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Best Jamaica Estates on Holiday Lettings - Villas

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4,565 Vacation rentals

Ski villa to rent in Jamaica

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $1,662 / night

$11,634 / week

1 / 30

Villa rental in Jamaica

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,880 / night

$13,160 / week

1 / 30

Villa rental in Rio Bueno

Rio Bueno villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,215 / night

$8,505 / week

1 / 30

Ski home to rent in Jamaica

Montego Bay house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from $1,796 / night

$12,572 / week

1 / 30

Vacation home in Ironshore

Ironshore house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $397 / night

$2,779 / week

1 / 30

Plantation Village ski villa to rent.

Plantation Village villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from $560 / night

$3,920 / week

1 / 30

Rio Bueno ski villa to rent.

Rio Bueno villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $725 / night

$5,075 / week

1 / 19

Ski apartment to rent in Ocho Rios

Ocho Rios apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $135 / night

$945 / week

1 / 30

Ski condo to rent in Jamaica

Montego Bay condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $375 / night

$2,625 / week

1 / 25

Duncans Vacation villa rental

Duncans villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $223 / night

$1,561 / week

1 / 30

Vacation villa in Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $949 / night

$6,643 / week

1 / 30

Ski villa to rent in Jamaica

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $676 / night

$4,732 / week

1 / 30

Home rental in Negril

Negril house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $177 / night

$1,239 / week

1 / 30

Vacation condo in Ocho Rios

Ocho Rios condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $245 / night

$1,715 / week

1 / 30

Vacation apartment in Rio Nuevo

Rio Nuevo apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $133 / night

$931 / week

1 / 30

Falmouth Vacation home rental

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $203 / night

$1,421 / week

1 / 24

Boscobel Vacation villa rental

Boscobel villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $483 / night

$3,381 / week

1 / 30

Jamaica Vacation condo rental

Montego Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $444 / night

$3,108 / week

1 / 20

Vacation villa in Rio Nuevo

Rio Nuevo villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 20

from $1,087 / night

$7,609 / week

1 / 30

Home rental in Negril

Negril house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $285 / night

$1,995 / week

1 / 30

Vacation condo rental

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $140 / night

$980 / week

1 / 21

Vacation condo in Jamaica

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $116 / night

$812 / week

1 / 30

Jamaica Vacation villa rental

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,143 / night

$8,001 / week

1 / 30

Montego Bay Vacation studio rental

Montego Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $110 / night

$770 / week

1 / 23

Vacation home rental

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $281 / night

$1,967 / week

1 / 22

Apartment rental in Jamaica

Montego Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $150 / night

$1,050 / week

1 / 30

Vacation villa in Discovery Bay

Discovery Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $1,620 / night

$11,340 / week

1 / 30

Vacation cottage rental

Montego Bay cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $207 / night

$1,449 / week

1 / 25

Vacation apartment in Mammee Bay

Mammee Bay apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $104 / night

$728 / week

1 / 30

Jamaica Vacation villa rental

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,080 / night

$7,560 / week

1 / 29

Villa rental in Mammee Bay

Mammee Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $132 / night

$924 / week

1 / 30

Vacation villa in Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $220 / night

$1,540 / week

1 / 30

Vacation villa rental

Montego Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from $1,365 / night

$9,555 / week

1 / 30

Montego Bay Vacation apartment rental

Montego Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $186 / night

$1,302 / week

1 / 30

Negril Vacation home rental

Negril house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

from $163 / night

$1,141 / week

1 / 22

Duncans ski villa to rent.

Duncans villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $425 / night

$2,975 / week

1 / 23

Ski home to rent in Negril

Negril house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

from $303 / night

$2,121 / week

1 / 29

Vacation condo in Montego Bay

Montego Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $406 / night

$2,842 / week

1 / 30

Condo rental in Ocho Rios

Ocho Rios condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $198 / night

$1,386 / week

1 / 30

Ski home to rent in Sandy Bay

Sandy Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 9

from $3,613 / night

$25,291 / week

1 / 30

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