Justin I haven't been to this site in a long time, and I'm sorry that you wrote this over a year ago, because yes there are condos in your price range which offer weekly rentals. I'm not sure how many are on the market at present, but they certainly do exist. Property management for vacation rentals typically run around 20%, but they usually handle the entire transaction, from finding you renters, to security deposit, to cleaning and so forth. Not all associations have on site management, but you can always go through other property management companies, or you can do it yourself on VRBO.com too.
The fees vary with each association.
Please feel free to give me a call anytime.
Exit King Realty.