Short-term Rental (airbnb) vs. Executive Rental

[Lionel Johnston]

Hi Folks, 

I'm looking at a higher-end loft-style condo in a historic/artsy neighbourhood. Two obvious options are to do a str mainly through Airbnb and my own connections or rent it as a longer-term executive rental. Clearly, the str has the most to gain/lose and the executive rental is more stable but the upper end is lower. 

I realize everyone will have a different opinion based on their experience, but please share insights and opinions. If it matters, we've invested in RE for 14 years but that was with sfh and longer-term rentals, which is why I'm asking for your insight.

Notes:

1. Furnished lofts in both cases

2. Exec rental is based on $4000/mth which is on the high-end in our city but it is a great location and space. The range would realistically be from $3,500-$4,500. 

3. Airbnb is based on $300/night at 15 days/month. Personally, my wife and I just rented a comparable but smaller Airbnb for $258/night. The range is likely $2-3000/month to start with an upward potential of $5,000-6,500+. 

4. Funds are in Canadian, but that doesn't likely matter other than relative pricing being around $225/night USD. 

Thanks! 

Exec Rental:

 airbnb Model: