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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Country House in Castellina in Chianti

Torre Prima 1
Classic Condo | Private kitchen

Torre Prima 1

10.0 out of 10, Exceptional, (1)
"tuto ok, ottimo appartamento, comodo e spazioso in uno splendido casale in posizione tranquilla a pochissimi chilometri da San Gimignano."
Torre Prima 1
Relais la Costa - Dimora Storica
Front of property

Relais la Costa - Dimora Storica

9.6 out of 10, Exceptional, (67)
"This property is a beautiful, picturesque castle nestled in the Tuscany hills. The staff were all incredible and the rooms and ambience exquisite. We will definitely be back."
Relais la Costa - Dimora Storica
L'Aia di Argia
Exterior

L'Aia di Argia

9.0 out of 10, Wonderful, (15)
"Easy access with own car. Easy access to the keys. Perfect place to stay overnight before or after the day in Sienna. "
L'Aia di Argia
Gatto Bianco Tizzauli
Exterior

Gatto Bianco Tizzauli

9.4 out of 10, Exceptional, (3)
"The place is beautiful and very peacefull. I recommand this place. "
The price is AU$272
includes taxes & fees
16 Sept - 17 Sept
Gatto Bianco Tizzauli
Palazzo Tiglio - A Small Luxury Hotels of the World
Restaurant

Palazzo Tiglio - A Small Luxury Hotels of the World

10.0 out of 10, Exceptional, (1)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
The price is AU$544
includes taxes & fees
21 Aug - 22 Aug
Palazzo Tiglio - A Small Luxury Hotels of the World
Il Castagnolo Country B&B
View from property

Il Castagnolo Country B&B

9.0 out of 10, Wonderful, (57)
"Il Castagnolo was the perfect quick Tuscan stay for our family. The accommodations are pleasant and comfortable. The pool is cold and overlooks the beautiful countryside, and it’s a very quick ride into San Gimignano town as well as surrounding Tuscan vineyards."
The price is AU$270
includes taxes & fees
24 Aug - 25 Aug
Il Castagnolo Country B&B
Tenuta Colombaio
Seasonal outdoor pool

Tenuta Colombaio

7.6 out of 10, Good, (5)
"My family and I spent 5 days at this lovely place. Casole D’Elsa is a short walk up the hill and a great place to enjoy a meal. The restaurant on site is a gem with terrific food. Our kids enjoyed the pool and the location allowed for easy drives to a variety of Tuscan towns on the tourist map. We enjoyed our stay!"
Tenuta Colombaio
Tenuta Guardastelle
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas

Tenuta Guardastelle

10.0 out of 10, Exceptional, (5)
"Beautiful property. Amazing hosts, impeccably clean and beautifully maintained. Amazing breakfast in the morning. "
The price is AU$351
includes taxes & fees
29 Aug - 30 Aug
Tenuta Guardastelle
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 Hoxton Florence

The Hoxton Florence

10/10 Excellent
"Amazing new property in the heart of Florence without the noise. Design, staff and food are outstanding!"
Jacqueline 1-night trip
Posted 17 hours ago
The Hoxton Florence