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Olive Tree Pruning (OTP) biomass can be considered a suitable source of fermentable sugars for the production of second-generation bioethanol. The present study proposes a remarkable alternative for the valorization of olive tree pruning residues. OTP biomass was processed using a sequential calcium hydroxide pretreatment/enzymatic hydrolysis. A 24–1 half fractional factorial design was adopted for the screening of process variables and a central composite design was used for the optimization stage. Temperature and lime loading resulted statistically significant. The following optimal conditions were obtained: 0.01 g of Ca(OH)2/g of dry material, 20 g of H2O/g of dry material at 160 °C for 2 h. The mathematical model that governs this alkaline pretreatment was obtained with a 76% adjusted determination coefficient, which means that it is a good representation of the process. Under optimal operating conditions, 13% of the cellulose and 88% of the hemicellulose was solubilized. Moreover, the fermentable sugar content increased 1800% compared with the initial conditions, obtaining 240 g of glucose per kg of OTP residue. The fermentable sugars obtained after the calcium hydroxide pretreatment and enzymatic hydrolysis of OTP biomass yielded 2.8 g of ethanol/100 g of raw material.