My husband and I will be attending a wedding in the area in early November. Since we aren't making it down to 30A this summer, we're going to make it a long weekend (Wednesday-Sunday).
The wedding is at a restaurant--Ophelia's on the Bay. It is Saturday morning.
I'm not familiar with the area, so I don't know where a good location would be for a rental. I've marked a few units on FlipKey/VRBO/Airbnb. I'd like to be on the beach or have very easy access to it. We are not planning on renting a car at this time.
There are a ton of rentals around Longboat Key Club so you should be able to find one to suit your budget and needs. There is a Publix grocery store in the area but be prepared for $$$.
There are a few restaurants in St. Armands Circle; definitely check out Columbia Restaurant and get a pitcher of Sangria and the 1905 Salad.