Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Best Jamaica Estates on Holiday Lettings - Villas

All filters

Filters

4,440 Vacation rentals

Vacation villa 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 $1,882 / night

$13,174 / 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

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 $1,800 / night

$12,600 / week

1 / 30

Plantation Village ski villa to rent.

Plantation Village villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from $558 / night

$3,906 / 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 $130 / night

$910 / week

1 / 30

Jamaica Vacation condo rental

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 $221 / night

$1,547 / week

1 / 30

Ski villa to rent in Jamaica

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $695 / night

$4,865 / week

1 / 30

Falmouth Vacation home rental

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $203 / night

$1,421 / week

1 / 24

Home rental in Negril

Negril house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $186 / night

$1,302 / week

1 / 30

Vacation condo in Ocho Rios

Ocho Rios condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $234 / night

$1,638 / 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 $1,501 / night

$10,507 / week

1 / 30

Vacation villa in Rio Nuevo

Rio Nuevo villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 20

from $1,087 / night

$7,609 / week

1 / 30

Jamaica Vacation condo rental

Montego Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $428 / night

$2,996 / week

1 / 20

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 $115 / night

$805 / week

1 / 30

Jamaica Vacation villa rental

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,714 / night

$11,998 / week

1 / 30

Montego Bay Vacation apartment rental

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $115 / night

$805 / week

1 / 23

Ski home to rent in Negril

Negril house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $280 / night

$1,960 / week

1 / 30

Vacation home rental

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $285 / night

$1,995 / week

1 / 22

Vacation cottage rental

Montego Bay cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $200 / night

$1,400 / week

1 / 25

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 $129 / night

$903 / 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 apartment to rent in Jamaica

Montego Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $150 / night

$1,050 / 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

Vacation villa rental

Montego Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from $1,302 / night

$9,114 / 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 $153 / night

$1,071 / 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 $300 / night

$2,100 / week

1 / 29

Condo rental in Ocho Rios

Ocho Rios condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $198 / night

$1,386 / 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

Home rental in Sandy Bay

Sandy Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 9

from $3,613 / night

$25,291 / week

1 / 30

Vacation villa in Jamaica

Wiltshire villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $992 / night

$6,944 / 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

×

Also consider