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Sheriff Christopher Blackmon Inmate Name, Booking Number Osceola County Correctional Facility 402 Simpson Road Kissimmee, FL 34744 Permitted Items: Inmates may receive letters, cards, and photographs subject to content Browse through an array of services and information including rules on contacting and visiting County inmates, locate payment options and resources for probation Inmate Name, Booking Number Osceola County Correctional Facility 402 Simpson Road Kissimmee, FL 34744 Permitted Items: Inmates may receive letters, cards, and photographs subject to content Browse through an array of services and information including rules on contacting and visiting County inmates, locate payment options and resources for probation Osceola County Jail Inmate Lookup Osceola County Jail, located in Florida, is an important facility in the local criminal justice system. 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