Vacation Rentals & Houses in Jamaica

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1,023 houses

Cool shades gated estate

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Games room Sea view Golf course on site or within 15 min walk

All filters match

Price per night from

$184

Stunning Luxury Oceans 8 Villa

Montego Bay villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

Match: Shared outdoor pool (unheated) Games room Sea view Golf course on site or within 15 min walk

All filters match

Price per night from

$8,775

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Clarridge View Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Sea view, Golf course on site or within 15 min walk, Shared outdoor pool (unheated), Games room

3 of 4 filters match

Price per night from

$745

Elysian Plain - The Edge of the Caribbean Sea

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$1,799

Avalon Villa - Your Restful Hideaway

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$1,456

Anticipation - Anticipate Your Escape

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$2,865

Casuarina - A Hidden Gem

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$2,249

Dragon Fly - Your Unique Beach View Paradise

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$4,057

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$2,045

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$3,927

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$2,976

Luxury Life Villa

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Games room, Golf course on site or within 15 min walk, Shared outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$275

New Kingston luxury suites

Kingston apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Games room, Sea view, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

2 of 4 filters match

Price per night from

$98

VacationVillas Runaway Bay Spacious 1 Bedroom Apartment .

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Games room, Golf course on site or within 15 min walk, Shared outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$172

Vacation Villas Runaway Pool View 2 Bedrooms and Bathrooms

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Games room, Golf course on site or within 15 min walk, Shared outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$344

Vacation Villas Runaway Bay Mountain View 2 Bedroom and 2 bathrooms,

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Games room, Golf course on site or within 15 min walk, Shared outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$344

Vacation Villas Runaway Bay Large Three Bedroom, Three Bathroom Apartment

Runaway Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Games room, Golf course on site or within 15 min walk, Shared outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$516

Ma Moura

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$2,627

Bali Hai

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$2,387

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$3,735

Hanover Grange (up to 18 persons)

Hopewell villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$4,016

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$5,188

Three Little Birds (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$2,180

Harmony Hill (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$4,707

Hanover Grange (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$2,943

Sundance (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$4,773

Following Seas (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$4,337

Ambiance Sea Salt (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$3,269

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$3,220

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$5,199

Sundance (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$4,462

Three Little Birds (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$1,634

Sea Glass (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$2,684

Sea Glass (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Games room, Sea view

3 of 4 filters match

Price per night from

$2,180

3-Bedroom Vacation Home

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Sea view, Golf course on site or within 15 min walk, Shared outdoor pool (unheated), Games room

3 of 4 filters match

Price per night from

$184

VacationVillas Runaway Bay Pavilion View 2 Bedroom Apartments.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Games room, Golf course on site or within 15 min walk, Shared outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$344

Etoile

Hopewell villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

3 of 4 match: Games room, Golf course on site or within 15 min walk, Shared outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$623

Vacation Villas Runaway Bay Garden View 2 Bedroom Apartment.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Games room, Golf course on site or within 15 min walk, Shared outdoor pool (unheated), Sea view

3 of 4 filters match

Price per night from

$344

Viewing 38 of 1,023
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