Vacation Rentals & Houses in Jamaica

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990 houses

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Housekeeping Included 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

$1,243

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Housekeeping Included 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

$802

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: Housekeeping Included 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

$825

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: Housekeeping Included 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

$974

Jetaway Montego Bay (Entire Villa)

Ironshore villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 25

Match: Housekeeping Included 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

$2,519

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!

Match: Housekeeping Included 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

$1,603

Villa Sweet Villa Luxury Vacation Rental - 9 BD with Full Staff Montego Bay

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

Match: Housekeeping Included 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

$2,863

Villa Turrasann

Runaway Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Housekeeping Included 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

$659

Ma Moura

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Housekeeping Included 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

$2,644

Poinciana

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Housekeeping Included 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

$836

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

Match: Housekeeping Included 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

$5,258

Hummingbird House (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Housekeeping Included 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

$4,374

Love and Livity (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Housekeeping Included 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

$4,063

Following Seas (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

Match: Housekeeping Included 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

$4,374

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Housekeeping Included 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

$4,510

Ambiance Sea Salt (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Housekeeping Included 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

$3,297

Love and Livity (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Housekeeping Included 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

$3,643

Bee Happy

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Housekeeping Included 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

$1,024

Hummingbird House (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$4,835

Hummingbird House (up to 14 persons)

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

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

All filters match

Price per night from

$5,285

Following Seas (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

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

All filters match

Price per night from

$4,825

Bali Hai

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,403

Love and Livity (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Housekeeping Included 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

$1,929

No Problem

Hopewell villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

All filters match

Price per night from

$1,266

Ambiance Sea Salt (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$3,956

Villa Amana (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$3,344

Following Seas (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

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

All filters match

Price per night from

$3,349

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Aqua Bay - New Kind of Ocean Vibe

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Housekeeping Included, Sea view, Staffed property

4 of 5 filters match

Price per night from

$3,418

Oceana - The Epitome of Caribbean Sophistication

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Housekeeping Included, Sea view, Staffed property

4 of 5 filters match

Price per night from

$4,241

Topaz Villa

Runaway Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Golf course on site or within 15 min walk, Housekeeping Included, Private outdoor pool (unheated), Sea view

4 of 5 filters match

Price per night from

$58

Dragon Fly - Your Unique Beach View Paradise

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

4 of 5 match: Housekeeping Included, Golf course on site or within 15 min walk, Private outdoor pool (unheated), Sea view, Staffed property

4 of 5 filters match

Price per night from

$4,057

Zeppelin Suite (The Birdhouse by Temple X)

Rose Hall private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Housekeeping Included, Sea view, Staffed property

4 of 5 filters match

Price per night from

$287

Little Palm

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Sea view, Golf course on site or within 15 min walk, Housekeeping Included, Private outdoor pool (unheated), Staffed property

4 of 5 filters match

Price per night from

$941

Vacation Villas Runaway Bay Garden View 2 Bedroom Apartment.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Housekeeping Included, Sea view, Staffed property

4 of 5 filters match

Price per night from

$344

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Housekeeping Included, Sea view, Staffed property

4 of 5 filters match

Price per night from

$3,760

Hanover Grange (up to 18 persons)

Hopewell villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Housekeeping Included, Sea view, Staffed property

4 of 5 filters match

Price per night from

$4,042

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Housekeeping Included, Sea view, Staffed property

4 of 5 filters match

Price per night from

$3,241

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Housekeeping Included, Sea view, Staffed property

4 of 5 filters match

Price per night from

$5,222

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