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Best Jamaica Estates on Holiday Lettings - Villas

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1,907 Vacation rentals

Vacation villa with swimming pool in Jamaica

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $172 / night

$1,203 / week

1 / 21

Vacation home with shared pool in Ocho Rios

Ocho Rios house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $184 / night

$914 - $1,555 / week

1 / 24

Vacation apartment in Tower Isle

Tower Isle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $138 / night

$962 / week

1 / 14

Ocho Rios Vacation apartment rental

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $145 / night

$1,014 / week

1 / 49

Vacation apartment with shared pool in Ocho Rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $100 / night

$568 / week

1 / 19

Ocho Rios Vacation apartment rental

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $86 / night

$554 / week

1 / 26

Vacation villa with swimming pool in Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from $311 / night

$2,176 - $3,378 / week

1 / 34

Vacation apartment in Kingston

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $67 / night

$458 / week

1 / 23

Vacation home rental

Black River house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $247 / night

$1,374 / week

1 / 14

Vacation apartment in Tower Isle

Tower Isle apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $164 / night

$1,143 / week

1 / 24

Jamaica Vacation home rental

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $109 / night

$762 / week

1 / 6

Vacation apartment with shared pool in Ocho Rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $125 / night

$802 - $1,042 / week

1 / 20

Kingston Vacation apartment rental

Kingston apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $172 / night

$1,203 / week

1 / 29

Vacation b&b in Port Antonio

Port Antonio b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $218 / night

$1,294 - $1,775 / week

1 / 34

Condo rental in Ocho Rios

Ocho Rios condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $107 / night

$686 / week

1 / 15

Vacation townhouse in Jamaica

Montego Bay townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $343 / night

$2,061 / week

1 / 30

Villa rental in Runaway Bay with swimming pool, golf nearby

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $653 / night

$5,068 / week

1 / 26

Jamaica Vacation apartment rental

Montego Bay apartment

  • 1 bathroom
  • sleeps 4

from $86 / night

$602 / week

1 / 9

Home rental in Portmore with shared pool, golf nearby

Portmore house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $113 / night

$722 / week

1 / 34

Vacation home with swimming pool in Ocho Rios

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $207 / night

$1,374 - $2,096 / week

1 / 33

Vacation villa in Falmouth

Falmouth villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $71 / night

$497 / week

1 / 25

B&b rental in Kingston

Kingston b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $161 / night

$1,123 / week

1 / 20

Black River Vacation villa rental

Black River villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

from $613 / night

$4,117 - $7,323 / week

1 / 39

Vacation log cabin in Blue Mountains National Park

Blue Mountains National Park log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $58 / night

$344 / week

1 / 8

Vacation villa with swimming pool in Ocho Rios

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $894 / night

$6,252 / week

1 / 27

Treasure Beach Vacation villa rental

Treasure Beach villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $344 / night

$2,405 / week

1 / 82

St. Ann's Bay Vacation villa rental

St. Ann's Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $194 / night

$1,355 / week

1 / 63

Negril Vacation home rental

Negril house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $214 / night

$1,499 / week

1 / 20

Vacation villa with swimming pool in Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $859 / night

$6,012 - $6,813 / week

1 / 44

Mammee Bay Vacation villa rental

Mammee Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $138 / night

$962 / week

1 / 35

Villa rental in Oracabessa with swimming pool

Oracabessa villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 6

from $401 / night

$2,806 / week

1 / 35

Vacation cottage with shared pool in Treasure Beach

Treasure Beach cottage

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $161 / night

$1,123 / week

1 / 12

Vacation apartment in Ocho Rios

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $195 / night

$1,260 / week

1 / 45

Apartment rental in Jamaica

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $108 / night

$756 / week

1 / 8

Vacation villa in Treasure Beach

Treasure Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $533 / night

$3,727 / week

1 / 25

B&b rental in Port Antonio with shared pool

Port Antonio b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $207 / night

$1,443 / week

1 / 48

Vacation studio in Ocho Rios

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $109 / night

$630 / week

1 / 41

Mandeville Vacation apartment rental

Mandeville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $69 / night

$481 / week

1 / 6

Vacation villa with swimming pool in Rio Bueno

Rio Bueno villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $900 / night

$6,300 / week

1 / 9

Malvern Vacation b&b rental

Malvern b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $86 / night

$602 / week

1 / 32

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