For insurance: You need a landlord's policy for short-term rentals. Normal renters insurance is for long-term leases. I had to switch from State Farm because they don't offer landlord's insurance. After getting quotes from several companies I chose Foremost. They're the largest "specialty" insurance company in the country. Their quote was also the lowest. For a $300,000 replacement value, $500,000 liability, $1,000 deductible and a few minor additional coverages my premium is $1,285. I was quoted as high as $2,600 for the same coverage.