Anyone may correct me if I am wrong but this is to my understanding.
As of now, there are 3 sizes to the Hamilton bags.
The smallest of them is the Hamilton Messenger. The Vanilla one which you posted above. It is really very tiny as seen in the photo here.
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Next up is called the East West Satchel. It is a medium sized bag, rectangle in shape. It fits quite a bit example if you have a long wallet and makeup bag.
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Lastly, the biggest of them all is the North South Satchel which is square-esk in shape. It is big and definitely fits a lot.
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If you are planning to get the pebbled leather, it will definitely slouch but it just adds more character to the bag. Honestly to me, the Saffiano looks a bit stiff but it does look nice too. I hope it helps.
I think that currently, yes, these are the sizes that Hamiltons are available in. There's also an outlet version that's bigger than the E/W but smaller than the N/S and it doesn't have a lock & key, just a name plate. I think they recently started making outlet versions the same size as the E/W though too.
And someone can correct me if I'm wrong, but I've heard of XL Hamiltons bigger than the N/S but I haven't seen any in person.