To list a few...Anyone who wants to increase their property’s income potential (and equity) and build new housing in a market that struggles with high prices, low supply, and few new construction.House hackers who live in their primary and want to airbnb an ADU love this strategy or vice versaInvestors who want to do both long term and short term benefit from having two separate units.Rental Restrictions on ADUs.Thankfully, Raleigh is very STR friendly and ADU friendly right now.

. ✌️ (and don’t forget to calculate short term capital gains tax - that’s why I prefer passive income over flipping)

Providing a starter supply of items like laundry detergent, dryer sheets, and toiletries is common practice and works well for short stays.

., short-term rental, mid-term rental)?

At that point I dont know investing would make any sense, I have heard scary stories I was thinking about short term rentals but that needs constant cleaning after guests and conpetition is very high my friend spent almost 200k out of pockets to buy a property for airbnb and he got 17 bookings per year....

I know January and February are slow months, but looking for suggestions to seek bookings in the short term. 

Short answer: Yes, laundromats can be profitable, but profitability depends on a few factors.

Rent my house in Philadelphia out, and move to puerto rico as a renter with the goal to buy for myself more so than to rent for short term.

Ditto, I use PriceLabs for my STRs - here is a nice writeup ...Airbnb Smart Pricing Vs PriceLabs: An In-Depth Comparison For Hosts | Boost Your Short-Term Rentals

The fund raised $200 million in short order with few sources of deal flow 5.