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Check prices for these dates

Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec

Featured Villas in Castellina in Chianti and around

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Exterior detail

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"
The price is €9,520
includes taxes & fees
12 Oct - 13 Oct
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

The price is €6,450
includes taxes & fees
12 Oct - 13 Oct
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Villa con Piscina, Sauna, Jacuzzi
Exterior

Villa con Piscina, Sauna, Jacuzzi

6.0 out of 10, (2)
"Beautiful property, highly recommended. "
The price is €597
includes taxes & fees
2 Nov - 3 Nov
Villa con Piscina, Sauna, Jacuzzi
panoramica casa con piscina privata
Pool

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....
The price is €154
includes taxes & fees
20 Oct - 21 Oct
panoramica casa con piscina privata
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior

Villa "Arnilù" with Private Pool & Wi-Fi

The price is €4,761
includes taxes & fees
12 Oct - 13 Oct
Villa "Arnilù" with Private Pool & Wi-Fi
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Outdoor spa tub

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! "
The price is €2,094
includes taxes & fees
13 Oct - 14 Oct
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Property grounds

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

10.0 out of 10, Exceptional, (1)
The price is €2,114
includes taxes & fees
13 Oct - 14 Oct
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool

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!"
The price is €1,429
includes taxes & fees
13 Oct - 14 Oct
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Casa dei Renai by Rentbeat
Property grounds

Casa dei Renai by Rentbeat

The price is €252
includes taxes & fees
2 Nov - 3 Nov
Casa dei Renai by Rentbeat
Villa Il Signorino
Exterior

Villa Il Signorino

10.0 out of 10, Exceptional, (2)
"Nice place 👌 "
The price is €456
includes taxes & fees
12 Oct - 13 Oct
Villa Il Signorino
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Outdoor dining

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."
The price is €858
includes taxes & fees
10 Nov - 11 Nov
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Beautiful Tuscan home between Florence & Siena
Outdoor pool

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. "
The price is €1,736
includes taxes & fees
13 Oct - 14 Oct
Beautiful Tuscan home between Florence & Siena
Wine Apartments Florence Lawrence
Garden

Wine Apartments Florence Lawrence

The price is €297
includes taxes & fees
19 Oct - 20 Oct
Wine Apartments Florence Lawrence
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
Pool

VILLA SOLATA - Nine Bedroom Villa, Sleeps 20

The price is €1,785
includes taxes & fees
4 Nov - 5 Nov
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Pool

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."
The price is €1,761
includes taxes & fees
1 Nov - 2 Nov
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
CountryHouse con Piscina Privata 5 min dal centro
Exterior

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. "
The price is €484
includes taxes & fees
3 Nov - 4 Nov
CountryHouse con Piscina Privata 5 min dal centro
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
Outdoor pool

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."
The price is €1,323
includes taxes & fees
16 Oct - 17 Oct
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Terrace/patio

"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."
The price is €804
includes taxes & fees
6 Nov - 7 Nov
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Terrace/patio

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."
The price is €402
includes taxes & fees
12 Oct - 13 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

Solo Experience Hotel

Solo Experience Hotel

10/10 Excellent
"I loved everything about the Solo Hotel except I couldn’t get hot water for my shower. "
Amy 1-night trip
Posted 1 day ago
Solo Experience Hotel

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews
33
Accommodation
2068 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 2068 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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