A cloud computing environment consists of a cloud deployment platform and a cloud management server configured to manage a plurality of virtual machines deployed in a cloud infrastructure. When a request to deploy an application to the cloud infrastructure is received by the cloud deployment platform, application deployment errors are monitored and tracked. A unique identifier is generated for each virtual machine, and requests to instantiate the virtual machines in the cloud infrastructure are then transmitted. A log containing error records that identify the occurrence of deployment errors is monitored based on the generated virtual machine identifiers, where the deployment errors are detected by the cloud deployment platform or the cloud management server. Based on the monitoring, error messages are generated by the cloud deployment platform.