Many times the tenants are income based and pay 20-40% wherein only 60-80% may be guaranteed.Aside from the rent percentage issue is pride of ownership.

If there are any legal issues that I have to worry about etc. 

They may also be able to temporarily relocate your tenant to avoid any other issues.

That does not mean there aren't issues to consider.

Also keep reserves beyond your 30k for unexpected issues.

Ensure you have an itemized invoice from the cleaner, which can help justify the deduction.Reasonable Deductions: Long-term tenants often leave normal wear and tear, so I recommend being lenient on minor issues.

•Check historical flood maps to see if flooding has been a recurring issue in the neighborhood.3.

There are a lot of market-specific issues you'll have to grapple with and also, there are plenty of landmines in MFR on its own in CT that you'll have to be ready for, in addition to the nuances and complexities of developing something like this.

UPDATE:  After 4 days of back and forth with Airbnb CS, they finally decided to do the right thing and issue my payout for a reservation that a guest cancelled in the amount of $1,333.75. 

I tend to agree and don't think it will be an issue.