Vacation Rentals & Houses in Jamaica

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A YAH SO NICE ( free WIFI & NETFLIX)

Kingston house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$115

1 of 3 match: Mountain Views, Shared indoor pool, Private pool

1 of 3 filters match

Price per night from

$917

The Inn at 6

Kingston townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$459

TEST PROPERTY

Port Royal chalet

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 3 match: Mountain Views, Shared indoor pool, Private pool

1 of 3 filters match

Price per night from

$246

NEGRIL HOTEL LUXURY BOUTIQUE

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$81

Drax Hall - Coconut Walk

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$150

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

1 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 pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$81

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

1 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: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$104

Village Maria~ A true Jamaican villa experience Beachfront

Montego Bay house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Mountain Views, Shared indoor pool, Private pool

1 of 3 filters match

Price per night from

$861

The Oasis I, Portmore Country Club

Portmore house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$102

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Shared indoor pool, Mountain Views, Private pool

2 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: Private pool, Shared indoor pool, Mountain Views

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 pool, Shared indoor pool, Mountain Views

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Price per night from

$75

Joy Estate 1

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

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: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$117

Calming Waters Riverside Villa & Yoga Retreat

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Mountain Views, Shared indoor pool, Private pool

1 of 3 filters match

Price per night from

$201

Luxury Villas with Beautiful Ocean Views

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Mountain Views, Shared indoor pool, Private pool

1 of 3 filters match

Price per night from

$895

Shotover Gardens Estate - cottage with pool

Port Antonio log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Shared indoor pool, Mountain Views, Private pool

2 of 3 filters match

Price per night from

$58

Shotover Gardens Estate - cabin with pool

Port Antonio log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$35

Zyani Boutique Resort Voted #1 Seaside Villa in Ocho Rios Jamaica

Rio Nuevo villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Mountain Views, Shared indoor pool, Private pool

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Price per night from

$689

Whistling Villa-Most Affordable Private Villa with pool In Runaway Bay Jamaica

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Affordable, spacious and near luxurious.” Visited Whistling Villa May 16th - 23rd with 4 friends. I chose this villa primarily because of proximity to attractions in Ocho Rios and Runaway Bay. Osburn always responded to my emails within minutes of sending them, which was comforting. I stayed at another property owned by him, and therefore trusted him. General: The villa was almost too large for 5 friends, but we each had our own space. The layout of the villa maximized the space so that the living area was extremely large. It was clean and well decorated but not so much so that you are aware that you're on an island villa; it had a really cozy feeling. Housekeeper: We had a cook!! We begged her to come home with us. Dorothy made everything we asked for and on the days we asked her to surprise us, we had heavenly meals! Breakfast was always prompt and we had breakfast in the outdoor dining area near to the pool. Pool: At the deepest end, the pool was 8ft deep. It was large and with 5 of us in the pool at the same time, we were not crowded. Bedrooms: The bedrooms were large with en suite bathrooms, a small television with cable TV, closet, air condition and dresser. It was clean and cozy. The bed sheets were outdated, but who goes to Jamaica to stay in bed right? Groundskeeper: Chris, who's the grounds man, kept the property clean and most mornings when he woke up to rake the grass, I interrupted him for some chit chat. He's soft spoken and extremely helpful, always asking if we needed anything. Amenities: We celebrated one birthday while there, and needed some music, but the reception on the radio was a bit poor and had static, so walk with many CDs. Wifi was strong in most areas, but weakest in the bedrooms. Appliances were as expected for an island villa.

2 of 3 match: Shared indoor pool, Mountain Views, Private pool

2 of 3 filters match

Price per night from

$230

Scotch on the Rocks Villa, Ocho Rios, Jamaica

Ocho Rios villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“Great Family Vacation” Excellent facilities, wonderful staff with extraordinary cook, food exceeded expectations as well as accommodating children's requests. Pool, kayaks and snorkeling gear provided, we took kids fins and goggles. Would not hesitate to return.

1 of 3 match: Mountain Views, Shared indoor pool, Private pool

1 of 3 filters match

Price per night from

$2,004

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: Mountain Views, Shared indoor pool, Private pool

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...

2 of 3 match: Shared indoor pool, Mountain Views, Private pool

2 of 3 filters match

Price per night from

$975

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 3 match: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$167

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 pool, Shared indoor pool, Mountain Views

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 pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$80

Out of the Blue Villa

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Mountain Views, Shared indoor pool, Private pool

1 of 3 filters match

Price per night from

$1,148

Chaudhry at Holiday House Montego Bay

Ironshore apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

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: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$92

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: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$144

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$224

Retreat Plantation House, near Negril, Jamaica

Negril villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Fantastic get-away outside of Negril proper” The Retreat Plantation House is a picturesque villa in "Retreat", Westmoreland Parish, situated on a hillside overlooking acres of sugar cane fields on what is a still operational plantation. Although at times the tranquil surroundings may transport you to another century, the villa is newly refurbished and replete with the necessities of modern living. The three bedrooms easily accommodate 7, and our large group of 9 was quite comfortable throughout our stay. If you are looking for a respite from the gauche touristy atmosphere of the all-inclusive resorts on 7 mile, then Retreat is ready to oblige with a more relaxed, authentic, local Jamaican feel. If your vacation contemplates forays into town and the beach, then Retreat is also well suited (it's a 15-20 min. cab ride to the action, at about $2 USD per person, day rate. Renting a car is also feasible).

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$115

June Plum Cottage

Falmouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$114

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 pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$106

"Live Like a Local in Jamaica"

Ocho Rios house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Private pool, Shared indoor pool, Mountain Views

1 of 3 filters match

Price per night from

$49

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