When it comes to the development of small and medium-sized enterprises in Serbia, special attention is given to the growth of small, family ones, mostly those which are involved in the food industry, which is a foundation for the development of rural areas. The plans of reviving Serbian village are a recurring topic. The reasons for this revival are the favorable geographic position, rich natural treasures, interesting tradition, and history. One must pay attention to the fact that 85% of the territory in Serbia has rural features and that 50% of citizens inhabits those areas. Through surveys, this paper explores how entrepreneurs manage their businesses in the countryside, especially in the field of tourism in the Pomoravlje District. 50 entrepreneurs, chosen by rendom sampling, were interviewed, and attention is given to hospitality companies, recreation centers or wineries which deal with grape processing and winemaking. What these entrepreneurs have in common is the fact that they run family enterprises, and that high tax rates and poorly equipped infrastructure in local communities are the basic obstacles for further development and growth of their enterprises.