Couple hundred books -- that's nothing.
Assuming the average ebook is 400-600 KB, which is how I've found it, you can store about 6500 books on the Kindle's ~3.25GB storage space. Heck, let's be generous and say the average book is 1MB -- that's still over 3000 books.
Unless you read a lot of manga or scanned PDFs, with an average 50MB-or-whatever size, the current is not lacking.
I keep my TBR (350 books) on my Kindle, together with a long list of favorites, and don't usually bother to delete books when I'm done (until I need to, which is
really rare), and have never been caught in a situation where I cannot find a book I am interested in reading.
As long as I can connect to my computer and add new books once every few months, I'm set (but I can easily connect daily).
I'd have more space, too, if not for all the miscellaneous junk that has nothing to do with reading at all, like a 1GB system image Just In Case I ever need a chroot, because I am literally too lazy to delete it even though it would take less time than I just spent typing this
sentence.
That's how little it matters.