I'm not sure about your local laws, but here in Minneapolis if a Section 8 tenants does not pay their portion of rent, that is breaking the lease and they get banned from the Section 8 program nationwide for 5 years.

HUD released guidelines in 2016 saying Landlords and Property Managers are not allowed to enforce "blanket bans" based on criminal history. 

More and more counties are starting to ban them and people are starting to scale out of short term rentals for this reason.

There is a coalition of numerous industry trade groups that have been banned together to educate Congress and the administration on what would happen to the economy if Section 1031 were to be eliminated. 

starting in 2017 the 417k is going up to 424,100 so you got a 7,100 boost.It may not do much in Orange County or Los Angeles county but it goes a long way in Bakersfield, banning, Stockton, Modesto, and other parts of CA.

According to him, there is no city exempt or safe from future VR restrictions and bans so nothing is ever guaranteed with vacation rentals and you should always keep that in mind.

@Cassandra Alessio  not only can a condo HOA cost you money and cause you headaches, but in some cases, they may ban you entirely from renting your condo--in which case, your whole plan goes up in flames.In my area, it's fairly common for condo HOAs to forbid leasing any of the condo units....So, you'll want to be very certain about the HOA's policies on renting, and also get a good sense about whether their policies could change. 

They haven’t banned this one yet?

Some parts of the country are talking about banning evictions for the rest of the year.

You might be better off long term holding a property that is increasing in value, and taking the capital gain on a loser. 2020 has been an example of where an investor once made big profit on AirBNB and the travel industry dried up or the city banned short term rentals.