Vacation Rentals & Houses in Jamaica

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Calming Waters Riverside Villa & Yoga Retreat

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$200

Luxury Villas with Beautiful Ocean Views

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$890

Luxurious Beachfront Villa Paradiso - 5 Staff with Coach and Driver

Ocho Rios villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 18

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$2,168

Hotel Tropik Leadonna

Rose Hall hotel apartment

  • 29 bedrooms
  • 29 bathrooms
  • sleeps 50

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$86

Hils Court Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$741

Luxury & Tranquility Private beach & Golf course!

Runaway Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 53 minutes

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$400

Chateau Gloria Luxury Villa

Ironshore villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$831

Coral Cottage Jamaica - Seaside Bed & Breakfast

Little Bay b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Climbing frame, Bicycles available, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$149

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$912

Thriller Villa

Negril private room

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Private outdoor pool (unheated), Climbing frame, Bicycles available

1 of 3 filters match

Price per night from

$92

TEST PROPERTY

Port Royal chalet

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$245

Drax Hall - Coconut Walk

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Private outdoor pool (unheated), Climbing frame, Bicycles available

1 of 3 filters match

Price per night from

$149

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$286

Village Maria~ A true Jamaican villa experience Beachfront

Montego Bay house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$856

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$799

Joy Estate 1

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 3 match: Private outdoor pool (unheated), Climbing frame, Bicycles available

1 of 3 filters match

Price per night from

$229

Geddes Great House Health and Wellness Farm

St. Ann's Bay house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$2,861

Reef Winds Villa

Runaway Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 28 minutes

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$371

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$206

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

Rio Nuevo villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$685

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.

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$229

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: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$1,993

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: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$822

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: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$970

Out of the Blue Villa

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$1,141

Silent Waters Villa - Private Luxury Villa

Montego Bay villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 20

“Life Changing” I stayed at Silent water's villa with my family some years back. I must agree that the feeling when you first arrive at this villa is the most special aspect. When we arrived at the villa, the full staff of about 10 people were uniformed, in a row and waiting the greet us! When our guests walked into the main entrance of the property, they were completely blown away. We occupied the entire space, including the owner's suite, and it was an experience that has put a positive outlook on our lives ever after! If you have the chance, stay at Silent Waters.

Responds fast! avg. 1 hour 22 minutes

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$3,930

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$223

Sol Mar Villa

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$502

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

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$211

carib apartments mahogany beach ocho rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$86

Kingsworth BnB

Kingston b&b

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

1 of 3 match: Private outdoor pool (unheated), Climbing frame, Bicycles available

1 of 3 filters match

Price per night from

$240

Beautiful Yellowbird Villa

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$480

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$274

Edgewater Beach Villa - Ocho Rios - Oceanfront Villa

Ocho Rios villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$1,118

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: Bicycles available, Private outdoor pool (unheated), Climbing frame

1 of 3 filters match

Price per night from

$137

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: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$52

Allamanda - Montego Bay 5 Bedrooms

Montego Bay house

  • 5 bathrooms
  • sleeps 2

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$1,708

Chill-in-Negril (NEGRILCONDO)

Negril apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 1 minutes

1 of 3 match: Bicycles available, Climbing frame, Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$92

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