Energy use related to buildings accounts for 35.3% of Germany’s final energy consumption and nearly a third of greenhouse gas emissions. Thus, deep energy retrofit (DER) has a substantial role in the German energy efficiency strategy. Although many DER measures are economically viable, the pace of DER is below expectations and target value. A few studies investigated this phenomenon and conducted surveys mostly among owner-occupiers. However, 54% of the 40.5 million apartments in Germany are rented and a total of 15 million are let by private (not professional) landlords. Therefore, this investigation focuses on private landlords to find out what drives or constrains them to do deep energy retrofitting. A survey was conducted in a quarter of Karlsruhe, a large city in Germany with an above-average demand-driven real estate market. In this quarter, 83.2% or 8464 apartments are rented. 85 private landlords who own 10% of the rented residential buildings in the quarter responded and gave insight into their perception of DER. The results show that the buildings of the respondents originate from a construction period with large saving potential. Main strategies for investments in DERs are conservation of economic value of the property and the compliance with legal requirements. The main trigger is required maintenance. Despite an eco-friendly attitude, ecological criteria have a minor part in the DER decision. Finally, policy recommendations are made.