Can I get 2 primary mortgages at once/FHA & 5% down conventional

[Lillie MAnon]

I am interested in buying two properties at once. I live far north and the winters are brutal and so I would like to be able to purchase a second home down south with a conventional 5% down and a duplex using FHA in the town I live in. I would want to be able rent out the second home sometimes to short term vacationers but my genuine intentions is to use it as much as possible in winter and summer. And obviously I would rent the other side of the duplex.

Do you think I could get away with closing both loans around the same time and qualifying for a primary residence mortgage on both? If so, is it better to close on an FHA or a conventional loan first? Income-wise I could qualify for both properties without rental income being taken into consideration.

I'm relatively young, single no children. I don't feel the need to buy a big house right now but I want to get started on owning and investing. I also don't have a crap load of cash sitting around but I would have enough downpayment and closing costs for an FHA and a 5% down conventional.

I would think that if I got married we could either use my future husbands info to buy a primary house or by that time, we could convert these to rentals and qualify for an FHA or low money down conventional.