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Villas in Jamaica and Houses - Holiday Lettings - Holiday Rentals Jamaica

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2,122 Holiday homes

Holiday villa rental

Montego Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

3

Match: Private outdoor pool (heated) Safe Under 5s

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from £820 / night

£5,740 - £10,250 / week

Holiday villa in Treasure Beach

Treasure Beach villa

4 bedrooms / 5 bathrooms / sleeps 8

21

Match: Private outdoor pool (heated) Safe Under 5s

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from £679 / night

£4,750 / week

Holiday villa in White House

White House villa

5 bedrooms / 3 bathrooms / sleeps 10

34

Responds fast! avg. 2 hours 50 minutes

Travellers’ Choice award

Match: Private outdoor pool (heated) Safe Under 5s

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from £797 / night

£5,575 / week

Holiday villa in Silver Sands

Silver Sands villa

6 bedrooms / 6 bathrooms / sleeps 14

“Total relaxation” If you are looking for the perfect relaxing family vacation this is the spot. The staff is amazing and the location is beautiful.

7

Responds fast! avg. 3 hours 19 minutes

Match: Private outdoor pool (heated) Safe Under 5s

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from £875 / night

£6,588 - £7,115 / week

Holiday cottage letting

Silver Sands cottage

2 bedrooms / 2 bathrooms / sleeps 5

“Pineapple Villa ~ Jamaican Utopia in Silver Sands!” My family has stayed in many vacation homes/villas all over the world in many different locations. Typically we have a group between 8-20 made up of singles, couples and families of all ages. Pineapple Villa exceeded all of our expectations! Not one person in our group could find something they weren't 100% satisfied with! The villa itself was just fabulous! Extremely clean, very spacious, well kept, beautiful furnishings, we never ever felt crowded with so much room having multiple family areas and so much common space! It felt like home from the moment we stepped in the door! It has abundant patio space upstairs and down with seating for everyone. The pool and hot tub are sparkling clean and nice and big. And wow what great ocean views! The villa is in a real cozy gated community with a nice lil bar, restaraunt and store just at the beach which is literally just a short walk out your door. They also have activities such as ping pong, snorkeling, stand up paddle boarding, windsurfing, boogie boarding, etc. right there at the beach! And wow! It is a gorgeous beach with more than enough beach chairs for guests to use. There were even nightly events such as crab races, karaoke, art shows and entertainment in the evenings. Just a great area for singles, couples or families to enjoy as much or as little as you'd like. Everyone is so friendly and we never once felt unwelcome or unsafe. The staff at the villa goes above and beyond! We left leaving teary eyed as if we were leaving family behind. Everything was always clean and tidied and our laundry was washed and folded daily. Our meals were so unbelievable! We had a menu made before arriving and they prepared everything just as we liked or better! We honestly can't find a single negative about Pineapple Villa! It was a vacation unlike no other! We have already booked our return trip and you can count on seeing us back for many return visits in years to come!

19

Responds fast! avg. 3 hours 19 minutes

Match: Private outdoor pool (heated) Safe Under 5s

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from £297 / night

£2,071 - £2,334 / week

Holiday villa in Duncans

Duncans villa

7 bedrooms / 8 bathrooms / sleeps 14

“Our 7th annual trip to this marvelous villa.” The title of this review says it all. What a wonderful staff. It is so nice to be greeted every year with open arms and hugs. There are always additions, upgrades and refurbishing to be noticed each trip. The service is five star, the staff is the greatest, the food excellent, the view is breathtaking and the villa and grounds are kept tidy during our entire 10 day stay. On behalf of my wife and I and the 12 other guests that make up our group I say thank you Peggy Wall for having us in your home. We certainly look forward to coming back.

25

Responds fast! avg. 3 hours 19 minutes

Match: Private outdoor pool (heated) Safe Under 5s

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from £870 / night

£6,092 / week

Holiday villa in Port Antonio

Port Antonio villa

4 bedrooms / 3 bathrooms / sleeps 8

4

Match: Private outdoor pool (heated) Safe Under 5s

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from £605 / night

£4,228 / week

Holiday villa in Ocho Rios

Ocho Rios villa

5 bedrooms / 5 bathrooms / sleeps 10

Match: Private outdoor pool (heated) Safe Under 5s

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from £2,447 / night

£17,129 / week

Villa rental in Hopewell with golf nearby

Hopewell villa

6 bedrooms / 8 bathrooms / sleeps 14

1

Match: Private outdoor pool (heated) Safe Under 5s

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from £1,835 / night

£12,839 / week

Sandy Bay holiday villa rental

Sandy Bay villa

6 bedrooms / 7 bathrooms / sleeps 14

Match: Private outdoor pool (heated) Safe Under 5s

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from £2,221 / night

£15,548 / week

Villa letting in Jamaica with swimming pool, tennis court

Montego Bay villa

6 bedrooms / 6 bathrooms / sleeps 12

“Sea Island- "The Good Life"” I spent a week here with a group of friends to get away from the cold weather of Chicago. My overall experience at Sea Island was nothing short of magnificent. I think the only thing that I lifted that week was a glass of Rum Punch while sitting poolside overlooking the Caribbean Sea. The staff here is extremely friendly, and makes sure that you're relaxing at all times. Brenda cooks three meals a day, and I would highly recommend trying her Banana Fritters (It's the best version that I've ever had). Lloyd drives you around to any destination that you care to explore, from the private Tryall Club to a one day excursion to Negril. If you get bored just sitting poolside being pampered by the wait staff, you can play tennis on site, or go on a hike up the mountain in the private estates. Overall, the experience here is one you will long remember, and one you will clamor to go back to once you return to your busy lifestyle back in the real world.

