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"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 HK$4,695
HK$4,911 total
includes taxes & fees
16 Nov - 17 Nov
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Gaiole in Chianti
The price is HK$53,520
HK$58,017 total
includes taxes & fees
11 Nov - 12 Nov
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

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

Impruneta
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.
The price is HK$2,691
HK$3,591 total
includes taxes & fees
11 Nov - 12 Nov
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Villa con Piscina, Sauna, Jacuzzi

Toscana
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.
The price is HK$2,492
HK$5,370 total
includes taxes & fees
11 Nov - 12 Nov
Villa con Piscina, Sauna, Jacuzzi

Beautiful Tuscan home between Florence & Siena

Florence
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.
The price is HK$12,070
HK$17,719 total
includes taxes & fees
18 Nov - 19 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 HK$13,762
HK$13,780 total
includes taxes & fees
15 Nov - 16 Nov
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

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 HK$11,244
HK$12,845 total
includes taxes & fees
11 Nov - 12 Nov
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

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

impruneta
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.
The price is HK$10,516
HK$12,054 total
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 HK$10,092
HK$15,837 total
includes taxes & fees
13 Nov - 14 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 HK$14,041
HK$19,014 total
includes taxes & fees
12 Nov - 13 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 HK$2,492
HK$5,370 total
includes taxes & fees
11 Nov - 12 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 HK$9,152
HK$11,565 total
includes taxes & fees
13 Nov - 14 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 HK$15,111
HK$17,261 total
includes taxes & fees
20 Nov - 21 Nov
Wedding Villa in Chianti - Villa la Veronica

VILLA TERRAZZA SUL CHIANTI

Greve in Chianti
The price is HK$18,496
HK$20,295 total
includes taxes & fees
11 Nov - 12 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 HK$2,492
HK$3,949 total
includes taxes & fees
11 Nov - 12 Nov
Mulino Cintoia Chianti Toscana pool, sauna and Jacuzzi experience

Villa Storica Volterra

Toscana
The price is HK$12,822
HK$19,582 total
includes taxes & fees
11 Nov - 12 Nov
Villa Storica Volterra

Artisti del Cavallo Tourism

Foiano della Chiana
8.4 out of 10, Very good, (24)
"Ottimo agriturismo silenzioso con persone molto gentilissime "
Italy
GIANCARLO
The price is HK$585
HK$662 total
includes taxes & fees
19 Nov - 20 Nov
Artisti del Cavallo Tourism

Il Poggio dell'Eremita

Sinalunga
10.0 out of 10, Exceptional, (57)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
United States
Vivian K.
The price is HK$1,061
HK$1,240 total
includes taxes & fees
11 Nov - 12 Nov
Il Poggio dell'Eremita

panoramica casa con piscina privata

siena
7.0 out of 10, Good, (10)
"Ich kann nur jeden warnen. Die Unterkunft ist ein Dreckloch. Alles total versift, nichts funktioniert wir haben trotz intensiver Reinigung und und dem vorherigen Kauf von Lappen, Eimer, Tücher abgebrochen. Einfach nur Eckelhaft. Entgegenkommen des Vermieter nicht möglich. An Tag 2 gab es auch kein Gas mehr, Duschen/ Kochen nicht mehr möglich.(Versorgerproblem). Das war nach allem übel das kleinste Ereignis.Hier ein paar Bilder, leider können nur 8 Stück hochgeladen werden. Ich versuche jetzt...
Germany
Ingo B.
The price is HK$729
HK$1,349 total
includes taxes & fees
17 Nov - 18 Nov
panoramica casa con piscina privata

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena
The price is HK$53,819
HK$53,819 total
includes taxes & fees
11 Nov - 12 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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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 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.
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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