The short answer is yes in my opinion.As you say the great properties in great areas are always going to do well.The "Airbnb" type properties (Ones not good enough to do well on Vrbo) are going to struggle unless they have something going for them like being close to someplace like a hospital, university or are very walkable to something interesting. 

@Alex Melara  We managed short term rentals for a while and stopped when the restrictions became to restrictive. 

I ask because I have family that owns in Hawaii and switched gears and started buying in Florida due to the better puchase prices and Short term rental markets picking up. 

Short answer: Probably not much.Longer answer: The biggest tax write-offs from STRs here in Colorado normally come from 100% bonus depreciation.

Short Term Rentals and the 100 hours "trap"The Trap in short-term rental tax strategies.If you're a W-2 earner using an Airbnb to offset your salary, and you've hired a property manager, you need to read Treasury Regulation §1.469-5T(a)(3) very carefully.

Hey Alexis,Annual rental residential management and short term (vacation?)

Not all debt is bad — sometimes short-term loans help reposition a property for stronger cash flow.Examples include:• Using bridge loans to renovate before refinancing• Stabilizing rents before transitioning to long-term loans• Leveraging interest-only periodsHow have you used short-term financing to strengthen long-term ROI?

The Florida short-term rental market can be highly profitable, but it requires a strategic approach due to heavy competition, especially in the Orlando/Kissimmee area near Disney World.

We are confused and concerned as to how they saw these blocked out dates.

Quote from @Ryan Moyer: Quote from @Chris Seveney: We are taking over a property in Reunion resort (6br) and are looking for turnkey short term rental manager for the property.