Unfortunately he's sidetracked hanging out backstage with bands at several large rock festivals most of this summer.

Festivals, college graduation, fishing tournaments etc.I adjust my price through out the year based on demand, events, and time of year.I have accounts at Homeaway (also searchable on VRBO) and AirBnB.Homeaway and VRBO blows away the bookings I get on AirBnB for vacation rentals so I would use the data from here primarily.You can also check local Craigslist ads  for properties similar to yours to see what their pricing is.Also look at their requirements for security deposits, pet fees and cleaning fees to she what you should be charging for these also.Once I started getting reviews on Homeaway my calendar started staying full.I charged on the low end to get more reservations in the begging and once I had several 5 star reviews then I started charging on the high side.

We tour them in performing arts centers across the country, music festivals and clubs, so at least one thing I bring to the real estate table is negotiation skills :) I'm sure I'll be picking your Will Barnard and Joshua Dorkin's brains a bit.

Palm Springs california is a very Hot vacation rental market during some of the music festivals and white party SFR with nice pools rent for Thousands of Dollars a night.

, where we not only have festivals and outdoor activities, but lots of people attending them!

Coming to Ga. for Dawsonville moonshine festival.

I think the rents are low, and utilities could also be metered out, but I’m not sure what the market will bear in the poorest county in Maine (it is the county seat, with some visitor attraction—lakes, whoopie pie festival), and supposedly there is a demand for better rental units, self-storage and store fronts, but there is a lot of vacant, run-down property here as well.

I know there are some peak periods with festivals etc, but wondering what the rest of the year looks like in terms of occupancy rates. 

Your competition won't be AS high for STRs (both in acquisition and marketing your own) as tourists tend to frequent Destin moreso than Pensacola Beach, but there are still plenty of folks that visit P-Cola and nearby beaches for concerts, festivals, conferences, TDYs, Blue Angels Weekend, etc. 

I’d also look into seeing if it can used for local events such as a food festival, cultural festival, holiday celebrations, etc.