Be patient. these are mid-term plays, so you must be prepared to go without the cash for several years.

I find with larger homes that are big enough for wedding parties, reunions etc that I get a lot of bookings well in advance, with ~50% occupancy several months in advance.

just know that you will likely be INvesting cash for several years while it's stabilizing, and you may not cash flow or see any return whatsoever for 5 or 10 years or longer.to quote the princess bride - anyone who says differently is selling something. 

https://www.law.cornell.edu/cf...The Regulations state SEVERAL exceptions to "rental activities" in the tax code.  

It does well as a vacation rental, and we live on the island several weeks a year during off-season.

I’ve been in the single-family space for several years but am excited to dive deeper into multi-family properties.

I’ve operated MTRs in several markets and generally speaking amenities aren’t that important for MTR guests.

both homes are rented already for several months 

Understanding the IRS Section 179 Election to Expense Depreciable Assets is crucial to making the most of your tax strategy.This provision allows taxpayers to expense certain qualifying assets upfront instead of depreciating them over a period of years.However, there are several factors to consider when using this tax tool.Let’s break down how it works:What Is Section 179?

Charleston has a very active REI community and several meetup/networking events each month that are pure gold.