4. Ocean City, Md.
Median asking price: $275,000
Ocean City , Md., has houses that range from $100,000 to more than $1 million. They typically get most of their vacationers from the Greater Washington, D.C., area.
3. Kissimmee, Fla.
Median asking price: $298,800
Most people who purchase homes in Kissimmee do so as an investment. This area is still booming with tourist and with house rental becoming more popular for families. There is no more perfect place to buy a second home, even if you are using it as a rental property most of the year.