One of the most pressing issues of our time is the destabilization of the global climate as a result of rapid urbanization. In Europe, according to United Nations reports, almost 73% of the population lives in cities and this percentage is expected to rise to 85% by 2050 (United Nations and Department of Economic and Social Affairs, ‘World Urbanization Prospects 2018 Highlights’, 2018). This observed urban development and its trends pose significant challenges to our urban environments, therefore it is critical to improve our understanding and assess its impact by measuring and analyzing its patterns. This study presents a comprehensive five-year analysis of microclimatic parameters that can contribute to this analysis, such as land surface temperature (LST) and surface urban heat island (SUHI) intensity, using remotely sensed data over three cities in Greece. Specifically, the selected cities are the city of Thessaloniki, which is the second largest city situated in the northern part of Greece, the city of Larissa on the mainland, and finally the city of Tripoli in the Peloponnese peninsula in southern Greece. Each city represents urban areas with different physical and urban characteristics. For this purpose, the vegetation index-based technique for LST extraction was applied within the Google Earth Engine (GEE) platform. Normalized Difference Vegetation Index (NDVI) and Normalized Difference Water Index (NDWI) calculations were also performed over a five-year period. The results highlighted the spatio-temporal variations and trends that occur in the studied urban areas, providing valuable insights into the annual patterns of the SUHI phenomenon in different geographical contexts within Greece. This is particularly relevant in countries like Greece, where the density of World Meteorological Organization (WMO) stations providing reliable temperature data is low, usually limited to one per city. Consequently, LST derived from satellite data can provide more accurate intra-urban results of the SUHI effect, demonstrating the value of remotely sensed data as a cost effective and supportive tool for decision-making in environmental and urban planning policies.