Arriving in Tuscany with luggage, maybe children, and a villa somewhere down a white gravel road is exactly when you don’t want to be picking up a rental car. Here is how private airport transfers to the countryside around Siena and Casole d’Elsa work, and which airport to choose.

Which airport should you fly into?

For a villa near Siena, Casole d’Elsa or Chianti, three airports are realistic:

  • Florence (FLR) — the closest, roughly 70–80 minutes to the villas around Casole d’Elsa. Usually the best choice.
  • Pisa (PSA) — about 90 minutes, often with more budget and international flights.
  • Rome Fiumicino (FCO) — further (around 3 to 3.5 hours) but worth it if the flights or timing suit, and easy to combine with a stop.

If you’re deciding, the rule of thumb is simple: fly into whichever gives you the best flight, and let the drive be someone else’s problem.

How a private transfer works

A good transfer removes every small stress of arrival:

  • I track your flight, so if you land late the pick-up simply moves with it — waiting time is included.
  • I meet you at arrivals with a name sign and help with the luggage.
  • Up to 8 passengers with luggage travel in one white Mercedes Vito — no squeezing into two taxis.
  • Child seats are provided free; just tell me the ages.
  • Tolls, fuel and parking are included, and you settle at the end by card, PayPal or cash.

See the full list of routes I cover, or read about the region you’re heading into in things to do near Casole d’Elsa.

The last stretch to a Tuscan villa is often a narrow, unmarked country road. Arriving with someone who knows exactly where it is turns a stressful hour into the first pleasant one of your holiday.

Book your transfer

Send me your flight details, arrival date and how many of you there are, and I’ll confirm the pick-up. Every trip is quoted on request, per vehicle — the price is the same whether there are three of you or eight.