Vacation Rentals & Houses in Jamaica

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1,068 houses

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,243

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$802

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.

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$825

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$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...

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$974

Gated Apartment

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$92

Breathless Manor

Falmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$115

Jetaway Montego Bay (Entire Villa)

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,519

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

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$132

Cool shades gated estate

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$184

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$321

Villa Sweet Villa Luxury Vacation Rental - 9 BD with Full Staff Montego Bay

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,863

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$218

Villa Turrasann

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$659

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$501

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$138

Ma Moura

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,650

Poinciana

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$838

Vacation Villas Runaway Bay Garden View 2 Bedroom Apartment.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$344

Hanover Grange (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,639

Love and Livity (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$4,072

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$5,245

Sundance (up to 14 persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$5,485

VacationVillas Runaway Bay Spacious 1 Bedroom Apartment .

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$172

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$4,511

Sundance (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$4,501

VacationVillas Runaway Bay Pavilion View 2 Bedroom Apartments.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$344

Ambiance Sea Salt (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$3,298

Little Hill

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$3,108

Vacation Villas Runaway Pool View 2 Bedrooms and Bathrooms

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$344

Hummingbird House (up to 14 persons)

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$5,297

Three Little Birds (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,648

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$5,234

Three Little Birds (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,199

Hanover Grange (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,969

Love and Livity (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,929

No Problem

Hopewell villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,267

Ambiance Sea Salt (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Freezer Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$3,957

Viewing 38 of 1,068
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