Vacation Rentals & Houses in Jamaica

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1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$47

Scenic/Spacious two Bedrooms Apartment Rental

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$64

XL villa- garden of Eden and yet minutes away from ocean

Orange Bay villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$104

Oaklands Townhouse

Kingston townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$173

Honeycomb Villa, Silver Sands

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$614

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$917

Thriller Villa

Negril private room

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$92

Skankaheights Long Bay Portland Jamaica.

Long Bay house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$58

Ocean Front Modern Studio Hip Strip Beach Mobay

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 57 minutes

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$171

Apartment Treasure -Sandcastles Resort, Ocho Rios

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$230

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Car not required, Shared indoor pool, Climbing frame

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Price per night from

$287

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 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$52

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$138

The Oasis I, Portmore Country Club

Portmore house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$103

The Havendale Vacation Haven

Kingston house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$75

"El Gem"

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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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: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$65

Calming Waters Riverside Villa & Yoga Retreat

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$201

Shotover Gardens Estate - cabin with pool

Port Antonio log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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$35

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Car not required, Shared indoor pool, Climbing frame

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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 3 match: Climbing frame, Shared indoor pool, Car not required

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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 3 match: Climbing frame, Shared indoor pool, Car not required

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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 3 match: Climbing frame, Shared indoor pool, Car not required

1 of 3 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 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$976

2 Bedroom Luxury Apartment, (Casa Tianna Kingston)

Kingston apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 54 minutes

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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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 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$80

Out of the Blue Villa

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Shared indoor pool, Climbing frame, Car not required

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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 3 match: Climbing frame, Shared indoor pool, Car not required

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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: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$127

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 3 match: Climbing frame, Shared indoor pool, Car not required

1 of 3 filters match

Price per night from

$69

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Car not required, Shared indoor pool, Climbing frame

1 of 3 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 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$132

Wheelhouse at Tryall 6 Bedroom fully staffed Villa

Sandy Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$2,460

June Plum Cottage

Falmouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$114

Nice Bungalow

Old Harbour b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$109

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 3 match: Climbing frame, Shared indoor pool, Car not required

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Price per night from

$106

Chill on the hill..free wi fi

Ocho Rios apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“LOOK NO FURTHER” Do not look any further! This is the place to be! The Biggs brothers will take really good care of you, and make sure every single need is met. The condo is gigantic, has two floors, 2 1/2 bathrooms, a gazebo patio off the living room, and a HUGE open terrace, on the 2nd floor. Both ensuite bedrooms are on that second level. The upper deck, has a clear view of the Caribbean sea, table and chairs, and pads to sit on. Please bring them inside when you are done, so they stay nice, for others. Its a massive condo, and has a very well stocked kitchen. We cooked dinner twice, but we sure enjoyed our morning Blue mountain coffee, every morning, taking in these VIEWS! WI-FI worked perfectly, there is cable TV for evenings in, and even better, the sound system tunes into IRIE-FM or any station you choose. Harry came to fix a lock and bring us s brand new coffee pot, and he did it immediately! They will not "drag their feet, like other renters. Phillip & Harry were both there to greet us, and help carry in our bags and groceries. The tour was efficient and thorough. The bureau's for your clothes is gorgeous cedar as is the headboard on the bed. There is ample closet space in both bathroom areas, to hang dresses or clothes you do not want wrinkled. Yes, they have an ironing board too, in case that happens. The view is fantastic, and one day, a cruise ship came in, and we had front row seats. June has less cruise ships, so that is the time, to experience DUNNS RIVER FALLS, and enjoy it with 20 people, as opposed to hundreds of people. Traveling "off season", has its perks! There are (5) pools around this rambling complex, of gardens and steps. We used the one closest to the condo, a few times. If you have any issue with the pool, call the number on the sheet they leave, and literally, in (5) minutes, someone will be there. Our son, age 20 was traveling with my husband and I. Trip Advisor does not have a "drop-down", to click traveling with FAMILY. The stairs could be a challenge for wheel chairs, but other than that, the walk is doable. We are NEVER going to rent from anyone else, and neither should you. Harry came back (2) days before we left, to return our security deposit, so there is no issue with that. We are very neat and clean, so we swept and mopped, and took out the garbage, put every dish away. Its called RESPECT, and since we got it from these brothers, we returned the vibe. We also made sure to "pay it forward", and leave toilet paper, and garbage bags, for the next LUCKY RENTER! I am telling you, LOOK NO FURTHER. Even if you read negative reviews in other condos in this complex, you will NOT have any issues, with APARTMENT 2-A in PHASE 4. We rented a car, so we covered the entire North Coast, and visited many beaches. If you have a vehicle, I am going to recommend that you have to go to SUGAR POT BEACH. Its a secret place, down a dirt road, behind Rio Nuevo gas station. "off the beaten path", is where you find the best places. This is one of them. When you follow this dirt road to the sea, the beach is spectacular, private, has shady parking, and the bar area, is made of stone and drift wood. The restaurant is adorable and they have many choices of island delights! The food is to die for. I ate curry conch two days in a row, and it was the best I ever had! I have eaten it in every parish on this island, over 29 years. The curry goat was also fresh and very seasoned. I want to take this time to thank Phillip, Clayton & Harry Biggs. They were the nicest, most responsible, caring renters, we have ever come upon. We loved their vibes, and honest to God, you will too! They work together, and call the condo phone, to make sure, everything is going well. They REALLY want your trip to leave you feeling IRIE. Best 16 days in JAMAICA, ever! THANK YOU FROM THE BOTTOM OF OUR IRIE HEARTS, and see you next time, for sure!

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

1 of 3 filters match

Price per night from

$114

Vacation rental Jamaica home away from home enjoy a quiet community

Spanish Town apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Climbing frame, Shared indoor pool, Car not required

1 of 3 filters match

Price per night from

$92

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