Vacation Rentals & Houses in Jamaica

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Serene Room 2

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$75

The Hugh Suite

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$81

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$138

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$207

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$803

Nickel's Garden Villas

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$118

Shotover Gardens Estate - cottage with pool

Port Antonio log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Golf course on site or within 15 min walk, Shared indoor pool, Private outdoor pool (heated)

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Price per night from

$58

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.

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$826

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...

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$975

Out of the Blue Villa

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Golf course on site or within 15 min walk, Shared indoor pool, Private outdoor pool (heated)

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Price per night from

$1,147

Private Home on 2 Fruited Acres w/ Beautiful Views

Negril house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$92

Morgan's Retreat 2 BR House Gated Community near KGN and Portmore

Portmore house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 19 minutes

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$86

GREAT LOCATION!! RUNAWAY BAY JAMAICA APARTMENT

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$75

Shipwatchers Studio with Mezzanine, Your Oceanfront Holiday Home!

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 2

“Perfect!” Our stay at afiba View was simply perfect. The sea on one side of house and a private pool on the other. What else could you ask for? Oh yeah, and there's an amazing sun deck with walk out snorkeling in a private little cove! Once you figure out the route taxi, which takes about 2 seconds, you're free to go anywhere along the coast of Jamaica for about $1.25. I cannot recommend this villa enough. Sade is a wonderful host who answered all of my questions and made sure we enjoyed paradise as much as possible. This was our second trip to afiba and we're already trying to figure out when we can return. Can't wait!

1 of 3 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Shared indoor pool

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Price per night from

$127

Zimbali Culinary Retreats

Negril b&b

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 16

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

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Price per night from

$143

The Biggest and Best on Jamaica's South Coast

White House villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

“Best Vacation Ever!” My family and I stayed at Point Of View Villa last Christmas. We had a fantastic time! The Villa was beautiful and the staff was extremely nice and helpful. It was wonderful to find a place away from all the tourist traps and high prices, but still be able to take short trips to see many of Jamaica's attractions. My family and I are definitely coming back! Having our own private cook was great, we all loved her cooking and professional service, it was more than we had hoped for. We have stayed other places and this was by far the best. The owner was very helpful advising us. Highly recommended!!!

1 of 3 match: Golf course on site or within 15 min walk, Shared indoor pool, Private outdoor pool (heated)

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Price per night from

$459

Montego Bay Villa, View of Caribbean Sea

St. Ann's Bay apartment

  • 1 bedroom
  • 7 bathrooms
  • sleeps 2

1 of 3 match: Golf course on site or within 15 min walk, Shared indoor pool, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$92

Ocho Rios Beach-front Resort Condo-WiFi

Ocho Rios condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Location yes! housekeeping staff no...” Hello, we just came back from a week in Ocho Rios and had a fantastic time. The condo we rented was not in the tower shown in the picture but in the adjacent hotel, which was good too. And yes, location in great. Right next to a nice beach with a pool in the complex. So, as I mentioned, location was great. However, housekeeping left to be desired. We were told that the condo would be cleaned every 2 days, but after 3 days, no one had come to bring fresh towels or toilet paper! We had to call and call to get some service. Also, when we asked for some dishwashing soap, we were told to use either hand soap or soap for clothes. So aside from the little hickups with the housekeeping staff, I would recommend this rental.

1 of 3 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Shared indoor pool

1 of 3 filters match

Price per night from

$69

Pablo's Escape Guesthouse

Negril apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$52

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

Mandeville b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$69

Casa da Buena Vista Bed & Breakfast Apt 1, Mandeville, Jamaica

Mandeville b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$86

Bonne Amie Villa

Port Antonio villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$1,491

Topaz Villa

Runaway Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$58

Studio on the Beach 1, Ocho Rios, Jamaica

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$102

1 of 3 match: Golf course on site or within 15 min walk, Shared indoor pool, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,720

Sanora near Dunns River and Dolphin Cove

Mammee Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$207

The Avolan at Seacastle Luxury suite,Rose hall

Rose Hall apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$178

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$918

Rhyne Park INN

Rose Hall house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$80

Effies Luxury Villa By The Sea with Pool

Duncans villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 28 minutes

1 of 3 match: Golf course on site or within 15 min walk, Shared indoor pool, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$388

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$118

SAND CASTLE RESORT

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$115

Relax in Sunny Montego Bay Jamaica Free Wi-Fi

Rose Hall house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$86

The Pentwood

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$86

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$631

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$344

Sea View Double Room in Luxury Villa (1 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$224

Sea View Double Room in Luxury Villa (2 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private outdoor pool (heated), Shared indoor pool, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$224

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