Vacation Rentals & Houses in Jamaica

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City Oasis

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 3 filters match

Price per night from

$64

Penthouse In Paradise, 3 bdrm incl. housekeeper

Montego Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 0 minutes

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

1 of 3 filters match

Price per night from

$373

Caribbean Sea Dreams, 2 bdroom with housekeeper/cook

Montego Bay townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 0 minutes

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

1 of 3 filters match

Price per night from

$230

TWIN PALMS RETREAT - MONTEGO BAY JAMAICA

Montego Bay townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 3 filters match

Price per night from

$414

Honeycomb Villa, Silver Sands

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

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Price per night from

$614

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

1 of 3 filters match

Price per night from

$917

Turtle Beach Towers Penthouse 3Bdr.

Ocho Rios apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 3 filters match

Price per night from

$230

TEST PROPERTY

Port Royal chalet

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 9

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

1 of 3 filters match

Price per night from

$246

Perfectly Located Studio Apartment In Ocho Rios

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 59 minutes

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

1 of 3 filters match

Price per night from

$75

Drax Hall - Coconut Walk

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 3 filters match

Price per night from

$150

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, Private outdoor pool (unheated), Shared outdoor pool (unheated)

1 of 3 filters match

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, Private outdoor pool (unheated), Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$230

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$287

Garden Oasis 3 bedroom Apt

Kingston apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

1 of 3 filters match

Price per night from

$207

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

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

1 of 3 filters match

Price per night from

$138

Luxury rental with pool

Duncans private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 3 filters match

Price per night from

$146

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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: Climbing frame, Private outdoor pool (unheated), Shared outdoor pool (unheated)

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: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$861

The palm

Tower Isle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 3 filters match

Price per night from

$115

Villas Sur Mer (1-Bedroom)

Negril cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

1 of 3 filters match

Price per night from

$474

Perfect location in New Kingston (Luxury Apartment)

Kingston apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

1 of 3 filters match

Price per night from

$173

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

1 of 3 filters match

Price per night from

$804

Tropical Vacation Villa, Ocho Rios

Ocho Rios house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 3 filters match

Price per night from

$230

"El Gem"

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 3 filters match

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, Private outdoor pool (unheated), Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$65

Joy Estate 1

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

1 of 3 filters match

Price per night from

$230

Beautiful 2 bed 2 1/2 bath vacation apartment

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 3 filters match

Price per night from

$139

Calming Waters Riverside Villa & Yoga Retreat

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$896

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 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: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated)

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: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated)

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: Climbing frame, Shared outdoor pool (unheated), Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$2,005

Jamaica Villa Nutmeg, Montego Bay, Jamaica

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

“Being in Paradise” The Villa was more than I could have Dreamed!! My friends and I decided to take a trip and then experience was breathe taking. The staff made us feel like Kings and Queens and it was AMAZING. I highly recommend if travel with a large group!

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

1 of 3 filters match

Price per night from

$1,607

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 outdoor pool (unheated), Private outdoor pool (unheated)

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 outdoor pool (unheated), Private outdoor pool (unheated)

1 of 3 filters match

Price per night from

$976

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: Climbing frame, Private outdoor pool (unheated), Shared outdoor pool (unheated)

1 of 3 filters match

Price per night from

$114

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