We're currently looking for ways to streamline supplies for cleaners (toiletries, towels, item replacements) and handle small handyman issues.

I do not think they are sketchy is just that they do not go by all of the state regulations and they might charge you a cancellation fee or increase rates more often.

By-right uses are much simpler since they don’t require additional government approval beyond standard permits.Development Standards: Once zoning is clear, factor in the regulations such as setbacks, parking requirements, density, and other local standards.

Ideally, I’m looking for areas with a mix of:High occupancy rates for STRs (Airbnb or VRBO),Solid potential for appreciation over the long term,Investor-friendly regulations on short-term rentals.If anyone has experience with markets that fit these criteria or knows areas where STR is thriving with good investor laws, I’d love to hear your thoughts.

Question 2: Where can I find state or city regulations regarding tree maintenance when the lease is written with gray areas?

In those two specific states there is just a ton of build-able lots especially SWF so you dont have a supply issue like other areas of the country that are supply constrained and therefore prices are holding or even rising a tad.

Short term, assuming the real estate lobby doesn't sue this to keep delaying/appealing, once it goes into effect there will be no more broker fees paid by tenant *unless they hire the broker*Some long term effects I can predict already: - Landlords now having to absorb broker fees will bake this into the rent (e.g. how "no fee" units typically are priced a little higher than other units) - Real estate board will require another document (or checkbox) for tenants to sign stating that they're hiring the listing broker and responsible for compensating them for their fee *if* they apply and are approved- Regular New Yorkers will have an even harder time to find an apartment because you cannot legislate/regulate away a housing crises... 

Know the demand and supply in the area. 

Senior Living here is in short supply and high demand - good luck!  

I was looking into the cities regulations and it seems like mid term rentals would work.