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The 10 Best Country Houses in Castiglion Fiorentino, Italy

Check out our pick of great country houses in Castiglion Fiorentino

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Featuring pool with a view and views of pool, Podere Il Belvedere su Cortona is a country house situated in a historic building in Castiglion Fiorentino, 28 km from Piazza Grande. This property offers access to a patio, table tennis, free private parking and free WiFi. Boasting family rooms, this property also provides guests with a sun terrace.

The courtesy and kindness of the staff are exceptional. Our breakfast (we went for the "Italian style" breakfast) was breathtaking: loads and loads of delicious treats, most of which were homemade. Superb location: the place overlooks a valley of green fields dominated by the city of Cortona, definitely doing justice to its namesake "Belvedere su Cortona" ("the great view on Cortona"). It's strategically located between Siena, Arezzo, and Perugia and a stone throw from places off the beaten track like Castiglion Fiorentino and Cortona. The room we got was very spacious and perfectly clean. There's a small playground on site that our little one visibly appreciated. Literally cannot recommend this place enough, the value for the money we got just cannot be beaten.

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9.6
Exceptional
105 reviews
Price from
AR$ 97,745
per night

Located in Castiglion Fiorentino, Casale Il Trecento offers an outdoor pool and a tennis court. Accommodation will provide you with a balcony, a patio and a terrace. There is a full a kitchenette with a dishwasher and an oven. Featuring a shower, private bathrooms also come with a bath and a bidet. You can enjoy garden view.

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10
Exceptional
3 reviews

Set in Arezzo, 17 km from Piazza Grande and 47 km from Terme di Montepulciano, Villa Casale Federica offers air-conditioned accommodation with a patio and free WiFi. This villa also features a private pool.

This was awesome for a big group holiday. The pool was the absolute highlight. As was the Pizza Oven.

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9.4
Superb
11 reviews
Price from
AR$ 227,401
per night

Offering free WiFi and views of the garden, Casale I Burroni is located in Arezzo, 15 km from Piazza Grande. Cortona is a 20-minute drive from the property. Free private parking is available on site.

Featuring a flat-screen TV, the accommodation has a seating and dining area. Some units include a balcony and/or patio. There is also an equipped kitchen, fitted with a fridge, an oven and a coffee machine. Every unit comes with a private bathroom with a shower, free toiletries, and a hairdryer. Towels are provided.

Everything was great. Marcello was there to welcome us, show us around & provide recommendations. The kitchen was well equipped, I think there were 4 different types of coffee makers :). The unheated jacuzzi was a welcome sight after a day of exploring Italy and so relaxing to be surrounded by olive groves. There's a washer on sight which Marcello helped us with & two huge drying racks. We visited towns within an hour radius and found it easy to do from Casale I Burroni.

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9.7
Exceptional
44 reviews
Price from
AR$ 91,037
per night

Situated in Arezzo and only 16 km from Piazza Grande, Casale di mamma Antonella features accommodation with garden views, free WiFi and free private parking. This holiday home has a garden. Outdoor dining is also possible at the holiday home.

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8.1
Very good
31 reviews
Price from
AR$ 239,571
per night

Set in Arezzo, Casale degli ulivi offers accommodation with private pool, free WiFi and free private parking for guests who drive. The air-conditioned accommodation is 15 km from Piazza Grande. On clear days, guests can head outside to enjoy the holiday home's outdoor fireplace.

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9
Superb
1 reviews
Price from
AR$ 224,239
per night

Residence Il Casale provides apartments in a 16th-century building, a 10-minute drive from Cortona. It offers free Wi-Fi and scenic views over the Valdichiana valley from the large outdoor pool.

All spacious accommodation features antique furnishings, a kitchenette and a seating area. Most have a patio, where guests can relax.

The property is beautiful. The pool is big and in beautiful surroundings.

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8.7
Fabulous
40 reviews
Price from
AR$ 113,301
per night

Featuring pool views, Casale Cantalena provides accommodation with a patio, around 31 km from Piazza Grande. This villa has a private pool, a garden, barbecue facilities, free WiFi and free private parking. Outdoor dining is also possible at the villa.

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10
Exceptional
5 reviews
Price from
AR$ 384,911
per night

Set in Cortona, Casale San Martino by PosarelliVillas offers accommodation with private pool, free WiFi and free private parking for guests who drive. The air-conditioned accommodation is 29 km from Piazza Grande. The property is non-smoking and is situated 38 km from Terme di Montepulciano.

