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: 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

Hanover Grange (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,643

Sundance (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$4,823

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$5,254

Hanover Grange - Exclusive Private Jamaican Estate

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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

All filters match

Price per night from

$3,098

Harmony Hill (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$4,756

Sundance (up to 14 persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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

All filters match

Price per night from

$5,496

Sea Glass (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,203

Hanover Grange (up to 18 persons)

Hopewell villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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

All filters match

Price per night from

$4,059

Quinntessential (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$4,143

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$3,934

Bumpers Nest (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

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

All filters match

Price per night from

$2,805

Sundance (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$4,508

Overlook

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,466

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$2,982

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$3,255

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$3,776

Bumpers Nest (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

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

All filters match

Price per night from

$3,816

Little Hill

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

All filters match

Price per night from

$3,114

Three Little Birds (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$1,651

Aqua Bay

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$4,242

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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

All filters match

Price per night from

$5,244

Sea Glass (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,712

Three Little Birds (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,203

Hanover Grange (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$2,974

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,049

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Following Seas - Mesmerizing Views

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$3,786

Karma Bay - A Taste of Paradise

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$3,494

Oceana - The Epitome of Caribbean Sophistication

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$4,261

Aqua Bay - New Kind of Ocean Vibe

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$3,425

Eureka - A Jamaican Great House

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$1,721

Oceans 8 - Blue Waters of the Caribbean Sea

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$7,644

Pineapple House - Captivating Views of the Caribbean Sea

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$3,278

No Le Hace - Fabulous Unobstructed Ocean Views

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$1,623

Poinciana - 2-bedroom Great House Villa

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$853

Elysian Plain - The Edge of the Caribbean Sea

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$1,803

Avalon Villa - Your Restful Hideaway

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$1,459

Anticipation - Anticipate Your Escape

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$2,871

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