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

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44 Holiday homes

Great rentals within 20 miles that match your search

Holiday villa in Ocho Rios

Ocho Rios villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £603 / night

£4,220 / week

1 / 51

Great rentals within 20 miles that match your search

Villa rental in Runaway Bay with swimming pool, golf nearby

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £527 / night

£4,088 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa rental

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £490 / night

£3,424 / week

1 / 47

Great rentals within 20 miles that match your search

Sandy Bay holiday villa rental

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from £3,127 / night

£21,887 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Ironshore

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

from £2,012 / night

£14,079 / week

1 / 20

Great rentals within 20 miles that match your search

Villa rental in Ironshore with swimming pool, golf nearby

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £256 / night

£1,737 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Rose Hall

Rose Hall villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £401 / night

£2,806 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa rental

Plantation Village villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

from £420 / night

£2,739 - £3,332 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Rose Hall

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £640 / night

£4,480 / week

1 / 25

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 £1,967 / night

£13,769 - £28,819 / week

1 / 19

Great rentals within 20 miles that match your search

Runaway Bay holiday villa rental

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £458 / night

£3,200 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa in Duncans

Duncans villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £293 / night

£2,048 / week

1 / 31

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 £549 / night

£3,840 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in Falmouth

Falmouth villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £320 / night

£1,856 / week

1 / 30

Great rentals within 20 miles that match your search

Montego Bay holiday villa rental

Montego Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £73 / night

£506 / week

1 / 33

Great rentals within 20 miles that match your search

Villa rental in Montego Bay with shared pool

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £119 / night

£832 / week

1 / 15

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 £1,435 / night

£10,040 / 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 £503 / night

£3,520 / week

1 / 36

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 £1,972 / night

£13,805 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Duncans

Duncans villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £339 / night

£2,368 / week

1 / 31

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 £503 / night

£3,520 / week

1 / 40

Great rentals within 20 miles that match your search

Sandy Bay holiday villa rental

Sandy Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £679 / night

£4,748 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Montego Bay

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £2,177 / night

£15,230 - £28,116 / week

1 / 22

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

£13,439 - £15,359 / week

1 / 22

Great rentals within 20 miles that match your search

St James, Montego Bay holiday villa rental

St James, Montego Bay villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

from £275 / night

£1,737 - £2,185 / week

1 / 36

Great rentals within 20 miles that match your search

Villa rental in St James, Montego Bay with swimming pool

St James, Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

from £275 / night

£1,737 / week

1 / 32

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

£12,868 / week

1 / 13

Great rentals within 20 miles that match your search

Duncans holiday villa rental

Duncans villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £429 / night

£3,004 / week

1 / 31

Great rentals within 20 miles that match your search

Villa rental in Rose Hall with swimming pool, golf nearby

Rose Hall villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from £658 / night

£5,752 - £12,781 / week

1 / 85

Great rentals within 20 miles that match your search

Villa accommodation in Runaway Bay with swimming pool, golf nearby

Runaway Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £298 / night

£1,737 / week

1 / 27

Great rentals within 20 miles that match your search

Ocho Rios holiday villa rental

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £548 / night

£3,199 / week

1 / 32

Great rentals within 20 miles that match your search

Villa letting in Duncans with swimming pool

Duncans villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £274 / night

£1,917 / week

1 / 19

Great rentals within 20 miles that match your search

Villa rental in Montego Bay with shared pool

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

from £238 / night

£1,664 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Montego Bay

Montego Bay villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £94 / night

£655 / week

1 / 26

Great rentals within 20 miles that match your search

Villa rental in Runaway Bay with golf nearby

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £275 / night

£1,920 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Mammee Bay

Mammee Bay villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

from £745 / night

£4,122 / week

1 / 22

Great rentals within 20 miles that match your search

Mammee Bay holiday villa rental

Mammee Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £165 / night

£1,152 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Runaway Bay

Runaway Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £157 / night

£1,095 / week

1 / 15

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 £2,739 / night

£19,171 / week

1 / 34

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