Vacation Rentals & Houses in Jamaica

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JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,241

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$801

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.

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$824

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...

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$972

Jetaway Montego Bay (Entire Villa)

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,516

Jamaica Villa Nutmeg, Montego Bay, Jamaica

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

“Incredible view & fantastic staff” My family and I (7 adults & 1 child) just returned from Nutmeg Villa and we had a wonderful time!! Upon entering the Villa, there is a breathtaking view of the pool, the gardens and the sea which can't be beat. The rooms were spacious and suited our group well, especially the downstairs bedroom with the pool table and the games. We all agreed that the best aspects of our vacation were having a private pool and the staff at Nutmeg. The staff went above and beyond to make sure we were enjoying ourselves to the fullest and we did! On behalf of my family we would like to send a heartfelt thank you to Chef Morgan, Carlington, Ms. Ann, Ms. Cathy, Garrett, Wayne, Dave and Donovan (the security guard) for making our vacation unforgettable.

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,601

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$321

Fall In Luxury: Villa Sweet Villa Montego Bay - 9 Spacious Bedrooms with Chef

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,859

Villa Turrasann

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$665

Poinciana

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$843

Ma Moura

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$2,667

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$5,304

Hummingbird House (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$4,404

Love and Livity (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$4,099

Following Seas (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$4,404

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$4,540

Ambiance Sea Salt (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$3,319

Love and Livity (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$3,668

Bee Happy

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

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Price per night from

$1,033

Hummingbird House (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$4,868

Hummingbird House (up to 14 persons)

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$5,331

Following Seas (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$4,868

Bali Hai

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$2,424

Love and Livity (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$1,942

No Problem

Hopewell villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$1,275

Ambiance Sea Salt (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$3,983

Villa Amana (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$3,366

Following Seas (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Linen provided Microwave Private outdoor pool (unheated) Sea view Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$3,371

These homes match some but not all of your filters. Clear all filters

The Hillman Hideaway

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: Private outdoor pool (unheated), Sea view, Golf course on site or within 15 min walk, Linen provided, Microwave, Staffed property

4 of 6 filters match

Price per night from

$116

VacationVillas Runaway Bay Spacious 1 Bedroom Apartment .

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Linen provided, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$172

Vacation Villas Runaway Pool View 2 Bedrooms and Bathrooms

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Linen provided, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$343

Vacation Villas Runaway Bay Mountain View 2 Bedroom and 2 bathrooms,

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Linen provided, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$343

Vacation Villas Runaway Bay Large Three Bedroom, Three Bathroom Apartment

Runaway Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Linen provided, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$515

Little Palm

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Sea view, Golf course on site or within 15 min walk, Linen provided, Microwave, Private outdoor pool (unheated), Staffed property

5 of 6 filters match

Price per night from

$949

Gated Apartment

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Linen provided, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$92

VacationVillas Runaway Bay Pavilion View 2 Bedroom Apartments.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Linen provided, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$343

Vacation Villas Runaway Bay Garden View 2 Bedroom Apartment.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Linen provided, Microwave, Sea view, Staffed property

5 of 6 filters match

Price per night from

$343

Topaz Villa

Runaway Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Microwave, Staffed property, Golf course on site or within 15 min walk, Linen provided, Private outdoor pool (unheated), Sea view

4 of 6 filters match

Price per night from

$58

Viewing 38 of 1,427
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