Chianti Region Castle Hotels

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Castles in Chianti Region

Castello Di Montemasso

10.0 out of 10, Exceptional, (3)
"This place was awesome. I travel a lot and this place was just a hidden gem. I am scared to give give it five stars because everyone will start discovering and I want to book for next fall or spring. The breakfast was excellent. Only 8 rooms. Overlooks Florence. The hosts were so nice. The host recommend a restaurant for in a small Villiage the first night. The steak Florentino in the village blew the steak in Florence away. We went for a quick weekend trip to watch MotoGP race. After...
$126 nightly
The price is $139
Jul 2 - Jul 3
Total includes taxes and fees
Castello Di Montemasso

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

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!

10.0 out of 10, Exceptional, (6)
"We stayed here on a family vacation and had a fantastic time. The location is perfect. Only 30 minutes from Florence but feels nice and relaxing. The castle is charming with lots of interesting and beautiful features. The staff was superb in catering to our every need. We could not have asked for better. We definitely recommend staying here and would go back in a heartbeat (and will)!"
Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!

Castle of Volognano

10.0 out of 10, Exceptional, (34)
"Property is stunning and hosts and property manager are very kind. "
Castle of Volognano

charming castle apartement with glorious views

9.6 out of 10, Exceptional, (48)
"My boyfriend and I had the best time here. It’s such a perfect place in the best location. And the rooftop patio Is unbelievable.We’ll definitely stay there again."
charming castle apartement with glorious views

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

Cosy apartment for 6 people with WIFI, pool, panoramic view and parking

8.8 out of 10, Excellent, (23)
"It is a very beautiful castle with lovely scenic views. We were there in June. The rooms were very spacious and nice. It is very accessible to other towns in Tuscany. The staff was very helpful throughout our stay. The only problem we had was the mosquitoes. We had our windows shut throughout the nights although a few managed to come through..otherwise everything else was great!"
Cosy apartment for 6 people with WIFI, pool, panoramic view and parking

Montegufoni 23 - Apartment with swimming pool

9.8 out of 10, Exceptional, (14)
"We loved our stay here. The castle is gorgeous, the rooms and the pool area is great, and the receptionists are very kind and helpful. We recommend this place to everyone, and will for sure come back👍 Thank you for wonderful days!"
Montegufoni 23 - Apartment with swimming pool

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

Villa Osbert - Villa with shared pool

9.2 out of 10, Wonderful, (29)
"Lugar muito agradável!"
Villa Osbert - Villa with shared pool

Beautiful apartment for 5 people with WIFI, A/C, pool, terrace, panoramic view and parking

9.2 out of 10, Wonderful, (5)
"Very nice, large apartment in the castle with beatiful terrace."
Beautiful apartment for 5 people with WIFI, A/C, pool, terrace, panoramic view and parking

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

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

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 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 - Montegufoni 19b

Montegufoni - Montegufoni 19b

Nice apartment for 4 guests with WIFI, A/C, pool and parking

9.4 out of 10, Exceptional, (6)
"The Castle and surroundings are stunning. The property is right next to the castle and a short walk to the pool. It had everything we needed for our 3 days whist we explored the cities of Florence, Pisa and Siena, all a short car journey away. Because of the location you definitely needed a car. Staff were friendly and helpful. Would recommend. Beautiful place."
Nice apartment for 4 guests with WIFI, A/C, pool and parking

Montegufoni 21 - Apartment withe swimming pool

9.6 out of 10, Exceptional, (16)
"Nice place, good location and great food."
Montegufoni 21 - Apartment withe swimming pool

Montegufoni - Montegufoni 3

Montegufoni - Montegufoni 3
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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