Go to Etsy and search for "rental property tracker," and you will find hundreds of nice spreadsheets to track 10-20 rentals, usually for under $10.Software has extremely helpful features like online payments, marketing syndication (click a button, and your property is advertised on multiple sites), electronic document review/signing, maintenance tracking, and owner reports.

Hey Daniel,I think it really depends on what your strategy is.If you are planning to pick the market, furnish and manage the property then education will be extremely beneficial.If you are partnering with an experienced agent/manager then a lot of the guesswork is taken out.I'm based out of central FL and have helped multiple Canadians purchase investments in FL.

If you have multiple properties, QuickBooks Online is great to connect bank feeds and track expenses.

I don't want to discourage you, but just make sure you aren't putting yourself in a situation where your feeling things pulling apart at the seams.

There are multiple industries driving the demand for mid-term stays.

In situations as so, what should property management services would be put work here to earn their keep to get the property rented.

Why Multi-Family: Multi-family properties offer several advantages, including multiple income streams from a single property, economies of scale in management and maintenance, and potentially higher appreciation compared to single-family homes.Ultimately, the best market for you will depend on your investment goals, risk tolerance, and personal preferences.

I was getting multiple offers to sell my holdings at a deep discount.

There also may be ways to enjoy some tax benefits in other types of taxes like gift and/or estate taxes, depending on your goals and family situation, if those are topics that you want to discuss with your estate planning & tax attorney as well.

I would greatly appreciate any pointers or advice you may have to help me with this rental situation.