In just over 7 years in STR business made my share of mistakes, especially on the first one.
Easier to suggest what to do (lessons learned from mistakes & successes).
1. Buy in right location which is high demand resort or destination location.
2. Make sure it pencils as either STR or LTR. Or you wouldn't mind living there yourself if needed or wanted.
3. Be sure STR's are allowed by City / County and HOA if a condo - get your permit, if ones required. Going without will get caught and cost you.
4. Reliable Cleaners, maintenance and boots on ground are mission critical.
5. Add amenities and creature comforts such as coffee maker, Amazon Firestick, hangers in closet, waste baskets, blow dryer, ironing board & iron etc.
6. Communicate timely and in a friendly manner with guests and prospective guests.
7. Monitor local politics and the news for any changes in law.
8. Don’t be emotionally attached and be prepared to 1031 to friendlier climes or states if rules of the game change.
I personally prefer to do higher quality furniture decor and often make hard improvements such as quartz countertops, all new lighting, paint, appliances, etc.
Tends to draw higher quality guests, higher rates. You enjoy it when visit. Plus adds value on re-sale. I also double-pay the mortgage to save interest, beat down principal and build equity. A successful STR makes plenty of cash flow for this. Often will cash-out Refi to build reserves and generate funds for other r/e investments. Keep LTV at 50% or less.
Agree that staying at your STR from time to time helps with spotting / addressing ongoing maintenance needs. Have cleaners report items that need replenished such as TP, paper towels, coffee, soaps etc. Have high volume washer and dryer so cleaners can turn bedding towels and linens promptly.
Hope this helps. Many successes to everyone!
David