Vacation Rentals & Houses in Jamaica

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Beautiful 2 bed 2 1/2 bath vacation apartment

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

1 of 4 filters match

Price per night from

$139

Luxury Villas with Beautiful Ocean Views

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$892

Cattleya's Executive Suite-Kingsway

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$92

Chateau Gloria Luxury Villa

Ironshore villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$833

Coral Cottage Jamaica - Caribbean Seaside Villa

Little Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$401

Coral Cottage Jamaica - Seaside Bed & Breakfast

Little Bay b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$149

Honeycomb Villa, Silver Sands

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$612

Drax Hall Country Club's Sweet Escape

Ocho Rios house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$126

The Inn at 6

Kingston townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$458

NEGRIL HOTEL LUXURY BOUTIQUE

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

1 of 4 match: Nightlife, Grill, Shared indoor pool, Table tennis

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Price per night from

$80

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Nightlife, Grill, Shared indoor pool, Table tennis

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Price per night from

$286

Lovely 2 bedroom in Kingston City

Kingston apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$126

Paradise Palms Jamaica Villa

Montego Bay house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 35 minutes

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$116

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$801

Reef Winds Villa

Runaway Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 28 minutes

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$372

Morning Glory Villas near Dunn's River

Mammee Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$188

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Nightlife, Grill, Shared indoor pool, Table tennis

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Price per night from

$206

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

Rio Nuevo villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$858

Whistling Villa-Most Affordable Private Villa with pool In Runaway Bay Jamaica

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Affordable, spacious and near luxurious.” Visited Whistling Villa May 16th - 23rd with 4 friends. I chose this villa primarily because of proximity to attractions in Ocho Rios and Runaway Bay. Osburn always responded to my emails within minutes of sending them, which was comforting. I stayed at another property owned by him, and therefore trusted him. General: The villa was almost too large for 5 friends, but we each had our own space. The layout of the villa maximized the space so that the living area was extremely large. It was clean and well decorated but not so much so that you are aware that you're on an island villa; it had a really cozy feeling. Housekeeper: We had a cook!! We begged her to come home with us. Dorothy made everything we asked for and on the days we asked her to surprise us, we had heavenly meals! Breakfast was always prompt and we had breakfast in the outdoor dining area near to the pool. Pool: At the deepest end, the pool was 8ft deep. It was large and with 5 of us in the pool at the same time, we were not crowded. Bedrooms: The bedrooms were large with en suite bathrooms, a small television with cable TV, closet, air condition and dresser. It was clean and cozy. The bed sheets were outdated, but who goes to Jamaica to stay in bed right? Groundskeeper: Chris, who's the grounds man, kept the property clean and most mornings when he woke up to rake the grass, I interrupted him for some chit chat. He's soft spoken and extremely helpful, always asking if we needed anything. Amenities: We celebrated one birthday while there, and needed some music, but the reception on the radio was a bit poor and had static, so walk with many CDs. Wifi was strong in most areas, but weakest in the bedrooms. Appliances were as expected for an island villa.

Responds fast! avg. 20 minutes

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$229

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: Nightlife, Shared indoor pool, Grill, Table tennis

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Price per night from

$641

Briarwood Rose

Falmouth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Winter getaway-Jazzfest” The Residences at Briarwood, we recently stayed there in January 2014, It is one of Jamaica's best kept secrets, The owners Baron and Charmaine was most accommodating, kind, and pleasant, they made sure that we had an enjoyable time. this is the first time in 20 years I have not stayed in a non all Inclusive, this stay was a far better one. The beach is a 5 minutes transportation to Falmouth 2 miles away is inexpensive. I am looking forward many more stays in the future , love it , love it ,love it

