What do you guys see happening to the housing rental market over next 3 years?

Why not include an annual increase and see if they will go for that?

Try to slip in a unilateral right (your right) to terminate with 60 days notice and see if he notices.

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Thoughts?

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I'd have a yearly increase 1250, 1300, 1350. Also need to have a very strong cancelation policy for taking the discount. But as a landlord, having a 3 year lease is awesome. I wouldn't turn it down if it gives you the right ROI.

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What do you guys see happening to the housing rental market over next 3 years?
My house is for rent, and my asking price is $1450 for a 1 year lease...I have an "offer" from a possible tenant to rent @ $1250/month with a 3 year lease... I'm struggling with the positives/negatives... Tenant is known by neighbors and probably fantastic in terms of being able to afford it (they are just tight with their money supposedly) and going to take care of the place...single no kids/pets...

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Obviously situations vary, so you're getting shot-in-the-dark advise here.
Can't speak much to pricing. Sounds like a quality renter, though. That's key.

We were offered a nice sum for use of our vacation place this summer. No go. We've not rented previously, and in this case, the renter was an unknown. Previous owner had rented it to celeb/high-end clients and sustained some damage -- accidental, but damage nonetheless. Obviously weekly rental is a different ballgame, but concept is the same. PITA.

Known tenant can certainly make a difference. Security deposits notwithstanding, they still often won't treat your property as well as they would if they owned it. At least there probability that they won't leave a bunch of damage, though. Assuming profitability, I'd be inclined to negotiate a deal with quality tenants. Otherwise you might find you were penny-wise, but pound-foolish in the long-run.

Not knowing your market... It's hard for me to say with 100% certainty. But just think of all the expenses you incur with tenant turnover. The guy sounds like a great opportunity as long as your numbers work out.

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Personally, I think a 3 year lease is too long.

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Is this your opinion as a landlord or just a guy on the Money Board? I speak as a landlord, and if the tenant is reliable and takes care of the property, there is no such thing as a lease that is too long unless it works against my intended use of the building.

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but if you are allowing a discount for the longer lease, how is that a good thing... you are locking yourself into a lower price for a long time...Shouldn't their be a premium instead of a discount for allowing the longer lease since there wouldn't be any rent increases?

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Having an empty unit costs way more than a nonvacant unit with a below market rate.

Yes a landlord. I just have one rental though. Average stay is around a year. General skepticism is why I think 3 years is too long. Basically, it sounds too good to be true and I doubt said renter will stay 3 years.

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My house is for rent, and my asking price is $1450 for a 1 year lease...I have an "offer" from a possible tenant to rent @ $1250/month with a 3 year lease...

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if you've done your due diligence checking out his credentials I would take that in a second. And yes, I own rental property if that makes a difference.