Vacation Rentals & Houses in Jamaica

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1,342 houses

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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

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Price per night from

$1,243

Sanora near Dunns River and Dolphin Cove

Mammee Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$206

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

Mandeville b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$3,435

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

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Price per night from

$802

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

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Price per night from

$825

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

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Price per night from

$573

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

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Price per night from

$974

Gated Apartment

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$2,863

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$8,775

Meraki Moments Villa Jamaica

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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

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Price per night from

$573

Island House at Tryall Club

Sandy Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

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Price per night from

$851

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Following Seas - Mesmerizing Views

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

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Price per night from

$3,779

Karma Bay - A Taste of Paradise

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

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Price per night from

$3,487

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, Linen provided, Staffed property

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Price per night from

$1,799

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, Linen provided, Staffed property

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Price per night from

$1,718

Jamaican Me Happy - Astonishing Ocean View

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

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Price per night from

$1,637

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, Linen provided, Staffed property

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Price per night from

$630

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, Linen provided, Staffed property

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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, Linen provided, Staffed property

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Price per night from

$1,718

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, Linen provided, Staffed property

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Price per night from

$69

Anticipation - Anticipate Your Escape

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

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Price per night from

$2,865

Casuarina - A Hidden Gem

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

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Price per night from

$2,249

Dragon Fly - Your Unique Beach View Paradise

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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

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Price per night from

$4,057

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, Linen provided, Staffed property

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Price per night from

$2,127

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, Linen provided, Staffed property

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Price per night from

$6,543

Viewing 38 of 1,342
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