Vacation Rentals & Houses in Jamaica

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1,358 houses

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$1,245

Sanora near Dunns River and Dolphin Cove

Mammee Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$207

Casa da Buena Vista Bed & Breakfast Apt. 2, Mandev

Mandeville b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$69

VILLA MARA

Mammee Bay villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 19

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$3,440

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Clothes dryer Staffed property Towels provided 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 Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$826

Match: Clothes dryer Staffed property Towels provided 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 Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$975

Gated Apartment

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$92

New Kingston Serenity At The Oxford

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$69

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 Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$1,606

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 Staffed property Towels provided 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 Staffed property Towels provided 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: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$2,867

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$218

Villa Patiently Waiting

Ocho Rios villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Clothes dryer Staffed property Towels provided 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: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$87

Two double bedrooms

Mammee Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$115

The Hillman Hideaway

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$115

Poinciana

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$840

Stunning Luxury Oceans 8 Villa

Montego Bay villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$8,787

Meraki Moments Villa Jamaica

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$344

Birdhouse Music Mansion by Temple X (Guest Villa)

Rose Hall villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$574

Island House at Tryall Club

Sandy Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$852

Oceana - The Epitome of Caribbean Sophistication

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Clothes dryer Staffed property Towels provided Golf course on site or within 15 min walk

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Price per night from

$4,259

These homes match some but not all of your filters. Clear all filters

5 bedrooms

Ocho Rios villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

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Price per night from

$631

Aqua Bay - New Kind of Ocean Vibe

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

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Price per night from

$3,423

Elysian Plain - The Edge of the Caribbean Sea

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

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Price per night from

$1,802

Eureka - A Jamaican Great House

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

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Price per night from

$1,720

Little Hill

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

3 of 4 filters match

Price per night from

$2,622

2 bedrooms

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

3 of 4 filters match

Price per night from

$287

9 bedroom listing

Ocho Rios villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 29

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

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Price per night from

$1,720

Heartease Suites 1

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

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Price per night from

$69

Avalon Villa - Your Restful Hideaway

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

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Price per night from

$1,458

Hanover Windward - Relaxing Haven

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

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Price per night from

$2,130

Haystack - Sleek Modern Design

Montego Bay villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

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Price per night from

$6,552

The Hugh Suite

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

3 of 4 filters match

Price per night from

$81

VacationVillas Runaway Bay Spacious 1 Bedroom Apartment .

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Clothes dryer, Golf course on site or within 15 min walk, Staffed property, Towels provided

3 of 4 filters match

Price per night from

$172

Viewing 38 of 1,358
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