Walking holiday villas and apartments Jamaica | Holiday Lettings

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199 Holiday homes

Filters applied: Walking holidays

10

Negril Beach holiday condo rental

Negril / Negril Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £80 / night

£556 - £917 / week

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Responds fast!
avg. 3 hours 24 minutes

from £80 / 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 £52 / night

£318 - £401 / week

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from £52 / night

(9) Very Good 

Certificate of Excellence

23

Ocho Rios holiday condo let

Saint Ann Parish / Ocho Rios

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ask owner if suitable for children

Certificate of Excellence

from £58 / night

£399 - £578 / week

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Responds fast!
avg. 1 hour 1 minutes

from £58 / night

17

Holiday condo in Negril Beach

Negril / Negril Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £80 / night

£556 - £917 / week

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Responds fast!
avg. 3 hours 24 minutes

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 £96 / night

£672 / week

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Responds fast!
avg. 1 hour 13 minutes

from £96 / 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

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Responds fast!
avg. 2 hours 52 minutes

from £80 / night

13

Holiday studio in Negril Beach

Negril / Negril Beach

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £54 / night

£608 / week

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Responds fast!
avg. 3 hours 24 minutes

from £54 / 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

17

Portmore holiday home rental

Saint Catherine Parish / Portmore

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min

from £150 / night

£850 - £1280 / week

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from £150 / 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
…see more

from £180 / night

£1100 - £1310 / week

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from £180 / night

(14) Excellent 

27

Holiday home in Port Antonio

Port Antonio / Blue Lagoon, Port Antonio

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Harmony Heights” As a Jamaican descendent, I have been a regular visitor to Jamaica, for over 20 years, however my stay at Harmony Heights, was in fact the most relaxing stress free, and truely Irie (no problem) stay I have ever experienced while in J
…see more

from £159 / night

£834 - £953 / week

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from £159 / night

(3) Excellent 

15

Holiday apartment rental

Montego Bay / St James, Montego Bay

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
“Absolutely amazing, perfect stay no trouble no regrets” My stay at westgate hills was truly a home away from home, on arrival at the property I was greeted by the caretaker wilbert one of the nicest people you will ever meet the house is beautiful a
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from £50 / night

£275 - £405 / week

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Responds fast!
avg. 1 hour 34 minutes

from £50 / night

4

Jamaica holiday home rental

Montego Bay / St James, Montego Bay

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £239 / night

£1604 / week

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from £239 / 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

42

Holiday guest house in Lucea

Hanover Parish / Lucea

3 12 1 night min

  • 3 bedrooms
  • Sleeps 12
  • 1 night min
  • Nearest beach 24 km
  • Child friendly
  • Ask about pets

from £100 / night

£700 / week

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from £100 / night

(1)  

26

Holiday guest house in Long Bay

Portland Parish / Long Bay

5 8 2 nights min

  • 5 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £48 / night

£318 / week

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from £48 / night

(2) Excellent 

22

Holiday b&b in Jamaica

Jamaica / Blue Mountains National Park

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden
“Mandeville's best get away...” Agapantha Cottage Bed & Breakfast catered to the needs of my family for three day. We arrived late at night and our host was there to greet us and made sure we were settled in comfortably. We requested early breakfast
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from £155 / night

£976 / week

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Responds fast!
avg. 44 minutes

from £155 / night

10

Villa rental in Long Bay

Portland Parish / Long Bay

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £32 / night

£223 - £389 / week

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from £32 / night

13

Holiday condo in Negril Beach

Negril / Negril Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £80 / night

£556 - £917 / week

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Responds fast!
avg. 3 hours 24 minutes

from £80 / night

17

Holiday studio in Negril Beach

Negril / Negril Beach

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £66 / night

£456 / week

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Responds fast!
avg. 3 hours 24 minutes

from £66 / 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 £284 / night

£1985 / week

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Responds fast!
avg. 2 hours 43 minutes

from £284 / 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

(1) Average 

7

Negril holiday apartment rental

Westmoreland Parish / Negril

1 3 4 nights min

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

from £102 / night

£657 / week

Book View

from £102 / night

(1) Excellent 

15

Holiday studio in Ocho Rios

Saint Ann Parish / Ocho Rios

Studio 2 3 nights min

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

from £71 / night

£473 / week

Book View

from £71 / 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

(15) Very Good 

14

Holiday condo with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Spectacular views” Right from the booking of this condo with Janet everything went swimmingly. This was my 9th trip to Jamaica and my 4th staying self catering, this place far outshines any other I have stayed at. The views are spectacular day or nigh
…see more

from £40 / night

£280 / week

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from £40 / 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

Enquire View

from £674 / night

(1) Average 

13

Kingston holiday apartment rental

Kingston Parish / Kingston

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 9 km

from £50 / night

£350 / week

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from £50 / 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 £80 / night

£556 / week

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Responds fast!
avg. 3 hours 27 minutes

from £80 / 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.
…see more

from £1535 / night

£10741 - £22048 / week

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from £1535 / 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 £71 / night

£495 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £71 / 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

27

Apartment rental in Portmore

Saint Catherine Parish / Portmore

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Car not necessary
  • Private garden

from £112 / night

£778 / week

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Responds fast!
avg. 2 hours 32 minutes

from £112 / night

16

Holiday villa with golf nearby in Port Antonio

Port Antonio / Blue Lagoon, Port Antonio

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £1032 / night

£7143 / week

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from £1032 / night

(4) Excellent 

12

Holiday villa with shared pool, golf nearby in Jamaica

Montego Bay / Rose Hall

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £210 / night

£1470 / week

Book View

Responds fast!
avg. 1 hour 26 minutes

from £210 / night

(1) Excellent 

25

Holiday villa in Ocho Rios

Saint Ann Parish / Ocho Rios

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £290 / night

£1900 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from £290 / night

(2) Average 

15

Portmore holiday home rental

Portmore / Hellshire

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £35 / night

£280 - £300 / week

Book View

Responds fast!
avg. 3 hours 29 minutes

from £35 / night

(5) Very Good 

34

Villa rental in St. Ann's Bay with golf nearby

Saint Ann Parish / St. Ann's Bay

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Perfect relaxing and accommodation villa.” We spent 3 nights with family and friends at the villa. We enjoyed our stay as every where was convenient to us by car. Villa was clean and Mr Onair was only a phone call if we needed anything. Thanks for a l
…see more

from £116 / night

£806 / week

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Responds fast!
avg. 3 hours 14 minutes

from £116 / 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

Enquire View

from £1366 / night

1