Techniques are described for automating aspects of the property condition monitoring process to efficiently determine a present property condition, and perform various actions associated with the determined property condition. In some implementations, a first set of image data for a region of the property is obtained prior to a start of the rental period. A determination that the rental period has ended at the property is made. A second set of image data for the region of the property is obtained in response to the determination. A representation of a difference between the first set of image data and the second set of image data is determined. An indication of the representation of the difference between the first set of image data and the second set of image data is provided for output to a computing device of a user associated with the property.