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

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Jamaica

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370 Holiday homes

Filters applied: Private pool

(3) Excellent 

24

Holiday villa rental

Saint James Parish / Montego Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Gorgeous Villa” Gorgeous villa and location. The most charming staff… We will never forget this vacation. We cannot wait to return
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from £736 / night

£5146 - £7902 / week

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from £736 / night

(1) Excellent 

26

Holiday villa accommodation

Saint Ann Parish / Discovery Bay

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“WOW! Paradise on earth!” My family went here to celebrate my birthday and what a spectacular place to do it! It really is as amazing as they say! The grounds and villa are out of this world and the villa staff really are top class. It was so wonderful
…see more

from £2025 / night

£14174 - £24410 / week

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from £2025 / night

(2) Excellent 

29

Villa rental in Jamaica with swimming pool, golf nearby

Saint James Parish / Montego Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £674 / night

£4713 - £10630 / week

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from £674 / night

27

Holiday villa rental

Montego Bay / St James, Montego Bay

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1013 / night

£7087 - £17363 / week

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from £1013 / night

(2) Excellent 

18

Ocho Rios holiday apartment let

Saint Ann Parish / Ocho Rios

1 3 1 night min

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

from £61 / night

£550 / week

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from £61 / night

(3) Very Good 

11

Holiday villa in Runaway Bay

Saint Ann Parish / Runaway Bay

4 6 3 nights min

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

from £150 / night

£1050 / week

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Responds fast!
avg. 3 hours 21 minutes

from £150 / night

20

Holiday villa with swimming pool in Silver Sands

Trelawny Parish / Silver Sands

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £256 / night

£1792 / week

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Responds fast!
avg. 44 minutes

from £256 / night

(3) Excellent 

24

Holiday home rental

Saint Ann Parish / Discovery Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Everything Was Amazing” Everything here was just amazing – the villa, the gorgeous location, the food, the STAFF! Thanks so much for all of your help Emma and Noreen!
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from £1035 / night

£7245 - £15670 / week

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from £1035 / night

(1) Excellent 

29

Mammee Bay holiday apartment rental

Saint Ann Parish / Mammee Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £80 / night

£500 / week

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from £80 / night

(3) Excellent 

26

Holiday villa rental

Saint Ann Parish / Discovery Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
“Unforgettable Vacation” Our family had the most unforgettable vacation here. We did not want to leave. The staff, private beachfront and the entire home was perfect for us. We can't wait to return
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from £856 / night

£5985 - £14174 / week

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from £856 / night

(2) Average 

21

Holiday villa in Ironshore

Montego Bay / Ironshore

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £574 / night

£4013 - £5248 / week

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from £574 / night

(4) Excellent 

20

Holiday villa with swimming pool, golf nearby in Runaway Bay

Saint Ann Parish / Runaway Bay

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Great alternative to All Inclusives” Roger and the Pegasus staff are wonderful to deal with. Our stay was an awesome way to really be in Jamaica. Taxis and busses easy to get around into Ochos and Montego Bay and very reasonable. Lot of fun going i
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from £160 / night

£880 / week

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from £160 / night

(18) Very Good 

Certificate of Excellence

25

Holiday villa with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“the amazing almond tree villa” stayed 11 nights in February. it was an amazing experience! the villa was large, spacious clean and tidy. The pool area was lovely! the villa is located in a quiet street and is a short and cheap taxi ride to the town ce
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Certificate of Excellence

from £65 / night

£420 - £894 / week

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Responds fast!
avg. 2 hours 42 minutes

from £65 / night

(1) Excellent 

46

Ocho Rios holiday villa rental

Saint Ann Parish / Ocho Rios

4 8 1 night min

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

from £237 / night

£1654 / week

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Responds fast!
avg. 1 hour 58 minutes

from £237 / night

13

Apartment rental in Old Harbour with swimming pool

Saint Catherine Parish / Old Harbour

1 6 5 nights min

  • 1 bedroom
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £50 / night

£350 / week

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Responds fast!
avg. 1 hour 24 minutes

from £50 / night

(35) Very Good 

77

Holiday villa with swimming pool, golf nearby in Ocho Rios

Saint Ann Parish / Ocho Rios

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“WISH WE COULD HAVE STAYED LONGER... LOVED THIS PLACE!” We arrived on January 31/17 and reluctantly departed on February 22/17. What an amazing place. The pool was beautiful, clean and refreshing and the beach was a 5 minute walk away with a lovely res
…see more

from £150 / night

£900 / week

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from £150 / night

24

Holiday villa with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

3 6 3 nights min

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

from £282 / night

£1969 / week

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Responds fast!
avg. 2 hours 43 minutes

from £282 / night

(7) Very Good 

34

Holiday villa rental

Saint Ann Parish / Runaway Bay

5 7 3 nights min

  • 5 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 7 km
  • Swimming pool
  • Child friendly
“Mrs” Myself and 6 other friends stayed at this villa in June and all I have to say is it was a great holiday the lady who owns the villa treated us like family from day one and as for the villa its self it was really nice and clean. All the rooms are
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from £180 / night