26

Responds fast! avg. 3 hours 46 minutes

Match: Private outdoor pool (heated) Safe Under 5s

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from £1,077 / night

£9,312 / week

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Villa letting in St. Ann's Bay

St. Ann's Bay villa

2 bedrooms / 2 bathrooms / sleeps 4

1

2 of 3 match: Safe, Private outdoor pool (heated), Under 5s

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from £231 / night

£1,612 / week

Holiday villa in Jamaica

Montego Bay villa

3 bedrooms / 1 bathroom / sleeps 6

2 of 3 match: Safe, Private outdoor pool (heated), Under 5s

2 of 3 filters match

from £270 / night

£1,885 / week

Villa rental in Jamaica

Hopewell villa

4 bedrooms / 4 bathrooms / sleeps 8

2 of 3 match: Safe, Private outdoor pool (heated), Under 5s

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from £915 / night

£6,403 - £11,710 / week

Holiday home letting

Kingston house

2 bedrooms / 2 bathrooms / sleeps 4

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

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from £61 / night

£422 / week

Home rental in Kingston

Kingston house

1 bedroom / 2 bathrooms / sleeps 2

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

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from £33 / night

£226 / week

Portmore holiday home rental

Portmore house

1 bedroom / 1 bathroom / sleeps 2

1

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

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from £44 / night

£264 / week

Holiday log cabin in Port Antonio

Port Antonio log cabin

1 bedroom / 1 bathroom / sleeps 2

5

2 of 3 match: Safe, Private outdoor pool (heated), Under 5s

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from £45 / night

£267 / week

Holiday apartment in Ocho Rios

Ocho Rios apartment

1 bedroom / 1 bathroom / sleeps 2

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

2 of 3 filters match

from £95 / night

£612 / week

Holiday apartment in Ocho Rios

Ocho Rios apartment

1 bedroom / 1 bathroom / sleeps 2

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

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from £95 / night

£612 / week

Holiday villa in Negril

Negril villa

1 bedroom / 1 bathroom / sleeps 2

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

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from £29 / night

£198 / week

Holiday home in Falmouth

Falmouth house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

2 of 3 filters match

from £127 / night

£890 / week

Holiday villa rental

Negril villa

1 bedroom / 1 bathroom / sleeps 2

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

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from £29 / night

£198 / week

Holiday villa in Treasure Beach

Treasure Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

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from £275 / night

£1,924 / week

Kingston holiday apartment rental

Kingston apartment

1 bedroom / 1 bathroom / sleeps 2

3

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

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from £52 / night

£308 / week

Apartment rental in Kingston

Kingston apartment

2 bedrooms / 2 bathrooms / sleeps 4

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

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from £109 / night

£760 / week

Holiday apartment rental

Kingston apartment

1 bedroom / 1 bathroom / sleeps 3

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

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from £54 / night

£375 / week

Holiday villa rental

Discovery Bay villa

5 bedrooms / / sleeps 10

“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

4

2 of 3 match: Safe, Private outdoor pool (heated), Under 5s

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from £796 / night

£5,566 - £13,177 / week

Holiday home rental

Discovery Bay house

5 bedrooms / 6 bathrooms / sleeps 10

“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!

7

2 of 3 match: Safe, Private outdoor pool (heated), Under 5s

2 of 3 filters match

from £962 / night

£6,735 - £14,571 / week

Holiday villa rental

St James, Montego Bay villa

5 bedrooms / 4 bathrooms / sleeps 12

1

2 of 3 match: Safe, Private outdoor pool (heated), Under 5s

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from £942 / night

£6,591 - £16,144 / week

Apartment accommodation in St. Ann's Bay with swimming pool

St. Ann's Bay apartment

1 bedroom / 7 bathrooms / sleeps 2

2 of 3 match: Safe, Private outdoor pool (heated), Under 5s

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from £76 / night

£565 / week

Villa rental in Runaway Bay with shared pool

Runaway Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

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from £559 / night

£3,911 / week

Holiday guest house in Treasure Beach

Treasure Beach guest house

5 bedrooms / 4 bathrooms / sleeps 12

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

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from £57 / night

£396 / week

Holiday apartment in Portmore

Portmore apartment

1 bedroom / 1 bathroom / sleeps 4

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

2 of 3 filters match

from £56 / night

£339 / week

Jamaica holiday villa let

Montego Bay villa

3 bedrooms / 3 bathrooms / sleeps 7

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

2 of 3 filters match

from £283 / night

£1,977 / week

Kingston holiday apartment let

Kingston apartment

1 bedroom / 1 bathroom / sleeps 2

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

2 of 3 filters match

from £66 / night

£462 / week

Holiday home rental

Falmouth house

1 bedroom / 2 bathrooms / sleeps 4

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

2 of 3 filters match

from £47 / night

£330 / week

Holiday villa in Negril

Negril villa

2 bedrooms / 1 bathroom / sleeps 4

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

2 of 3 filters match

from £151 / night

£1,055 / week

Portmore holiday home rental

Portmore house

3 bedrooms / 2 bathrooms / sleeps 6

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

2 of 3 filters match

from £142 / night

£753 / week

Apartment rental in Kingston

Kingston apartment

1 bedroom / 1 bathroom / sleeps 2

1

2 of 3 match: Private outdoor pool (heated), Safe, Under 5s

2 of 3 filters match

from £71 / night

£495 / week

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rentals in Jamaica

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