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

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30 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa with shared pool in Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £110 / night

£778 - £1,290 / week

1 / 46

Great rentals within 20 miles that match your search

Home rental in Discovery Bay

Discovery Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £595 / night

£4,160 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home rental

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £211 / night

£1,472 / week

1 / 25

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 £484 / night

£3,386 / week

1 / 28

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 £1,433 / night

£10,031 / week

1 / 34

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

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

Ocho Rios holiday villa rental

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £165 / night

£1,150 / week

1 / 54

Great rentals within 20 miles that match your search

St. Ann's Bay holiday home rental

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £147 / night

£1,024 / week

1 / 66

Great rentals within 20 miles that match your search

St. Ann's Bay holiday villa rental

St. Ann's Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £155 / night

£1,082 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday home in Priory

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £109 / night

£762 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa rental

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £229 / night

£1,597 / week

1 / 28

Great rentals within 20 miles that match your search

St. Ann's Bay holiday home rental

St. Ann's Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £83 / night

£549 / week

1 / 65

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Priory

Priory villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £128 / night

£896 / week

1 / 42

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

Runaway Bay holiday home rental

Runaway Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £92 / night

£640 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa in Priory

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £229 / night

£1,597 / 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

Holiday home rental

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £91 / night

£634 / week

1 / 53

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

from £93 / night

£652 / week

1 / 33

Great rentals within 20 miles that match your search

Priory holiday villa accommodation

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £160 / night

£1,118 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday apartment in Montego Bay

Montego Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £63 / night

£442 / week

1 / 60

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 villa with shared pool, golf nearby in Priory

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £183 / night

£1,280 / week

1 / 74

Great rentals within 20 miles that match your search

Villa rental in St. Ann's Bay with shared pool, golf nearby

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £138 / night

£960 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Priory

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £229 / night

£1,600 / week

1 / 51

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 £93 / night

£652 / 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 shared pool in Priory

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £151 / night

£1,054 / week

1 / 27

Great rentals within 20 miles that match your search

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Holiday villa with shared pool in Ocho Rios

Ocho Rios villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

from £365 / night

£2,556 / week

1 / 20

Great rentals within 20 miles that match your search

Montego Bay holiday apartment rental

Montego Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Horse riding

from £298 / night

£1,829 / week

1 / 24

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: Horse riding

from £220 / night

£1,098 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home in Priory

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

from £183 / night

£915 / week

1 / 19

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: Horse riding

from £147 / night

£730 - £1,242 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Montego Bay

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Horse riding

from £73 / night

£458 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in St. Ann's Bay

St. Ann's Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

from £457 / night

£3,194 / week

1 / 44

Great rentals within 20 miles that match your search

Montego Bay holiday villa rental

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Horse riding

from £968 / night

£6,772 / week

1 / 46

Great rentals within 20 miles that match your search

Apartment rental in Montego Bay with shared pool

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Horse riding

from £155 / night

£1,080 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Seven Mile Beach

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

from £365 / night

£2,282 - £4,289 / week

1 / 18

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