Vacation Rentals & Houses in Jamaica

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1,351 houses

Anticipation Villa at The Tryall Club

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

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

All filters match

Price per night from

$3,922

Hanover Grange (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,644

Sundance (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$4,824

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$5,255

Hanover Grange - Exclusive Private Jamaican Estate

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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

All filters match

Price per night from

$3,096

Harmony Hill (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$4,758

Sundance (up to 14 persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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

All filters match

Price per night from

$3,932

Bumpers Nest (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

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

All filters match

Price per night from

$4,510

Overlook

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,980

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$3,775

Bumpers Nest (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

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

All filters match

Price per night from

$1,652

Aqua Bay

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,713

Three Little Birds (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,048

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

Elysian Plain - The Edge of the Caribbean Sea

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$1,802

Eureka - A Jamaican Great House

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

4 of 5 filters match

Price per night from

$1,720

Following Seas - Mesmerizing Views

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

4 of 5 filters match

Price per night from

$3,784

Karma Bay - A Taste of Paradise

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

4 of 5 filters match

Price per night from

$3,492

Anticipation - Anticipate Your Escape

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

4 of 5 filters match

Price per night from

$2,869

Casuarina - A Hidden Gem

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

4 of 5 filters match

Price per night from

$2,252

Dragon Fly - Your Unique Beach View Paradise

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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

4 of 5 filters match

Price per night from

$4,063

Hanover Windward - Relaxing Haven

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

4 of 5 filters match

Price per night from

$2,130

Haystack - Sleek Modern Design

Montego Bay villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

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

4 of 5 filters match

Price per night from

$6,552

Avalon Villa - Your Restful Hideaway

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

4 of 5 filters match

Price per night from

$1,458

Jubilation Villa - Comfort Guaranteed

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

4 of 5 filters match

Price per night from

$2,346

VacationVillas Runaway Bay Spacious 1 Bedroom Apartment .

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

4 of 5 filters match

Price per night from

$172

Viewing 38 of 1,351
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