Search Castles in Chianti Region

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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 33 Castles in Chianti Region with updated reviews, rates, and availability.

Loft Castello e colline
Property grounds

Loft Castello e colline

10.0 out of 10, Exceptional, (1)
"We had a truly great time at this castle. It was everything we had hoped for during our stay. The castle is updated while keeping a lot of it's original charm. Driving to it was so scenic, with tons of green rolling hills to drive through and an olive tree lined path just before you get to the castle. It is not very far from Siena. And the church bells from the clock tower were very relaxing. Highly recommended."
Loft Castello e colline
Montegufoni 34 - Apartment with swimming pool
Outdoor dining

Montegufoni 34 - Apartment with swimming pool

9.0 out of 10, Wonderful, (9)
"Majestic castle in the toscanian landscape with a very nice staff"
Montegufoni 34 - Apartment with swimming pool
Castle of Volognano
Outdoor dining

Castle of Volognano

10.0 out of 10, Exceptional, (32)
"Property is stunning and hosts and property manager are very kind. "
Castle of Volognano
Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region
Exterior

Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region

10.0 out of 10, Exceptional, (22)
"Giovanni and his crew were everything we could have wanted and more. This place was incredible. We stayed here and had our wedding here and it was one of the best trips. Everything was very clean and organized. We loved everything about this place. We will definitely be back."
Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region
Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
Outdoor pool

Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!

10.0 out of 10, Exceptional, (6)
"It’s not often that 19 members of an American family have the occasion to be treated like royalty in a magnificent Tuscan castle! The physical venue, including the antique furniture to the billiard table to the large classic dining room table and carved chairs, is matched by the views of cypress trees, olive groves, vineyards and stone towers dating to the 1300s. The views of the hills and villages around us were unparalleled. The comfort level was modern and superb. The people involved in...
Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
charming castle apartement with glorious views
Exterior

charming castle apartement with glorious views

9.6 out of 10, Exceptional, (48)
"Great to have a nice big place overlooking the lovely Chianti area hills. Fantastic restaurant right at the foot of the place"
charming castle apartement with glorious views
Montegufoni 23 - Apartment with swimming pool
Outdoor dining

Montegufoni 23 - Apartment with swimming pool

9.8 out of 10, Exceptional, (14)
"This location was magical! "
Montegufoni 23 - Apartment with swimming pool
Villa Osbert - Villa with shared pool
Outdoor dining

Villa Osbert - Villa with shared pool

9.2 out of 10, Wonderful, (29)
"This place was amazing! We stayed 3 nights and truly enjoyed our stay. The beds were very comfortable and the rooms were clean. The location is great and the property was absolutely gorgeous! There are several cute towns nearby to grab groceries, meals or a coffee. There were also several wineries nearby. You definitely will want to rent a car as taxi's to this area can be very expensive, but it's well worth it!"
Villa Osbert - Villa with shared pool
Panoramic castle with large pool on the walls. Ideal for weddings and events
Pool

Panoramic castle with large pool on the walls. Ideal for weddings and events

9.4 out of 10, Exceptional, (3)
"Wir hatten eine tolle Zeit und haben unseren Aufenthalt sehr genossen. Die Lage ist einzigartig und das Castello hat uns sehr gut gefallen."
Panoramic castle with large pool on the walls. Ideal for weddings and events
Montegufoni 33 - Apartment with swimming pool
Outdoor dining

Montegufoni 33 - Apartment with swimming pool

9.6 out of 10, Exceptional, (17)
"Very enjoyable. Beautiful rooms, amazing fresco's, good facilities and a top notch restaurant below the castle in the old kitchen."
Montegufoni 33 - Apartment with swimming pool
Montegufoni 4 - Apartment with swimming pool
Outdoor dining

Montegufoni 4 - Apartment with swimming pool

9.6 out of 10, Exceptional, (27)
"Great location and a good restaurant with very helpful and friendly staff"
Montegufoni 4 - Apartment with swimming pool
Cosy apartment for 8 guests with pool, WIFI, A/C, veranda, panoramic view and parking
Outdoor dining

