If a landlord plans to hold the property for a while, we always recommend an annual lease, ending to align with the summer leading lesson, or staggered with their other leases depending on the situation.  

You also may need to start with more capital so you are prepared for unexpected situations.

HI @David SohnSituation 1: You don't pay for your brokers fee:In this situation you are not paying for a buyers agent and they would be paid via the seller.

Make sure you get his idea of what situations could require a fee.

We're often helping each other problem solve our listings or helping with specific situations that are occurring at our properties.

If that is the path moving forward we will be left without a home as of 9/21/24 which will create incredible financial, mental, and physical stress on our part.

I have owned houses in 'floodzones' that would never flood except in a once in a lifetime situation.

Basically they'll come up with reasons as to why the "guarantee" doesn't apply to your situation. 

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.

You’re in a win win situation no matter what however I guess you would also want to take in account any major cap x repairs that might be coming up soon in the future you might want to avoid paying.