Clean ones....sorry, couldn't help myself:)  My STR in Winter Park has great reviews and my secret to success is to make sure the place and linens are clean. 

Depending on the region, property management will take 15+% which does not include the cleaning fee between tenants, cost to winterize your home, and cost for mandatory pest control and other routine maintenance specified by the PM. 

Written Risk Management Policy: Deadbolt locks and alarm systems, tenant screening, not letting units go below freezing in winter, not allowing grills on balconies, etc. 4.

I may potentially stay there 4-6 weeks in the winter (February into early march perhaps).

I had tenants who wanted to crank it up to 80 all winter.  

Some great areas to keep an eye out for would be Winter Park, Winter Garden, Sodo/Conway(Orlando), anything near downtown (Milk district, Lake Eola, Mills/50 all do fantastic if you can find them.There really aren't too many areas that I would stay away from within 45 minutes of Orlando, some are a bit riskier in regards to safety, ARV, contractors availability etc.

Landlord-tenant laws generally outline how long a LL has to correct serious issues like a broken stove, toilet, shower or heat going out in winter.

Before hand and self managing we were getting a 30% premium over long term rental prices but you get crushed in the winter months.

Heating costs go up in winter, as does electric due to the reduced natural light and people being indoors more.

If the heater goes out in the middle of winter, you need to be able to fix it or replace it.