Vacation Rentals & Houses in Jamaica

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1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$47

Scenic/Spacious two Bedrooms Apartment Rental

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$63

The Hugh Suite

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$81

Penthouse In Paradise, 3 bdrm incl. housekeeper

Montego Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 0 minutes

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$373

Caribbean Sea Dreams, 2 bdroom with housekeeper/cook

Montego Bay townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 0 minutes

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$230

Honeycomb Villa, Silver Sands

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$614

Villa Paola Jamaica

Port Antonio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$86

NEGRIL HOTEL LUXURY BOUTIQUE

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

1 of 4 match: Shared indoor pool, Staffed property, Trampoline, Table tennis

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$81

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Shared indoor pool, Staffed property, Trampoline, Table tennis

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Price per night from

$287

SeaShell Villa Partial Ocean View

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Shared indoor pool, Staffed property, Trampoline, Table tennis

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Price per night from

$344

Covenant Stay Guesthouse near Montego Bay & Ochi

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$92

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$138

Beautiful home for nature friends

Negril villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$184

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Shared indoor pool, Staffed property, Trampoline, Table tennis

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Price per night from

$207

cosy farm house

Duncans private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$127

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$803

Standard Room, one king bed OR two Double beds

Negril house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$65

Nickel's Garden Villas

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$118

Luxury Villas with Beautiful Ocean Views

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$895

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Shared indoor pool, Trampoline, Table tennis, Staffed property

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Price per night from

$207

Zyani Boutique Resort Voted #1 Seaside Villa in Ocho Rios Jamaica

Rio Nuevo villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$688

Where the Cliffs and the Beaches Meet

Negril house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

“Home away From Home” This was a family trip. It was four adult women and 3 adult men. We stayed September 14-17 and had a wonderful time at Llantrissant. Ms. Anne, Ms. Paulette, Danny, Benjie, Charma and Barry were all very professional and very accommodating, by the time we left they felt like family. Ms. Anne and Ms. Paulette prepared excellent meals. The house was homey and we all felt right at home. It's an older house but very well kept along with the landscape and beach area. The veranda (which is were we spent most of our time while we were at the house) provided for an excellent view. We loved having the private beach area. Charma (and Barry) walked the yard at night and made us feel very safe. I was a little nervous because you really don't know what to expect when you're communicating through email and over the phone. But Craig and afua were patient with me and answered all of my questions and as soon as we got to Llantrissant the staff put us all at ease. They welcomed us with open arms. We look forward to returning in the future!!

2 of 4 match: Shared indoor pool, Trampoline, Table tennis, Staffed property

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Price per night from

$642

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 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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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...

2 of 4 match: Shared indoor pool, Trampoline, Table tennis, Staffed property

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Price per night from

$975

Chaudhry at Holiday House Montego Bay

Ironshore apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$207

Private Home on 2 Fruited Acres w/ Beautiful Views

Negril house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$92

Bruce Seacastles Vacation Penthouse

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“awesome” arrived at seacastle with a few friends for a girls weekend. The condo was nice,clean and very spacious. Everything was ready when we got there and the owner very courteous and even helped us with an extra night when we missed our flight.the hotel next door had a great bar and we enjoyed our stay very much. I would definitely recommend seacastle for a great relaxation trip

1 of 4 match: Shared indoor pool, Staffed property, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$194

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Shared indoor pool, Trampoline, Table tennis, Staffed property

2 of 4 filters match

Price per night from

$224

Sol Mar Villa

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$505

2-br watervu apt-Seawind onthe Bay,Montego Bay,Jam

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Shared indoor pool, Trampoline, Table tennis, Staffed property

2 of 4 filters match

Price per night from

$213

Responds fast! avg. 54 minutes

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

1 of 4 filters match

Price per night from

$688

Kingsworth BnB

Kingston b&b

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

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Price per night from

$241

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Shared indoor pool, Trampoline, Table tennis, Staffed property

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Price per night from

$276

KINGSTON COTTAGE - Tropical Serenity - B&B

Kingston cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Exceptional service and amenities” Natalee and Barbara provided warm genuine hospitality during our stay. Breakfast was on time and exquisite every morning, a little Jamaican food, a little continental fare, your wish is their command. The facilities were clean, comfortable and the internet access fast. It was as if you were staying in a luxury resort. The hidden secret is the flora, if you like flowers, if you like orchids, you will be delighted in your stay. There are orchids of every color and type in the gardens which are a botanists dream.

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

1 of 4 filters match

Price per night from

$104

Island Treasure Villas

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great, beautiful villa with a great owner!!!!” The villa was just as beautiful as the pictures!! Also there was a miscommunication with the number of guests and the owner was very understanding and handled it promptly. He was very nice and was available when needed. I would recommend this villa 100%!!!

Responds fast! avg. 1 hour 13 minutes

1 of 4 match: Shared indoor pool, Staffed property, Trampoline, Table tennis

1 of 4 filters match

Price per night from

$138

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!

2 of 4 match: Table tennis, Trampoline, Shared indoor pool, Staffed property

2 of 4 filters match

Price per night from

$127

Secrets and Dreams Studio Suite at Strawberry Fields Together!, Jamaica

Robin's Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Shared indoor pool, Trampoline, Table tennis, Staffed property

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Price per night from

$321

Doubloon Villa, large pool and sandy beach at heart of Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Most amazing vacation and service I've ever had” There are so many wonderful things to say about this vacation its hard to consolidate it down :) The house is absolutely amazing. Each bedroom is special and unique and the outdoor living space is more than we could dream of. Hio and Nadine were our chefs and housekeepers and I couldn't say anything better about those two - they made the most delicious food, helped us with any favors or questions we had, and probably made too many trips to the grocery store (and liquor store!) than usual for us! Robert was awesome as the groundskeeper - as soon as it started raining (which probably lasted 5 minutes the entire trip) he would appear out of thin air to get the outdoor seat cushions out of the rain. We had such a great time and it was my husband and mine's first time bringing our friends - its a different kind of vacation, much more authentic and cultural than most are used to so we were a little nervous about how they would like it but everyone agreed - this vacation was amazing. I would highly recommend it to anyone looking for a more relaxing, private, and less touristy vacation spot.

1 of 4 match: Shared indoor pool, Table tennis, Trampoline, Staffed property

1 of 4 filters match

Price per night from

$728

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