Vacation Rentals & Houses in Jamaica

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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: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

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: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$230

1 of 4 match: Clothes dryer, Shared indoor pool, Table tennis, Private outdoor pool (unheated)

1 of 4 filters match

Price per night from

$917

Penny-wise/Pound-wise in Kingston!!

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$64

The Inn at 6

Kingston townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$459

TEST PROPERTY

Port Royal chalet

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 4 match: Clothes dryer, Shared indoor pool, Table tennis, Private outdoor pool (unheated)

1 of 4 filters match

Price per night from

$246

NEGRIL HOTEL LUXURY BOUTIQUE

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

1 of 4 match: Clothes dryer, Shared indoor pool, Private outdoor pool (unheated), Table tennis

1 of 4 filters match

Price per night from

$81

Drax Hall - Coconut Walk

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$150

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Clothes dryer, Shared indoor pool, Private outdoor pool (unheated), Table tennis

1 of 4 filters match

Price per night from

$287

SeaShell Villa Partial Ocean View

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Clothes dryer, Table tennis

2 of 4 filters match

Price per night from

$345

Strathairn116

Kingston house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$97

1 Bedroom Apt (Casa Pinto Guest Apartment) Kgn, JA

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 45

Responds fast! avg. 3 hours 54 minutes

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$91

Your Own Apartment In The City.... Kingston Lilac

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 15 minutes

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$52

Garden Oasis 3 bedroom Apt

Kingston apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$207

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Clothes dryer, Shared indoor pool, Private outdoor pool (unheated), Table tennis

1 of 4 filters match

Price per night from

$207

Royal View Villa

Silver Sands villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$1,125

Village Maria~ A true Jamaican villa experience Beachfront

Montego Bay house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 4 match: Clothes dryer, Shared indoor pool, Table tennis, Private outdoor pool (unheated)

1 of 4 filters match

Price per night from

$861

Perfect location in New Kingston (Luxury Apartment)

Kingston apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$173

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 4 match: Shared indoor pool, Table tennis, Clothes dryer, Private outdoor pool (unheated)

2 of 4 filters match

Price per night from

$804

Tropical Vacation Villa, Ocho Rios

Ocho Rios house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$230

Experience Jamaica Like a Native!

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$144

Joy Estate 1

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$230

Calming Waters Riverside Villa & Yoga Retreat

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Shared indoor pool, Table tennis, Clothes dryer, Private outdoor pool (unheated)

2 of 4 filters match

Price per night from

$201

Luxury Villas with Beautiful Ocean Views

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Clothes dryer, Shared indoor pool, Table tennis, Private outdoor pool (unheated)

1 of 4 filters match

Price per night from

$896

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Clothes dryer, Shared indoor pool, Private outdoor pool (unheated), Table tennis

1 of 4 filters match

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

2 of 4 match: Shared indoor pool, Table tennis, Clothes dryer, Private outdoor pool (unheated)

2 of 4 filters match

Price per night from

$689

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.

1 of 4 match: Clothes dryer, Shared indoor pool, Table tennis, Private outdoor pool (unheated)

1 of 4 filters match

Price per night from

$230

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: Private outdoor pool (unheated), Shared indoor pool, Clothes dryer, Table tennis

2 of 4 filters match

Price per night from

$643

Scotch on the Rocks Villa, Ocho Rios, Jamaica

Ocho Rios villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“Great Family Vacation” Excellent facilities, wonderful staff with extraordinary cook, food exceeded expectations as well as accommodating children's requests. Pool, kayaks and snorkeling gear provided, we took kids fins and goggles. Would not hesitate to return.

2 of 4 match: Shared indoor pool, Table tennis, Clothes dryer, Private outdoor pool (unheated)

2 of 4 filters match

Price per night from

$2,005

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.

2 of 4 match: Shared indoor pool, Table tennis, Clothes dryer, Private outdoor pool (unheated)

2 of 4 filters match

Price per night from

$827

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...

3 of 4 match: Shared indoor pool, Clothes dryer, Private outdoor pool (unheated), Table tennis

3 of 4 filters match

Price per night from

$976

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: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$167

Beautiful Exotic Tropical Paradise - Townhouse in

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Just wow!” Very pleasantly surprised with the modern conveniences and comfort of this home in paradise. The location was central and easy to find. This will definitely be the way to spend vacations as opposed to a resort. Very relaxing. Well taken care of grounds and pool. Highly recommend.

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$270

Out of the Blue Villa

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$1,148

Chaudhry at Holiday House Montego Bay

Ironshore apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$207

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: Clothes dryer, Shared indoor pool, Private outdoor pool (unheated), 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

1 of 4 match: Clothes dryer, Shared indoor pool, Private outdoor pool (unheated), Table tennis

1 of 4 filters match

Price per night from

$224

Retreat Plantation House, near Negril, Jamaica

Negril villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Fantastic get-away outside of Negril proper” The Retreat Plantation House is a picturesque villa in "Retreat", Westmoreland Parish, situated on a hillside overlooking acres of sugar cane fields on what is a still operational plantation. Although at times the tranquil surroundings may transport you to another century, the villa is newly refurbished and replete with the necessities of modern living. The three bedrooms easily accommodate 7, and our large group of 9 was quite comfortable throughout our stay. If you are looking for a respite from the gauche touristy atmosphere of the all-inclusive resorts on 7 mile, then Retreat is ready to oblige with a more relaxed, authentic, local Jamaican feel. If your vacation contemplates forays into town and the beach, then Retreat is also well suited (it's a 15-20 min. cab ride to the action, at about $2 USD per person, day rate. Renting a car is also feasible).

1 of 4 match: Private outdoor pool (unheated), Shared indoor pool, Table tennis, Clothes dryer

1 of 4 filters match

Price per night from

$115

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