Priices don't remain this high above the inflation adjusted level for long.

Inflation is worse than the govt portrays it and higher interest rates are bleeding away the money people spend on vacation.

However, I would look for properties that are not in resort areas as the resort properties will all be inflated and the owners very recalcitrant to take substantially less than their imagined value.

It will take (300 divided by 1.6) 187.5 months or 15.6 years for you to put away $300K from cash flowing the property (This assumes that the property is never vacant)When considering the time/cost of money, i.e. inflation, the value of the $300K from renting over 15 years is small versus having the $300K now.I would sell.

The rents also go up with inflation while the mortgage stays the same, this can help as a nice kicker if do owner occupy it for a few years your cashflow will likely be a bit higher on the exit but depends how long plan to actually stay. 

I know someone will say "but inflation!" 

The MLS has nothing but inflated prices, wholesalers are also inflating prices leaving only buy and hold as an exit strategy.

If banks didn’t have fractional lending they would not give mortgages either as with inflation you lose money over timeFor example:Take $1M as an example of a portfolio and put it at 7% seller financed vs putting it into an investment that gets 6% but doesn’t pay your principal back and is taxed at a much lower rate and see how big a difference that isRoughly $1.4M interest vs $1.8M and taxed at 15% less rate it makes a huge difference.

Your main problem here is your own failure to raise the rents on every lease renewal consistent with, at least, inflation.

I don't know about you, but in 30 years I'd rather be sitting on a million-dollar asset that I own free and clear (because someone else paid it off for me) that is generating multiple, multiple times the rent I was collecting when I first acquired it and in which I can fill a vacancy with a qualified tenant within two weeks because the area is so desirable that it can't keep up with housing demand than on some boondocks asset that I only purchased because it was the cheapest thing around and "cash flowed" $200 per month on paper but barely appreciated over the years and whose rent appreciation has marginally kept up with inflation and takes me three months to fill a vacancy with a "qualified" tenant who even then might get behind on rent because his hours were cut at the gas station 30 miles away (true story; my tenant worked at a gas station in Boron--only job he could find).Personally, I'm keeping my 4-unit in Santa Clarita and investing in development deals and notes until an incredible off-market deal lands in my lap (keep dreaming, Logan) or the SoCal market cools.