I expect that I'll be reserving time in various resorts and farming those weeks out to perspective vacationers, does anyone know if VRBO, or AirBnB, or some other site would be most appropriate for this approach?

Start by targeting your audience more effectively—hone in on vacationers, outdoor enthusiasts, and families that would love your location.Also, consider looking into property management services that specialize in short-term rentals, or even investing in some marketing tools to help boost visibility.

Just may require a pivot from vacationers to the above type customers to get your numbers looking better.Hope that helps.Mike

Your strategy could attract a specific niche of renters or vacationers looking for more than just a standard home.

I rent by the semester to visiting scholars during the academic terms and by the night to vacationers between academic terms.

After 4-6 months transition to annual because Vacationers will be nonexistent and you will be stuck with zero income.

They are aiming at the new generation of vacationers.

The superb amenity offerings and number of charming listings in the community have led to an established brand vacationers and guests trust.

The rentals occupied by illegal immigrants are located in areas where the working class, not vacationers, needs housing. 

Vacationers.