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 Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,245

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Clothes dryer Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$803

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 Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$826

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 Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$976

Jamaica Villa Nutmeg, Montego Bay, Jamaica

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

“Being in Paradise” The Villa was more than I could have Dreamed!! My friends and I decided to take a trip and then experience was breathe taking. The staff made us feel like Kings and Queens and it was AMAZING. I highly recommend if travel with a large group!

Match: Clothes dryer Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,603

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Clothes dryer Microwave Private outdoor pool (unheated) 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 Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,869

Poinciana

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Clothes dryer Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$840

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Oceana - The Epitome of Caribbean Sophistication

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Clothes dryer, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$4,261

The Hillman Hideaway

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: Private outdoor pool (unheated), Sea view, Golf course on site or within 15 min walk, Clothes dryer, Microwave, Staffed property

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Price per night from

$115

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, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$1,028

Dragon Fly - Your Unique Beach View Paradise

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

4 of 6 match: Clothes dryer, Microwave, Golf course on site or within 15 min walk, Private outdoor pool (unheated), Sea view, Staffed property

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Price per night from

$4,065

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, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

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Price per night from

$2,655

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, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$2,413

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, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$5,280

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, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$4,846

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, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$5,307

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, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$3,303

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, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$1,269

Villa Amana (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, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$3,350

Hummingbird House (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$4,383

Following Seas (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$3,355

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$4,519

Following Seas (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$4,383

Hummingbird House (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$4,844

Gated Apartment

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Clothes dryer, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$92

Aqua Bay - New Kind of Ocean Vibe

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 6 match: Clothes dryer, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Microwave, Sea view, Staffed property

4 of 6 filters match

Price per night from

$3,425

Love and Livity (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, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$4,081

Ambiance Sea Salt (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, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$3,963

Love and Livity (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$3,650

Love and Livity (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$1,933

Stunning Luxury Oceans 8 Villa

Montego Bay villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Clothes dryer, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$8,792

Villa Turrasann

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

5 of 6 match: Clothes dryer, Golf course on site or within 15 min walk, Microwave, Private outdoor pool (unheated), Sea view, Staffed property

5 of 6 filters match

Price per night from

$660

Two double bedrooms

Mammee Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Sea view, Golf course on site or within 15 min walk, Clothes dryer, Microwave, Private outdoor pool (unheated), Staffed property

5 of 6 filters match

Price per night from

$115

VILLA MARA

Mammee Bay villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 19

5 of 6 match: Sea view, Golf course on site or within 15 min walk, Clothes dryer, Microwave, Private outdoor pool (unheated), Staffed property

5 of 6 filters match

Price per night from

$3,435

Meraki Moments Villa Jamaica

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Clothes dryer, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$345

Island House at Tryall Club

Sandy Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Clothes dryer, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$851

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Clothes dryer, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$219

Viewing 38 of 1,381
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