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Best Jamaica Estates on Holiday Lettings - Villas

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1,881 Vacation rentals

Vacation villa rental

Runaway Bay villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from $168 / night

$1,171 / week

1 / 34

Vacation apartment in Jamaica

Montego Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $92 / night

$642 / week

1 / 48

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 villa in Treasure Beach

Treasure Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $533 / night

$3,727 / week

1 / 25

Vacation home rental

Black River house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $247 / night

$1,374 / week

1 / 14

Black River Vacation villa rental

Black River villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

from $613 / night

$4,117 - $7,323 / week

1 / 39

Ocho Rios Vacation apartment rental

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $128 / night

$894 / week

1 / 49

Vacation villa with swimming pool in Jamaica

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $172 / night

$1,203 / week

1 / 21

Jamaica Vacation apartment rental

Montego Bay apartment

  • 1 bathroom
  • sleeps 4

from $86 / night

$602 / week

1 / 9

Vacation villa with swimming pool in Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from $311 / night

$2,176 - $4,638 / week

1 / 34

Vacation villa with swimming pool in Jamaica

Ironshore villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 16

from $1,251 / night

$8,753 / week

1 / 70

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

Ocho Rios Vacation villa rental

Ocho Rios villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from $516 / night

$3,607 / week

1 / 46

Vacation villa in Negril

Negril villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 19

from $2,290 / night

$16,030 / week

1 / 98

Mandeville Vacation apartment rental

Mandeville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $69 / night

$481 / week

1 / 6

Kingston Vacation apartment rental

Kingston apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $92 / night

$642 / week

1 / 16

Apartment rental in Kingston

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $58 / night

$355 / week

1 / 32

Apartment rental in Ocho Rios with shared pool

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $173 / night

$174 - $216 / week

1 / 28

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 apartment with shared pool in Ocho Rios

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $201 / night

$1,402 / week

1 / 21

St. Ann's Bay Vacation home rental

St. Ann's Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $87 / night

$596 / week

1 / 65

Ocho Rios Vacation apartment rental

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $275 / night

$1,924 / week

1 / 16

Apartment rental in Negril

Negril apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $113 / night

$789 / week

1 / 21

Villa rental in Oracabessa with swimming pool

Oracabessa villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 6

from $401 / night

$2,806 / week

1 / 35

Vacation townhouse in Portmore

Portmore townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from $103 / night

$722 / week

1 / 33

Vacation apartment with shared pool in Ocho Rios

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $182 / night

$1,271 / week

1 / 16

Vacation villa in Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $121 / night

$842 - $1,804 / week

1 / 55

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

Condo rental in Ocho Rios

Ocho Rios condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $96 / night

$616 / week

1 / 15

Vacation apartment with shared pool in Ocho Rios

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $69 / night

$481 / week

1 / 17

Vacation guest house in Kingston

Kingston guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $53 / night

$369 / week

1 / 7

Ocho Rios Vacation condo rental

Ocho Rios condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $105 / night

$605 / week

1 / 7

Vacation apartment in Ocho Rios

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $195 / night

$1,260 / week

1 / 45

Vacation home with swimming pool in Ocho Rios

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $207 / night

$1,374 - $2,268 / week

1 / 33

Vacation apartment in Discovery Bay

Discovery Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $103 / night

$722 / week

1 / 14

Vacation home in St. Ann's Bay

St. Ann's Bay house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $19 / night

$132 / week

1 / 28

Vacation apartment with shared pool in Ocho Rios

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $115 / night

$804 / week

1 / 19

Vacation home in St. Ann's Bay

St. Ann's Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $92 / night

$630 / week

1 / 17

Condo rental in Ocho Rios with shared pool

Ocho Rios condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $79 / night

$539 / week

1 / 25

Vacation home in Priory

Priory house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $109 / night

$745 - $1,145 / week

1 / 30

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