Chianti Region villas

Choose one of the 1,403 villa rentals around Chianti Region and enjoy more space to spread out and relax than a hotel room. Check out properties in top cities like Val d’Elsa, San Gimignano and Montaione and get ready to explore like a local.

Vrbo’s filters make it a snap to find a villa rental in Chianti Region that fits your budget. Narrow your search by entering your maximum total or nightly price. Also think about when you go. Prices often vary based on peak seasons, major holidays or special events or festivals. You may find lower rates during months that are quieter.

Think about travelling in June, when the mercury ranges from around 13ºC (55ºF) to 26ºC (79ºF). This is the most popular time of year to book a villa rental in Chianti Region.

A simple way to browse for a Chianti Region villa with views is to use our filters. Fine-tune your search by “Location” or click on “Guest rating” to see properties other guests highly recommend. After all, why book a room with a view when you can have a villa rental with gorgeous vistas?

Take a look at our collection of luxury villa rentals in Chianti Region and prepare to holiday like an A-lister. We have high-end properties in cities like Val d’Elsa and Greve in Chianti that come with premium conveniences such as gourmet kitchens, plush décor and whole-home surround sound systems. For even more luxury, search for a villa with a pool or hot tub.

Do a quick search online to see what kind of attractions or nearby stops you can put on your itinerary. Want a change of pace from sightseeing? Take time to explore the area around your villa rental and talk to some locals to get a sense of life in Chianti Region.

No sharing your space, no awkward encounters with people you don’t know. When you stay in a Vrbo villa rental, you get the whole place for your use only. What’s more, thanks to our free loyalty programme, One Key™, you’ll be able to earn and use OneKeyCash™* on all eligible bookings with Vrbo. Need to amend or cancel your plans? Our flexible cancellation policies let you book with total peace of mind. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.