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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured Villas in Castellina in Chianti

Exterior detail
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
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$16,997
includes taxes & fees
27 Oct - 28 Oct
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
The price is AU$11,515
includes taxes & fees
27 Oct - 28 Oct
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Outdoor spa tub
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
10.0 out of 10, Exceptional, (1)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
United States
Leopard I.
The price is AU$3,680
includes taxes & fees
27 Oct - 28 Oct
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Pool
panoramica casa con piscina privata
panoramica casa con piscina privata
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 AU$271
includes taxes & fees
3 Nov - 4 Nov
panoramica casa con piscina privata
Outdoor pool
Beautiful Tuscan home between Florence & Siena
Beautiful Tuscan home between Florence & Siena
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$3,106
includes taxes & fees
4 Nov - 5 Nov
Beautiful Tuscan home between Florence & Siena
Pool
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
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.
The price is AU$2,355
includes taxes & fees
2 Nov - 3 Nov
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
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 traveller
The price is AU$3,143
includes taxes & fees
1 Nov - 2 Nov
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
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$2,588
includes taxes & fees
3 Nov - 4 Nov
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Pool
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
The price is AU$3,187
includes taxes & fees
4 Nov - 5 Nov
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
Exterior
Villa Il Signorino
Villa Il Signorino
10.0 out of 10, Exceptional, (2)
"Nice place 👌 "
United States
Avi A.
The price is AU$789
includes taxes & fees
1 Nov - 2 Nov
Villa Il Signorino
Property grounds
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
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.
The price is AU$3,774
includes taxes & fees
28 Oct - 29 Oct
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Garden
Wine Apartments Florence Lawrence
Wine Apartments Florence Lawrence
The price is AU$481
includes taxes & fees
3 Nov - 4 Nov
Wine Apartments Florence Lawrence
Outdoor dining
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
9.0 out of 10, Wonderful, (4)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is AU$1,314
includes taxes & fees
10 Nov - 11 Nov
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Terrace/patio
Luxury Villa in the Florentine hills
Luxury Villa in the Florentine hills
9.8 out of 10, Exceptional, (143)
"Beautiful property and great experience "
United States
edward p.
The price is AU$909
includes taxes & fees
11 Nov - 12 Nov
Luxury Villa in the Florentine hills
Property grounds
Casa dei Renai by Rentbeat
Casa dei Renai by Rentbeat
The price is AU$443
includes taxes & fees
2 Nov - 3 Nov
Casa dei Renai by Rentbeat
Exterior
CountryHouse con Piscina Privata 5 min dal centro
CountryHouse con Piscina Privata 5 min dal centro
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$868
includes taxes & fees
3 Nov - 4 Nov
CountryHouse con Piscina Privata 5 min dal centro
Pool
"A Casa di Franca Villa con piscina"
"A Casa di Franca Villa con piscina"
10.0 out of 10, Exceptional, (1)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveller
The price is AU$1,965
includes taxes & fees
1 Nov - 2 Nov
"A Casa di Franca Villa con piscina"
Terrace/patio
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
"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.
The price is AU$1,140
includes taxes & fees
6 Nov - 7 Nov
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Outdoor pool
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
8.0 out of 10, Very good, (1)
"We spent a great family time at Adme’s house.The house has everything. Was very clean and well maintained . Will highly recommend."
United States
ana r.
The price is AU$2,329
includes taxes & fees
31 Oct - 1 Nov
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
Terrace/patio
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
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$710
includes taxes & fees
27 Oct - 28 Oct
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
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 Castellina in Chianti Hotel Reviews

The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

10/10 Excellent
"Easy airport shuttle."
Philip 1-night trip
Posted 2 days ago
The Social Hub Florence Belfiore

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews
145
Accommodation
1733 Villas
Lowest Price
AU$271
Highest Price
AU$16,997

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Prepare to pay between AU$271 and AU$16,997 per night for a villa in Castellina in Chianti. No matter your budget, a perfect stay is only a few clicks away 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 Castellina in Chianti?
Lock in your holiday dates and then choose from 1733 villas in Castellina in Chianti. For a family trip, a couple's getaway and everything in between, Expedia can help you find the perfect space in a few easy clicks.
What is there to do near my villa in Castellina in Chianti?
Castellina in Chianti has enough activities and experiences to keep you on the go for weeks (or months!), starting with Monteriggioni Castle. Meleto Castle, Castello di Radda Winery and Castello di Albola are other impressive attractions. If you're hanging around a while, Badia a Coltibuono and Isole e Olena Winery will add the finishing touches to your itinerary.