Hi Ohio Girl:
For the bikes, you may be able to leave them right near your regular trash can and the trash collectors may take them. I've left broken pieces of furniture there and they've picked them up. You could try leaving the broken trash cans there with a note asking them to take them and see what happens. If you use a rental management company, they can take care of this for you as well through their maintenance department. They probably won't charge much to do this, especially if you have them come by and do some minor repairs anyway - just let them know in advance you'd like them to take some broken items out for you so that they bring a large enough vehicle.
As for quality of rentals, we've had good luck overall, with a few exceptions over the past decade that we've been renting in SoWal. Most of the damage we've seen has been normal wear and tear. We frame our rental advertisement on VRBO to encourage families rather than party groups by emphasizing how family friendly the community is so that potential renters who want to party are less likely to find the community appealing. We also note in our response to rental requests that (1) there is parking for 2 cars only, so that limits the number of people who are likely to want to rent the cottage; (2) someone 25 years or older must be staying at the cottage at all times and we say that our association and rental management company will enforce this. We also reduced the number of people we allow in the cottage by saying there are beds for no more than 6 people (we used to say the cottages would take 8 or 9 people). The more people allowed in a rental, the more likely you'll get younger party groups. I also felt our cottages had a bit more wear and tear this year, but we've also had more spring and fall rentals than usual so it could be that the upside of a busier rental year has a downside of more wear and tear.