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: Shared indoor pool, Private 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: Shared indoor pool, Private indoor pool, Private pool

1 of 3 filters match

Price per night from

$895

Coral Cottage Jamaica - Caribbean Seaside Villa

Little Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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

1 of 3 filters match

Price per night from

$402

Coral Cottage Jamaica - Seaside Bed & Breakfast

Little Bay b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

1 of 3 filters match

Price per night from

$150

Honeycomb Villa, Silver Sands

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

1 of 3 filters match

Price per night from

$614

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

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Price per night from

$917

TEST PROPERTY

Port Royal chalet

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 9

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

1 of 3 filters match

Price per night from

$246

Village Maria~ A true Jamaican villa experience Beachfront

Montego Bay house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

1 of 3 filters match

Price per night from

$861

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

1 of 3 filters match

Price per night from

$803

Mystic Ridge

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

1 of 3 filters match

Price per night from

$172

Loveland Villa a Jamaica Jewel

Oracabessa villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 of 3 filters match

Price per night from

$345

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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

1 of 3 filters match

Price per night from

$918

Effies Luxury Villa By The Sea with Pool

Duncans villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 28 minutes

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

1 of 3 filters match

Price per night from

$388

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

1 of 3 filters match

Price per night from

$631

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

1 of 3 filters match

Price per night from

$345

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

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

1 of 3 filters match

Price per night from

$345

Windfall Villas... FREE TRANSPORTATION AND MAID

St James, Montego Bay villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

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

1 of 3 filters match

Price per night from

$345

Star Apple House, Montego Bay, Jamaica

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 3 filters match

Price per night from

$172

Villa Turrasann

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

1 of 3 filters match

Price per night from

$660

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

1 of 3 filters match

Price per night from

$322

Beachfront 2Bdroom Condo in the heart of Ocho Rios

Ocho Rios penthouse

  • 2 bedrooms
  • 6 bathrooms
  • sleeps 6

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

1 of 3 filters match

Price per night from

$264

Hotel Tropik Leadonna

Rose Hall hotel apartment

  • 29 bedrooms
  • 29 bathrooms
  • sleeps 50

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

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Price per night from

$86

The Cottage With Spa Retreat

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 3 filters match

Price per night from

$94

Apartment for rent for vacationers/businesspersons

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

1 of 3 filters match

Price per night from

$104

Hils Court Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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

1 of 3 filters match

Price per night from

$745

Luxury & Tranquility Private beach & Golf course!

Runaway Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 53 minutes

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

1 of 3 filters match

Price per night from

$402

Reef Winds Villa

Runaway Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 28 minutes

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

1 of 3 filters match

Price per night from

$374

Shotover Gardens Estate - cottage with pool

Port Antonio log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 3 filters match

Price per night from

$58

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

Rio Nuevo villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

1 of 3 filters match

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.

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

1 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: Shared indoor pool, Private indoor pool, Private pool

1 of 3 filters match

Price per night from

$2,006

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: Shared indoor pool, Private 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...

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

1 of 3 filters match

Price per night from

$976

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: Shared indoor pool, Private indoor pool, Private pool

1 of 3 filters match

Price per night from

$3,952

Sol Mar Villa

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 3 filters match

Price per night from

$505

Responds fast! avg. 54 minutes

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

2 of 3 filters match

Price per night from

$689

Beautiful Yellowbird Villa

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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

1 of 3 filters match

Price per night from

$483

Edgewater Beach Villa - Ocho Rios - Oceanfront Villa

Ocho Rios villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

1 of 3 filters match

Price per night from

$1,125

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