LET YOUR CORPORATION BUY A VACATION HOME Instead of buying a vacation home, you lend the purchase price to your corporation. If this is a real debt and the corporation does not have excessive debt, then the corporation can deduct the interest payments it makes to you. You will get pre-tax dollars from the corporation, which means a bigger payout is available to you at a lower tax burden. Then the corporation can use the cash to buy the vacation home, treating it as an investment. The corporation will not be subject to the same passive loss rules as an individual and can deduct all rental losses against its other income. This means that more after-tax income is available to the corporation -- and to you. Or the corporation can treat the property as an entertainment facility rather than a rental property. The corporation can deduct all expenses related to the facility if it is made available to all or most employees for their use. At retirement, you can trade your current house to the corporation for the vacation/retirement home. In essence, you are making a tax-deferred sale of one principal residence for another principal residence.