Vacation Rentals & Houses in Jamaica

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1,328 houses

Anticipation Villa at The Tryall Club

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

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

All filters match

Price per night from

$3,911

Hanover Grange (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,611

Sundance (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$4,764

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$5,189

Harmony Hill (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$4,698

Sundance (up to 14 persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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

All filters match

Price per night from

$5,427

Sea Glass (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,176

Hanover Grange (up to 18 persons)

Hopewell villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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

All filters match

Price per night from

$4,008

Quinntessential (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$4,091

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 Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$3,922

Bumpers Nest (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

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

All filters match

Price per night from

$2,770

Sundance (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$4,453

Overlook

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,435

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$2,972

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$3,214

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$3,728

Bumpers Nest (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

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

All filters match

Price per night from

$3,768

Little Hill

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

All filters match

Price per night from

$3,075

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 Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$1,631

Aqua Bay

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$4,189

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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

All filters match

Price per night from

$5,178

Sea Glass (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,679

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 Towels provided Golf course on site or within 15 min walk

All filters match

Price per night from

$2,176

Hanover Grange (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

All filters match

Price per night from

$2,937

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$2,043

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

Aqua Bay - New Kind of Ocean Vibe

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, Sea view, Staffed property, Towels provided

4 of 5 filters match

Price per night from

$3,414

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, Sea view, Staffed property, Towels provided

4 of 5 filters match

Price per night from

$1,797

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, Sea view, Staffed property, Towels provided

4 of 5 filters match

Price per night from

$1,716

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, Sea view, Staffed property, Towels provided

4 of 5 filters match

Price per night from

$1,454

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, Towels provided

4 of 5 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

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

4 of 5 filters match

Price per night from

$343

Vacation Villas Runaway Bay Mountain View 2 Bedroom and 2 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, Towels provided

4 of 5 filters match

Price per night from

$343

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, Towels provided

4 of 5 filters match

Price per night from

$515

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, Towels provided

3 of 5 filters match

Price per night from

$114

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, Towels provided

4 of 5 filters match

Price per night from

$2,300

Quinntessential (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

4 of 5 filters match

Price per night from

$3,521

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, Towels provided

4 of 5 filters match

Price per night from

$343

Vacation Villas Runaway Bay Garden View 2 Bedroom Apartment.

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, Towels provided

4 of 5 filters match

Price per night from

$343

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