Vacation Rentals & Houses in Jamaica

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969 houses

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$1,245

VILLA MARA

Mammee Bay villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 19

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$3,434

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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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

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$197

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 Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$826

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$345

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 Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$975

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$631

Jetaway Montego Bay (Entire Villa)

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$2,524

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$918

Sunspot Spot Villa - Charming 6 Bedroom Beach Front Villa Jamaica

Runaway Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 17

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$2,754

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Freezer Private outdoor pool (unheated) 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: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$2,868

Beautiful New & Private Villa-- Centrally Located In Runaway Bay, Jamaica W.I.

Runaway Bay villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$545

Villa Patiently Waiting

Ocho Rios villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$216

Studio Apartment

Ocho Rios studio

  • Studio
  • 2 bathrooms
  • sleeps 4

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$87

Villa Turrasann

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$661

Reef Winds Villa

Runaway Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 28 minutes

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$373

Two double bedrooms

Mammee Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$115

Ma Moura

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$2,644

Poinciana

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$836

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$5,258

Hummingbird House (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$4,371

Love and Livity (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$4,063

Sugar Magnolia

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$2,715

Following Seas (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$4,371

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$4,507

Ambiance Sea Salt (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$3,295

Love and Livity (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$3,640

Bee Happy

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$1,024

Hummingbird House (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$4,832

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$172

Hummingbird House (up to 14 persons)

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$5,285

Edgewater Beach Villa - Ocho Rios - Oceanfront Villa

Ocho Rios villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$1,125

Little Palm

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$941

Following Seas (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$4,825

Bali Hai

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$2,403

Love and Livity (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Freezer Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$1,927

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