Villas with a pool Jamaica | Apartments to rent with swimming facilities | Holiday Lettings

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1,245 Holiday homes

Filters applied: Swimming pool

13

Holiday home with shared pool in St. Ann's Bay

Saint Ann Parish / St. Ann's Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 13 km
  • Swimming pool
  • Child friendly

from £93 / night

£616 / week

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from £93 / night

(11) Very Good 

Certificate of Excellence

42

Runaway Bay holiday apartment rental

Saint Ann Parish / Runaway Bay

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Perfect Vacation!” Awesome!! If you need a perfect vacation spot, Dreamy Haven is the place to stay. It was very clean and well-equipped with everything you could ever need. The shower worked perfectly, I did not want to end my showers! The place is q
…see more

Certificate of Excellence

from £54 / night

£377 / week

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from £54 / 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

(31) Very Good 

19

Holiday apartment with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“lovely clean spacious apartment” Had a lovely time staying here and Jacquie the owner so friendly and accommodating as was her housekeeper Annette. Central to everything, shops and nightlife. Good place to rent as a base. Well equipped and comfy. W
…see more

from £80 / night

£560 / week

Book View

from £80 / night

(10) Excellent 

Certificate of Excellence

26

Holiday villa with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

Certificate of Excellence

from £93 / night

£651 / week

Book View

from £93 / night

(6) Very Good 

21

Villa rental in Negril Beach with shared pool

Negril / Negril Beach

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £50 / night

£308 - £389 / week

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from £50 / 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
…see more

from £160 / night

£880 / week

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from £160 / night

(10) Excellent 

Certificate of Excellence

49

Ocho Rios holiday apartment rental

Saint Ann Parish / Ocho Rios

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Modern Gem in Ocho Rios” I stayed at Serenity in Sandcastles in August 2016 and i must say its one of the nicest apartments in the complex. It has everything you want with a lovely ocean view to the rear. Sandcastles is very peaceful and quiet, you ar
…see more

Certificate of Excellence

from £75 / night

£525 - £630 / week

Book View

from £75 / night

(1) Excellent 

62

Villa rental in St. Ann's Bay with shared pool

Saint Ann Parish / St. Ann's Bay

3 6 3 nights min

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

from £112 / night

£731 / week

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from £112 / night

(13) Excellent 

40

Runaway Bay holiday bungalow rental

Saint Ann Parish / Runaway Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

from £97 / night

£674 / week

Book View

from £97 / 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

Book View

from £150 / night

(4) Excellent 

Certificate of Excellence

32

Holiday studio in Ocho Rios

Saint Ann Parish / Ocho Rios

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 km
  • Swimming pool
  • Car not necessary
“A warm welcome in a well equiped studio apartment for a lovely stay.” We stayed for several weeks at Cinnamon studio this summer and really enjoyed our stay. Renée and Nigel who oversee the Almond Tree Villa house and apartments were very kind and hel
…see more

Certificate of Excellence

from £37 / night

£240 - £300 / week

Book View

from £37 / night

(2) Very Good 

35

Holiday apartment with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £80 / night

£390 - £560 / week

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from £80 / night

(5) Average 

32

Ski apartment to rent in Ocho Rios

Saint Ann Parish / Ocho Rios

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski

from £69 / night

£480 / week

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from £69 / 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 £231 / night

£1616 / week

Book View

from £231 / night

(3) Average 

36

Ocho Rios holiday apartment rental

Saint Ann Parish / Ocho Rios

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £100 / night

£590 - £690 / week

Book View

from £100 / night

(6) Very Good 

27

Negril holiday villa rental

Westmoreland Parish / Negril

4 8 Min stay varies

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

from £560 / night

£3920 / week

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from £560 / night

(3) Average 

18

Holiday condo with shared pool in Negril

Westmoreland Parish / Negril

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £77 / night

£385 - £654 / week

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from £77 / 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 £275 / night

