That said, vacation rental sites have taken the soft-sell approach to vacation rentals, largely because they aren’t really hurting for inventory. Stan The Annuity Man. They do not treat their homes as true vacation rentals. Quant Ratings. All summer long, huge festivals celebrating music, art, film, nature, and more take over the town, and occupancy is virtually guaranteed. As a vacation homeowner, you can easily manage your property by using vacation rental management software.