545. The New Rules of Buying Short-Term Rentals in 2026
Thanks For Visiting
Airbnb Superhosts Annette Grant & Sarah Karakaian
4.9 • 589 Ratings
🗓️ 2 April 2026
⏱️ 47 minutes
🔗️ Recording | iTunes | RSS
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Summary
The short-term rental market is shifting—and what worked even a few years ago won’t cut it anymore.
In this episode, we sit down with Kenny Bedwell to break down the new rules of buying short-term rentals in 2026. From changing demand patterns to increased competition and rising guest expectations, we’re unpacking what’s actually happening in the market—and how to adapt.
Kenny shares how he’s still finding profitable deals across the country, why average properties are falling behind, and what it takes to create a top-performing listing today.
They get into:
- Where STR investors should be looking right now
- Why drive-to markets are outperforming
- The biggest mistake people make when analyzing deals
- How to identify the right guest and design for them
- What separates top 10% properties from the rest
- How the industry is evolving and what to expect next
If you’re thinking about buying—or trying to stay competitive—this episode will help you rethink your strategy and move forward with clarity.
Transcript
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| 0:00.0 | You're listening to the Thanks for Visiting Podcast. |
| 0:07.8 | We believe hosting with Heart is at the core of every short-term rental. |
| 0:12.8 | With Annette's background in business operation. |
| 0:15.1 | And Sarah's extensive hospitality management and interior design experience, we have welcomed |
| 0:20.3 | thousands of guests from over 30 |
| 0:22.2 | countries earning us over a million dollars and garnering us thousands of five-star reviews. |
| 0:27.9 | We love sharing creative ways for your listing to stand out, serve your guests, and be profitable. |
| 0:34.9 | Each episode, we will have knowledgeable guests who bring value to the short-term rental industry. |
| 0:39.4 | Or we will share our stories of our own experiences so you can implement actual improvements to your rentals. |
| 0:46.4 | Whether you're experienced, new, or nervous to start your own short-term rental, we promise you'll feel right at home. |
| 1:10.4 | Hello, welcome back to another great episode. My name is Sarah Caracan. I'm Annette Grant, and together we are. |
| 1:11.7 | Thanks for visiting. |
| 1:13.0 | And today we are going to have a great episode. |
| 1:17.9 | We are going to talk about acquisition and what the short-term rental industry landscape looks like. |
| 1:23.9 | But first, let's start this episode like we do each and every week, and that is featuring one of you are incredible listeners who head on over to STRshare.com. Share everything |
| 1:33.1 | you can about your short-term rental so we can celebrate you here on the podcast and on our |
| 1:38.1 | Instagram account every Sunday. Annette, who are we sharing this week? This week we are sharing Oakwood underscore Hoss, so H-A-U-S, House, H-Wast. |
| 1:50.5 | Again, Oakwood underscore H-A-U-S. |
| 1:54.8 | Yeah, H-A-U-S. |
| 1:57.0 | And this home is owned by one of our incredible strategic hosts. It's our private program that Sarah and I have with one-on-one coaching. And Doug is crushing it. He currently, the property that you're going to look at is in California, but he has properties in Washington. He is launching in Mexico and then Costa Rica. |
| 2:20.6 | So he has got big plans for scaling. |
| 2:24.1 | One of the things that I want to call out, |
... |
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