Energy retrofitting of the housing stock is a priority in current regulatory standards as a means of reducing energy consumption. The strategies used in retrofitting housing stock ought to respond both to regulatory conditions and to two challenges: specific climate conditions and the improvement of comfort conditions. These issues are especially important in the warmer regions of the Mediterranean, and will be even more so in the future due to climate change. The aim of this paper is to assess the influence that the improvement of facade insulation and the use of ventilation have on the existing housing stock. To do so, an energy evaluation is conducted using on-site monitoring of free-running conditions in test cells reproducing a residential room, both in current condition and with the retrofitted proposal, in Seville (Spain). The results obtained show limited improvement of the facade insulation when outdoor temperatures are high, as well as the influence of ventilation, mainly nocturnal, depending on the ventilation rate and the minimum outdoor temperatures.