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Jamaica Holidays & City Breaks - Holiday Lettings

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260 properties suitable for city breaks and holidays

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Apartment rental in Kingston

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £41 / night

£283 / week

1 / 32

Holiday home in Ocho Rios

Ocho Rios house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 13

from £274 / night

£1,913 / week

1 / 38

Holiday villa with swimming pool in Jamaica

Ironshore villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 16

from £761 / night

£5,323 / week

1 / 73

Holiday villa with shared pool in Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £110 / night

£774 - £1,284 / week

1 / 46

Holiday studio with shared pool in Ocho Rios

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £81 / night

£454 - £661 / week

1 / 17

St. Ann's Bay holiday home rental

St. Ann's Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £91 / night

£638 / week

1 / 37

Holiday villa in Negril

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

from £64 / night

£447 / week

1 / 22

Holiday townhouse in Kingston

Kingston townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £137 / night

£957 / week

1 / 29

Villa rental in Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £273 / night

£1,906 / week

1 / 16

Holiday b&b in Petersfield

Petersfield b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £46 / night

£274 / week

1 / 28

Villa rental in Oracabessa with swimming pool

Oracabessa villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 6

from £319 / night

£2,232 / week

1 / 35

Villa rental in Runaway Bay with shared pool, golf nearby

Runaway Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £71 / night

£326 / week

1 / 75

Holiday apartment in Kingston

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £110 / night

£720 / week

1 / 16

Treasure Beach holiday home rental

Treasure Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £137 / night

£957 / week

1 / 35

Black River holiday villa rental

Black River villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £410 / night

£2,769 - £3,215 / week

1 / 42

Holiday villa with swimming pool, golf nearby in Tower Isle

Tower Isle villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

“We will be back” This has been my fams best vacation we go somewhere 2 times a year. I didt know what to expect but as soon as i got to the villa i was in heaven. The accomadation was awsome we stayed in the master suit with are 3 yr old son i felt very safe and as if i was at home are fave beach was mahogany that was nice and fave food was Millicents cooking she is a amazing woman and now like fam to me Lindo and Ricardo made the stay fun too always there if you need somthing and make you feel safe my son had a blast in the pool and he loved the big villa ochos rios is such a amazing experiance we cant wait y To go back you have to stay here one time in your life to get the full Jamaican experiance miss u all

from £774 / night

£5,419 / week

1 / 63

Jamaica holiday private room rental

Montego Bay private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £50 / night

£319 / week

1 / 5

Holiday condo with shared pool in Ocho Rios

Ocho Rios condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £142 / night

£988 / week

1 / 24

Holiday apartment in Ocho Rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £82 / night

£524 / week

1 / 29

Holiday apartment letting

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £81 / night

£561 / week

1 / 17

Holiday log cabin in Blue Mountains National Park

Blue Mountains National Park log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £46 / night

£274 / week

1 / 8

Home rental in St. Ann's Bay

St. Ann's Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £64 / night

£428 / week

1 / 4

Holiday studio letting

Ocho Rios studio

  • Studio
  • 2 bathrooms
  • sleeps 2

from £91 / night

£501 / week

1 / 12

Buff Bay holiday guest house rental

Buff Bay guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £87 / night

£529 - £592 / week

1 / 27

Little Bay holiday villa rental

Little Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £274 / night

£1,913 / week

1 / 5

Falmouth holiday home rental

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Mrs” Jason was a charming host. Installed was all modern apparatus bonus for me was the air conditioners so spending time relaxing was more enjoyable. The setting was secure. The beach was in easy reach use of cars or taxi necessary for travel outside of complex. I will be coming back again

from £50 / night

£547 - £642 / week

1 / 42

Holiday home with swimming pool, golf nearby in Runaway Bay

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £988 / night

£6,917 / week

1 / 24

Jamaica holiday private room rental

Rose Hall private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £228 / night

£1,549 / week

1 / 27

Holiday apartment in Jamaica

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £41 / night

£274 / week

1 / 12

Ski apartment to rent in Jamaica

Rose Hall apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £142 / night

£1,093 - £1,571 / week

1 / 24

Ocho Rios holiday apartment rental

Ocho Rios apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“The perfect place” I traveled with my wife and 4 year old daughter and it was wonderful being met at the airport by my own personal driver. The drive from the airport was a beautiful scene and on arrival I was greeted with a welcome meal 'Jerk Chicken and rice and peas' The accommodation itself was second to none. It was new, spacious and fresh. The decor was very modern and very close to the pool for a nice dip. I recomend this holididay for all professionals looking for a touch of class in jamaica ;)

from £273 / night

£1,821 - £2,458 / week

1 / 35

Holiday apartment with golf nearby in Boscobel

Boscobel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £73 / night

£456 - £583 / week

1 / 18

Kingston holiday apartment rental

Kingston apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £137 / night

£911 / week

1 / 15

Holiday home in Kingston

Kingston house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 31

from £911 / night

£6,375 / week

1 / 54

Private room rental in Buff Bay

Buff Bay private room

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 2

from £137 / night

£820 - £916 / week

1 / 18

Holiday apartment in Kingston

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £46 / night

£319 / week

1 / 8

Portmore holiday home rental

Portmore house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £137 / night

£729 / week

1 / 15

Holiday villa with swimming pool, golf nearby in Jamaica

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

from £2,004 / night

£14,025 / week

1 / 20

Kingston holiday apartment rental

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Great getaway..close to beach, great view, great food, peace and” Well decorated peaceful location away from traffic and noise, comfortable and has view of mountains and ocean, ice cream, food, beach, coconuts all near by and a quick ride to the airport and the city.

from £96 / night

£670 - £829 / week

1 / 17

Holiday home in Manchioneal

Manchioneal house

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 10

from £524 / night

£3,666 / week

1 / 37

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