Castiglion Fiorentino Vacation Homes from ￥11,907

A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

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Our top choices for Castiglion Fiorentino vacation homes

A window with lace curtains, a view of a building, and a wooden shelf with potted plants.

1. Happy Nest Tuscany Between Florence and Rome

Castiglion Fiorentino

￥11,907 total

includes taxes & fees

Oct 27 - Oct 28

A bedroom with a red bedspread, two pillows, a radiator, a painting on the wall, and a window with curtains.

2. Holiday Home 'Casa Dei Girasoli' with Private Pool, Wi-Fi and Air Conditioning

Castiglion Fiorentino

￥121,455 total

includes taxes & fees

Oct 25 - Oct 26

A patio area with a table and chairs, a wooden pergola, and a view of a kitchen.

3. Arc two-bedroom apartment

Cortona

￥48,696 total

includes taxes & fees

Nov 16 - Nov 17

A bedroom with a bed, a nightstand, a dresser, a window with curtains, and a wooden ceiling.

4. Pheasant swimming pool flat with 3 bedrooms and two bathrooms

Toscana

￥74,466 total

includes taxes & fees

Nov 16 - Nov 17

An outdoor patio with a table and chairs, a stone wall, and a door.

5. Tobacconist's flat on two floors consisting of 3 bedrooms and two bathrooms

Toscana

￥72,688 total

includes taxes & fees

Nov 16 - Nov 17

A pool area with lounge chairs, umbrellas, and a stone building with a tiled roof.

6. La Lepre swimming pool flat with 3 bedrooms and two bathrooms

Toscana

￥74,466 total

includes taxes & fees

Nov 16 - Nov 17

A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

7. Dolce Casa 2 by Tiny Away

Rigutino

￥17,300 total

includes taxes & fees

Oct 25 - Oct 26

8. Dolce Casa 1 by Tiny Away

Rigutino

￥18,268 total

includes taxes & fees

Oct 26 - Oct 27

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Top Castiglion Fiorentino Hotel Reviews

Hotel San Gregorio

8/10 Good

"Nice hotel in a great location, very close to Pienza’s historic center. The room was clean, and the staff were helpful. Breakfast could be improved, particularly in terms of the variety of hot food available. The daily parking fee was also somewhat expensive."

Relais Cloister Pienza

10/10 Excellent

"An Incredible Terrace with the Most Amazing Views! ⭐⭐⭐⭐⭐ The hotel is beautifully restored and in a fantastic location in Pienza, just off Piazza Pio II. Our room was spotlessly clean, comfortable, with good bedding and a lovely large bathroom. The room itself was simple but very comfortable and had everything we needed. However, the absolute highlight of this hotel is the terrace. The views across the Val d’Orcia are quite simply out of this world! You could sit there for hours just taking it all in. We honestly think it must be the best spot in the whole of Pienza to enjoy those incredible Tuscan views. The staff were attentive and welcoming, and breakfast was also good. We would highly recommend staying here, especially for the terrace. If you want to experience the beauty of Tuscany from a truly breathtaking viewpoint, this is the place to stay!"

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"This was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."

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Castiglion Fiorentino Vacation Homes information

Number of reviews	9
Accommodation	1391 Vacation Homes
Lowest Price	￥11,907
Highest Price	￥102,756

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Our top choices for Castiglion Fiorentino vacation homes

1. Happy Nest Tuscany Between Florence and Rome