Looking for a place in Scottsdale during the winter months will prove frustrating a lot of the time. This is peak tourist season in the city, with a lot of seasonal residents filling up the available apartments. If you start looking in April or May when they're leaving however, you should have much better luck.
Offering to sign a long-term lease is something that will always go over well in Scottsdale. Cities that have a high seasonal population have to contend with a lot of issues when it comes to securing long-term commitments from renters. Offering that commitment can help encourage a lot of landlords to rent to you.
Driving is by far the easiest way to get around Scottsdale. The roads are extremely well maintained, and while traffic can be busy, it is usually fairly orderly. A series of highways connects the city to other cities in the valley. You can also get around using a bus, and there are bus routes that connect Phoenix and Tempe to Scottsdale.
Art lovers should frequent the Scottsdale Museum of Contemporary Art, or take the Art Walk through the downtown galleries on Thursday nights. An old west historical event takes you on a tour of the city during A Taste of Old Town Scottsdale. Spring training in the valley is very popular with baseball fans, with Cactus League action taking place all spring.