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

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42 Holiday homes

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Ironshore

Ironshore villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 16

from £768 / night

£5,373 / week

1 / 73

Great rentals within 20 miles that match your search

Montego Bay holiday private room rental

Montego Bay private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £51 / night

£322 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday villa in Silver Sands

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £920 / night

£6,435 - £8,365 / week

1 / 17

Great rentals within 20 miles that match your search

Sandy Bay holiday villa rental

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from £3,144 / night

£22,006 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £138 / night

£920 - £1,241 / week

1 / 4

Great rentals within 20 miles that match your search

Runaway Bay holiday apartment rental

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £276 / night

£1,931 - £2,252 / week

1 / 12

Great rentals within 20 miles that match your search

Runaway Bay holiday apartment rental

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £276 / night

£1,839 - £2,160 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Montego Bay

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £170 / night

£1,103 - £1,200 / week

1 / 29

Great rentals within 20 miles that match your search

Villa rental in Wiltshire with swimming pool

Wiltshire villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £631 / night

£4,412 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment in Montego Bay

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £51 / night

£239 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa in Saint James Parish

Saint James Parish villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

from £65 / night

£451 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Runaway Bay

Runaway Bay apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £74 / night

£515 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montego Bay

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £83 / night

£579 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday villa rental

Hopewell villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £417 / night

£2,916 - £8,718 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Montego Bay

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £137 / night

£959 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Montego Bay

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £137 / night

£959 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Montego Bay

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £137 / night

£959 / week

1 / 24

Great rentals within 20 miles that match your search

Villa rental in Ironshore

Ironshore villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

from £942 / night

£6,589 / week

1 / 16

Great rentals within 20 miles that match your search

Runaway Bay holiday villa rental

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £460 / night

£3,218 / week

1 / 34

Great rentals within 20 miles that match your search

Villa rental in Runaway Bay with shared pool, golf nearby

Runaway Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £71 / night

£329 / week

1 / 75

Great rentals within 20 miles that match your search

Holiday villa with indoor pool in Runaway Bay

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from £552 / night

£3,861 / week

1 / 41

Great rentals within 20 miles that match your search

St. Ann's Bay holiday villa rental

St. Ann's Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from £1,444 / night

£10,109 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa in Runaway Bay

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £506 / night

£3,539 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment rental

Falmouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £91 / night

£511 - £1,025 / week

1 / 16

Great rentals within 20 miles that match your search

Home rental in Runaway Bay

Runaway Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,379 / night

£9,652 / week

1 / 54

Great rentals within 20 miles that match your search

Runaway Bay holiday apartment rental

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £56 / night

£386 / week

1 / 28

Great rentals within 20 miles that match your search

Villa rental in Silver Sands with swimming pool

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £506 / night

£3,539 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday home accommodation

Duncans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

from £460 / night

£3,218 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment in Montego Bay

Montego Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £343 / night

£2,404 - £3,366 / week

1 / 24

Great rentals within 20 miles that match your search

Apartment rental in Ironshore

Ironshore apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £88 / night

£612 / week

1 / 13

Great rentals within 20 miles that match your search

Ironshore holiday villa rental

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

from £2,298 / night

£13,512 - £15,443 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Montego Bay

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £137 / night

£959 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with shared pool in Lucea

Lucea house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £106 / night

£740 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo rental

Montego Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £202 / night

£1,410 / week

1 / 43

Great rentals within 20 miles that match your search

Runaway Bay holiday guest house rental

Runaway Bay guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £126 / night

£962 - £3,527 / week

1 / 19

Great rentals within 20 miles that match your search

Montego Bay holiday apartment rental

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £137 / night

£959 / week

1 / 38

Great rentals within 20 miles that match your search

Condo letting in Montego Bay with shared pool

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £137 / night

£959 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Montego Bay

Montego Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £183 / night

£1,281 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montego Bay

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £203 / night

£1,416 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Ocho Rios

Ocho Rios villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 22

from £1,293 / night

£9,049 - £27,251 / week

1 / 16

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