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 Secure parking

All filters match

Price per night from

$3,947

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Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, 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

$2,061

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Secure parking, 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

$2,999

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, 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

$3,957

Vacation Villas Runaway Bay Large Three Bedroom, Three Bathroom Apartment

Runaway Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$520

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, Sea view, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$173

Vacation Villas Runaway Pool View 2 Bedrooms and Bathrooms

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

4 of 5 filters match

Price per night from

$347

Sea Glass Villa

Hopewell villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

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

4 of 5 filters match

Price per night from

$2,303

VacationVillas Runaway Bay Pavilion View 2 Bedroom Apartments.

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

4 of 5 filters match

Price per night from

$347

The Hillman Hideaway

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 5 filters match

Price per night from

$115

Stunning Luxury Oceans 8 Villa

Montego Bay villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

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

4 of 5 filters match

Price per night from

$8,807

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

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

4 of 5 filters match

Price per night from

$138

JAMAICA HILLTOP PARADISE (YOUR CASTLE AWAITS YOU)

Runaway Bay house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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

4 of 5 filters match

Price per night from

$1,243

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, 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

$3,770

Hanover Grange (up to 18 persons)

Hopewell villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

4 of 5 match: Secure parking, 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

$4,053

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Secure parking, 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

$3,250

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

4 of 5 match: Secure parking, 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

$5,236

Sundance (up to 14 persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

4 of 5 match: Secure parking, 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

$5,487

Bumpers Nest (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

4 of 5 match: Secure parking, 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

$3,810

Quinntessential (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, 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

$4,137

Three Little Birds (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, 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

$2,200

Harmony Hill (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, 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

$4,739

Sundance (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, 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

$4,492

Sea Glass (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, 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

$2,195

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Secure parking, 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

$5,234

Sea Glass (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, 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

$2,702

Hanover Grange (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, 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

$2,633

Three Little Birds (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, 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

$1,645

Hanover Grange (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Secure parking, 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

$2,963

Sundance (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Secure parking, 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

$4,805

Bumpers Nest (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

4 of 5 match: Secure parking, 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

$2,794

Little Waters on the Cliff - Simply Exceptional

West End villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

4 of 5 filters match

Price per night from

$977

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

4 of 5 filters match

Price per night from

$218

Breathless Manor

Falmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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

4 of 5 filters match

Price per night from

$116

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

4 of 5 filters match

Price per night from

$501

Villa Turrasann

Runaway 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, Sea view, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$658

Tennsville

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

4 of 5 filters match

Price per night from

$321

Bahia - Charming beach cottage, with loft, and large garden

Runaway Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

4 of 5 filters match

Price per night from

$300

Viewing 38 of 1,465
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