And you should always have a backup lockbox on your property in the back yard with an extra key. 

The reality is the opposite - if it's not in writing then the PMC doesn't have to provide the service or can charge extra for it!

The return on investment will come a bit later down the line as you free up your time, focusing on higher leverage activity and having all these extra qualified leads coming in. 

If this is your goal to live off of rental income you will need to acquire many properties until you reach your overall goal of making enough off rents that will cover all of your living expenses plus a little extra for fun stuff.

We rented to them as they had cash from selling their home and paid us first, last, and security plus 3 months of rent extra.  

It would be great to connect here with a few folks, hear your stories of how you got started, and learn how to take that first step. 

Hey Folks,I am new to the world of fix & flips, however I have extensive experience in construction management (though primarily commercial general contracting).

Hi @Ellen Feiss I agree with @Ty Coutts that you should start with informal, friendly, face-to-face conversations with the tenants to establish rapport, especially as you have some lead time here before next April.People don't like surprises or having to scramble, so if you are able to let them know your plans in advance, if they are reasonable people they should appreciate the extra lead time.This is especially true if their rents are currently very under market - they will have sticker shock when they look at what other units are renting for, and have to spend more time finding a new unit (if you'll be asking them to leave).If you have to move into one of the units yourself, I'm surprised you (or your lender) didn't make it a condition of the purchase and make the seller have the unit vacant for you.Sooner or later in rental real estate, you will have to establish a relationship with an eviction attorney.

I'm on the Emerald Coast of FL (Destin - Fort Walton Beach) and I have noticed that there have been several investor developments, where an investor buys a property that also has some extra land and then adds tiny homes on the extra land to use for additional STR housing.

At your price point there's a few areas that you could get into, but you'll need to keep in mind you'll need to have some extra funds for making any renovations you might need to maximize the property.