Vacation Rentals & Houses in Jamaica

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City Oasis

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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

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

1 of 4 filters match

Price per night from

$230

TWIN PALMS RETREAT - MONTEGO BAY JAMAICA

Montego Bay townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 4 filters match

Price per night from

$414

Turtle Beach Towers Penthouse 3Bdr.

Ocho Rios apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 4 filters match

Price per night from

$230

Perfectly Located Studio Apartment In Ocho Rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 59 minutes

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

1 of 4 filters match

Price per night from

$75

NEGRIL HOTEL LUXURY BOUTIQUE

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

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

1 of 4 filters match

Price per night from

$150

Apartment Treasure -Sandcastles Resort, Ocho Rios

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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

2 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

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

1 of 4 filters match

Price per night from

$345

Garden Oasis 3 bedroom Apt

Kingston apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

1 of 4 filters match

Price per night from

$207

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

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

1 of 4 filters match

Price per night from

$138

Luxury rental with pool

Duncans private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 4 filters match

Price per night from

$146

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$207

Vacation Oasis 2 BR House Gated Community 4295143

Kingston house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

1 of 4 filters match

Price per night from

$104

The palm

Tower Isle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 4 filters match

Price per night from

$115

Villas Sur Mer (1-Bedroom)

Negril cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

1 of 4 filters match

Price per night from

$474

Perfect location in New Kingston (Luxury Apartment)

Kingston apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

1 of 4 filters match

Price per night from

$173

Tropical Vacation Villa, Ocho Rios

Ocho Rios house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 4 filters match

Price per night from

$230

"El Gem"

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 4 filters match

Price per night from

$184

Standard Room, one king bed OR two Double beds

Negril house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 4 filters match

Price per night from

$65

Joy Estate 1

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

1 of 4 filters match

Price per night from

$230

Beautiful 2 bed 2 1/2 bath vacation apartment

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 4 filters match

Price per night from

$139

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$207

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

1 of 4 filters match

Price per night from

$643

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

1 of 4 filters match

Price per night from

$976

Cozy Montego Bay Studio Apartment Jamaica

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Beautiful apartment - Can Not Wait to Come Back” Lovely stay! Really clean apartment great for 2. Store downstairs was so easy to get groceries to make lunch. Alyssa made it into a kingsize bed for us last minute, and she was great arranging a driver to drop us at the airport for our 9am flight. Very cool location, we woke up every morning and walked right across the street to the beach. (Theres a free local beach if you keep walking to the left, but Docs Cave was worth the 5 bucks) Best part is everything you need you can walk to. The building is old but the apartment made up for it- we saw a couple others with their doors open and we felt lucky to get an updated one. And we got beach towels provided. Cant wait to go back. Thanks alyssa

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

1 of 4 filters match

Price per night from

$114

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

1 of 4 filters match

Price per night from

$270

Chaudhry at Holiday House Montego Bay

Ironshore apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 4 filters match

Price per night from

$207

Gorgeous Oceanview Condo Montego Bay Jamaica

Montego Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“A great place to stay!” We spent three wonderful days at alyssa's Condo in the heart of Montego Bay. It is in a quiet, gated community, with a 1 minute walk to Doctor's Cave beach. What more could you ask for? The condo is clean, and everything stated in her description is accurate. Alyssa is easily contacted and has a very pleasant demeanor. When we left her condo to continue the rest of our vacation in another parish, an iphone was left behind. Alyssa immediately contacted her cleaning lady and the iphone was left with the reception. We picked up the iphone 4 days later. Thank you alyssa for being so accommodating and we would definitely like to stay with you again on our next visit. Highly recommended!!

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

1 of 4 filters match

Price per night from

$332

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

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

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

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

2 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, Private indoor pool, Shared outdoor pool (unheated), Table tennis

2 of 4 filters match

Price per night from

$224

1 Bedroom Condo in Bloody Bay Negril, Jamaica

Negril apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Heaven on EARTH!!!!” After reading numerous reviews I went into this rental with a very open mind especially after such positive interactions with the owners Kevin & Lisa. They communicated effectively regarding any and all transactions, support while staying there, as well as overall feedback needed at any timeframe. Upon arrival Dale was awesome as well as security which was above and beyond and helpful. The property itself left me speechless. There are updates throughout and I never felt that I lacked anything that any resort had to offer ; in fact there were more amenities; i.e. washer/dryer, surplus of dishes, numerous satellite channels, SONY IPOD, overall comfortable home setting. The residential area was quiet, peaceful and the beach amazing. The condo was stocked with more than enough linens & towels and I have never felt so much at "home" away from "home". Cabs are plentiful and it is about a 5-10 minute to town etc. but if you truly want to relax, avoid the busy day/nightlife escape to this rental and then venture out for the above. You have my word you will NOT be disappointed. I am definitely looking into renting again and I will also post pictures as well as video on my YouTube page: C Dioume

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

1 of 4 filters match

Price per night from

$132

Signature's 21 @ the Country Club

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“beautiful escape” My friend and I recently stayed here and we loved it. The owner bancroft is very friendly and goes out of his way to accommodate his guest. He emailed me with the latest updates about the place and had a very helpful security guard. The security guard was also helpful with giving us directions to get around Jamaica. I absolutely recommend tho place, the view is spectacular. The stairs to the place is a little steer but just be careful. I'll definitely stay here again!!!

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

1 of 4 filters match

Price per night from

$106

Villaggio Del Sol

Ocho Rios apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 4 filters match

Price per night from

$373

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