Walking holiday villas and apartments Jamaica | Holiday Lettings

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  • Jamaica

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  • Blue Mountains National Park (5)
  • Hanover Parish (4)
  • Kingston Parish (26)
  • Manchester Parish (4)
  • Portland Parish (18)
  • Saint Andrew Parish (1)
  • Saint Ann Parish (68)
  • Saint Catherine Parish (9)
  • Saint Elizabeth Parish (4)
  • Saint James Parish (36)
  • Saint Mary Parish (7)
  • Saint Thomas Parish (1)
  • Trelawny Parish (7)
  • Westmoreland Parish (35)

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Saint James Parish
674 properties
Saint Ann Parish
595 properties
Kingston Parish
242 properties
Westmoreland Parish
170 properties
Trelawny Parish
135 properties
Saint Mary Parish
103 properties
Portland Parish
68 properties
Saint Catherine Parish
48 properties
Saint Elizabeth Parish
31 properties
Manchester Parish
19 properties
Hanover Parish
12 properties
Blue Mountains National Park
7 properties
Saint Andrew Parish
7 properties
Jamaica holidays
2,165 properties
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227 Holiday homes

Filters applied: Walking holidays (227)

Travellers going to Jamaica are booking July dates now. Secure your holiday home today and have the perfect trip.

(25) Very Good 

1 / 30

Holiday villa with swimming pool, golf nearby in Jamaica

Saint Ann Parish / Ocho Rios

3 bedroomsSleeps 81 night min stay

  • 3 bedrooms
  • Sleeps 8
  • 1 night min stay

from $176 / night

$1168 / week

Book Book View

from $176 / night

(8) Very Good 

1 / 17

Holiday condo with shared pool in Jamaica

Negril / Negril Beach

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $211 / night

$1651 - $2000 / week

Book Book View

from $211 / night

(7) Very Good 

1 / 36

Holiday bungalow in Jamaica

Negril / Negril Beach

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from $142 / night

$1001 / week

Book Book View

from $142 / night

(2) Excellent 

1 / 36

Holiday villa with swimming pool, golf nearby in Saint Ann Parish

Saint Ann Parish / Runaway Bay

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $251 / night

$1701 - $2561 / week

Book Book View

from $251 / night

(5) Excellent 

1 / 15

Apartment rental in Jamaica with shared pool

Saint Ann Parish / Ocho Rios

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay

from $100 / night

$700 / week

Book Book View

from $100 / night

(1) Excellent 

1 / 14

Ski apartment to rent in Saint Ann Parish

Saint Ann Parish / Ocho Rios

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $121 / night

$800 - $1001 / week

Book Book View

from $121 / night

(1) Excellent 

1 / 26

Holiday villa with shared pool in Jamaica

Saint Ann Parish / Ocho Rios

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $117 / night

$0 / week

Book Book View

from $117 / night

(1) Excellent 

1 / 16

Holiday b&b rental

Saint Ann Parish / Ocho Rios

7 bedroomsSleeps 182 nights min stay

  • 7 bedrooms
  • Sleeps 18
  • 2 nights min stay

from $36 / night

$245 - $3717 / week

Book Book View

from $36 / night

(1) Excellent 

1 / 31

Holiday villa with shared pool in Saint Ann Parish

Saint Ann Parish / Ocho Rios

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $129 / night

$851 - $1421 / week

Book Book View

from $129 / night

(2) Excellent 

1 / 29

Villa rental in Saint James Parish with swimming pool

Montego Bay / St James, Montego Bay

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay

from $281 / night

$1801 / week

Book Book View

from $281 / night

(3) Good 

1 / 18

Holiday condo in Jamaica

Saint Ann Parish / Ocho Rios

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay

from $81 / night

$561 - $700 / week

Book Book View

from $81 / night

(6) Very Good 

1 / 23

Jamaica holiday condo let

Saint Ann Parish / Ocho Rios

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $76 / night

$511 - $774 / week

Book Book View

from $76 / night

(2) Excellent 

1 / 50

Jamaica holiday hotel apartment rental

Saint Ann Parish / Ocho Rios

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $81 / night

$700 - $981 / week

Book Book View

from $81 / night

(2) Excellent 

1 / 18

Holiday guest house rental

Westmoreland Parish / Negril

4 bedroomsSleeps 102 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay

from $251 / night

$1500 - $1780 / week

Book Book View

from $251 / night

(16) Excellent 

1 / 26

Apartment rental in Jamaica with shared pool

Kingston Parish / Kingston

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay

from $85 / night

$550 / week

Book Book View

from $85 / night

(4) Excellent 

1 / 65

Jamaica holiday apartment rental

Saint Ann Parish / Runaway Bay

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay

from $66 / night

$0 / week

Book Book View

from $66 / night

(7) Very Good 

1 / 14

Holiday condo rental

Saint Ann Parish / Ocho Rios

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay

from $73 / night

$511 - $1125 / week

Book Book View

from $73 / night

1 / 19

Holiday villa with swimming pool in Jamaica

Saint Ann Parish / Ocho Rios

4 bedroomsSleeps 123 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min stay

