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50 Best Jamaica Estates on Holiday Lettings - Villas

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1,883 Vacation rentals

Vacation apartment with shared pool in Ocho Rios

Ocho Rios apartment

2 bedrooms • 2 bathrooms • sleeps 4

45 reviews

from $144 / night

$1,003 / week

1 / 19

Vacation villa with shared pool in Priory

Priory villa

3 bedrooms • 2 bathrooms • sleeps 6

from $175 / night

$1,184 / week

1 / 34

Vacation villa in Runaway Bay

Runaway Bay villa

4 bedrooms • 3 bathrooms • sleeps 6

4 reviews

from $64 / night

$446 / week

1 / 26

Vacation home rental

Port Antonio house

4 bedrooms • 2 bathrooms • sleeps 9

from $29 / night

$172 - $1,775 / week

1 / 12

Vacation villa in Runaway Bay

Runaway Bay villa

3 bedrooms • 4 bathrooms • sleeps 7

4 reviews

from $687 / night

$4,809 / week

1 / 32

Vacation apartment with shared pool in Tower Isle

Tower Isle apartment

1 bedroom • 1 bathroom • sleeps 4

5 reviews

from $104 / night

$639 - $750 / week

1 / 17

Vacation home in Boscobel

Boscobel house

3 bedrooms • 2 bathrooms • sleeps 4

4 reviews

from $42 / night

$279 / week

1 / 8

Vacation condo with shared pool, golf nearby in Rose Hall

Rose Hall condo

2 bedrooms • 2 bathrooms • sleeps 6

1 review

from $171 / night

$1,363 / week

1 / 14

Vacation home in Rose Hall

Rose Hall house

2 bedrooms • 1 bathroom • sleeps 6

from $77 / night

$537 / week

1 / 7

Mammee Bay Vacation villa rental

Mammee Bay villa

3 bedrooms • 2 bathrooms • sleeps 8

2 reviews

from $138 / night

$962 / week

1 / 35

Vacation b&b rental

Yallahs b&b

1 bedroom • 1 bathroom • sleeps 2

from $35 / night

$241 / week

1 / 20

Vacation villa with swimming pool in White House

White House villa

3 bedrooms • 2 bathrooms • sleeps 6

2 reviews

from $224 / night

$1,563 / week

1 / 22

Vacation villa in Mammee Bay

Mammee Bay villa

2 bedrooms • 2 bathrooms • sleeps 5

6 reviews

from $191 / night

$1,331 / week

1 / 24

Vacation villa with swimming pool, golf nearby in Runaway Bay

Runaway Bay villa

4 bedrooms • 4 bathrooms • sleeps 8

5 reviews

from $254 / night

$1,395 / week

1 / 20

Vacation condo with shared pool in Ocho Rios

Ocho Rios condo

1 bedroom • 1 bathroom • sleeps 2

2 reviews

from $70 / night

$489 / week

1 / 34

Vacation apartment rental

Buff Bay apartment

2 bedrooms • 1 bathroom • sleeps 4

from $49 / night

$342 / week

1 / 15

Ocho Rios Vacation apartment rental

Ocho Rios apartment

1 bedroom • 1 bathroom • sleeps 3

2 reviews

from $105 / night

$720 / week

1 / 18

Vacation villa accommodation

Discovery Bay villa

7 bedrooms • 7 bathrooms • sleeps 14

2 reviews

from $3,429 / night

$24,001 - $40,000 / week

1 / 26

Ski apartment to rent in Ocho Rios

Ocho Rios apartment

1 bedroom • 1 bathroom • sleeps 3

7 reviews

from $109 / night

$762 / week

1 / 33

Runaway Bay Vacation villa rental

Runaway Bay villa

4 bedrooms • 4 bathrooms • sleeps 10

4 reviews

from $401 / night

$2,290 / week

1 / 42

Runaway Bay Vacation apartment rental

Runaway Bay apartment

1 bedroom • 1 bathroom • sleeps 3

12 reviews

from $69 / night

$481 / week

1 / 28

Port Antonio Vacation villa accommodation

Port Antonio villa

2 bedrooms • 1 bathroom • sleeps 5

30 reviews

from $304 / night

$2,290 - $2,771 / week

1 / 11

Vacation villa with swimming pool, golf nearby in Ocho Rios

Ocho Rios villa

3 bedrooms • 3 bathrooms • sleeps 10

60 reviews

from $237 / night

$1,559 / week

1 / 91

Ocho Rios Vacation studio rental

Ocho Rios studio

Studio • 2 bathrooms • sleeps 4

3 reviews

from $96 / night

$559 / week

1 / 63

St James, Montego Bay Vacation condo rental

St James, Montego Bay condo

1 bedroom • 1 bathroom • sleeps 3

6 reviews

from $161 / night

$1,123 / week

1 / 23

Apartment rental in Jamaica

Yallahs apartment

1 bedroom • 1 bathroom • sleeps 4

2 reviews

from $58 / night

$401 / week

1 / 12

Little Bay Vacation b&b rental

Little Bay b&b

4 bedrooms • 6 bathrooms • sleeps 8

from $115 / night

$802 - $6,412 / week

1 / 11

Vacation apartment in Kingston

Kingston apartment

1 bedroom • 1 bathroom • sleeps 2

3 reviews

from $75 / night

$481 / week

1 / 26

Vacation home in Portmore

Portmore house

3 bedrooms • 1 bathroom • sleeps 5

3 reviews

from $84 / night

$585 / week

1 / 1

Vacation apartment with golf nearby in Kingston

Kingston apartment

1 bedroom • 1 bathroom • sleeps 2

8 reviews

from $86 / night

$550 / week

1 / 27

Vacation apartment rental

St James, Montego Bay apartment

2 bedrooms • 1 bathroom • sleeps 7

4 reviews

from $79 / night

$471 - $636 / week

1 / 20

Vacation villa in Montego Bay

Montego Bay villa

3 bedrooms • 5 bathrooms • sleeps 6

3 reviews

from $398 / night

$2,706 / week

1 / 34

Runaway Bay Vacation guest house rental

Runaway Bay guest house

2 bedrooms • 1 bathroom • sleeps 6

2 reviews

from $154 / night

$1,171 - $4,291 / week

1 / 19

Vacation guest house in Long Bay

Long Bay guest house

5 bedrooms • 5 bathrooms • sleeps 8

3 reviews

from $69 / night

$458 / week

1 / 27

Kingston Vacation apartment rental

Kingston apartment

1 bedroom • 1 bathroom • sleeps 2

1 review

from $70 / night

$488 / week

1 / 13

Vacation condo with shared pool in Ocho Rios

Ocho Rios condo

1 bedroom • 1 bathroom • sleeps 3

20 reviews

from $63 / night

$438 / week

1 / 21

Vacation apartment in Ocho Rios

Ocho Rios apartment

2 bedrooms • 1 bathroom • sleeps 4

11 reviews

from $107 / night

$795 / week

1 / 38

Vacation villa in Treasure Beach

Treasure Beach villa

2 bedrooms • 1 bathroom • sleeps 6

11 reviews

from $72 / night

$503 - $1,017 / week

1 / 22

Vacation apartment in Tower Isle

Tower Isle apartment

1 bedroom • 1 bathroom • sleeps 2

10 reviews

from $112 / night

$780 / week

1 / 14

Vacation home in Mandeville

Mandeville house

3 bedrooms • 2 bathrooms • sleeps 7

1 review

from $42 / night

$251 / week

1 / 38

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