The smallest Venture...
my first boat with "sleeping space" was a Venture 17. It's cheap, easy to rig, a trailable behind the smallest vehicles. It's a light weight and not a very well sailing boat. Somewhere I have a photo of two of us sailing my Venture, and it is so low in the stern from our combined weight in the cockpit, that it is laughable. It was advertised as with cruising room for 4, but 2 is more practical down below. It's lightly built and not well finished. Wouldn't want to take it very far from shore. OK as a starter, but you'll soon be disappointed in its handling. I think I had mine about 2 years before frustration set in.