An image assisted parking space availability searching and reservation method and system. An image capturing unit can be deployed onsite (e.g., parking lot, street side parking, etc.) to monitor parking spaces/spots. A parking space detection and reservation module can be configured in association with a mobile communications device to assist in the detection and selection of particular spaces. A destination street(s) can be located via a web browser installed associated with the mobile communications device. An IP address of the image-capturing unit monitoring the parking space can be obtained and a snapshot image/video of the street can be displayed. The captured video can be processed in real-time to report parking availability with respect to the street(s) and a parking space reserved.