The vintage convertible daydream usually dies at the price tag, but it does not have to. Alfa Romeo Spiders, Volkswagen Beetle cabriolets, and even 1970s and 1980s Mercedes-Benz SLs still trade for under $10,000 in the right condition, while the muscle-era American droptops most fans grew up wanting left that bracket long ago. The catch is what a cheap convertible can hide under fresh carpet and a decent-looking top. Read on for which models are still affordable, why they stayed that way, and what to check before buying one.