I'm looking for neighborhood recommendations in the Sarasota area for a short/mid-term single family or townhome investment in the 400k-500k range.

I'd like to be able to give a variety of options for the listeners along your recommendations and feedback on the options.

We simply include the tax on the invoice sent to guests, which makes it easier to track and ensures we're covered for tax purposes at the end of the year.For Chicago, I’d recommend checking directly with the city’s tax office or a CPA, but generally, you’ll need to register with the city, collect the hotel tax from guests, and remit it on a regular schedule (likely monthly or quarterly).

Could you recommend where I can start looking?

I would recommend buying a standard SFH with opportunities for an ADU, or a split floor plan where you could rent out the rooms!

Does anyone have reputable recommendations for handymen or cleaning companies in the area?

You could seek administrative roles, leasing assistant positions, or internships to learn the business paycheck.

I recommend you budget 5% of the gross rent (for the whole place, even what the rent would be if you were living in it as a tenant) for repairs and 5% for capital expenditures.

This can be especially appealing for those who enjoy traveling or seeking occasional getaways.

Really reaching out today to see if anyone has a good recommended software they use for material list organization & construction management softwares.