The main thing about "condos" is keeping them rented and clean up. My family had looked into that in the past, and the work that it would take to find renters without paying half of the income out was astronomical. If you have the channels set up, this may be mitigated and become easier, but it is still quite an endevour and would take a lot of time, just to keep them rented. Also, busy times are very cyclical where you would be busy at certain times and slow for others.
Then you add cleanup, in a rental house, you have families moving in who rent yearly, and you really only need to evaluate the property once they move out. But with a condo, where people are renting every 3 days, you will constantly be making trips to clean up after the previous tenants and get it ready for the next ones. Add on top of that, that you will be getting a lot of college kids for spring break or other school holidays who are partying and drinking, and cleanup can be more work than one might expect.
On the whole it is a good idea. If you have the channels in place to keep those units rented, then it could be a great investment (especially if you give discounts to investors
but I foresee keeping them rented and cleaned as being a bit of work, this just coming from someone who has actively investigated this space in Myrtle Beach, SC (obviously different pricing conditions, but the main points are the same).
But, I am sure you will do your research and due diligence before jumping into anything, just wanted to throw in my 2 cents as I would like to see this be successful and grow my investment.
Realistically investors could rent them for free in off-peak times or for a major discount around/near peak times.
The reason I mentioned 3-4 properties is that you then would be paying one specific dollar value for advertising. Alot of these guys buy one condo, pay say $1,500 per season on advertising for the people to be interested. We'd be paying the same $1500 per season and funneling people to 4-5 rentals that would have varying needs being met. In the off season we then can donate the property to local charities (Churches specifically) who can put up ministers/ect in the properties and we then can further reduce our tax liability.
The big secret will be developing an advertising/rental platform (AirBnB is great for this) to insure good rentals through a season. As I have said before, I have a background in Real Estate, and have delt with this stuff plenty of times along with understanding the business model. The condo renting business has many similar problems to traditional renting, the difference being everything is accelerated and done each week rather than once or twice a year.
Edit - a potential investment here in Circleville has dropped down to $22.9k. 3br 2ba, would rent for $650-$700/mo. I'm not willing to commit at $23k but might do it at $17k or so.