£1100 - £1310 / week

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from £180 / night

33

Ocho Rios holiday villa rental

Saint Ann Parish / Ocho Rios

8 19 4 nights min

  • 8 bedrooms
  • Sleeps 19
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

from £417 / night

£3612 / week

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from £417 / night

20

Holiday villa with swimming pool in Mammee Bay

Saint Ann Parish / Mammee Bay

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £350 / night

£2500 / week

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from £350 / night

(7) Excellent 

29

Holiday home in St. Ann's Bay

Saint Ann Parish / St. Ann's Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £142 / night

£993 / week

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from £142 / night

(7) Excellent 

20

Holiday cottage with swimming pool, golf nearby in Ocho Rios

Saint Ann Parish / Ocho Rios

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool

from £85 / night

£595 / week

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from £85 / night

(1) Excellent 

35

Ocho Rios holiday studio rental

Saint Ann Parish / Ocho Rios

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Absolutely Fabulous...” We stayed at this fabulous Apartment in Mammee Bay, Estate, St Ann's, and what a glorious time was had. It was truly an amazing experience in such beautiful surroundings, wow one and a half acres of land... can you believe tha
…see more

from £60 / night

£300 / week

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from £60 / night

45

Holiday apartment with swimming pool, tennis court in Ocho Rios

Saint Ann Parish / Ocho Rios

2 5 3 nights min

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

from £120 / night

£840 / week

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from £120 / night

(30) Excellent 

11

Port Antonio holiday villa accommodation

Portland Parish / Port Antonio

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £209 / night

£1461 / week

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from £209 / night

24

Villa letting in Jamaica with swimming pool, golf nearby

Saint James Parish / Montego Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £1366 / night

£9558 - £12518 / week

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from £1366 / night

(3) Excellent 

45

Villa rental in Jamaica with swimming pool, golf nearby

Saint James Parish / Montego Bay

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Paradise” This villa is paradise!!! The staff are so friendly and welcoming… the best I have ever met! It was an incredible vacation for my family and we have already contacted exceptional villas to return again next year.
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from £1535 / night

£10741 - £22048 / week

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from £1535 / night

24

Holiday apartment rental

Saint Catherine Parish / Old Harbour

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £64 / night

£450 / week

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Responds fast!
avg. 1 hour 24 minutes

from £64 / night

(2) Very Good 

13

Villa accommodation in Runaway Bay with swimming pool, golf nearby

Saint Ann Parish / Runaway Bay

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £142 / night

£945 / week

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from £142 / night

14

Holiday villa with swimming pool in Silver Sands

Trelawny Parish / Silver Sands

3 6 3 nights min

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

from £226 / night

£2126 / week

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from £226 / night

13

Holiday villa with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

3 10 3 nights min

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

from £363 / night

£2284 / week

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Responds fast!
avg. 1 hour 26 minutes

from £363 / night

29

Villa rental in Runaway Bay with swimming pool, golf nearby

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 £570 / night

£3390 / week

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from £570 / night

(1) Excellent 

36

St James, Montego Bay holiday villa rental

Montego Bay / St James, Montego Bay

3 6 1 night min

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

from £229 / night

£1418 / week

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Responds fast!
avg. 1 hour 54 minutes

from £229 / night

(3) Excellent 

20

Holiday villa with swimming pool in White House

Westmoreland Parish / White House

3 6 3 nights min

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

from £197 / night

£1378 / week

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from £197 / night

13

Holiday apartment with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £95 / night

£665 / week

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from £95 / night

10

Holiday apartment in Ocho Rios

Saint Ann Parish / Ocho Rios

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £56 / night

£355 - £804 / week

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from £56 / night

4

Holiday guest house with swimming pool in Green Island

Hanover Parish / Green Island

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £103 / night

£662 / week

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Responds fast!
avg. 1 hour 52 minutes

from £103 / night

(2) Excellent 

11

Holiday villa with swimming pool in Treasure Beach

Saint Elizabeth Parish / Treasure Beach

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly

from £858 / night

£6000 / week

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from £858 / night

(2) Excellent 

23

Holiday villa in Jamaica

Montego Bay / Rose Hall

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

from £1643 / night

£11497 - £13308 / week

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from £1643 / night

19

Holiday home with swimming pool in White House

Westmoreland Parish / White House

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £500 / night

£3500 / week

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from £500 / night

1