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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Browse Select Chianti Region Villas

Relais Badia a Passignano
Seasonal outdoor pool

Relais Badia a Passignano

10.0 out of 10, Exceptional, (1)
Relais Badia a Passignano
La Casa Nel Bosco D’arte - Passo del Sugame, Greve in Chianti
Exterior

La Casa Nel Bosco D’arte - Passo del Sugame, Greve in Chianti

La Casa Nel Bosco D’arte - Passo del Sugame, Greve in Chianti
I Glicini
Seasonal outdoor pool

I Glicini

I Glicini
Villa Sabrina
Outdoor pool

Villa Sabrina

Villa Sabrina
Villa Panzalla
Aerial view

Villa Panzalla

9.0 out of 10, Wonderful, (2)
Villa Panzalla
Borgo La Casina
BBQ/picnic Area

Borgo La Casina

Borgo La Casina
Ville Il Paradiso Villa Bellaflore
Villa

Ville Il Paradiso Villa Bellaflore

Ville Il Paradiso Villa Bellaflore
Oliveta a Retreat Surrounded by Olive Trees
Villa

Oliveta a Retreat Surrounded by Olive Trees

Oliveta a Retreat Surrounded by Olive Trees
Villa Chianti in Marcialla
Villa

Villa Chianti in Marcialla

Villa Chianti in Marcialla
La Badia 2
Seasonal outdoor pool

La Badia 2

10.0 out of 10, Exceptional, (1)
"Our flight was diverted to another airport, so we were 6 hours later than expected, but able to communicate and get a quick response throughout. It's quite a small place, but there are only two of us, and we had everything we needed. The road in could be quite bumpy or extremely bumpy depending on which way, but we were able to do it in our economy car. The property host was there to meet us in the dark in a downpour, and made us feel welcome- even with a strong language barrier. Pros: view...
La Badia 2
Borgo San Polino a Charming Eco-lodge
Villa

Borgo San Polino a Charming Eco-lodge

Borgo San Polino a Charming Eco-lodge
Casale Al Sole Tra Le Vecchie Vigne 6
Property grounds

Casale Al Sole Tra Le Vecchie Vigne 6

Casale Al Sole Tra Le Vecchie Vigne 6
Spacious Apartment in Villa With Pool
Villa | Pool | Outdoor pool

Spacious Apartment in Villa With Pool

10.0 out of 10, Exceptional, (1)
"Fantastic location. Friendly owners. Very nice property."
Spacious Apartment in Villa With Pool
Villa Casa al Sole Large Private Pool Wifi - 3078
Villa | WiFi

Villa Casa al Sole Large Private Pool Wifi - 3078

Villa Casa al Sole Large Private Pool Wifi - 3078
Mulino Cintoia Chianti Toscana Pool, Sauna and Jacuzzi Experience
Villa, 4 Bedrooms, Smoking, Private Pool | Pool | Outdoor pool

Mulino Cintoia Chianti Toscana Pool, Sauna and Jacuzzi Experience

Mulino Cintoia Chianti Toscana Pool, Sauna and Jacuzzi Experience
Tenuta di Bibbiano - I Sodi
Villa

Tenuta di Bibbiano - I Sodi

Tenuta di Bibbiano - I Sodi
Il Prato Vignamaggio Private Pool Nature
Garden

Il Prato Vignamaggio Private Pool Nature

Il Prato Vignamaggio Private Pool Nature
Villa Margherita
Exterior

Villa Margherita

Villa Margherita
Il Casolese Vignamaggio Private Pool
Front of property

Il Casolese Vignamaggio Private Pool

Il Casolese Vignamaggio Private Pool
Ville Il Paradiso - Villa Mia
Villa

Ville Il Paradiso - Villa Mia

Ville Il Paradiso - Villa Mia
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much do villas in Chianti Region cost?
Villas in Chianti Region cost between and per night. These escapes offer the privacy of your own space at a price that doesn't break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Chianti Region?
Chianti Region has 45 villas to choose from. Enter your destination and dates and lock in your perfect trip today.
Why book your villa in Chianti Region with Expedia?
We think arranging a holiday should be a breeze, so if you're looking for villas at a great price, Expedia delivers. Keep costs down and choose an all-inclusive stay, or splurge on a plush villa to spoil the ones you love most. Our handy filters make it easy to find a property in Chianti Region that matches your needs.