Vacation Rentals & Houses in Jamaica

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Anticipation Villa at The Tryall Club

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Boat available Private outdoor pool (heated) Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$3,916

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Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$2,049

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$3,934

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$2,976

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$3,760

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$3,241

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$5,222

Sundance (up to 14 persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$5,473

Bumpers Nest (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$3,800

Quinntessential (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$4,126

Three Little Birds (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$2,194

Hanover Grange (up to 18 persons)

Hopewell villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$4,048

Sundance (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$4,818

Sea Glass (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$2,200

Hanover Grange (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$2,970

Harmony Hill (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$4,751

Hanover Grange (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$2,640

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$5,248

Sundance (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$4,504

Quinntessential (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$3,561

Sea Glass (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$2,709

Three Little Birds (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$1,649

Bumpers Nest (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$2,802

Sea Glass Villa

Hopewell villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$2,303

Serene Room 2

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Private outdoor pool (heated), Boat available, Golf course on site or within 15 min walk, Towels provided

2 of 4 filters match

Price per night from

$75

The Hillman Hideaway

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private outdoor pool (heated), Boat available, Golf course on site or within 15 min walk, Towels provided

2 of 4 filters match

Price per night from

$115

Aqua Bay

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$4,224

Little Hill

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$3,101

Overlook

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Boat available, Golf course on site or within 15 min walk, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$2,456

Eslyn Villa Runaway Bay - A Home Away From Home...

Runaway Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Boat available, Towels provided

3 of 4 filters match

Price per night from

$196

VILLA MARA

Mammee Bay villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 19

3 of 4 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Boat available, Towels provided

3 of 4 filters match

Price per night from

$3,435

Bloomsvale luxurious Cozy Home away from Home & Tour

Rose Hall house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Boat available, Towels provided

3 of 4 filters match

Price per night from

$115

Meraki Moments Villa Jamaica

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Boat available, Towels provided

3 of 4 filters match

Price per night from

$345

Island House at Tryall Club

Sandy Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Boat available, Towels provided

3 of 4 filters match

Price per night from

$851

Hanover Grange - Exclusive Private Jamaican Estate

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

2 of 4 match: Boat available, Towels provided, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$3,091

Private Home on 2 Fruited Acres w/ Beautiful Views

Negril house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Boat available, Towels provided

3 of 4 filters match

Price per night from

$92

3 of 4 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Boat available, Towels provided

3 of 4 filters match

Price per night from

$573

Out of the Blue Villa

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 4 match: Golf course on site or within 15 min walk, Boat available, Private outdoor pool (heated), Towels provided

3 of 4 filters match

Price per night from

$1,145

Viewing 38 of 1,295
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