How to structure lease for tenants with different lease lengths

[Eric Samuels]

So I have three prospective tenants for my property in Philly who are interested in renting but one only needs a 6-month lease and the other two are fine with an annual lease. I was thinking of signing all of them into an annual lease and adding an addendum allowing the one tenant to sublet with a person I approve of. There’s also the option of having them all sign two 6-month leases but then that does provide the chance they all leave after 6 months and my unit has been vacant for quite some time so I need to recuperate. Any specific concerns with subleasing or anything else? Other suggestions are appreciated