My aspirations include becoming a real estate developer, so I want to learn as much as I can.

Currently have around $4500 in the account including $2250 SD. 

(myself included).

Quote from @Collin Hays: I don't manage short-term any more, but can't you include this in a written rental agreement that the guest signs at the time of booking?

Including guys like @John Underwood and @Michael Baum

Apply the 70% rule to determine your maximum allowable offer, then negotiate and get the property under contract, ensuring your agreement includes inspection and financing contingencies.Arrange professional inspections to uncover any unforeseen issues, using these findings to negotiate concessions or confirm your repair budget.

There are a number of Cleveland neighborhoods that would fit your criteria including North Collinwood, sections of Clark-Fulton, and Lee-Harvard just to name a few. 

Lot rent is $365 and includes water.

This includes interest rates, repayment schedules, and loan duration.

Sorry for the long post but wanted to include all details possible.