Vacation Rentals & Houses in Jamaica

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NEGRIL HOTEL LUXURY BOUTIQUE

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$81

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private indoor pool, City breaks, Climbing frame

2 of 3 filters match

Price per night from

$287

A spacious property awaits you!

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$81

Vacation Oasis 2 BR House Gated Community 4295143

Kingston house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$104

Perfect location in New Kingston (Luxury Apartment)

Kingston apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$172

Tropical Vacation Villa, Ocho Rios

Ocho Rios house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$230

The Havendale Vacation Haven

Kingston house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$75

Nickel's Garden Villas

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$117

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: City breaks, Private indoor pool, Climbing frame

1 of 3 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 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$689

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: Private indoor pool, Climbing frame, City breaks

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: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$975

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: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

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: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$80

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: Private indoor pool, Climbing frame, City breaks

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: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$270

Out of the Blue Villa

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: City breaks, Private indoor pool, Climbing frame

1 of 3 filters match

Price per night from

$1,148

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: Private indoor pool, Climbing frame, City breaks

1 of 3 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 3 match: City breaks, Private indoor pool, Climbing frame

1 of 3 filters match

Price per night from

$224

Nice Bungalow

Old Harbour b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

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: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

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: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$114

Morgan's Retreat 2 BR House Gated Community near KGN and Portmore

Portmore house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 19 minutes

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$86

Hill Top Kingston Jamaica

Kingston b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“Awesome place” I went to Hill Top with my Family last year and it was awesome, the staff were so nice to my kids, the place was clean and nice. The view there was spectacular, especially in the nights.

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$114

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

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 3 match: City breaks, Private indoor pool, Climbing frame

1 of 3 filters match

Price per night from

$213

Responds fast! avg. 54 minutes

1 of 3 match: City breaks, Climbing frame, Private indoor pool

1 of 3 filters match

Price per night from

$689

carib apartments mahogany beach ocho rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: City breaks, Private indoor pool, Climbing frame

1 of 3 filters match

Price per night from

$87

Kingsworth BnB

Kingston b&b

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$241

GREAT LOCATION!! RUNAWAY BAY JAMAICA APARTMENT

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$75

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: City breaks, Private indoor pool, Climbing frame

1 of 3 filters match

Price per night from

$276

KINGSTON COTTAGE - Tropical Serenity - B&B

Kingston cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Exceptional service and amenities” Natalee and Barbara provided warm genuine hospitality during our stay. Breakfast was on time and exquisite every morning, a little Jamaican food, a little continental fare, your wish is their command. The facilities were clean, comfortable and the internet access fast. It was as if you were staying in a luxury resort. The hidden secret is the flora, if you like flowers, if you like orchids, you will be delighted in your stay. There are orchids of every color and type in the gardens which are a botanists dream.

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$104

Portmore Entire Safe Apartment

Jamaica house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$69

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 3 match: City breaks, Private indoor pool, Climbing frame

1 of 3 filters match

Price per night from

$138

1 BD / 1 BR Luxury Apartment

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$104

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 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$80

Kingston Vacation

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$69

Tropical Dreams: Sunny, picturesque, Large and Beautiful Frontroom

Kingston private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Wonderful place to be!” We were looking for more of a cultural experience and this was a wonderful place to start! Vivienne and Lloyd are amazing and we so enjoyed the time we had with them. We are already planning another vacation and will definitely be staying here again when in Kingston!! Our new home away from home!! Thanks again Viv and Lloyd for such great hospitality!!!

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$52

Chill-in-Negril (NEGRILCONDO)

Negril apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 1 minutes

1 of 3 match: Private indoor pool, Climbing frame, City breaks

1 of 3 filters match

Price per night from

$98

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