Jenni, I am interested to see what others post as I am in a similar position. Rental that won't rent. Mine is in AZ and we have spent the last three years trying to keep hold of it while tenants skip out causing damage, we have now depleted all of our resources and are getting into debt trying to ride this out (the value has also dropped 66% in the last 3 years). I now have it listed with a real estate agent who is experienced with short sales. At the same time, I will not be paying/cannot pay the mortgage this year - this is a first for me as i have never been behind in my life (so I will be really stressing out after the 15th). I will be talking to my accountant on Monday to find out the tax ramifications and I am in the process of trying to find a cost effective real estate lawyer who is familiar with AZ laws.
What I do know... previously, if you settled with your mortgage company for less than you owe (owe 100k, sell for 60k, bank forgives 40k) then the IRS would consider that you had 'earned' 40k and would tax you on it. They will not do that now through 2011. If you go the short sale route it will be less of a hit on your credit than a foreclosure (I am hoping to sell before foreclosure happens), the bank takes about 3 months to respond to an offer and can request/demand that you pay some or all of the balance outstanding (you do not have to agree). I understand there is a new law coming in April that forces the banks to respond within 10 days. Because it is a rental/not your primary residence you are not eligible for the government sponsored refinancing/mortgage adjustment. All the information on the web about foreclosures is about how to hold onto your home - there is no/very little info regarding rental properties or how to go about foreclosing.
I am continuing to pay the property insurance and the electricity as i am still responsible for the property and it will be easier to sell if they can turn the lights on.
My best advise to you is to talk to your accountant, find a realtor who is experienced with short sales and find a real estate lawyer to let you know what the banks can/cannot do.
Good luck, it is a horrible and stressful position to be in.
Update - I had been renting out my condo "for cheap" but it still didn't stop the tenants from causing damages and skipping out - even with a 'reputable' management company. By all means, try renting but be prepared for the possible extra costs involved (painting, repairing holes in walls, replacing carpet and appliances - all cost more than the rents I received). Many of todays renters already have bad credit and have little or no respect for your property.