Real Wealth Show: Real Estate Investing Podcast · Kathy Fettke / RealWealth

Short-Term Rental Investing in 2026: Deals, Cash Flow & Market Trends with Avery Carl

·33 min·3 clips

Kathy opens with spring break and summer travel, which gives the timing a practical edge. She brings Avery Carl back to walk through what is happening in short-term rentals right now, and the conversation moves straight into oversupply, the markets doing best and worst, and the regulations people have to account for. The tone stays grounded. Avery does not treat short-term rentals like a shortcut; she treats them like an asset class where the number has to work. That is the through line. When Kathy asks about discounts, Avery says it depends on whether the property was priced right to begin with. She gives a clean example. A three-bedroom she bought last year was listed at 1.25 million, and she bought it for 815,000. But even there, the headline savings did not tell the whole story. Avery says the property was probably worth about 850,000, which means the real discount was much smaller than the list-price drop made it look. That is the sort of math this show likes. She also says she will happily pay asking price when the listing is actually right. The episode keeps widening the lens. Avery says the audience for short-term rentals has changed over the last decade, from people chasing a strict cash-on-cash target to buyers with very different goals. Some listeners want strong cash flow. Others care more about tax deductions or about owning a place their family already uses for vacation. One example lands hard. A buyer with a 5 million budget wanted a 30A property and was comfortable with losing 30,000 a year because the family liked the market. That is not the same thesis as a spreadsheet-only investor. The takeaway is simple: the good stuff is not usually sitting around on the MLS, so you have to know your number and make the offer that makes sense.

As heard by us

A grounded STR market check that keeps the focus on oversupply, regulations, and deal math.

The discussion treats short-term rentals as a business with cycles, rules, and deal math. Avery Carl and Kathy Fetke stay on the points buyers actually need: oversupply, regulations, market performance, and the gap between a listing price and what a property is really worth once…

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Avery Carl walks through what is happening in the short-term rental market, including oversupply, regulations, and how to judge a deal by income.

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