Vacation Rentals & Houses in Jamaica

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1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$47

Scenic/Spacious two Bedrooms Apartment Rental

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$64

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: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$373

Villa Paola Jamaica

Port Antonio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$86

NEGRIL HOTEL LUXURY BOUTIQUE

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$81

Apartment Treasure -Sandcastles Resort, Ocho Rios

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$230

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Private fishing lake or river, Private outdoor pool (heated), Climbing frame, Sea view

2 of 4 filters match

Price per night from

$287

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$138

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$207

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$804

Joy Estate 1

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$230

Shotover Gardens Estate - cottage with pool

Port Antonio log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Climbing frame, Private fishing lake or river, Sea view, Private outdoor pool (heated)

1 of 4 filters match

Price per night from

$58

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Private fishing lake or river, Private outdoor pool (heated), Sea view, Climbing frame

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

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

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Price per night from

$689

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!!

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$643

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: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 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...

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 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: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$167

Out of the Blue Villa

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 4 match: Private fishing lake or river, Sea view, Climbing frame, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$1,148

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: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$144

“Great place to stay!” I stayed here with my boyfriend this past week and we really enjoyed Point Village and the studio Domingos rented to us! The studio itself has a working stove, fridge, tv, air conditioner, and fan (plus wifi if you ask). Point Village is great because it is at the start of the 7 mile beach and is on private property so you will not be bothered on the beach, or anywhere else. It is quieter than what I saw of the rest of 7 mile beach and certainly more secluded. You can easily walk down the beach to a number of restaurants or bars or hop in a taxi to take to the west end. Personally, I loved it because it felt more like a community and home than any of the hotels we could have stayed at. Domingos was also a very gracious host who was always available and very willing to provide help and advice, or a drink! Nevertheless, it is a used-to-be resort that went bankrupt a couple of years ago so some parts of it are not that well maintained. If you are the type of person who loves or needs to stay at an all-inclusive resort this may not be the best fit for you. Another thing to keep in mind is it is next door to hedonism (a resort for mostly middle-aged nudes) and so on some parts of the property you can hear their music playing late at night (but for the most part it is very quiet). Regardless, I would certainly stay here, or in any of the other apartments in Point Village, the next time I visit.

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$127

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: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

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: Private fishing lake or river, Private outdoor pool (heated), Sea view, Climbing frame

1 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: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$505

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

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 4 match: Private fishing lake or river, Private outdoor pool (heated), Sea view, Climbing frame

1 of 4 filters match

Price per night from

$213

2 Bedroom In Stonebrook Estate, Falmouth, Jamaica

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$115

Responds fast! avg. 54 minutes

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$689

carib apartments mahogany beach ocho rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Private fishing lake or river, Private outdoor pool (heated), Sea view, Climbing frame

1 of 4 filters match

Price per night from

$87

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$92

Williams Place Falmouth Trelawny Jamaica

Falmouth villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$173

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Private fishing lake or river, Private outdoor pool (heated), Sea view, Climbing frame

1 of 4 filters match

Price per night from

$276

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$87

Edgewater Beach Villa - Ocho Rios - Oceanfront Villa

Ocho Rios villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$1,125

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: Private fishing lake or river, Private outdoor pool (heated), Sea view, Climbing frame

1 of 4 filters match

Price per night from

$138

2 Bedroom Apt, 6 Minutes away from Airport Montego Bay

Montego Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Looks exactly like the pics.” I would stay here every trip to Mo Bay!!! The owner met me at the airport on time, was friendly and offered a ride. Since I already had a ride we followed him to the property. If I was not with a local I would of got lost for it was several twist and turns before entering the locked gates of the property. Close drive to everything. The neighbors were friendly. As I entered the 3rd floor apartment it felt like home. Every room looks like the pictures posted. We were provided pots, utensils, plates, drinks (liquor), wifi, cable, stereo system, telephone, linens, basically everything as if you were home except for food. Ac is only in the master bedroom however there was a breeze during the day (please note I traveled in October when it is much cooler in Jamaica). The first day I took a cold shower but the rest of the days I had hot water. I like nice views and I could see the ocean from the living room. Thanks Ian!!!

Responds fast! avg. 3 hours 53 minutes

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$80

Chill-in-Negril (NEGRILCONDO)

Negril apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 1 minutes

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$98

2 Bedroom Villa Across from Beach in Bluefields.

Bluefields house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$81

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

Robin's Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Sea view

1 of 4 filters match

Price per night from

$322

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