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Top 5 Tips for Finding Your Next Airbnb Investment 

May 29, 2025

"If you’re thinking about buying your next short-term rental (STR), you already know it’s more than just picking a property you like — it’s about running the numbers, understanding the market, and playing the long game. As someone who looks at potential short-term rental…"

If you’re thinking about buying your next short-term rental (STR), you already know it’s more than just picking a property you like — it’s about running the numbers, understanding the market, and playing the long game. As someone who looks at potential short-term rental investments every day, I’ve seen what makes properties succeed — and what makes them sit empty.

Here are my Top 5 Tips for choosing your next winning Airbnb:

1. Start with the Data, Not Your Gut

Before falling in love with a property, zoom out and look at the market performance first. Tools like AirDNA and Pricelabs Market Dashboards, can show you:

  • Average Daily Rate (ADR)

  • Occupancy rates

  • Seasonality trends

  • Revenue per available room (RevPAR)

Bonus tip: Look for markets with strong year-round demand and properties that perform well on average — not just standout listings.

2. Target Markets With Room to Grow

Yes, cash flow is king — but appreciation and demand trends matter too. The best investments often sit in emerging vacation markets with:

  • Steady inbound population or tourism growth

  • Moderate home prices relative to rental revenue

  • Limited STR saturation (but increasing visitor demand)

These “up-and-coming” locations often offer higher ROI with less competition than oversaturated metros.

3. Dig Deep Into Local Regulations

No matter how great a market looks, short-term rental rules can make or break your investment. Just because a city allows short-term rentals now doesn’t mean that will always be the case. Make sure you complete your due diligence and your investment is protected from future regulation.

Before purchasing, always research:

  • Permit availability or caps

  • Zoning and licensing laws

  • Host residency or minimum night stay rules

  • Pending legislation that could impact STRs

Bonus Tip: Look for markets with clear, consistent, and enforceable STR regulations — those are often the most sustainable for long-term operators.

4. Prioritize Travel Drivers That Create Year-Round Demand

The best STRs aren’t just pretty homes — they’re located in places people travel to consistently. That includes:

  • Natural attractions (beaches, national parks, lakes)

  • Event-driven areas (colleges, venues, festivals)

  • Business or medical hubs (for mid-term stays)

  • Multi-season destinations (think hiking and skiing)

Bonus Tip: Look for areas where mid-week and off-season bookings are still strong — that’s a key signal of resilient demand.

5. Know Your Expenses — All of Them

It’s easy to get excited about projected revenue, but your true profitability lies in the details of your expenses. Don’t forget to factor in:

  • STR-specific insurance (usually more expensive than standard homeowners)

  • Cleaning and turnover costs

  • Lawncare, snow removal, and pest control

  • Utilities, internet, and streaming services

  • Maintenance, supplies, and furnishings

Not building these into your underwriting from the beginning can be the difference between monthly profit and monthly pain.

Bonus Tip: Run conservative projections. If the deal doesn’t work with real-world costs, it’s not the right property.

Smart STR growth comes from making informed buying decisions — not just reacting to trends. If you combine reliable data, clear regulations, and sustainable travel demand, you’ll be in a great position to scale profitably.

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