IMHO extra extra time needs to be put into the DD and financial modeling phase given near term lower occupancy risk, continued covid in our env for years, and bad event contingency planning adding to costs (back up generators etc, relocation place some distance away)..Best of luck.

If I raise my nightly rate $25, it would pay for itself in ~3yrs, assuming the higher price didn't hurt my occupancy and it didn't create tons of extra maintenance/utility bills.What is your experience with hot tubs?

Buy a house here for 700K to 800K and rent out the basement and extra room on Airbnb and long-term tenancy.

Their electric bill will not be that much higher than their current bill so the extra $20 would be a great way. 

I am leaning more towards a tri or quadplex (Fort Worth, TX) since I have been hearing it takes the same Property management skills as a duplex and generates cashflow every month besides the duplex would just be covering my rent, don't get me wrong I would absolutely love that just starting off as well... but would rather have the extra cashflow coming in to help put towards another property ASAP if at all possible.

This way everyone wins-- you get the increase, it's on the lower side, and if the tenants get to pick the upgrade-- they will be happy knowing where the extra money is getting spent.   

Definitely not worth the extra work.

I’d be saving an extra $700-$800 / month.

Now, that 4/2 is a bunch of extra space that a single person does not need, it's just extra crap to clean/maintain/etc.

If you plan on keeping the house long term spend a little extra and don’t go with the cheapest shingles.