Are you sure you want an old Leica? I'm not going to try to turn you away, but just don't buy anything unless you were exactly sure it was what you wanted.
Their website says their prices on the IIF range from $300 to $800, and I'm assuming that's just for the body. To keep it within your price range, you'd have to buy their worst camera and a really crappy lens, probably some Russian one. You wouldn't have any kind of built in metering (duh) so you'll have to use some sort of external meter.
If I were buying a budget rangefinder camera for everyday use, I would actually buy an autofocus camera instead. Something like the Konica Hexar AF, Contax G1 and 45mm or 28mm, Ricoh GR-1, Contax T2, Nikon 35Ti or 28Ti, etc. these are all modern cameras with auto/semi-auto metering and good focusing, some are smaller than the Leica and will fit in your pocket. They offer great results because the lenses are modern - Leica lenses are known to be the best, and the older ones certainly have their own aesthetic to them, but I think modern lenses (especially that Zeiss Contax 45mm f/2) are going to be better.
If those don't float your boat, I would also recommend more recent (than the IIF) fixed-lens rangefinders. You won't be able to afford more than one lens for that Leica anyway (at least not with that budget you posted). The Olympus XA is a tiny rangefinder that fits in your pocket. The Contax T is the next step up from that. The Rollei 35 is not a rangefinder camera, only a scale focusing camera, but it's excellent and super compact. There's a slew of 70's fixed lens rangefinders (Yashica Electro, Canonet QL17, Olympus RC/RD/SP, Konica S2 and S3, etc etc) that are all pretty good and certainly under $300.
I don't know, do what you want, but I know personally I can't see the screw mount Leicas as anything but a shelf toy. They are beautiful. But I'd pick up pretty much anything else in a heartbeat. Of course if there's one place for me to get my butt kicked for this opinion, it's here 😀 that's just my 2c though.