Billing question for MTRs

[Rex Sundberg]

Hello folks, I have a question concerning billing for a short term rental that I will be leasing out as a midterm rental during off season. I have only used this property as a STR and I don't know when to collect security deposit and monthly rent for a MTR. The tenants are requesting a start date of 12/1/23 and will be renting for 3 months. When do I collect deposit and rent? This listing is an active STR and I will be blocking the date starting on 12/1/23, and of course I don't want to turn down any rent slots in anticipation of getting STR bookings. How is this usually done? This will not be going thru Airbnb or VRBO.