Villas in Chianti Region

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Villas in Chianti Region

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
$7,441 nightly
The price is $7,441
Nov 4 - Nov 5
Total with taxes and fees
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
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.
$680 nightly
The price is $685
Nov 6 - Nov 7
Total with taxes and fees
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
10.0 out of 10, Exceptional, (3)
"Our stay in Florence at this villa was absolutely delightful. Chiara was incredibly welcoming, making us feel welcome from the moment we arrived. The location just above the city offers the perfect balance of tranquility, beauty, and comfort. The house is immaculately maintained with sophisticated design touches and very clean. The views of the hills are breathtaking! It's a shame we didn't have time to take advantage of the breakfast and dinner menu or a cooking class, but it will definitely be...
Italy
Cristiano T.
$462 nightly
The price is $462
Nov 4 - Nov 5
Total with taxes and fees
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
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.
$1,765 nightly
The price is $1,767
Nov 5 - Nov 6
Total with taxes and fees
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
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.
$1,647 nightly
The price is $1,652
Nov 4 - Nov 5
Total with taxes and fees
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Villa con Piscina, Sauna, Jacuzzi
6.0 out of 10, (2)
"We received almost no assistance from the the host. Road to property was washed out and bearly passable. Property was dirty, moldy and spider infested. The mold caused breathing issues to my wife who has an allergy to mold, as well as with 3 others of our traveling companions. There was no possible way we could safely stay there. Electrical items did not function, lights, television, and inoperable outlets. These and other issues made it impossible for us to stay. We had to book other...
United States
Charlie S.
$683 nightly
The price is $689
Nov 4 - Nov 5
Total with taxes and fees
Villa con Piscina, Sauna, Jacuzzi
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
$2,059 nightly
The price is $2,059
Nov 4 - Nov 5
Total with taxes and fees
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
Villa Sunset, in the heart of Chianti
8.0 out of 10, Very Good, (1)
"La casa é spaziosa ed accogliente e molto pulita in una posizione e strategica e comoda per visitare Firenze e i borghi della zona. "
Italy
elisa b.
Villa Sunset, in the heart of Chianti
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
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
$2,027 nightly
The price is $2,031
Nov 6 - Nov 7
Total with taxes and fees
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Villa with concierge service & heated pool at 20 minute from Florence center
10.0 out of 10, Exceptional, (105)
"The villa is absolutely stunning & our stay was an amazing experience. We had a small wedding ceremony with our guests followed by a home cooked Italian dinner which was the most perfect evening. Cate & her family were very accommodating and made us feel very welcome. Cate made our stay stress-free and was more than happy to help organise anything we may have needed for our stay. I can’t wait to stay again "
Australia
Ashleigh R.
$1,541 nightly
The price is $1,546
Nov 23 - Nov 24
Total with taxes and fees
Villa with concierge service & heated pool at 20 minute from Florence center
Beautiful Tuscan home between Florence & Siena
10.0 out of 10, Exceptional, (6)
"We enjoyed this well equipped home and kitchen. The views out of every window and door just keep amazing us. The sunsets just took our breath away! The scent of jasmine in the air accompanied by birds songs, and the hum of bees among the flowers… almost a sensory overload really… even the family dogs who visited us every day contributed to our fantastic time in the country!!"
United States
Barbara K.
$1,947 nightly
The price is $1,947
Nov 6 - Nov 7
Total with taxes and fees
Beautiful Tuscan home between Florence & Siena
Villa di Massotondo - beautiful villa among the hills
Villa di Massotondo - beautiful villa among the hills
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
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.
$2,436 nightly
The price is $2,439
Nov 5 - Nov 6
Total with taxes and fees
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Casale le Muracce - villa with private pool
Casale le Muracce - villa with private pool
Charming Villa with swimming pool
6.8 out of 10, (3)
"On the positives: - Very nice house very pleasant with a lot of charm. - The garden and swimming pool are also very pleasant. - The built-in barbecue in the garden - Elite Italy very available and all very kind In terms of regrets: - no air conditioning (with the heat wave in Tuscany, it's really missing!) - the kitchen really not practical (very well equipped with household appliances, less in terms of utensils and crockery but really small, no (good) coffee maker) - The really very hard...
France
Onirik1977
Charming Villa with swimming pool
Villa Gabriella Chianti Toscana
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.
$683 nightly
The price is $689
Nov 4 - Nov 5
Total with taxes and fees
Villa Gabriella Chianti Toscana
Wedding Villa in Chianti - Villa la Veronica
$2,214 nightly
The price is $2,214
Nov 8 - Nov 9
Total with taxes and fees
Wedding Villa in Chianti - Villa la Veronica
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
$1,639 nightly
The price is $1,639
Nov 6 - Nov 7
Total with taxes and fees
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
Villa 'Vanna - Certaldo' with Garden & Wi-Fi
2.0 out of 10, (1)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
$673 nightly
The price is $673
Nov 4 - Nov 5
Total with taxes and fees
Villa 'Vanna - Certaldo' with Garden & Wi-Fi
Mulino Cintoia Chianti Toscana pool, sauna and Jacuzzi experience
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.
$501 nightly
The price is $506
Nov 4 - Nov 5
Total with taxes and fees
Mulino Cintoia Chianti Toscana pool, sauna and Jacuzzi experience
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

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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 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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