Does anyone here rent their cars out to the general population for events or special occasions? What has been your experience?
I wonder what the insurance ramifications are like?
Everyone with whom I have spoken who has let their car out of their control has regretted it.
I have my Raptor on TURO, I tried listing my 67 but the app said my VIN was not long enough. Odd as they claim you can list pre 81 cars. My 67 289 2V car is just the shop test mule so I am not overly fussy about it at 320K miles, the only perfect item on the whole car is the wheels.
https://turo.com/rentals/trucks/or/salem/ford-f-150/559144?searchId=LezgzhO6
This is sponsored and run by Hagerty, so you can figure out whatever insurance ramifications there are I’m sure :
I’ve not taken advantage of this nor rented my cars out to the general public.
Edit :
Don, if I’d have known about that option I probably would’ve rented that Raptor for a few days this past summer when we were out there !
I just this month went live with my loft rental (free to out of town WCCC customers who spend $2k or more for one weeknight, Monday - Thursday). The truck was an afterthought, I figured it would be hard for some Airbnb guests to resist if it was parked outside their door as we offer free use of our kayaks and they would need a way to get them to the reservoir. Our very first guest bit and took us up on one day of truck rental and he could not stop talking about it, I think that left more of an impression than the room!
https://www.airbnb.com/rooms/31437798?preview_for_ml=true&guests=1&adults=1
I dont even like loaning my pickup or flatbed trailer to someone unless I am absolutely positive that person will respect the vehicle. If the rare case of damage they are willing to fork out the money to fix it. I have seen far too many times people borrow trailers and mess them up loading, cut and modify wiring to fit their truck, etc!
kinda like renting a house, if your going to do it be prepared for the renters not treating it as you would and its no a matter of if it gets damaged but rather when. Deposits or not you still get stuck getting it fixed.
Don your a brave man for renting a raptor! If that was rented here in the desert I can say 100% it would head to the desert and be hammered on for the day! I owned a 2011 raptor and could never rent the thing out! I even felt bad for it when I sold it to the new owner since he said he was going to head right out the the mud with it!
I will have to remember that if I am ever able to buy a clean roller from you.
Once my 67 is presentable, I was going to investigate Turo. I’ll only have about $12k into the car, and if it can help fund a fancier build, why not?
After managing a rental fleet of heavy equipment, I cringe at the idea of offering my Cougar as a daily rental to the general public. IMO the income potential is far outweighed by the liabilities and headaches. Most of the time the transactions work out OK, but when things go south you wipe out a lot of income. Even had instances where thieves used short term rental and never returned the item. You can stipulate terms and conditions-don’t assume they will be followed. I’m referring to “general public” rentals. If someone like Don from WCCC has a high mile car to rent to customers that is a different ballgame. My car rarely sits out overnight and when it is at an event I’m careful where it is parked. I can’t imagine watching someone drive off in it on a rental.
Did rent out my car to a number of movie production companies that were doing films locally back in my college years. If I got a walk on or was captured in a shot I got another $20 . Car was used for street screens and background so I operated it if need be - got the wardrobe and make-up treatment on those days. 
Great gig a college kid could have. For one movie they paid me to park my car on the set and I walked a couple of blocks to school - think it was final week. Paid me in cash everyday, feed us, plenty of girls that were working as extras also and we found the local gas station that they had a running tab at so we got free gas for a week and a half. It was heaven - just short lived. What else could an eight teen year old kid with an old hot rod ask for?
As for today and with the value of the present collection don’t think I would allow them to operate cars but might consider doing background work if I felt like it.
I rented my 66 Mustang to the crew when they were filming Paradise, Texas (https://www.imdb.com/title/tt0443604/) here in Houston. They used it about an hour to film the actor who played a young Timothy Bottoms in a flashback driving it away from home. Got paid $125 for the use of the car, and they only paid me $80 for working as an extra all day – but to be fair, that car looked far better on camera than I did.
I pretty sure sites like Turo provide insurance for your vehicle and cover pretty much anything that could happen. The girlfriend and I are flying up to the Pacific Northwest in March and are renting a Jaguar XKE series 1.5. I’m really excited about the rental and as an enthusiast will be very careful with the car.