I'd like to get some input. Is anyone using an inflatable boat $200-$500? Do you like it? How is it holding up? Advantages/disadvantages?
An inflatable boat in that price range is simply a host of compromises. And, it all depends what you plan to do with the boat.
I have a one man pontoon boat for fly fishing. It can be rowed or I can use flippers. Although it is inflated, it remains inflated year round since that's easier than packing a pump and assembling it every time.
I have a 16 foot canoe. I have paddled whitewater and lakes with it. It is also a compromise since it does both, only adequately. However, it's more romantic for two for a sunset paddle than having the Old Bag swim alongside the pontoon boat.
I had a 13 foot whitewater canoe, designed to surf waves, turn on a dime and be incapable of travelling in a straight line.
So, in order to help, you really need to tell us what you plan to use the boat for.