I rented out my current home as a weekly vacation rental for 3 years, until I was able to relocate here. The most important thing IMHO was having a good management company. Many are just an afterthought in a local real estate office, and will rent to anyone with a pulse.
I used a local retired person who handled their own rental and a dozen others like mine, and they got a percentage of each rental as a 'marketing fee'. They took all the inquiry calls day and night, and filtered out the frat party college types. - very important to avoid no matter how much they promise to behave, it never goes well. You want families. Once a suitable guest was identified, I was given the info, and would send them the rental contract, and payment, security deposit, and housekeeper fee were due a few weeks before the rental. The rental was not a get rich quick thing, but it did cover a good share of the mortgage until I could move in permanently.
The rental season was spring and summer here, and I had reduced rates for fall winter to attract guests, so check what others do in your area. Obviously, if the rates are set too low, it is not worth the wear and tear on the condo.
The more people your place sleeps, the more you can charge and the more it will be rented, so fold out sleeper couches are a must! Families loved my place with 4br plus 2 fold out couches. Explained it could sleep up to 12 when utilizing the couches, and families on vacation lined up to rent.
Do list the place on www.vrbo.com. Don't bother with rental signs out front, since those inquires were always just a nuance in my experience. Do put up small signs where necessary in the condo, such as HVAC and Pinball instructions. You may want to add an older console game to further attract families.
Do put ID labels, such as the name of the condo on small things like DVDs, Nice books, games, etc. I think guests assumed someone left them behind and would take things that were not labeled. Also label the remotes, since they sometimes get wrapped up with linens and end up at the laundry and never find their way home without it. (speaking of linen: http://www.linensource.com/)
My vacation rental experience was a good one, and I expect your pins will be fine. They were built to take a little abuse anyway.