Care to share the cross streets?

One way I use to estimate rent to is to look on Zillow or Realtor.com, search similar homes for rent as the one I try to rent out (on the same street, with the same number of beds etc).

@Ryan Groff as @Robert Russotti mentioned, downtown properties are required to maintain certain historic preservation requirements, which usually means not altering the street facing front exterior and/or sides.

I live in a town that has a large number of mobile homes on city lots very close to an iconic/touristy western main street.

I agree with Account Closed that STR wasn’t as popular back in 2008 as it is now.  

It’s kind of a gamble but I guess you can make an educated bet based on the market, supply/demand, and the quality of management.If you didn’t do that then I do think they’re due back their deposit.On the positive side, it sounds like you have a nice property in a popular area if it rented that quick..Best of luck! 

Getting licensed is simply the tip of the iceberg and frankly contains none of the street smarts.

He just sold his house on 4603 French Street that he bought off auction.

When I was home for spring break, I started to do some research on a house down the street from me that has been vacant for a couple years.

Read the Wall Street Journal real estate section every WednesdayThat should put you in great position to (1) decide if real estate is of interest to you (2) decide if wholesaling is of interest to you and (3) provide you with enough knowledge to enter the wholesaling arena with a decent chance at making some money.Good luck