Jamaica apartment or villa with a private pool area | Holiday Lettings

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328 properties
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202 properties
Trelawny Parish
165 properties
Saint Mary Parish
96 properties
Portland Parish
75 properties
Saint Catherine Parish
56 properties
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47 properties
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39 properties
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Blue Mountains National Park
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Jamaica

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439 Holiday homes

Filters applied: Private pool

(1) Excellent 

14

Holiday villa in Duncans

Trelawny Parish / Duncans

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £197 / night

£1379 / week

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from £197 / night

(4) Average 

58

Holiday apartment with swimming pool in Runaway Bay

Saint Ann Parish / Runaway Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £62 / night

£431 / week

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from £62 / night

(57) Very Good 

34

Runaway Bay holiday villa rental

Saint Ann Parish / Runaway Bay

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £174 / night

£1293 / week

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from £174 / night

(8) Very Good 

51

Home rental in Runaway Bay with swimming pool

Saint Ann Parish / Runaway Bay

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £162 / night

£924 / week

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from £162 / night

(5) Excellent 

43

Holiday villa with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £270 / night

£1885 / week

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from £270 / night

(14) Very Good 

46

Ocho Rios holiday villa rental

Saint Ann Parish / Ocho Rios

7 14 3 nights min

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £550 / night

£3850 / week

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from £550 / night

(8) Very Good 

44

Holiday villa with swimming pool in Jamaica

Saint James Parish / Montego Bay

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £693 / night

£4847 / week

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from £693 / night

(33) Excellent 

34

Villa rental in Port Antonio with swimming pool

Portland Parish / Port Antonio

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £200 / night

£1385 - £1781 / week

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from £200 / night

(5) Excellent 

36

Holiday villa with swimming pool, golf nearby in Runaway Bay

Saint Ann Parish / Runaway Bay

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £193 / night

£1231 / week

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from £193 / night

(2) Excellent 

8

Kingston holiday apartment rental

Kingston Parish / Kingston

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 21 km
  • Swimming pool
  • Child friendly

from £58 / night

£404 / week

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from £58 / night

(1) Excellent 

19

Holiday home with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £330 / night

£2308 - £4231 / week

Enquire View

from £330 / night

(13) Excellent 

14

Holiday villa with swimming pool in Mammee Bay

Saint Ann Parish / Mammee Bay

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £140 / night

£1170 - £1547 / week

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from £140 / night

12

Holiday villa in Port Antonio

Portland Parish / Port Antonio

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool

from £418 / night

£2924 / week

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from £418 / night

(11) Excellent 

30

Holiday villa with swimming pool, golf nearby in Tower Isle

Saint Mary Parish / Tower Isle

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £539 / night

£3770 - £5116 / week

Book View

from £539 / night

(4) Very Good 

29

Falmouth holiday villa rental

Trelawny Parish / Falmouth

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £93 / night

£1000 - £1216 / week

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from £93 / night

35

Holiday home in Kingston

Kingston Parish / Kingston

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £127 / night

£731 - £1193 / week

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from £127 / night

(2) Excellent 

40

Black River holiday villa rental

Saint Elizabeth Parish / Black River

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £385 / night

£2577 - £4093 / week

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from £385 / night

(10) Excellent 

56

Holiday home with swimming pool, golf nearby in Negril

Westmoreland Parish / Negril

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £141 / night

£985 - £1454 / week

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from £141 / night

(5) Average 

37

Holiday villa rental

Saint Ann Parish / Ocho Rios

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £385 / night

£2308 / week

Book View

from £385 / night

(2) Excellent 

25

Home rental in Runaway Bay with swimming pool

Saint Ann Parish / Runaway Bay

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool

from £539 / night

£3770 - £6077 / week

Book View

from £539 / night

26

Holiday home with swimming pool in Bluefields

Westmoreland Parish / Bluefields

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £506 / night

£3539 - £5770 / week

Enquire View

from £506 / night

18

Holiday villa with swimming pool in Silver Sands

Trelawny Parish / Silver Sands

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £308 / night

£2154 - £4462 / week

Book View

from £308 / night

31

Holiday villa with swimming pool in Jamaica

Montego Bay / Ironshore

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £847 / night

£5924 - £7847 / week

Enquire View

from £847 / night

10

Holiday home with swimming pool in Negril

Westmoreland Parish / Negril

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool

from £616 / night

£4308 - £5116 / week

Enquire View

from £616 / night

(22) Very Good 

31

Holiday villa with swimming pool in Treasure Beach

Saint Elizabeth Parish / Treasure Beach

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Car not necessary

from £204 / night

£1424 - £2924 / week

Enquire View

from £204 / night

21

Holiday home with swimming pool, tennis court in Discovery Bay

Saint Ann Parish / Discovery Bay

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £1319 / night

£9231 - £18847 / week

Enquire View

from £1319 / night

(14) Excellent 

Certificate of Excellence

32

Holiday home with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £85 / night

£593 - £1281 / week

Book View

from £85 / night

(2) Very Good 

52

Villa rental in Ocho Rios with swimming pool

Saint Ann Parish / Ocho Rios

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £154 / night

£1000 - £1270 / week

Book View

from £154 / night

8

Villa rental in Hopewell with swimming pool

Montego Bay / Hopewell

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £495 / night

£3462 - £8500 / week

Enquire View

from £495 / night

(4) Excellent 

10

Villa rental in Runaway Bay with swimming pool

Saint Ann Parish / Runaway Bay

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £270 / night

£1885 / week

Book View

from £270 / night

(30) Excellent 

85

Villa rental in Jamaica with swimming pool, golf nearby

Saint James Parish / Montego Bay

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £808 / night

£5654 - £11154 / week

Book View

from £808 / night

27

Holiday home with swimming pool in Discovery Bay

Saint Ann Parish / Discovery Bay

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £660 / night

£4616 - £6539 / week

Enquire View

from £660 / night

15

Villa rental in Negril with shared pool, golf nearby

Westmoreland Parish / Negril

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £143 / night

£997 / week

Book View

from £143 / night

14

Runaway Bay holiday villa rental

Saint Ann Parish / Runaway Bay

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £104 / night

£728 / week

Book View

from £104 / night

(2) Excellent 

33

Holiday home with swimming pool in Discovery Bay

Saint Ann Parish / Discovery Bay

5 18 Min stay varies

  • 5 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £2254 / night

£15770 - £27308 / week

Enquire View

from £2254 / night

(9) Excellent 

18

Ocho Rios holiday home rental

Saint Ann Parish / Ocho Rios

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool

from £616 / night

£4308 - £6924 / week

Enquire View

from £616 / night

(14) Excellent 

22

Holiday villa rental

Saint Elizabeth Parish / Treasure Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £231 / night

£1616 - £2847 / week

Enquire View

from £231 / night

(2) Excellent 

25

Runaway Bay holiday home rental

Saint Ann Parish / Runaway Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £827 / night

£5789 - £14231 / week

Enquire View

from £827 / night

(16) Excellent 

13

Silver Sands holiday villa rental

Trelawny Parish / Silver Sands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £250 / night

£2154 - £2477 / week

Book View

from £250 / night

(8) Very Good 

21

Holiday villa rental

Saint Ann Parish / Runaway Bay

5 9 3 nights min

  • 5 bedrooms
  • Sleeps 9
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £231 / night

£1616 - £1772 / week

Book View

from £231 / night

1