With respect to the toothbrush in your getaway spot, I sometimes wonder if there'd be a market for someone arranging picking up, storing and delivering luggage on demand.
E.g. I might give up on owning if I can pick a flat to rent in a region I'd like to keep coming back to, and step on a plane with no luggage, knowing that when I got there, a chest with whatever I left behind last time had been cleaned, packaged up and stored and brought to the next place.
Coming somewhere and having my clothes ready and waiting, and not have to thin about packing would be fantastic.
You can get people to handle forwarding of your stuff from home, but that's complex and expensive. Of you come back to the same area or city regularly, then storage for a cubic meter or so of luggage with local-ish pickup and delivery a few times a year might well be reasonably cheap to operate.
In America we have rollerbag hell at the airport and people are terrified of checking their luggage.
What I'd like is more e.g. deciding I want to visit the French Riviera regularly (I live in London, 20 minutes by train from an airport with regular flights to Nice, and Nice airport is literally walking distance from the town centre, and I love the area), so I buy a chest w/storage there, bring clothes the first time and they pick it up at the end of my trip and hold on to it until I come back, and charges me a storage fee.
It's a niche service, but some places (like Nice) do have companies that specialise in maintaining and handling AirBnb rentals, so maybe it'd be a nice extra income for a company like that.
If I could get them to clean and iron my clothes as well, it'd be perfect. Arriving to have my luggage unpacked and ready, and just leaving it at the end of the trip would get me halfway to the benefits of owning a vacation property for small fraction of the cost.
I've actually contemplated contacting some of the property management companies in Nice to ask if they'd be willing to provide a service like that, even at a substantial premium to offer something bespoke...
If you're the entrepreneurial type... i think this and/or your parent comment are very compelling and i'd be interested (im in US not EU but still)
I suspect this is one of those things where you need a lot higher margin than you think to offset really high customer acquisition costs. You need to find people who believe they'll visit often, probably will visit less than they think, yet won't care too much about putting down 2k/year+ for the convenience, partly aspirationally.
A quick search shows storage units in Nice to stick with that, easily comes down to <8 euro month per cubic metre, btw., so it's certainly doable to make something like this into a relatively cheap subscription. The effort is in finding customers + signing up local partners to deliver.
There are although there might need to be someone on the other end to accept the delivery.
These are mostly for business purposes though. I looked into it once for a complicated mixed personal/business trip and, while I don't remember the numbers, it was fairly pricey for an individual especially if you get free luggage on your carrier.
Similar things happen with boats, easier to rent when you need than try to fractionally own.
It sometimes works with small planes, but often those are set up like a "rental" where all renters collectively "own" the little company that owns the plane.
And to be fair, a lot of the clubs will do shared ownership of a fleet of planes. Not just one.
For me the thing that got me to briefly consider buying a vacation home was the flexibility in arrival/departure times and the corresponding advantage regarding traffic. At least in the DE-MD-VA-NC beaches where my family typically vacations, almost all rental houses are rented by the week, with either Saturday or Sunday as the arrival/departure day. Departure times are pretty strict (usually 10 or 11 am) as the place needs to be cleaned in time for the next week's rental. So everyone is on the road at once and traffic Saturday and Sunday during the day is just awful. The last time I drove from DC to the Outer Banks it took me a full 12 hours. I was so annoyed that at the end of the week, I left around midnight the night before scheduled departure, and I made it home in 6 hours. I made the return trip in half the time! If I owned the place, I could show up and leave whenever I felt like it (or not at all)!
But this? Spend $600K for 1/8 use of a house that you can't personalize in any way or, as you say, just use when you want to? Oh, and want to go somewhere else on vacation? Well, you already have this paid for property. Better go there.
Various investment vehicles are buying up houses all over the world.