Vacation Rentals & Houses in Jamaica

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1,348 houses

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Housekeeping Included Linen provided 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: Housekeeping Included Linen provided 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: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$826

Match: Housekeeping Included Linen provided 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: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$975

Breathless Manor

Falmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Housekeeping Included Linen provided 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: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,524

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: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,603

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

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Housekeeping Included Linen provided 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: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$184

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

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,868

Villa Turrasann

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$661

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

Match: Housekeeping Included Linen provided 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: Housekeeping Included Linen provided Sea view Staffed property 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: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$836

Vacation Villas Runaway Bay Garden View 2 Bedroom Apartment.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$344

Anticipation Villa at The Tryall Club

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$3,924

Hanover Grange (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,636

Love and Livity (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$4,063

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$5,240

Sundance (up to 14 persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$5,473

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$4,507

Sundance (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$4,497

Ambiance Sea Salt (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$3,295

Bahia - Charming beach cottage, with loft, and large garden

Runaway Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$298

Little Hill

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$3,101

Hummingbird House (up to 14 persons)

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$5,285

Three Little Birds (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,647

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$5,222

Three Little Birds (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,194

Hanover Grange (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,966

Love and Livity (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,927

No Problem

Hopewell villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,265

Ambiance Sea Salt (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$3,953

Following Seas (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$3,346

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

Match: Housekeeping Included Linen provided Sea view Staffed property 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: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$4,371

Sundance (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Housekeeping Included Linen provided Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$4,811

Viewing 38 of 1,348
rentals in Jamaica

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