In Europe people have rented out holiday homes for as long as I know. There are some big incumbents in the market, this one for example: http://www.novasol.co.uk/
Novasol specialise in the Germanic, Scandinavian and Eastern European.
The problem myvr will have isn't just persuading advertisers that they can deliver customers (margins are slim and they can only afford to advertise in one place), but also to convince holidaymakers that the risk is virtually non-existent.
That's one of the things the incumbents work hard on, visiting every property each year and auditing it to ensure that it is as advertised and hasn't dropped in standard, and that all of the safety things (contracts, insurance) are in place.