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Holiday Lettings
> North America
> Caribbean
> Houses and villas in Cayman Islands

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

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  • Guest house (4)
  • Apartment (27)
  • Villa (80)
  • House (50)
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4 Holiday homes

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Great rentals within 20 miles that match your search

Falmouth holiday guest house rental

Falmouth guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £105 / night

£736 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday guest house in St James, Montego Bay

St James, Montego Bay guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £69 / night

£480 / week

1 / 6

Great rentals within 20 miles that match your search

Montego Bay holiday guest house rental

Montego Bay guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £24 / night

£164 / week

1 / 31

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
2 reviews

from £126 / night

£962 - £3,527 / week

1 / 19

Great rentals within 20 miles that match your search

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Holiday townhouse with shared pool in Montego Bay

Montego Bay townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £183 / night

£1,188 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Falmouth

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

5 reviews

from £46 / night

£366 - £621 / week

1 / 18

Great rentals within 20 miles that match your search

Villa accommodation in Falmouth with swimming pool

Falmouth villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

3 reviews

from £357 / night

£2,284 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa in Falmouth

Falmouth villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £138 / night

£916 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa rental

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £183 / night

£1,279 / week

1 / 5

Great rentals within 20 miles that match your search

Home rental in Montego Bay

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £78 / night

£544 / week

1 / 12

Great rentals within 20 miles that match your search

Private room rental in Rose Hall

Rose Hall private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

2 reviews

from £60 / night

£370 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Falmouth

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £69 / night

£457 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment in Montego Bay

Montego Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

3 reviews

from £343 / night

£2,404 - £3,366 / week

1 / 24

Great rentals within 20 miles that match your search

Rose Hall holiday home rental

Rose Hall house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £69 / night

£344 - £1,185 / week

1 / 40

Great rentals within 20 miles that match your search

Home rental in Lucea with shared pool

Lucea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £92 / night

£640 / week

1 / 15

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

12 reviews

from £1,736 / night

£12,148 - £17,135 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa in Ironshore

Ironshore villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 filter does not match: Property type

8 reviews

from £665 / night

£4,655 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa rental

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £489 / night

£3,421 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home in Falmouth

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £73 / night

£512 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montego Bay

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 18

1 filter does not match: Property type

15 reviews

from £1,051 / night

£7,353 / week

1 / 44

Great rentals within 20 miles that match your search

Home letting in Hopewell with swimming pool

Hopewell house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Property type

5 reviews

from £260 / night

£1,736 - £3,654 / week

1 / 17

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

9 reviews

from £1,826 / night

£12,781 / week

1 / 82

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Runaway Bay

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

2 reviews

from £52 / night

£343 / week

1 / 16

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

4 reviews

from £137 / night

£2,740 - £5,937 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in St James, Montego Bay

St James, Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £46 / night

£252 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday townhouse in Montego Bay

Montego Bay townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £92 / night

£640 / week

1 / 7

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

1 review

from £103 / night

£687 - £1,008 / week

1 / 15

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 4

1 filter does not match: Property type

1 review

from £183 / night

£1,279 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa in Runaway Bay

Runaway Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 17

1 filter does not match: Property type

16 reviews

from £2,192 / night

£15,344 / week

1 / 60

Great rentals within 20 miles that match your search

Montego Bay holiday villa rental

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £137 / night

£959 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with shared pool in Ocho Rios

Ocho Rios house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

7 reviews

from £147 / night

£729 - £1,241 / week

1 / 24

Great rentals within 20 miles that match your search

Apartment rental in Montego Bay

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

7 reviews

from £73 / night

£505 / week

1 / 22

Great rentals within 20 miles that match your search

Villa rental in Ironshore with shared pool

Ironshore villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £731 / night

£5,115 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Montego Bay

Montego Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £73 / night

£512 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment letting

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £81 / night

£561 / week

1 / 17

Great rentals within 20 miles that match your search

Townhouse rental in Runaway Bay with shared pool

Runaway Bay townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £128 / night

£895 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa in Hopewell

Hopewell villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £2,010 / night

£14,066 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa in Bengal

Bengal villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Property type

from £777 / night

£5,435 / week

1 / 71

Great rentals within 20 miles that match your search

Holiday home in Runaway Bay

Runaway Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £108 / night

£755 / week

1 / 25

Great rentals within 20 miles that match your search

Ironshore holiday townhouse rental

Ironshore townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £183 / night

£1,279 / week

1 / 22

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