I guess you are using custom post type with custom category is it?If so, then I suggest using this plugin: http://wordpress.org/plugins/custom-post-type-permalinks/
Set it up, go to Settings -> permalink settings and there will be an additional settings called “Permalink Settings for Custom Post types”. Enter something like :
/%item%/%postname%
If you are not using a custom taxonomy, simply put /%category%/%postname%/ in permalinks and it should work.
Update:
Try using /%item-location%/%postname%