Rental Home with No Renter - sell or AirBnB it?
I own a 4500 sq ft 5 bedroom, 4 bathroom house in Winter Garden that I have been renting out since 2012. The renter moved out and I have been unable to find a new renter for a price where I can break even. It is very close to Disney World, so at first I was excited that I could luxury furnish it (it has two other rooms that could be bedrooms so 7 total) and rent it out to large families via AirBnb or VRBO/HomeAway and occasionally use it myself with my own friends/family. I was encouraged by $300 a night rates I was seeing on AirBnb for a home of this size. Then I found out the HOA does not allow short term rentals. Do I rent furnishings and go for it on AirBnb or just sell it? What do HOAs do when they find out? I live in another state so I need to have a property management company handle it for me. Any advice?