Cosy apartment for 8 guests with pool, WIFI, A/C, veranda, panoramic view and parking

8.8 out of 10, Excellent, (15)
"Très bien situé pour visiter les alentours. Le site du château est très beau avec son jardin et sa grande piscine. Le restaurant est très bien aussi. Par contre, au niveau de la villa, la propreté n'était pas au rendez vous... équipement de cuisine désuet et usé. Aurait grandement besoin d'être changé. Il aurait été apprécier de fournir un minimum comme par exemple un peu de savon pour la vaisselle et des sacs à ordure (2 sacs pour 2 semaines...) quand on sait que l'on doit payer 95euros pour le...
Cosy apartment for 8 guests with pool, WIFI, A/C, veranda, panoramic view and parking
Castello di Mugnana
Courtyard

Castello di Mugnana

9.6 out of 10, Exceptional, (22)
"Stayed in third floor tower panorama room and views were STUNNING"
Castello di Mugnana
Montegufoni 24 - Apartment with swimming pool
Outdoor dining

Montegufoni 24 - Apartment with swimming pool

9.4 out of 10, Exceptional, (6)
"The property, staff and restaurant were all wonderful. We would love to stay here again. Simply gorgeous!"
Montegufoni 24 - Apartment with swimming pool
Montegufoni 21 - Apartment withe swimming pool
Outdoor dining

Montegufoni 21 - Apartment withe swimming pool

9.6 out of 10, Exceptional, (15)
"Nice place, good location and great food."
Montegufoni 21 - Apartment withe swimming pool
Cosy apartment for 4 people with pool, WIFI and parking
Outdoor dining

Cosy apartment for 4 people with pool, WIFI and parking

9.6 out of 10, Exceptional, (7)
"The rooms were wonderful! The staff very nice and accommodating. The restaurant had fantastic food! We were in a beautiful location. The castle was great to explore!"
Cosy apartment for 4 people with pool, WIFI and parking
Galleria - Apartment with swimming pool
Interior

Galleria - Apartment with swimming pool

9.8 out of 10, Exceptional, (13)
"It's a real old House, but that is the charm of it. The atmosphere and the garden and Terrace is something special. We were looking for something like this and found it"
Galleria - Apartment with swimming pool
Nice apartment for 6 guests with WIFI, A/C, pool, panoramic view and parking
Outdoor dining

Nice apartment for 6 guests with WIFI, A/C, pool, panoramic view and parking

9.4 out of 10, Exceptional, (36)
"This was a real fantastic place to spend a couple weeks."
Nice apartment for 6 guests with WIFI, A/C, pool, panoramic view and parking
Montegufoni 8 - Apartment with swimming pool
Outdoor dining

Montegufoni 8 - Apartment with swimming pool

10.0 out of 10, Exceptional, (11)
"excellent stay. totally recommend it! will come back."
Montegufoni 8 - Apartment with swimming pool
Montegufoni 18 - Apartment with swimming pool
Outdoor dining

Montegufoni 18 - Apartment with swimming pool

9.6 out of 10, Exceptional, (7)
"Simply bellissimo and great Italian food at the restaurant."
Montegufoni 18 - Apartment with swimming pool
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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Other property types in Chianti Region

Hu Norcenni Girasole Village
Exterior

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (286)
"Nice place for family time"
Hu Norcenni Girasole Village
Camping Village Il Poggetto
Seasonal outdoor pool

Camping Village Il Poggetto

3.0 star property
8.0 out of 10, Very Good, (45)
"Nice safe village with restaurant, bar and pool. Staff were excellent. "
The price is AED 236
AED 268 total
includes taxes & fees
25 May - 26 May
Camping Village Il Poggetto
Relais Villa Olmo
Aerial view

Relais Villa Olmo

9.4 out of 10, Exceptional, (204)
"Lovely hotel. Nice rooms - but a bit dark. The restaurant was very good and well priced. All of the staff was extremely helpful and accommodating. However without a car this hotel is quite isolated. The town nearby has very limited options for dining and shops."
The price is AED 635
AED 711 total
includes taxes & fees
13 May - 14 May
Relais Villa Olmo
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.