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$166

2 Bedroom Luxury Apartment, (Casa Tianna Kingston)

Kingston apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 54 minutes

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$132

1 Bedroom Luxury Apartment, (Casa Tianna Kingston)

Kingston apartment

  • 1 bedroom
  • 3 bathrooms
  • sleeps 2

“Very good” The accommodation was very good. Very Luxurious and safe.Being that it was my first time to Kingston I was naturally nervous about safety but Kevin went out of his way to make sure I felt very safe. I was picked up by a driver once I landed at the airport and taken straight to the beautiful accommodation. I will definitely be staying there every time I come to Jamaica

Responds fast! avg. 3 hours 54 minutes

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

1 of 4 filters match

Price per night from

$79

Private Home on 2 Fruited Acres w/ Beautiful Views

Negril house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$92

Morning Glory near Dunn's River & Dolphin Cove

Ocho Rios villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

“Absolutely Mindblowing!!!!” I cannot begin to describe the experience other than mind blowing! Morning Glory is part of a 'Gated' community with access to residents only. It is located next to the RUI in Mammies Bay but I am so glad that opted for this location. The villas were spacious and beautiful. Each window had open ventilation covered with netting to prevent our friendly mosquitos from visiting. The grounds were picturesque and the service was way beyond what I could ever imagine. There is a private beach a stones throw away with bar, restaurant, gift shop and showering facilities. Please don't think for one second that I am flowering this up... It is an experience that needs to be experienced. Claude, Geraldine and the team, I cannot thank you enough!!!

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$446

STUNNING 2 bed 2 bath beach front condo..making your Caribbean dream a reality

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Great Condo, Great Location” First time we have rented a condo from an owner through FlipKey. Everything from reservation confirmation, payment etc was very smooth. When we arrived on site the outside of the Towers was disappointing, but very common in tropical climates. But all was overlooked when we walked into the suite. So very nice, clean, clean, clean. Lots of room for my husband and I, as well as a daughter. Close to the beach, restaurants, shopping and taxis. The suite had everything you need. Reliable internet, fully equipped kitchen, tv in living room and master bedroom. Millicent met us on arrival and showed us around the suite as well as explained beach access etc. We had a great vacation and would definitely recommend this location. I was also impressed when the owner , Kenita came to say goodbye when we left. It was a pleasure to meet her. We hope to be back one day.

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

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Price per night from

$145

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: Nightlife, Grill, Shared indoor pool, Table tennis

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Price per night from

$194

mango ridge backpackers retreat

Port Antonio cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“True experience of what you envision heaven to be” The personalized service was beyond expectation, from the fishes in the home made pond, the birds in the trees, the animals in the distance, being able to watch the stars from your bedroom, and the boats as they come and go in the harbour was a breathtaking experience. The fact I could walk to the town, to the supermarket, the craft markets and other stores made my experience less challenging and more adventorous. Overall it was a great experience. Will be taking my family there next year

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

1 of 4 filters match

Price per night from

$69

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Nightlife, Shared indoor pool, Grill, Table tennis

2 of 4 filters match

Price per night from

$223

June Plum Cottage

Falmouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

1 of 4 filters match

Price per night from

$114

Nice Bungalow

Old Harbour b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

1 of 4 filters match

Price per night from

$109

Vacation rental Jamaica home away from home enjoy a quiet community

Spanish Town apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

1 of 4 filters match

Price per night from

$92

Sol Mar Villa

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

1 of 4 filters match

Price per night from

$504

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

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Nightlife, Shared indoor pool, Grill, Table tennis

2 of 4 filters match

Price per night from

$212

High View Villa

Montego Bay villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

1 of 4 filters match

Price per night from

$687

Private 2 bed Hill Top Villa to rent rural Jamaica

Santa Cruz villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

1 of 4 filters match

Price per night from

$65

Beautiful Yellowbird Villa

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

1 of 4 filters match

Price per night from

$481

Casa De Mar === Waterfront Villa Rental

Blue Mountains National Park villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 4 match: Nightlife, Shared indoor pool, Table tennis, Grill

1 of 4 filters match

Price per night from

$1,001

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