93 Vacation Rentals Found: 5+ Bedroom Jamaica

Get help finding your rental: 305.912.3059

Stunning Montego Bay Rental Home Luxury Throughout

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 6 Bathrooms

Jamaica Home 897625

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 897759

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 17
  • 6 Bedrooms
  • 10+ Bathrooms

Jamaica Home 897760

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 897761

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 897763

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Home 897765

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 897774

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 897780

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Jamaica Home 897782

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Home 897786

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 897808

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Home 897815

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 20
  • 8 Bedrooms
  • 6 Bathrooms

Jamaica Home 897818

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 6 Bathrooms

Jamaica Home 897824

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 897830

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 6 Bathrooms

Jamaica Home 897831

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Home 897832

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Home 901935

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901937

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 901938

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 6 Bathrooms

Jamaica Home 901943

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 6 Bathrooms

Jamaica Home 901949

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Jamaica Home 901952

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Home 901978

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Home 901979

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901987

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901992

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 901993

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 902002

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 902008

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 7 Bedrooms
  • 8 Bathrooms

Jamaica Home 902010

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 902011

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 7 Bathrooms

Montego Bay Luxury Vacation Home Sleeps Twelve Guests.

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 6 Bathrooms

Jamaica Home 897627

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 897758

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 897766

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 9 Bedrooms
  • 9 Bathrooms

Jamaica Home 897767

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 897768

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 7 Bathrooms

Jamaica Home 897769

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 897771

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Luxury Vacation Rental Home Five Bedrooms

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 897775

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 897776

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 9 Bathrooms

Jamaica Home 897777

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Home 897779

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Home 897781

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 897785

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 6 Bathrooms

Jamaica Home 897787

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Luxury Vacation Rental Home Five Bedrooms

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 897795

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 897806

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 9 Bathrooms

Jamaica Home 897807

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 897809

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 8 Bathrooms

Jamaica Home 897819

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 897820

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 24
  • 12 Bedrooms
  • 10+ Bathrooms

Jamaica Home 897821

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 8 Bathrooms

Jamaica Home 897823

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Jamaica Villa with 13 Bedrooms Sleeps 26 Private Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 26
  • 12 Bedrooms
  • 10+ Bathrooms

Jamaica Home 897826

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Ocho Rios 10 Bedroom Vacation Villa Sleeps 20 Private Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 20
  • 10 Bedrooms
  • 10+ Bathrooms

Jamaica Home 897829

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 8 Bedrooms
  • 8 Bathrooms

Nine Bedroom Vacation Villa in Jamaica on Beach with Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 9 Bedrooms
  • 9 Bathrooms

Jamaica Home 901919

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 10+ Bathrooms

Jamaica Home 901924

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901928

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 8 Bathrooms

Jamaica Home 901929

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901930

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 9 Bedrooms
  • 9 Bathrooms

Jamaica Home 901931

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 6 Bathrooms

Jamaica Home 901932

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901933

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 9 Bedrooms
  • 9 Bathrooms

Jamaica Home 901936

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 7 Bathrooms

Jamaica Home 901940

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901944

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 17
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Home 901946

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 901947

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 9 Bathrooms

Jamaica Home 901955

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 901957

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901961

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 26
  • 13 Bedrooms
  • 10+ Bathrooms

Jamaica Home 901963

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 20
  • 10 Bedrooms
  • 9 Bathrooms

Jamaica Home 901973

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Home 901975

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 901976

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 901982

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901984

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901989

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 901990

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 20
  • 10 Bedrooms
  • 10+ Bathrooms

Jamaica Home 901994

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 901996

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 13
  • 5 Bedrooms
  • 6 Bathrooms

Jamaica Home 901998

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 902000

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 15
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 902003

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 897772

  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms