Regarding the condo/townhome situation in Fort Myers vs Bonita Springs, I would say the more important things to focus on would be the association fees charged, what is included in those, and the rental restrictions of the association.

And $5,000 poorer.Over the course of our relationship, we barely used 10 hours of their time, including the onboarding, the meetings and email communication.

I would work on my communication of my processes including letting them know asap of their schedule with me. 

I would send a lease violation notice that advises the tenant that they have violated the no smoking provision of the lease and that it needs to be cured immediately - to include complying (not smoking) and remove any odor/damage that may have resulted.

Alternatively, your sibling might use a 1031 exchange to defer taxes by reinvesting in like-kind properties, though this doesn't directly fund a primary residence.Other ideas include leveraging a HELOC on the rental properties for the down payment, taking out a 401(k) loan, structuring an owner-financed agreement, or a lease-to-own arrangement.

Quote from @Martin Streich: If it is in the middle of the contract term, you either have to terminate it and rewrite a contract, including the other tenant or wait until the contract is done and add the new tenant to the contract on the next lease.

Clear Creek, west of Denver, and Gilpin County, northwest of Denver, both have a primary residence STR permit that's not subject to their caps on non-owner occupied Airbnb.Park County, which includes Bailey, Alma, and Fairplay is open.

It added new stipulation, including the ability for housing providers to get 100% back rent owed even for tenants that have moved out already.

run the numbers including holding costs and you will see why.

2) You MUST screen these people before renting to them, but you can use FurnishedFinders screening tool3) Otherwise, you can put your choice of screening link in your ad or include in a response template in FF.