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) Sea view Staffed property Golf course on site or within 15 min walk

All filters match

Price per night from

$3,924

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Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$2,049

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

4 of 5 filters match

Price per night from

$2,982

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$3,934

Hanover Grange - Exclusive Private Jamaican Estate

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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

4 of 5 filters match

Price per night from

$3,091

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$3,760

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

4 of 5 filters match

Price per night from

$5,222

Sundance (up to 14 persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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

4 of 5 filters match

Price per night from

$5,473

Bumpers Nest (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

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

4 of 5 filters match

Price per night from

$3,800

Quinntessential (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$4,126

Three Little Birds (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$2,194

Hanover Grange (up to 18 persons)

Hopewell villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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

4 of 5 filters match

Price per night from

$4,048

Three Little Birds (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$1,647

Sea Glass (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$2,197

Hanover Grange (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$2,636

Bumpers Nest (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

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

4 of 5 filters match

Price per night from

$2,798

Sundance (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$4,497

Hanover Grange (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

4 of 5 filters match

Price per night from

$2,966

Sundance (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

4 of 5 filters match

Price per night from

$4,811

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

4 of 5 filters match

Price per night from

$5,240

Harmony Hill (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$4,744

Sea Glass (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$2,705

Aqua Bay

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$4,224

Little Hill

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

4 of 5 filters match

Price per night from

$3,101

Meraki Moments Villa Jamaica

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$345

Island House at Tryall Club

Sandy Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$851

Overlook

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$2,456

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

4 of 5 filters match

Price per night from

$574

Karma Bay - A Taste of Paradise

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 5 match: Private outdoor pool (heated), Boat available, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 5 filters match

Price per night from

$3,493

Following Seas - Mesmerizing Views

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 5 match: Private outdoor pool (heated), Boat available, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 5 filters match

Price per night from

$3,777

Aqua Bay - New Kind of Ocean Vibe

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 5 match: Private outdoor pool (heated), Boat available, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 5 filters match

Price per night from

$3,425

Elysian Plain - The Edge of the Caribbean Sea

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Private outdoor pool (heated), Boat available, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 5 filters match

Price per night from

$1,803

Eureka - A Jamaican Great House

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 5 match: Private outdoor pool (heated), Boat available, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 5 filters match

Price per night from

$1,721

Avalon Villa - Your Restful Hideaway

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 5 match: Private outdoor pool (heated), Boat available, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 5 filters match

Price per night from

$1,458

Casuarina - A Hidden Gem

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 5 match: Private outdoor pool (heated), Boat available, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 5 filters match

Price per night from

$2,253

Dragon Fly - Your Unique Beach View Paradise

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

3 of 5 match: Private outdoor pool (heated), Boat available, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 5 filters match

Price per night from

$4,065

Hanover Windward - Relaxing Haven

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 5 match: Private outdoor pool (heated), Boat available, Golf course on site or within 15 min walk, Sea view, Staffed property

3 of 5 filters match

Price per night from

$2,131

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