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Villas in Chianti Region

"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

Gaiole in Chianti
10.0 out of 10, Exceptional, (7)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
The price is ¥100,783
¥105,118 total
includes taxes & fees
Dec 8 - Dec 9
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Gaiole in Chianti
The price is ¥1,074,661
¥1,164,969 total
includes taxes & fees
Nov 30 - Dec 1
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Montespertoli
10.0 out of 10, Exceptional, (12)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
The price is ¥225,769
¥257,918 total
includes taxes & fees
Dec 9 - Dec 10
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Impruneta
10.0 out of 10, Exceptional, (3)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
United States
Lidija M.
The price is ¥54,040
¥72,102 total
includes taxes & fees
Nov 28 - Nov 29
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Beautiful Tuscan home between Florence & Siena

Florence
10.0 out of 10, Exceptional, (6)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
United States
Debra P.
The price is ¥155,329
¥257,738 total
includes taxes & fees
Dec 23 - Dec 24
Beautiful Tuscan home between Florence & Siena

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Montespertoli
10.0 out of 10, Exceptional, (1)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is ¥276,341
¥276,702 total
includes taxes & fees
Nov 30 - Dec 1
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa with concierge service & heated pool at 20 minute from Florence center

impruneta
10.0 out of 10, Exceptional, (105)
"Our host (Cate), along with her sister and mother, were fantastic. Very responsive, easy to get ahold of and worked very hard to ensure our visit was amazing. Cate was onsite and worked closely with the catering company and made sure all went well.."
Canada
Tom A.
The price is ¥211,914
¥242,910 total
includes taxes & fees
Nov 29 - Nov 30
Villa with concierge service & heated pool at 20 minute from Florence center

Villa con Piscina, Sauna, Jacuzzi

Città Metropolitana di Firenze
6.0 out of 10, (2)
"Beautiful property, highly recommended. "
United States
Magdalena
The price is ¥50,030
¥107,827 total
includes taxes & fees
Dec 8 - Dec 9
Villa con Piscina, Sauna, Jacuzzi

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Radda in Chianti
10.0 out of 10, Exceptional, (1)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveler
The price is ¥202,643
¥317,998 total
includes taxes & fees
Nov 30 - Dec 1
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

Rignano sull'Arno
7.0 out of 10, Good, (2)
"We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix...
United States
Norman C.
The price is ¥281,937
¥381,792 total
includes taxes & fees
Nov 28 - Nov 29
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

Villa Gabriella Chianti Toscana

Città Metropolitana di Firenze
6.0 out of 10, (1)
"le gestionnaire ne répond que très peu a nos courriels. C’est une superbe résidence qui manque malheureusement d’entretien. Des fourmis a l’entrée aux toiles d’araignées, mais surtout une forte odeur de moisissure qui embaume le 2eme étage au complet et même les draps et les matelas. Dans la cuisine: une forte odeur de créosote est présente dès que l’on ferme la porte. Le four au gas ne fonctionne pas. Le plafond coule. La piscine est superbe mais tous les coussins du mobilier extérieur sont...
Canada
Gilles C.
The price is ¥50,030
¥107,827 total
includes taxes & fees
Nov 30 - Dec 1
Villa Gabriella Chianti Toscana

Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning

Tavarnelle Val di Pesa
The price is ¥191,893
¥240,352 total
includes taxes & fees
Nov 29 - Nov 30
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning

VILLA TERRAZZA SUL CHIANTI

Greve in Chianti
The price is ¥371,403
¥407,526 total
includes taxes & fees
Nov 29 - Nov 30
VILLA TERRAZZA SUL CHIANTI

Wedding Villa in Chianti - Villa la Veronica

Greve in chianti
The price is ¥303,434
¥346,601 total
includes taxes & fees
Dec 2 - Dec 3
Wedding Villa in Chianti - Villa la Veronica

Mulino Cintoia Chianti Toscana pool, sauna and Jacuzzi experience

Città Metropolitana di Firenze
2.0 out of 10, (2)
"Reader beware: We have been traveling for years with family and friends, renting homes all over the world. this was our worst experience ever. This can only be described as a scam. The "owners" have at least five listings that we found of the same house so that you don't see the negative reviews. When we arrived, they told us there was no hot water but they were trying to fix it. For the first three days of our four day stay we did not have hot water, but instead of apologizing, the owner was...
United States
Kyia M.
The price is ¥50,030
¥79,290 total
includes taxes & fees
Nov 30 - Dec 1
Mulino Cintoia Chianti Toscana pool, sauna and Jacuzzi experience

Artisti del Cavallo Tourism

Foiano della Chiana
8.4 out of 10, Very Good, (24)
"Good house for one night. "
Germany
Heiner
The price is ¥12,256
¥13,843 total
includes taxes & fees
Nov 29 - Nov 30
Artisti del Cavallo Tourism

Il Poggio dell'Eremita

Sinalunga
10.0 out of 10, Exceptional, (58)
"Amazing property! Could not recommend more."
United States
Annika P.
The price is ¥21,295
¥24,907 total
includes taxes & fees
Nov 30 - Dec 1
Il Poggio dell'Eremita

panoramica casa con piscina privata

siena
7.0 out of 10, Good, (10)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
United Kingdom
Olivier B.
The price is ¥14,630
¥27,092 total
includes taxes & fees
Dec 8 - Dec 9
panoramica casa con piscina privata

Country House with heated pool near the center

Careggi Rifredi
9.4 out of 10, Exceptional, (10)
"The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. "
United States
Nancy P.
The price is ¥54,185
¥86,515 total
includes taxes & fees
Dec 1 - Dec 2
Country House with heated pool near the center

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

Careggi Rifredi
10.0 out of 10, Exceptional, (1)
"Staff went over and above for us. Food was wonderful service 5 stars"
United States
robert g.
The price is ¥1,719,458
¥1,719,458 total
includes taxes & fees
Nov 28 - Nov 29
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
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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Top Chianti Region Hotel Reviews

Find out more about Chianti Region

Chianti Region Villas information

Number of reviews
217
Accommodation
566 Villas
Lowest Price
¥13,843
Highest Price
¥1,719,458

Frequently asked questions

How much do villas in Chianti Region cost?
Villas in Chianti Region cost between ¥13,843 and ¥1,719,458 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 566 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 vacation 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.
How can I find cheap villas in Chianti Region?
With Expedia's user-friendly filter tool, scoring cheap villas in Chianti Region has never been easier. To find stays that won't break the bank, fine-tune your search by star rating, budget and amenities.
What is there to do near my villa in Chianti Region?
Whether you love food, shopping, history or sightseeing, Chianti Region offers something for everyone! The major city of San Gimignano boasts lots of things to do, including Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery, Historical Torture Museum and Ornithological Museum. If you're headed to Radda in Chianti, Castello di Albola, Castello di Radda Winery and Borgo di Vescine - Tenute di Castelvecchi shouldn't be missed.

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