There are plenty of shops, restaurants, and bars in Old Town Scottsdale. Restaurants we recommend are Culinary Dropout, EVO, Barrio Queen, Citizen Public House, AZ88 and Bourbon and Bones.
Fashion Square has lots of high-end shops and restaurants near Old Town Scottsdale.
Downtown Gilbert has many shops and restaurants and is only 5 minutes from Villa Siena. Restaurants we recommend are Bobby Q's, Oregano's, and Postino's.