After minor renovations to enhance its appeal, it has consistently performed well on the short-term rental market, particularly on Airbnb, where it maintains a high 90% occupancy rate.

If you’re aiming to attract higher-paying renters, consider going taller (10-12 ft) for flexibility with larger items or small vehicles—this may boost interest and rental rates.

I’m considering selling and using the proceeds to reinvest in a long term rental closer to where I live but before I do, I am curious if you think a rental management company may be able to help boost rentals, thus making this a profitable property? 

Owners mistakenly ASSUME all PMCs offer the exact SAME SERVICES and PERFORM those services EXACTLY THE SAME WAY, so price is the only differentiator – so, they often select the first PMC they call or that calls them back!

Underwriting will assess the performance and appraisal of the property based on traditional long-term rental comps.

And a little skepticism that the market would continue to grow at 5% or more on average (it's been ~7% average for the 8 years I've lived here)@Dave Foster I filled out the BP spreadsheet here for the sell or rent decision, and similar to you advice, selling and investing the profits in index funds performs only slightly below being a DIY landlord, making that seem an attractive option. 

If you’re aiming for a stable, hands-off income boost, this might be the way to go, especially with the cost being relatively low compared to other investments and being in an expensive market. 

Focus on boosting your search rankings with targeted SEO, and then bid out everyone else to dominate the ad space.

Yes, you read that right, the American system was designed to best facilitate FAILURE not success. because when there is freedom to FAIL, it comes from consumers ability to choose, choose who is worth it, who isnt, and the poor performers fail and the good performers are rewarded. 

Since repairs are essential, doing the HVAC and roof as cost-effectively as possible will boost rental value and make refinancing smoother.