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

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1 Holiday homes

Great rentals within 20 miles that match your search

Holiday townhouse rental

Montego Bay townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £247 / night

£1,556 / week

1 / 41

Great rentals within 20 miles that match your search

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Villa rental in Montego Bay

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £827 / night

£5,785 - £14,533 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment rental

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £110 / night

£768 / week

1 / 13

Great rentals within 20 miles that match your search

Montego Bay holiday villa rental

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £1,306 / night

£9,143 - £20,114 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home rental

Montego Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £571 / night

£3,993 - £7,187 / week

1 / 23

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: Property type

from £1,163 / night

£8,137 - £17,829 / week

1 / 19

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: Property type

from £2,288 / night

£16,011 - £34,259 / week

1 / 23

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: Property type

from £3,527 / night

£24,686 - £45,915 / week

1 / 46

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: Property type

from £2,784 / night

£19,486 - £38,343 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Montego Bay

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £93 / night

£652 / week

1 / 33

Great rentals within 20 miles that match your search

Montego Bay holiday villa rental

Montego Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £73 / night

£506 / week

1 / 33

Great rentals within 20 miles that match your search

Discovery Bay holiday villa rental

Discovery Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Property type, DVD player

from £475 / night

£3,877 - £5,865 / week

1 / 10

Great rentals within 20 miles that match your search

Montego Bay holiday villa rental

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Property type, DVD player

from £869 / night

£6,080 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Ironshore apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £165 / night

£1,120 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Priory

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £220 / night

£1,098 / week

1 / 33

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

1 filter does not match: Property type

from £74 / night

£512 / week

1 / 58

Great rentals within 20 miles that match your search

Home rental in Montego Bay

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £69 / night

£448 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Rum Point

Rum Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £548 / night

£3,834 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Seven Mile Beach

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £307 / night

£1,920 - £2,624 / week

1 / 47

Great rentals within 20 miles that match your search

St James, Montego Bay holiday apartment rental

St James, Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £103 / night

£687 - £1,008 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home accommodation

Duncans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Property type

from £458 / night

£3,200 / week

1 / 29

Great rentals within 20 miles that match your search

Runaway Bay holiday villa rental

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £458 / night

£3,200 / week

1 / 34

Great rentals within 20 miles that match your search

Montego Bay holiday b&b rental

Montego Bay b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Property type

from £32 / night

£192 - £3,072 / week

1 / 34

Great rentals within 20 miles that match your search

Falmouth holiday guest house rental

Falmouth guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £106 / night

£736 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Montego Bay

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £816 / night

£5,710 - £16,314 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Hopewell

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £750 / night

£5,244 - £17,945 / week

1 / 33

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

1 filter does not match: Property type

from £640 / night

£4,480 / week

1 / 25

Great rentals within 20 miles that match your search

Apartment rental in Rum Point with shared pool

Rum Point apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £224 / night

£1,344 - £1,783 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Montego Bay

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

1 filter does not match: Property type

from £1,280 / night

£8,960 / week

1 / 80

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

1 filter does not match: Property type

from £659 / night

£5,760 - £12,800 / week

1 / 85

Great rentals within 20 miles that match your search

Holiday home with shared pool in Cayman Islands

Rum Point house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £366 / night

£2,560 / week

1 / 37

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

1 filter does not match: Property type

from £1,972 / night

£13,806 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa rental

Runaway Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

1 filter does not match: Property type

from £456 / night

£3,188 - £4,480 / week

1 / 36

Great rentals within 20 miles that match your search

Home rental in Runaway Bay

Runaway Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £1,372 / night

£9,600 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Cayman Islands

West Bay condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £1,828 / night

£12,794 / week

1 / 82

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

1 filter does not match: Property type

from £275 / night

£1,738 / week

1 / 32

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

1 filter does not match: Property type

from £275 / night

£1,738 - £2,185 / week

1 / 36

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

1 filter does not match: Property type

from £256 / night

£1,738 / week

1 / 17

Great rentals within 20 miles that match your search

Ocho Rios holiday villa rental

Ocho Rios villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 18

1 filter does not match: Property type

from £1,738 / night

£12,160 - £17,152 / week

1 / 25

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

1 filter does not match: Property type

from £745 / night

£4,122 / week

1 / 22

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