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10 Costly Mistakes to Avoid When Buying Your First Airbnb

ADVICE Josh Taylor. October 22, 2025

Buying your first Airbnb can be an exciting move toward financial freedom and lifestyle flexibility. But if you’re not careful, it can also become a costly lesson. From buying the wrong type of property to misunderstanding what makes guests book again and again, here are ten mistakes first-time Airbnb investors often make — and how to avoid them.


1. Ignoring Local Laws and Restrictions

Before you get emotionally attached to a property, make sure short-term rentals are even allowed in the area. Cities and HOAs often have limits on the number of rental nights, permit requirements, and occupancy rules. Failing to verify local laws can cost you thousands and even lead to forced shutdowns.


2. Buying a Generic Property with No Standout Feature

A common mistake is buying a plain, cookie-cutter home with no visual or experiential appeal. Guests book properties that stand out in photos and offer something memorable — whether that’s a fire pit, outdoor tub, vintage vibe, or great design. If the home doesn’t already have a unique feature, plan to create one through thoughtful design and branding.


3. Underestimating Startup and Ongoing Costs

It’s easy to focus on purchase price and forget about the extras — furnishing, décor, photography, utilities, maintenance, cleaning, and restocking. These costs add up quickly. Budget realistically so you’re not stretched thin before your first booking.


4. Failing to Run the Numbers

Don’t guess your potential income. Use data tools like AirDNA or PriceLabs to analyze nightly rates, occupancy trends, and seasonality. Always calculate conservatively and account for taxes, cleaning fees, and management costs. You should know your break-even point before you close escrow.


5. Expecting Instant Bookings Without Reviews

Many new hosts launch their listing, sit back, and wait — then get frustrated when bookings don’t roll in right away. Airbnb’s algorithm favors listings with consistent activity and positive reviews. It takes time to build momentum. Lower your price slightly at launch, deliver a five-star experience, and focus on earning those early reviews — they drive bookings.


6. Not Sleeping Enough Guests

More heads equal more income. A two-bedroom that sleeps four won’t compete with one that comfortably sleeps six or eight in the same area. Within reason, maximize guest capacity without sacrificing comfort. Add sofa beds, bunk rooms, or versatile sleeping options where appropriate.


7. Designing for Yourself Instead of the Market

Your dream aesthetic might not match what guests are searching for. Avoid over-customizing or over-renovating. Think of your property as a product: design with intention, using durable materials and a cohesive look that photographs well and appeals to your target guest.


8. Taking Professional Photos but Stopping There

Professional photos are essential, but they don’t replace strategy. Don’t just upload pictures and hope for bookings. Optimize your listing title, captions, and amenities list. Refresh your calendar often, respond quickly to inquiries, and continually adjust pricing based on performance.


9. Overlooking the Management Side

Managing guest communication, cleanings, and turnovers takes time and organization. If you’re not local or don’t want to be on call 24/7, hire a reliable cleaner, co-host, or management company. Treat it like a business, not a hobby.


10. Forgetting About Tax Strategy and Depreciation

Airbnb income is taxable, but you can offset much of it through smart planning. Talk to a CPA who understands short-term rentals. They can help you leverage accelerated depreciation and other write-offs, which can save you thousands each year.


Final Thoughts

Your first Airbnb should feel exciting, not overwhelming. Avoid these common pitfalls by doing your research, thinking like a guest, and operating like an investor. When your property stands out, is priced right, and offers a memorable experience, the bookings and five-star reviews will follow.

Work With Josh.

Get assistance in determining current property value, crafting a competitive offer, writing and negotiating a contract, and much more. Contact Josh today.