Given your plan to sell I think renting it for 6 months through the slow season for your area is a good idea.

So far I am booked pretty solid for our season with all 5 stars.

You can see much better cashflow especially in peak season with STRs, but location is very important if you want year round traffic, as our tourism market is pretty seasonal.

My questions are:1) What are seasoning requirements to pull the cash out via Refinance ?

On 2 other SFR's in Omaha I am waiting for another 2 months to hit the 6 month seasoning period and then will do a cash out refi and get a conventional 30 year loan on.I am currently finding the properties online and the promising ones usually have 10+ offers within 24 hours and are going for over the list price.

Coronavirus isn't a joke but during the 2017-18 flu season the CDC estimates 61,000 Americans died of influenza with a 95% UI of between 46,000 - 95,000:https://www.cdc.gov/flu/about/burden/past-seasons.htmlIt's going to be interesting to compare markets (housing and overall) between states that are opening back up VS states that are continuing to lock down. 

Short/no seasoning?

I'm sure there's some seasoned investors out there that have a more developed and nuanced view of this situation than myself and I'd love to hear from them.Appreciate you reading this and I'm happy to provide additional details that might inform your response. 

Are you seeing rents reduced this season - due to Corona?

Additionally while i love San Diego i'm afraid it's my destiny to end up back in NYC and die there one day but am nervous i won't be able to afford to actually to buy anything there that would ever realize me any sort of gain and i'm apprehensive to buy where i don't live and manage through a company (so i'm unsure if buying something in SD would make sense if i'm only going to be here 2-3 more years).I hope my situation is a common one and hope to hear from a plethora of you seasoned vets with any/all advice!