Vacation Rentals & Houses in Jamaica

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Serene Room 2

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Fax machine, Shared outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$75

The Hugh Suite

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Fax machine, Shared outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$81

City Oasis

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$63

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 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 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 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$230

TWIN PALMS RETREAT - MONTEGO BAY JAMAICA

Montego Bay townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$413

Turtle Beach Towers Penthouse 3Bdr.

Ocho Rios apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$230

Drax Hall Country Club's Sweet Escape

Ocho Rios house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$127

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 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$75

Drax Hall - Coconut Walk

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$149

Apartment Treasure -Sandcastles Resort, Ocho Rios

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$231

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

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Price per night from

$287

Garden Oasis 3 bedroom Apt

Kingston apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$207

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Fax machine, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$138

Luxury rental with pool

Duncans private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$146

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Fax machine, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 3 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 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$104

The palm

Tower Isle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$115

Villas Sur Mer (1-Bedroom)

Negril cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$474

Perfect location in New Kingston (Luxury Apartment)

Kingston apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$172

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Fax machine, Shared outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$803

Tropical Vacation Villa, Ocho Rios

Ocho Rios house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$230

"El Gem"

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 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 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$65

Joy Estate 1

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$230

Nickel's Garden Villas

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Fax machine, Shared outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$118

Beautiful 2 bed 2 1/2 bath vacation apartment

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$139

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$207

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 3 match: Fax machine, Shared outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 3 filters match

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...

1 of 3 match: Fax machine, Shared outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$975

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 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 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 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$270

Chaudhry at Holiday House Montego Bay

Ironshore apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$207

Private Home on 2 Fruited Acres w/ Beautiful Views

Negril house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Fax machine, Shared outdoor pool (unheated), Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$92

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 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 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 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 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 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 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 3 match: Golf course on site or within 15 min walk, Fax machine, Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$194

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