Guests at the villa will be able to enjoy activities in and around Cortona, like hiking. Guests can relax in the garden at the property.

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8
Very good
1 reviews
Price from
AR$ 295,849
per night

A rustic 19th-century country house, Sole Del Sodo is a 5-minute drive from Cortona. It offers historic stone interiors, plus an outdoor pool with panoramic views of the Tuscan countryside.

With private swimming pool and wifi throughout the hotel, it offers relaxation corners to enjoy the Tuscan countryside

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9.3
Superb
3 reviews

Looking for a country house?

The top choice for people wanting to get away from noise and fast-paced city life. Country houses are private homes based in the peaceful countryside, with communal facilities and meals available. Activities to unwind can be included too, such as trekking, birdwatching and cycling.
Search country houses in Castiglion Fiorentino

Country houses that guests love in Castiglion Fiorentino

  • Avg. price/night: AR$ 119,785.73
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 137 reviews
    This is seriously one beautiful place. Extraordinary view out over the city. Has a charming homely feel to it. Watching the sun set in the front lawn was a wonderful highlight of our time there. Beds were very comfortable and the shower was great. Our stay was really peaceful. Cinzia spoilt us with a wonderful breakfast with homemade cakes and biscuits and Sonia filled our minds with the amazing history of Castiglion Fiorentino and how this amazing house was renovated by her whole family.
    Beverly
    Young couple
  • Avg. price/night: AR$ 68,996.58
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 114 reviews
    I had an absolutely charming stay at Porta Romana! The Tuscan village had stunning panoramas that took my breath away, and the bedrooms were comfortable and cozy. The neighborhood was tranquil, allowing for a peaceful and relaxing retreat. However, I encountered a couple of issues, such as the absence of toilet paper, which was a bit inconvenient. Furthermore, the narrow streets made parking a bit challenging. Despite these minor drawbacks, I enjoyed my time in Porta Romana and cherished the scenic beauty it offered.
    Sándor
    People with friends
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 16 reviews
    Peaceful location just 15 minutes from a quaint small town
    Rubin
    Family with young children
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 reviews
    Beautiful villa, very peaceful, very well equipped with everything you need. Only a 20 minute walk to town/station. Panacotta made for us one evening by the host
    Alison
    Family with young children
  • Avg. price/night: AR$ 222,322.31
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 54 reviews
    Beautiful property, elegantly designed with many thoughtful touches. Amazing design with real attention to detail. Fabulous location just inside this beautiful walled town. Parking is close and a very quiet authentic place to stay for a genuine taste of the area. Excellent communication with brilliant recommendations for restaurants. The breakfast options are great, we went for a light breakfast option which was fantastic and more than we expected. please stay here, you will not regret it. Amazing place 😍
    Jo
    Young couple
  • 9.1
    Scored 9.1
    Superb
    Rated superb
     · 20 reviews
    Il Trottapiano home is a wonderful place to relax for a few days. the location is perfect, quiet but still very close to the restaurants. We have had a few lovely days and would recommend this place to anyone.
    Anna
    Young couple
  • Avg. price/night: AR$ 144,509.50
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 106 reviews
    Beautiful restoration, the grounds are beautiful and it was such a peaceful stay
    Lucy
    Young couple
  • 9.1
    Scored 9.1
    Superb
    Rated superb
     · 93 reviews
    The location was amazing, right in the old castle. The room was so comfortable and quiet and cold (A/C works great) just like we love it. The bed and pillows were the most confortable! Everything was there that we needed. It was perfect.
    Charlene
    Young couple
  • 10
    Scored 10
    Exceptional
    Rated exceptional
     · 2 reviews
    Very friendly handover. The apartment is in a quiet, cute side street in the historic town. The old building is very charming. The apartment has been restored with great attention to every single detail. Very, very clean. Breathtaking view. Modern kitchen and bathroom. Extraordinary. You want a genuine Tuscan experience, well, here you will find it…
    Sean Toben
    Young couple
  • 8.2
    Scored 8.2
    Very good
    Rated very good
     · 6 reviews
    Nice, quiet, good food, nice pool an very relaxed and big house! kids loved it!
    arjen
    Solo traveller