CSS used to be for members only (around $1200), but i just looked and they now say they rent to non members too -http://www.clearwatercommunitysailing.org/boat-rentals/
be warned you will be confined to area near the center and not allowed to go under any bridges (out to the gulf via sandkey bridge, north via memorial causeway and south via the belaire bridge) and the sailing in that part of the bay is filled with shallows and very limited, esp during a low tide. In a very high tide (2.5'+ you are fine). If it was me, i wouldn't rent from them unless it was a high tide.


there are tri rentals (windriders 17 and 18's) at dunedin causeway - http://www.sailhoneymoon.com/
In med - heavy air, these are a blast

there are gcat and wave rentals in north anna maria island (longboat key) - http://coastalwatersportsami.com/index.html