Vacation Rentals & Houses in Jamaica

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JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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

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Price per night from

$1,246

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

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Price per night from

$804

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: Clothes dryer Freezer Microwave Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$827

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

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Price per night from

$574

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: Clothes dryer Freezer Microwave Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$976

Gated Apartment

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$92

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

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$132

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

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Price per night from

$322

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

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

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

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Price per night from

$2,869

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$218

Poinciana

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

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

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Price per night from

$836

Stunning Luxury Oceans 8 Villa

Montego Bay villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

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

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Price per night from

$8,795

Meraki Moments Villa Jamaica

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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

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Price per night from

$345

Island House at Tryall Club

Sandy Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

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Price per night from

$851

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The Hillman Hideaway

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Sea view, Golf course on site or within 15 min walk, Clothes dryer, Freezer, Microwave, Staffed property

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Price per night from

$115

VacationVillas Runaway Bay Spacious 1 Bedroom Apartment .

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$173

Vacation Villas Runaway Pool View 2 Bedrooms and Bathrooms

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$345

Vacation Villas Runaway Bay Mountain View 2 Bedroom and 2 bathrooms,

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$345

Vacation Villas Runaway Bay Large Three Bedroom, Three Bathroom Apartment

Runaway Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$517

VacationVillas Runaway Bay Pavilion View 2 Bedroom Apartments.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$345

Vacation Villas Runaway Bay Garden View 2 Bedroom Apartment.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$344

Luxury Life Villa

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Staffed property, Golf course on site or within 15 min walk, Clothes dryer, Freezer, Microwave, Sea view

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Price per night from

$276

Aqua Bay - New Kind of Ocean Vibe

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 6 match: Clothes dryer, Freezer, Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

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Price per night from

$3,426

Bee Happy

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$1,025

Ma Moura

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$2,645

Bali Hai

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$2,404

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$3,761

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$3,243

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$5,224

Sundance (up to 14 persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$5,475

Bumpers Nest (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$3,802

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$5,260

Quinntessential (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$4,128

Three Little Birds (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

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Price per night from

$2,195

Following Seas (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$4,827

Hummingbird House (up to 14 persons)

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$5,287

Ambiance Sea Salt (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$3,296

No Problem

Hopewell villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Freezer, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$1,266

Viewing 38 of 1,321
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