
Chianti Region villas
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Explore Chianti Region villa rentals
Your panoramic house in Tuscany between vineyards and olive groves.
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Santantimo In Castellina in Chianti, Tuscany
Sleeps 10 · 5 bedrooms · 5 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
FABULOUS 8BR-8.5BA VILLA W PRIVATE HEATED POOL IN PRIME LOCATION NEAR FLORENCE!
Sleeps 16 · 8 bedrooms · 8+ bathrooms
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
Casa al Monte In Greve in Chianti - Tuscany
Sleeps 14 · 7 bedrooms · 6 bathrooms
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
3 BDR House_view on the Chianti hills_wide basement_ ideal for families/friends
Sleeps 10 · 3 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Casale Tignano In Barberino Val d'elsa, Tuscany
Sleeps 10 · 5 bedrooms · 4 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Top rated villa rentals - Chianti Region
Wonderful Vintage villa
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Fab Villa near Florence.
1010 out of 10
Exceptionalexceptional
108 reviews(108 reviews)
Family vacation success
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Beautiful Tuscan Villa
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Amazing vacation
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Find spaces that suit your style
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- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any vacation villa rentals in Chianti Region?
Choose one of the 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.
How much does it cost to stay in a villa rental in Chianti Region?
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.
When is the best time to rent a villa in Chianti Region?
Think about traveling 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.
Where can I rent a Chianti Region villa with great views?
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?
Can I book a luxury villa in Chianti Region?
Take a look at our collection of luxury villa rentals in Chianti Region and prepare to vacation 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.
What are the top things to do in Chianti Region?
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.
Why should I book my villa vacation with Vrbo?
When you choose a Vrbo villa rental, the only people you have to share your space with are whoever you bring along. It’s just you, your family and the entire place to yourselves. Our flexible cancellation policies also mean you can book your villa with confidence if you need to change your plans.