This article focuses on what hitherto unpublished land grant documents from the Malta archives of the Order of St John tell us about the countryside of Rhodes during the fourteenth century. In so doing, an attempt is made to discern trends in various aspects of these land grants, utilizing quantitative weightings where possible. We see that the relationship between the Latins and the Greeks in fourteenth century Rhodes was on the whole amicable and mutually rewarding. The countryside of Rhodes appears to have enjoyed one of the more harmonious relationships between Latins and Greeks to be found in the post-1204 Byzantine world.