from $450 / night

$2900 - $3600 / week

Book Book View

from $450 / night

(7) Very Good 

1 / 16

Holiday apartment with shared pool in Jamaica

Saint Ann Parish / Ocho Rios

Sleeps 23 nights min stay

  • Sleeps 2
  • 3 nights min stay

from $55 / night

$405 - $490 / week

Book Book View

from $55 / night

(24) Excellent 

1 / 85

Villa rental in Jamaica with swimming pool, golf nearby

Saint James Parish / Montego Bay

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies

from $1050 / night

$7351 - $8700 / week

Book Book View

from $1050 / night

(1) Excellent 

1 / 24

Holiday villa with swimming pool, golf nearby in Saint Ann Parish

Saint Ann Parish / Runaway Bay

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $300 / night

$2100 / week

Book Book View

from $300 / night

(2) Excellent 

1 / 56

Holiday home with swimming pool, golf nearby in Jamaica

Westmoreland Parish / Negril

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $171 / night

$1195 - $9451 / week

Book Book View

from $171 / night

(3) Very Good 

1 / 20

Holiday villa with shared pool in Saint Ann Parish

Saint Ann Parish / Ocho Rios

2 bedroomsSleeps 71 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay

from $128 / night

$899 - $1774 / week

Book Book View

from $128 / night

(1) Very Good 

1 / 7

Ski apartment to rent in Jamaica

Montego Bay / St James, Montego Bay

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $121 / night

$951 - $2350 / week

Book Book View

from $121 / night

(4) Excellent 

1 / 28

Saint Ann Parish holiday apartment rental

Saint Ann Parish / Ocho Rios

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $69 / night

$460 - $703 / week

Book Book View

from $69 / night

(2) Excellent 

1 / 18

Holiday apartment with shared pool, golf nearby in Jamaica

Saint Ann Parish / Ocho Rios

1 bedroomSleeps 52 nights min stay

  • 1 bedroom
  • Sleeps 5
  • 2 nights min stay

from $85 / night

$0 / week

Book Book View

from $85 / night

(1) Very Good 

1 / 20

Holiday apartment with shared pool in Saint Ann Parish

Saint Ann Parish / Ocho Rios

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from $99 / night

$700 - $981 / week

Book Book View

from $99 / night

(5) Good 

1 / 10

Saint Ann Parish holiday villa rental

Saint Ann Parish / Ocho Rios

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay

from $271 / night

$1690 / week

Book Book View

from $271 / night

1 / 11

Holiday apartment in Jamaica

Saint Ann Parish / Ocho Rios

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from $151 / night

$1050 / week

Book Book View

from $151 / night

(2) Very Good 

1 / 21

Jamaica holiday apartment accommodation

Montego Bay / St James, Montego Bay

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $120 / night

$700 - $1400 / week

Book Book View

from $120 / night

(15) Very Good 

1 / 16

Holiday condo with shared pool in Jamaica

Saint Ann Parish / Ocho Rios

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies

from $57 / night

$402 - $511 / week

Book Book View

from $57 / night

(10) Excellent 

1 / 27

Holiday villa with swimming pool, golf nearby in Jamaica

Saint Mary Parish / Tower Isle

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $650 / night

$4550 - $5460 / week

Book Book View

from $650 / night

(8) Excellent 

1 / 26

Jamaica ski villa to rent.

Saint Ann Parish / St. Ann's Bay

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $120 / night

$800 - $1526 / week

Book Book View

from $120 / night

1 / 25

Guest house rental in Jamaica

Treasure Beach / Parish of St. Elizabeth

4 bedroomsSleeps 121 night min stay

  • 4 bedrooms
  • Sleeps 12
  • 1 night min stay

from $70 / night

$1600 / week

Book Book View

from $70 / night

1 / 31

Holiday apartment rental

Kingston Parish / Kingston

3 bedroomsSleeps 82 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $160 / night

$0 / week

Book Book View

from $160 / night

1 / 12

Holiday villa with swimming pool, golf nearby in Jamaica

Montego Bay / Ironshore

4 bedroomsSleeps 82 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $501 / night

$3500 - $3850 / week

Book Book View

from $501 / night

(1) Excellent 

1 / 51

Holiday villa with shared pool in Jamaica

Trelawny Parish / Falmouth

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $241 / night

$1400 - $2520 / week

Book Book View

from $241 / night

(2) Excellent 

1 / 24

Saint Andrew Parish holiday bungalow rental

Saint Andrew Parish / Newcastle

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay

from $91 / night

$601 / week

Book Book View

from $91 / night

(6) Very Good 

1 / 65

Holiday villa with swimming pool in Jamaica

Saint Ann Parish / Ocho Rios

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $300 / night

$2100 / week

Book Book View

from $300 / night

(3) Excellent 

1 / 31

Holiday villa in Jamaica

Hanover Parish / Green Island

4 bedroomsSleeps 121 night min stay

  • 4 bedrooms
  • Sleeps 12
  • 1 night min stay

from $31 / night

$211 - $2520 / week

Book Book View

from $31 / night

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