I'm trying to Figure out how to make this potential deal work.Seller wants to sell but not right away because they still use the house for some income. 

im looking to get into a house hack in either there or venice, or even palmetto, still just looking but would like to be educated when i do decide to make the move, any tips are appreciated, also if you need any help let me know!

Do they use a servicing company to make the payments directly to the , or do they make payments directly to the seller and hope they pass them on to the lender?

You do that, it's going to be best place to start because I am betting from there you will seek how to simplify things. 

Aerial pictures from drones seem to be rage.

Some folks have already given good advice, and I want to add a quick tip for how to get data on potential STR properties.

You don't have to answer that, nor can you because it's subjective, but the point I'm trying to make is that they may not view it as a great deal as it currently exists.

Buying two rentals in one year can be a challenge, but there are creative ways to make it happen:House Hack the Duplex: Buy the owner-occupied duplex first.

Ask how many units they manage and how much experience they have.

See what a difference it will make for people to know you have 13 years in.