Your issue is collecting unpaid rent for April and damages to your lawn.The first step is to properly notice them with a 3 day notice to pay or quit.

A BRRRR deal usually reduces cash flow a bit so a plus to waiting is that you collect more in cash flow in the meantime. 

Route operators have their service techs do the collections so they are able to do repairsat the same time. 

I have ideas but best to stick to the data.

News: “Thanks to growing traction of technologies like machine learning, data analytics, and platforms, the entire commercial real estate ecosystem will soon have better tools for decision-making.”

Now the numbers don't work.I went back to the drawing board and decided I would benefit more if I used the majority of the funds on the cottage and add a bedroom addition, while keeping the caterer in place and collecting higher rent.

Wondering if there is a good place to find data on the volume of vacation rental transactions by area and date.

A good wholesaler has an extensive buyers list that probably buys everything they send out, so there is no need to keep collecting emails. 

Data is useful and can help provide justification.

Ideally this would have a some type of feed into the MLS to be able to pull down data.