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Best Jamaica Estates on Holiday Lettings - Villas

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3,320 Vacation rentals

Ski villa to rent in Jamaica

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $1,308 / night

$9,156 / week

1 / 30

Villa rental in Jamaica

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,346 / night

$9,422 / week

1 / 30

Villa rental in Rio Bueno

Rio Bueno villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,178 / night

$8,246 / week

1 / 30

Vacation home in Ironshore

Ironshore house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $403 / night

$2,821 / week

1 / 30

Ski home to rent in Jamaica

Montego Bay house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from $1,788 / night

$12,516 / week

1 / 30

Vacation villa in Rio Bueno

Rio Bueno villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $731 / night

$5,117 / week

1 / 19

Ski apartment to rent in Ocho Rios

Ocho Rios apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $110 / night

$770 / week

1 / 30

Jamaica Vacation condo rental

Montego Bay condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $375 / night

$2,625 / week

1 / 25

Ski villa to rent in Jamaica

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $719 / night

$5,033 / week

1 / 30

Vacation villa in Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $827 / night

$5,789 / week

1 / 30

Duncans Vacation villa rental

Duncans villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $235 / night

$1,645 / week

1 / 30

Falmouth Vacation home rental

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $203 / night

$1,421 / week

1 / 24

Plantation Village ski villa to rent.

Plantation Village villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from $466 / night

$3,262 / week

1 / 30

Home rental in Negril

Negril house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $177 / night

$1,239 / week

1 / 30

Ocho Rios ski condo to rent.

Ocho Rios condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $223 / night

$1,561 / week

1 / 30

Vacation apartment in Ocho Rios

Ocho Rios apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $134 / night

$938 / week

1 / 30

Vacation villa in Discovery Bay

Discovery Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $1,636 / night

$11,452 / week

1 / 30

Vacation villa in Rio Nuevo

Rio Nuevo villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 20

from $1,054 / night

$7,378 / week

1 / 30

Boscobel Vacation villa rental

Boscobel villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $469 / night

$3,283 / week

1 / 30

Jamaica Vacation condo rental

Montego Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $515 / night

$3,605 / week

1 / 20

Vacation home in Mammee Bay

Mammee Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $130 / night

$910 / week

1 / 30

Home rental in Negril

Negril house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $276 / night

$1,932 / week

1 / 30

Vacation condo rental

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $127 / night

$889 / week

1 / 21

Vacation home rental

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $285 / night

$1,995 / week

1 / 22

Jamaica ski condo to rent.

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $115 / night

$805 / week

1 / 30

Ski villa to rent in Jamaica

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,479 / night

$10,353 / week

1 / 30

Vacation cottage rental

Montego Bay cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $184 / night

$1,288 / week

1 / 25

Montego Bay Vacation studio rental

Montego Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $110 / night

$770 / week

1 / 23

Ski villa to rent in Jamaica

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $900 / night

$6,300 / week

1 / 29

Villa rental in Mammee Bay

Mammee Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $139 / night

$973 / week

1 / 30

Vacation villa in Treasure Beach

Treasure Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $220 / night

$1,540 / week

1 / 30

Vacation apartment in Mammee Bay

Mammee Bay apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $110 / night

$770 / week

1 / 30

Vacation villa rental

Montego Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from $1,234 / night

$8,638 / week

1 / 30

Montego Bay Vacation apartment rental

Montego Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

from $187 / night

$1,309 / week

1 / 20

Negril Vacation home rental

Negril house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from $174 / night

$1,218 / week

1 / 22

Ski apartment to rent in Jamaica

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $150 / night

$1,050 / week

1 / 30

Vacation villa rental

Duncans villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $425 / night

$2,975 / week

1 / 23

Ski home to rent in Negril

Negril house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from $298 / night

$2,086 / week

1 / 29

Condo rental in Ocho Rios

Ocho Rios condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $198 / night

$1,386 / week

1 / 30

Home rental in Sandy Bay

Sandy Bay house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

from $2,513 / night

$17,591 / week

1 / 30

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