A comprehensive review of automation of irrigation based on volumetric soil water content (VSWC) in the framework of IoT (Internet of Things) is presented. The fundamentals of electromagnetic sensors based on soil dielectric permittivity and the techniques used for measuring the VSWC are briefly described. Factors affecting sensor performance that have to be considered for selecting the appropriate sensor along with a SWOT (Strengths, Weaknesses, Opportunities and Threats) analysis are outlined. Special attention must be paid to the small soil volume explored by these sensors, installation accuracy, calibration, power supply and consumption and the effects of salinity on the soil water content. Since it is connected to a telemetry system, a wireless sensor network should include robust transmission units, energy-efficient processor, flexible configuration of the I/O ports, long-life battery, and a friendly software platform. A bidirectional wireless network layout allows sensor activity to be monitored, acts on solenoid valves to trigger irrigation (based either on direct VSWC values or algorithms) and provides real-time feed-back information of the soil-plant-atmosphere continuum. As revealed by the field research studies, significantly higher water, energy and labour savings were possible using automated irrigation based on VSWC sensors than with conventional irrigation scheduling based on computed evapotranspiration.