I'm not sure about this. I did it and both cars stayed in the same garage (checked a short time after). But will this be permanent or will one car be removed if I stay to long away or something similar?
Store multiple cars in 1 garage
grand-theft-auto-5
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Best Answer
You can indeed store multiple in one garage, if you squeeze them in. So long as they fit, they will save.
Edit: To edit my post to best answer the OP, they will save and the cars will stay there until you go back to the garage and remove one yourself.
Edit 2: More information on GTA V garages.
Each character has a purchasable 4 car garage, in these you can only store 4 cars.
You can store 2 cars in Michael's safehouse garage, 2 at Franklin's Safehouse garage, and 1 at each of Trevor's safehouse garages.
This leaves you with a grand total of 18 cars you can store in Story Mode. 50 for gta online, however.
Edit 3: More information on GTA Online Garages
Thanks VanBuzzKill for the GTA Online information