I always recommend checking out Furnished Finder Traveler Search ( https://www.furnishedfinder.com/housing/New-York/New-York) and Airbnb/VRBO for 30+ day stays to confirm what is out there. 

Run-of-the-mill homes aren't going to do as well, but if you're bringing the amenities, buying a home with some style, furnishing well, photographing it with a professional and writing a slick listing, then your vacation rental should hit 55% out of the game and be aiming for 70% by year two or three.

There are a few exceptions of properties that you are not legally required to furnish a SD, like a multifamily property.

Sold furnished. - Oceanfront 4/4 SFR. 

I have consulted Airdna and Furnished Finders to see the differences between STRs and MTRs in the areas I am looking, but it’s alittle hard for me to draw conclusions from those, so you have any advice on specific trends to looks for?

You could still acquire one property per year and furnish with the 100k, but your cash flow should be that much higher because it's MTR.

Whether it be long term, rent by the room, short term, furnished etc!

I researched and got on Furnished Finder but they said they recommend that I put a contract in place between me and the tenant, what should that contract consist of?

I have a condo near EVMS but I used to live in it before renting through furnished finder for traveling professionals.

., designing/developing ADU, furnishing it etc.)