Vacation Rentals & Houses in Jamaica

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1,360 houses

The Emerald

Boscobel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$92

Unwind at Richmond (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$136

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$1,238

before Lifestyle

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$172

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$206

Beverly Hills Villa

Runaway Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$88

Sea View Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Ceiling Fans Microwave Sea view Golf course on site or within 15 min walk

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Price per night from

$246

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$799

Bonne Amie Villa

Port Antonio villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,483

Twin Room in Luxury Villa (1 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$109

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.

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Price per night from

$822

Deluxe Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$234

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Price per night from

$571

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...

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Price per night from

$970

BELLA VISTA TROPICAL RETREAT-Penthouse Queen Suite

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$137

Breathless Manor

Falmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$114

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$628

Jetaway Montego Bay (Entire Villa)

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

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Price per night from

$2,510

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!

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Price per night from

$1,597

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

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$132

Cool shades gated estate

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$183

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$913

Bnb Hall Pen Jamaica Ocho Rios

Runaway Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$308

Twin Room in Luxury Villa (2 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Ceiling Fans Microwave Sea view Golf course on site or within 15 min walk

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Price per night from

$194

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$320

On the sea in Ocho Rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$97

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

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

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Price per night from

$2,852

Ocean View Villa at Coolshade Ocho Rios

Priory villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$160

Luxury Life Villa

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$274

Marriott SeaCastles Penthouse

Rose Hall condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$170

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$217

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

Runaway Bay villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$542

Dreamy Haven

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“Fantastic - Certainly booking for a return” My experience staying at this apartment certainly allowed me to have a comfortable, cozy and warm getaway to enjoy my holidays. Security is good and the apartment was clean, well equipped and ticked all my boxes for having the necessities for a private self contained holiday home away from home that you don't really get in a hotel. The location was great too, quite near to the many attractions available, shopping, restaurants, beaches, places of interest, lots to see and do. Managing staff is very friendly and quite flexible in helping to make your stay enjoyable and problem free. I am just re-booking now for another stay!

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Price per night from

$69

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Price per night from

$118

Villa Turrasann

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$658

Studio on the Beach 1, Ocho Rios, Jamaica

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$102

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Price per night from

$501

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$137

Viewing 38 of 1,360
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