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Check prices for these dates

In two weeks
26 June - 28 June
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Castellina in Chianti villas

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is AU$301
includes taxes & fees
16 June - 17 June
Villa Montecastello
Outdoor dining

Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (147 reviews)
"Beautiful house and views"
United States
Melissa B.
The price is AU$821
includes taxes & fees
8 July - 9 July
Luxury Villa in the Florentine hills
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is AU$455
includes taxes & fees
9 July - 10 July
Casa dei Renai by Rentbeat
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is AU$200
includes taxes & fees
15 June - 16 June
Rooster House, cooking classes and opera
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is AU$1,313
includes taxes & fees
15 June - 16 June
Villa Marcolina
Exterior

Luxury Tuscan Villa with Private Heated Pool, Concierge service 8 miles Florence

Luxury Tuscan Villa with Private Heated Pool, Concierge service 8 miles Florence
impruneta
10.0 out of 10, Exceptional, (109 reviews)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is AU$2,650
includes taxes & fees
15 June - 16 June
Luxury Tuscan Villa with Private Heated Pool, Concierge service 8 miles Florence
Exterior

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Oltrarno
10.0 out of 10, Exceptional, (1 review)
"Struttura a dir poco fantastica. Siamo stati non bene benissimo e sicuramente ci ritorneremo.Approfitto anche per fare un ringraziamento a Serena e Venita per l’immensa disponibilità, professionalità e cordialità ricevuta."
United States
Giuseppe F.
The price is AU$1,306
includes taxes & fees
26 June - 27 June
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Exterior

Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
10.0 out of 10, Exceptional, (2 reviews)
"Nice place 👌 "
United States
Avi A.
The price is AU$738
includes taxes & fees
14 June - 15 June
Villa Il Signorino
Outdoor dining

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

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Super quaint, beatiful, designed, comfortable, not lacking anything house and location. Very informative and accessable host. Listen to the instructions on how to go to Firenze. No need to take your car tyere!"
United States
Maria H.
The price is AU$651
includes taxes & fees
17 June - 18 June
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
The price is AU$819
includes taxes & fees
14 June - 15 June
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Terrace/patio

Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
The price is AU$4,982
includes taxes & fees
29 June - 30 June
Golden Hour - wedding in Florence
Exterior

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Rignano sull'Arno
The price is AU$1,003
includes taxes & fees
18 June - 19 June
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Exterior

Villino Serena Di Lapigio Florence: Mountain View, Private Garden

Villino Serena Di Lapigio Florence: Mountain View, Private Garden
Saltino
The price is AU$1,336
includes taxes & fees
17 June - 18 June
Villino Serena Di Lapigio Florence: Mountain View, Private Garden
Exterior

CountryHouse con Piscina Privata 5 min dal centro

CountryHouse con Piscina Privata 5 min dal centro
Careggi Rifredi
9.6 out of 10, Exceptional, (15 reviews)
"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$778
includes taxes & fees
25 June - 26 June
CountryHouse con Piscina Privata 5 min dal centro
Outdoor dining

Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is AU$2,898
includes taxes & fees
15 June - 16 June
Villa Capanna: A Window onto Tuscany
Pool

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed
Bucine
The price is AU$795
includes taxes & fees
28 June - 29 June
Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed
Exterior

Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi

Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Empoli
10.0 out of 10, Exceptional, (1 review)
"The villa is divided into 4 apartments and was perfect for our group of eleven. The property was beautiful and it is convenient to the Empoli train station."
United States
Vicki C.
The price is AU$2,930
includes taxes & fees
26 June - 27 June
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Exterior

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"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$3,254
includes taxes & fees
15 June - 16 June
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (2 reviews)
"Upon arrival Guido had everything prepared for us. A bottle of his amazing wine that he makes along with 2 wine glasses we’re waiting on the farmhouse table. The home had 2 very comfortable bedrooms and a bathroom along with a living room and kitchen. Front porch overlooks the stunning Tuscany fields. The swimming pool was refreshing and everything was beyond perfect. This location was everything and more. The hosts were so helpful. I will come back her again..make sure to take time for the...
United States
Marianne H.
The price is AU$648
includes taxes & fees
18 June - 19 June
Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Exterior

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Siena
The price is AU$545
includes taxes & fees
14 June - 15 June
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
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

Hotel Paris

Hotel Paris

10/10 Excellent
"Staff was incredibly helpful with a luggage delay situation. Keep things in order through a stressful situation."
Dennis 1-night trip
Posted 3 hours ago
Hotel Paris

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews
Accommodation
1642 Villas
Lowest Price
AU$301
Highest Price
AU$1,313

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Prepare to pay between AU$301 and AU$1,313 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 1642 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.