£1924 / week

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from £275 / night

32

Holiday apartment with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £100 / night

£590 / week

Book View

from £100 / night

(3) Very Good 

24

Holiday condo with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £60 / night

£390 - £488 / week

Book View

from £60 / 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 £76 / night

£550 / week

Book View

from £76 / 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 £560 / night

£3920 - £5127 / week

Book View

from £560 / night

(4) Excellent 

Certificate of Excellence

12

Holiday bungalow with shared pool, golf nearby in Portmore

Saint Catherine Parish / Portmore

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“CANNOT WAIT TO GO BACK!!!” This house is so beautiful, a wonderful modern home. The community is nice and peaceful with excellent security and location is great for getting around as it is close to the toll road. The aircon was a well needed touch and
…see more

Certificate of Excellence

from £55 / night

£330 / week

Book View

from £55 / night

(1) Excellent 

44

Ocho Rios holiday apartment let

Saint Ann Parish / Ocho Rios

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £70 / night

£390 - £630 / week

Book View

from £70 / night

(1) Very Good 

14

Holiday apartment with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0.3 km
  • Swimming pool
  • Air conditioning

from £31 / night

£154 / week

Book View

from £31 / night

(8) Excellent 

33

Holiday townhouse rental

Westmoreland Parish / Negril

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £154 / night

£1347 - £2827 / week

Book View

from £154 / night

(3) Very Good 

38

Holiday apartment rental

Saint Ann Parish / Ocho Rios

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £70 / night

£390 - £560 / week

Book View

from £70 / night

(6) Excellent 

15

Apartment rental in Ocho Rios with shared pool

Saint Ann Parish / Ocho Rios

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Would definitely come back to Turtle beach towers!!! Great stay” Stayed at TBT in April 2014. It was a fantastic stay and Janet the Housekeeper was one of the reasons why. Janet is warm , friendly and very welcoming. she made our stay very comfortab
…see more

from £77 / night

£539 / week

Book View

from £77 / night

(1) Excellent 

19

Home rental in Ocho Rios with shared 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
“Three Little Birds” if I do say myself this is a wonderful place stay I would stay here every time I visit Jamaica the house itself is beautiful and great place to go and advise anybody to stay here the people in the community are wonderful and polite
…see more

from £62 / night

£431 / week

Book View

from £62 / 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

27

Apartment rental in Ocho Rios with shared pool

Saint Ann Parish / Ocho Rios

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £70 / night

£390 / week

Book View

from £70 / night

(2) Excellent 

19

Holiday home letting

Kingston Parish / Kingston

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly

from £54 / night

£324 - £539 / week

Book View

from £54 / night

(1) Very Good 

Certificate of Excellence

26

Ocho Rios holiday studio rental

Saint Ann Parish / Ocho Rios

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Car not necessary

Certificate of Excellence

from £40 / night

£250 - £315 / week

Book View

from £40 / 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
…see more

Certificate of Excellence

from £80 / night

£500 - £896 / week

Book View

from £80 / night

(34) 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

5

Holiday apartment accommodation

Saint Ann Parish / Ocho Rios

1 4 3 nights min

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

from £65 / night

£455 / week

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from £65 / night

24

Holiday apartment rental

Saint Catherine Parish / Old Harbour

4 12 2 nights min

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

from £50 / night

£350 / week

Book View

from £50 / night

(6) Very Good 

34

Ocho Rios holiday condo rental

Saint Ann Parish / Ocho Rios

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Most Relaxing Holiday Ever” My son & I had never been to Jamaica before... traveled with friends that were born in Jamaica. People in Jamaica are the most genuine people on earth. They are so kind, helpful and always happy. I definitely will be goi
…see more

from £90 / night

£600 / week

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from £90 / night

(2) Very Good 

24

St. Ann's Bay holiday home rental

Saint Ann Parish / St. Ann's Bay

3 6 3 nights min

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

from £100 / night

£700 / week

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from £100 / night

1