Call the tourist office located at the Plaza de Colon.
915 78 78 10
They can recommend guides.
We (4 family members) spent an overnight in Toledo in late September and hired a private guide. Her name is Laura Romero-Salazar Gomez. She was born and raised in Toledo so knows the city extremely well. Her English is excellent, great personality, lots of energy. We chose a three-hour late afternoon tour which became one of the highlights of our two weeks in Spain. Highly recommended. In case you are interested, her email address is: