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Best Jamaica Estates on Holiday Lettings - Villas

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1,858 Vacation rentals

Vacation villa rental

Runaway Bay villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

from $168 / night

$1,171 / week

1 / 49

Vacation apartment in Jamaica

Montego Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $92 / night

$642 / week

1 / 48

Vacation villa in Treasure Beach

Treasure Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $533 / night

$3,727 / week

1 / 25

Home rental in Portmore with shared pool, golf nearby

Portmore house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $92 / night

$630 / week

1 / 34

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 rental

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $126 / night

$882 / week

1 / 68

Vacation villa with swimming pool in Jamaica

Ironshore villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 18

from $1,117 / night

$7,815 / week

1 / 64

Kingston Vacation apartment rental

Kingston apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $92 / night

$642 / week

1 / 16

Jamaica Vacation apartment rental

Montego Bay apartment

  • 1 bathroom
  • sleeps 4

from $75 / night

$521 / week

1 / 9

Vacation villa in Falmouth

Falmouth villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from $745 / night

$4,580 / week

1 / 74

Runaway Bay Vacation apartment rental

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $57 / night

$398 / week

1 / 13

Vacation villa in Negril

Negril villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 19

from $2,290 / night

$16,030 / week

1 / 98

Ocho Rios Vacation townhouse rental

Ocho Rios townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $92 / night

$642 / week

1 / 22

Vacation apartment with shared pool in Negril

Negril apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $82 / night

$569 / week

1 / 32

Ocho Rios Vacation apartment rental

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $107 / night

$748 - $848 / week

1 / 49

Vacation villa in Jamaica

Montego Bay villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $98 / night

$682 / week

1 / 31

Kingston Vacation guest house rental

Kingston guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $32 / night

$225 / week

1 / 9

Vacation apartment with swimming pool in Ocho Rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $93 / night

$569 - $668 / week

1 / 36

Vacation cottage in Cave

Cave cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $68 / night

$393 / week

1 / 11

Condo rental in Ocho Rios

Ocho Rios condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $86 / night

$563 / week

1 / 12

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

Ocho Rios Vacation condo rental

Ocho Rios condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $112 / night

$647 / week

1 / 7

Vacation apartment with shared pool in Ocho Rios

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $129 / night

$897 / week

1 / 19

Vacation villa with swimming pool in Silver Sands

Silver Sands villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $824 / night

$5,763 / week

1 / 61

Vacation apartment with shared pool in Jamaica

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $148 / night

$1,034 / week

1 / 31

Vacation apartment in Kingston

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $67 / night

$458 / week

1 / 23

Vacation apartment in Tower Isle

Tower Isle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $92 / night

$687 / week

1 / 14

Vacation home in Jamaica

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $115 / night

$802 - $1,603 / week

1 / 13

Kingston Vacation apartment rental

Kingston apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $75 / night

$521 - $682 / week

1 / 27

Vacation villa rental

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $287 / night

$2,004 / week

1 / 28

Ocho Rios Vacation villa rental

Ocho Rios villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from $401 / night

$2,806 / week

1 / 46

Guest house accommodation in Jamaica with shared pool

Ironshore guest house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 20

from $100 / night

$698 / week

1 / 52

Home accommodation in Oracabessa

Oracabessa house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $50 / night

$356 - $655 / week

1 / 10

Vacation studio in Ocho Rios

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $109 / night

$630 / week

1 / 41

Ocho Rios Vacation apartment rental

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $156 / night

$1,087 / week

1 / 8

Vacation apartment in Discovery Bay

Discovery Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $103 / night

$722 / week

1 / 14

Vacation apartment with golf nearby in Boscobel

Boscobel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $92 / night

$573 - $733 / week

1 / 18

Vacation home in Priory

Priory house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $109 / night

$745 - $1,145 / week

1 / 30

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

Vacation villa with shared pool in Ocho Rios

Ocho Rios villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $172 / night

$1,203 / week

1 / 36

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