A remote image transmission system, a display apparatus, and a guide displaying method of a display apparatus are provided. The remote image transmission system includes: an image capturing apparatus including a plurality of image pickup devices that are spaced from each other, the image capturing apparatus being configured to transmit, to a display apparatus, a plurality of images which are captured by the plurality of image pickup devices; and a display apparatus configured to generate a guide object indicating physical information of a captured object by using the plurality of received images, and to display the generated guide object and at least one of the plurality of images.