If I finance the renovations, I would be able to keep that rate.

Pricing and rents reflect that.Alaska is cruel mistress this time of year. keeps threatening to be spring and then snows again.

I may keep them all or flip a couple, TEAM is the key.All the best

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Something to keep in mind however is that your choices may be limited depending on weather your PMC filed for eviction as 'them vs. tenant' (which is quite likely how it is now), if so, then you will have two choices: 1) You will have to let them handle eviction until the end OR 2) you will have to re-file for evition as 'you vs. tenant'. 

This has been keeping me up at night every night and I can’t find the right answer for my unique situation.

If its feasible for you to keep the property mgmt company on the books until the end of the year, that could definitely be beneficial to you especially if this is your first STR.

The Tenant must keep the lawn maintained; must remove leaves and debris and keep window wells and drainage areas free of leaves and debris.

This would allow you to keep that low 1st position rate. 

For example if a former owner was not notified of the sale properly they could have cause to reverse the sale that risk alone could keep you from getting title insurance.