Vacation Rentals & Houses in Jamaica

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Heartease Suites 1

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$69

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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$1,244

Private Home on 2 Fruited Acres w/ Beautiful Views

Negril house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$92

Sanora near Dunns River and Dolphin Cove

Mammee Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$207

The best luxury rental for less !!!

Runaway Bay house

  • 1 bedroom
  • 5 bathrooms
  • sleeps 2

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$92

Casa da Buena Vista Bed & Breakfast Apt. 2, Mandev

Mandeville b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$69

VILLA MARA

Mammee Bay villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 19

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Price per night from

$3,439

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$803

Eslyn Villa Runaway Bay - A Home Away From Home...

Runaway Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$196

Serendipity Jamaica - You won't want to leave!

Rose Hall villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

“A vacation like no other” We were greeted at the airport by Norman, the most professional driver ever, he made our transition smooth and for a group of 12 adults, that is tough! He had thought of everything - including bringing a second van for our luggage! The staff at the villa greeted us at the door with warm smiles and cool towels, they made sure all our luggage was safely delivered to our rooms and then the fun began! We all stopped and stared at the huge view of the Caribbean Sea spread out in front of us, the breeze, the way the rooms are laid out and the villa itself takes total advantage of that view. We quickly changed, and began the most perfect seven days of nothing but relaxing, laughing and eating punctuated by an occasional sightseeing trip. Derek, the butler completely made the trip, he was attentive, but quiet, helpful but never intrusive - he made us feel so special. Ruby, the cook gave us gormet meals three times a day. We discussed our likes and dislikes the first day and she made it all happen. We did not need to go out to dinner and the one night we went to a lovely restaurant in town, we all agreed that we could have stayed home and eaten at Restaurant Ruby for an even better meal. It is tough to please 12 distinct people, but the staff and managment at Serendipity did just that, from organizing the most incredible massage at the villa, to driving us to out of the way Mayfield Falls, they never stopped working. All the rooms were large and private, we never felt on top of one another, we ate meals in different places, by the pool, in the dining room, on the deck, where ever we felt inspired to eat that day, Derek made it happen. I do not have one bad thing to say - I loved every minute, and would recommend Serendipity to a group like us, a large family, or just a few people that want to get away - It was truly a vacation to remember.

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$826

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$573

Luxurious Ocho Rios Waterfront Villa: Private Pool, BBQ, Chef, Nr. Attractions

Tower Isle villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

“My stay here was heaven on earth.” My stay on this villa was great. Everything I could imagine and more Food was delicious and authentic; not process or frozen. The master suit where I stayed was immaculate. The power shower to the huge jacuzzi bath. The king size bed made my night rest wonderful. It's felt like I was sleeping on clouds. This villa was hard for me to leave, from pool, xbox, board games and a fantastic pool why must I go outside.(lol). When I decided to go outside it was also a great and wonderful experience. I visited duns river falls, when to the hot spot night club margarita ville, oceans 11, and amnesia. We sang karaoke had great Jamaica drinks and watch the beautiful scenery. All these great attraction only 12mins tops from the villa. However my highlight of the stay is the private beach, only 2min walk from the villa. Great vacation I'm booking another stay for January andirons can't wait...

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Price per night from

$975

Zimbali Culinary Retreats

Negril b&b

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 16

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Price per night from

$143

Breathless Manor

Falmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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$115

Sea Glass Villa

Hopewell villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

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Price per night from

$2,305

2 bedrooms

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$287

Jetaway Montego Bay (Entire Villa)

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

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Price per night from

$2,522

Jamaica Villa Nutmeg, Montego Bay, Jamaica

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

“Incredible view & fantastic staff” My family and I (7 adults & 1 child) just returned from Nutmeg Villa and we had a wonderful time!! Upon entering the Villa, there is a breathtaking view of the pool, the gardens and the sea which can't be beat. The rooms were spacious and suited our group well, especially the downstairs bedroom with the pool table and the games. We all agreed that the best aspects of our vacation were having a private pool and the staff at Nutmeg. The staff went above and beyond to make sure we were enjoying ourselves to the fullest and we did! On behalf of my family we would like to send a heartfelt thank you to Chef Morgan, Carlington, Ms. Ann, Ms. Cathy, Garrett, Wayne, Dave and Donovan (the security guard) for making our vacation unforgettable.

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Price per night from

$1,605

9 bedroom listing

Ocho Rios villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 29

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Price per night from

$1,720

NICKELS GARDEN VILLAS

Montego Bay villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$116

Cool's 1 Bedroom, On the Beach, Beach & Garden View, WiFi, Ground Floor

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$132

Cool shades gated estate

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$184

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$321

Fall In Luxury: Villa Sweet Villa Montego Bay - 9 Spacious Bedrooms with Chef

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

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Price per night from

$2,866

Nickel's Garden Villas

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$116

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$218

Villa Patiently Waiting

Ocho Rios villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$214

Villa Turrasann

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$656

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Price per night from

$499

Reef Winds Villa

Runaway Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 28 minutes

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Price per night from

$373

Two double bedrooms

Mammee Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$114

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$138

The Hillman Hideaway

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$114

Ma Moura

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,619

Poinciana

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

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Price per night from

$828

Vacation Villas Runaway Bay Garden View 2 Bedroom Apartment.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$344

Anticipation Villa at The Tryall Club

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$3,920

Hanover Grange (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,608

Viewing 38 of 1,342
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