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Best Jamaica Estates on Holiday Lettings - Villas

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4,545 Vacation rentals

Vacation villa in Jamaica

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $1,526 / night

$10,682 / week

1 / 30

Villa rental in Jamaica

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,610 / night

$11,270 / week

1 / 30

Villa rental in Rio Bueno

Rio Bueno villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,300 / night

$9,100 / week

1 / 30

Vacation home in Ironshore

Ironshore house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $400 / night

$2,800 / week

1 / 30

Ski home to rent in Jamaica

Montego Bay house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from $1,800 / night

$12,600 / week

1 / 30

Plantation Village ski villa to rent.

Plantation Village villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from $528 / night

$3,696 / week

1 / 30

Vacation villa in Rio Bueno

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 $125 / night

$875 / week

1 / 30

Duncans Vacation villa rental

Duncans villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $196 / night

$1,372 / 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

Ski villa to rent in Jamaica

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $703 / night

$4,921 / week

1 / 30

Home rental in Negril

Negril house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $188 / night

$1,316 / week

1 / 30

Ocho Rios ski condo to rent.

Ocho Rios condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $233 / night

$1,631 / week

1 / 30

Vacation apartment in Rio Nuevo

Rio Nuevo apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $130 / night

$910 / week

1 / 30

Vacation villa in Discovery Bay

Discovery Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $1,300 / night

$9,100 / week

1 / 30

Jamaica Vacation condo rental

Montego Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $438 / night

$3,066 / 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

Vacation condo rental

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $126 / night

$882 / week

1 / 21

Jamaica ski condo to rent.

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $114 / night

$798 / week

1 / 30

Jamaica Vacation villa rental

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,357 / night

$9,499 / week

1 / 30

Montego Bay Vacation apartment rental

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $115 / night

$805 / week

1 / 23

Vacation home rental

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $281 / night

$1,967 / week

1 / 22

Vacation cottage rental

Montego Bay cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $185 / night

$1,295 / week

1 / 25

Ski home to rent in Negril

Negril house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $253 / night

$1,771 / week

1 / 30

Vacation apartment in Mammee Bay

Mammee Bay apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $101 / night

$707 / week

1 / 30

Villa rental in Mammee Bay

Mammee Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $128 / night

$896 / 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

Ski villa to rent in Jamaica

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,080 / night

$7,560 / week

1 / 29

Ski apartment to rent in Jamaica

Montego Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $150 / night

$1,050 / week

1 / 30

Vacation villa rental

Montego Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from $1,305 / night

$9,135 / week

1 / 30

Montego Bay Vacation apartment rental

Montego Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $183 / night

$1,281 / week

1 / 30

Negril Vacation home rental

Negril house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

from $145 / night

$1,015 / 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 $294 / night

$2,058 / week

1 / 29

Ski condo to rent in Ocho Rios

Ocho Rios condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $181 / night

$1,267 / week

1 / 30

Home rental in Sandy Bay

Sandy Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 9

from $2,655 / night

$18,585 / week

1 / 30

Vacation villa in Jamaica

Wiltshire villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $950 / night

$6,650 / week

1 / 30

Vacation villa in Sandy Bay

Sandy Bay villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from $4,244 / night

$29,708 / week

1 / 30

Vacation condo in Montego Bay

Montego Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $400 / night

$2,800 / week

1 / 30

Mammee Bay Vacation villa rental

Mammee Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

from $404 / night

$2,828 / week

1 / 30

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