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Games room

from £51 / night

£352 / week

1 / 26

Great rentals within 20 miles that match your search

Villa rental in Priory with shared pool, golf nearby

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Games room

from £220 / night

£1,536 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Priory

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Games room

from £109 / night

£762 / week

1 / 19

Great rentals within 20 miles that match your search

Runaway Bay holiday home rental

Runaway Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Games room

from £92 / night

£640 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa in Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Games room

from £119 / night

£958 - £1,277 / week

1 / 32

Great rentals within 20 miles that match your search

St. Ann's Bay holiday home rental

St. Ann's Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Games room

from £183 / night

£1,186 - £1,442 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa in Discovery Bay

Discovery Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 filter does not match: Horse riding

from £1,045 / night

£7,315 - £13,714 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Montego Bay

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

1 filter does not match: Horse riding

from £2,463 / night

£17,240 - £43,536 / week

1 / 33

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