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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Featured Villas in Castellina in Chianti and around

Exterior detail
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

Villa in 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 €9,520
includes taxes & fees
27 Nov - 28 Nov
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Villa in Gaiole in Chianti

The price is €6,450
includes taxes & fees
27 Nov - 28 Nov
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool
panoramica casa con piscina privata

Villa in 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 €154
includes taxes & fees
8 Dec - 9 Dec
panoramica casa con piscina privata
Pool
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa in 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 €1,532
includes taxes & fees
30 Nov - 1 Dec
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa in 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 €1,761
includes taxes & fees
28 Nov - 29 Nov
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Outdoor spa tub
Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Villa in Toscana

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 €2,094
includes taxes & fees
27 Nov - 28 Nov
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Property grounds
Casa dei Renai by Rentbeat

Villa in Signa

The price is €242
includes taxes & fees
15 Dec - 16 Dec
Casa dei Renai by Rentbeat
Exterior
Villa with concierge service & heated pool at 20 minute from Florence center

Villa in 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 €1,379
includes taxes & fees
29 Nov - 30 Nov
Villa with concierge service & heated pool at 20 minute from Florence center
Outdoor pool
Beautiful Tuscan home between Florence & Siena

Villa in 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 €1,465
includes taxes & fees
23 Dec - 24 Dec
Beautiful Tuscan home between Florence & Siena
Garden
Wine Apartments Florence Lawrence

Villa in Scandicci

The price is €274
includes taxes & fees
27 Nov - 28 Nov
Wine Apartments Florence Lawrence
Terrace/patio
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

Villa in 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 €582
includes taxes & fees
1 Dec - 2 Dec
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Outdoor dining
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa in Rapolano Terme

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 €736
includes taxes & fees
14 Dec - 15 Dec
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Property grounds
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

Villa in 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 €2,114
includes taxes & fees
27 Nov - 28 Nov
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Pool
"A Casa di Franca Villa con piscina"

Villa in Gambassi Terme

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 €735
includes taxes & fees
27 Nov - 28 Nov
"A Casa di Franca Villa con piscina"
Exterior
CountryHouse con Piscina Privata 5 min dal centro

Villa in 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 €492
includes taxes & fees
1 Dec - 2 Dec
CountryHouse con Piscina Privata 5 min dal centro
TV
Tolomei Gucci - Luxury Lemon House with Spa

Villa in San Jacopo Al Girone

"Tutto perfetto……non aggiungo altro."
Italy
Giuseppe F.
The price is €234
includes taxes & fees
29 Nov - 30 Nov
Tolomei Gucci - Luxury Lemon House with Spa
Terrace/patio
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Villa in 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 €411
includes taxes & fees
27 Nov - 28 Nov
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior
Villa Storica Volterra

Villa in Volterra

The price is €2,015
includes taxes & fees
27 Nov - 28 Nov
Villa Storica Volterra
Exterior
Villa Gabriella Chianti Toscana

Villa in 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 €597
includes taxes & fees
27 Nov - 28 Nov
Villa Gabriella Chianti Toscana
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

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

10/10 Excellent
"Clean room. Very unique hotel design. Loved all the attention to details to make the public spaces unforgettable! Staff was extremely friendly and helpful! "
Erin 2-night trip
Posted 2 days ago
25hours Hotel Florence Piazza San Paolino

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews
139
Accommodation
1921 Villas
Lowest Price
€154
Highest Price
€9,520

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Villas in Castellina in Chianti range between €154 and €9,520 per night. These stays 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 Castellina in Chianti?
You can choose from 1921 villas in Castellina in Chianti. No matter if you're travelling with the family or planning a getaway with your buddies, Expedia will help you find the ideal base for your squad.
Why book your villa in Castellina in Chianti with Expedia?
Reserving a villa in Castellina in Chianti is as simple as deciding on your travel dates and picking the option suited to your needs. In search of something affordable or luxurious, or a property that also has a kitchen and laundry? Use Expedia's search filters to narrow your results and find the perfect pad.
How can I find cheap villas in Castellina in Chianti?
The easiest way to compare cheap villas in Castellina in Chianti is with Expedia's convenient filter tool. Narrow your search by amenities, budget and star rating to nab awesome rates in only a few clicks.
What is there to do near my villa in Castellina in Chianti?
Whatever your interests, Castellina in Chianti has loads to keep you on the hop. Buondonno Winery, City Hall Castellina In Chianti and Casa Vinicola Luigi Cecchi are on most visitors' itineraries. Don't forget to explore Walls of Monteriggioni, Castellina Fortress and Archaeological Museum of Chianti either. With Expedia's Castellina in Chianti hotel deals, you can discover even more terrific attractions like these with the cash you save.

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