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Featured Villas in Chianti Region

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Gaiole in Chianti
The price is AU$11,476
includes taxes & fees
26 Nov - 27 Nov
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

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 AU$2,572
includes taxes & fees
3 Dec - 4 Dec
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

"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 AU$1,017
includes taxes & fees
20 Nov - 21 Nov
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

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 AU$723
includes taxes & fees
20 Nov - 21 Nov
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 AU$3,596
includes taxes & fees
20 Nov - 21 Nov
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 AU$2,735
includes taxes & fees
23 Nov - 24 Nov
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa con Piscina, Sauna, Jacuzzi

Toscana
6.0 out of 10, (2)
"Beautiful property, highly recommended. "
United States
Magdalena
The price is AU$1,062
includes taxes & fees
27 Nov - 28 Nov
Villa con Piscina, Sauna, Jacuzzi

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 AU$2,414
includes taxes & fees
23 Nov - 24 Nov
Villa with concierge service & heated pool at 20 minute from Florence center

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 traveller
The price is AU$3,132
includes taxes & fees
26 Nov - 27 Nov
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 AU$3,773
includes taxes & fees
20 Nov - 21 Nov
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 AU$1,062
includes taxes & fees
26 Nov - 27 Nov
Villa Gabriella Chianti Toscana

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

Tavarnelle Val di Pesa
The price is AU$2,288
includes taxes & fees
26 Nov - 27 Nov
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning

Wedding Villa in Chianti - Villa la Veronica

Greve in chianti
The price is AU$3,457
includes taxes & fees
27 Nov - 28 Nov
Wedding Villa in Chianti - Villa la Veronica

VILLA TERRAZZA SUL CHIANTI

Greve in Chianti
The price is AU$4,014
includes taxes & fees
20 Nov - 21 Nov
VILLA TERRAZZA SUL CHIANTI

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 AU$781
includes taxes & fees
3 Dec - 4 Dec
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 AU$135
includes taxes & fees
20 Nov - 21 Nov
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 AU$249
includes taxes & fees
3 Dec - 4 Dec
Il Poggio dell'Eremita

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 AU$16,938
includes taxes & fees
20 Nov - 21 Nov
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

CountryHouse con Piscina Privata 5 min dal centro

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 AU$859
includes taxes & fees
16 Dec - 17 Dec
CountryHouse con Piscina Privata 5 min dal centro

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena
The price is AU$10,645
includes taxes & fees
25 Nov - 26 Nov
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
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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Chianti Region Villas information

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Frequently asked questions

How much do villas in Chianti Region cost?
Prices for villas in Chianti Region range between and per night. No matter your budget, you're sure to find a place that fits your needs on Expedia. This price was 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 villas to pick from. Enter your travel dates and destination and organise your perfect stay today.
What is there to do near my villa in Chianti Region?
One of the most important travel accessories for your Chianti Region adventure is an epic itinerary! Colle di Val dElsa Cathedral, Sentierelsa Trail and Piazza Arnolfo di Cambio are some of the top sights if you're visiting Val dElsa. San Gimignano is also home to fantastic attractions, such as Sovestro in Poggio Winery. Eager to add to your to-do list? Drop by Museo Civico and Museum San Gimignano 1300 too.

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