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

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Check prices for these dates

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

Our top choices for Castiglion Fiorentino farmstays

A pool area with a pergola, wicker furniture, and white flowering plants.

1. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
9.8 out of 10, Exceptional, (78 reviews)
"Good to stay with perfect dinner at the restaurant."
United States
Jinhee
The price is 3.893.392 ₫
4.428.767 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Cortona Resort - Le Terre Dei Cavalieri
A two-story building with a balcony, multiple windows with shutters, and a well-maintained garden with hedges and potted plants.

2. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
10.0 out of 10, Exceptional, (119 reviews)
"Delightful setting in Tuscan country-side. Very welcoming and attentive staff. Excellent food and wines - organically produced on the property's own farm"
United Kingdom
Ronald
The price is 2.597.176 ₫
3.033.399 ₫ total
includes taxes & fees
19 Oct - 20 Oct
La Cantina Relais - Fattoria Il Cipresso
A stone building with a central staircase, arched doorways, and a small tower.

3. Agriturismo Podere Caggiolo

Agriturismo Podere Caggiolo
Marciano della Chiana
9.4 out of 10, Exceptional, (16 reviews)
"Beautiful place"
United States
Margaret
The price is 1.892.629 ₫
2.081.892 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Agriturismo Podere Caggiolo
A pool with three marked depths, surrounded by a grassy area and a view of a town and hills in the background.

4. Agriturismo il Querciolo

Agriturismo il Querciolo
Marciano della Chiana
9.4 out of 10, Exceptional, (9 reviews)
"Lovely hotel in beautiful surroundings. Lots of space and the view was amazing. "
Norway
Anne-Grethe
The price is 2.707.759 ₫
2.978.535 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Agriturismo il Querciolo
A large, ivy-covered house with a symmetrical garden, a central archway, and evenly spaced windows.

5. Ca de Frati

Ca de Frati
Arezzo
8.8 out of 10, Excellent, (5 reviews)
"La proprietaria è simpatica, disponibile e accogliente (purtroppo teneva il cellulare spento e abbiamo dovuto aspettare 20 minuti per entrare). Il B&B sarebbe, in sè, molto bello, ma intorno gli è cresciuta una zona industriale, e il paesaggio è bipolare: da un lato magnifiche colline toscane, dall'altro sembra di essere a Marghera."
Italy
Guido
The price is 3.209.169 ₫
3.706.621 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Ca de Frati
An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

6. Podere La Rocca

Podere La Rocca
Montepulciano
9.8 out of 10, Exceptional, (106 reviews)
"Wasn’t sure that to expect… very nice stay. Unique property, staff was 10/10…. Wine even better."
Canada
Jake
The price is 4.140.333 ₫
4.672.037 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Podere La Rocca
A lush garden with a swimming pool, surrounded by dense trees and a hill with buildings in the background.

7. Agriturismo Villa Augusto

Agriturismo Villa Augusto
Cortona
9.6 out of 10, Exceptional, (4 reviews)
"Augusto was a great host. We appreciated the recommendations of local attractions in the area. The deluxe villa was very clean, quiet, and nicely decorated. We really enjoyed the garden that is on the property. By far our best stay in Tuscany."
United States
Kristian
The price is 4.248.193 ₫
4.819.194 ₫ total
includes taxes & fees
3 Oct - 4 Oct
Agriturismo Villa Augusto
A poolside setting with a table and chairs, surrounded by greenery and a view of distant hills.

8. I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
9.8 out of 10, Exceptional, (53 reviews)
"Beautiful property and surroundings. Serene and relaxing. Highly recommended."
United States
Israel
The price is 4.158.050 ₫
4.573.855 ₫ total
includes taxes & fees
8 Oct - 9 Oct
I Capricci di Merion Resort & Spa
A stone building with a lush green ivy-covered exterior, a well-maintained lawn, and a stone staircase leading to the entrance.

9. Relais La Torre

Relais La Torre
Arezzo
9.2 out of 10, Wonderful, (49 reviews)
"Me, my family and my dog had the best time in this hotel, very peaceful and authentic."
Italy
Valentina
The price is 4.015.499 ₫
4.711.225 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Relais La Torre
A couple in a hot tub on a deck with a view of a green landscape.

10. VioVillas Agriturismo Glamping Arezzo

VioVillas Agriturismo Glamping Arezzo
Arezzo
The price is 1.805.476 ₫
2.161.266 ₫ total
includes taxes & fees
12 Oct - 13 Oct
VioVillas Agriturismo Glamping Arezzo
A poolside area with lounge chairs and umbrellas, a clear view of the landscape, and a pergola structure.

11. Tuscany Living - Terra Antica

Tuscany Living - Terra Antica
Montepulciano
10.0 out of 10, Exceptional, (12 reviews)
"Clean room and great staff"
United States
Erik
The price is 4.191.411 ₫
8.582.737 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Tuscany Living - Terra Antica
A large white building with a tiled roof, surrounded by well-maintained gardens and a swimming pool.

12. Agriturismo Antica Corte

Agriturismo Antica Corte
Montepulciano
9.8 out of 10, Exceptional, (46 reviews)
"Perfect staff and perfect view !"
United States
Baptiste
The price is 2.346.143 ₫
2.756.000 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Agriturismo Antica Corte
A pool with a view of a green landscape and trees.

13. Villa Cicolina

Villa Cicolina
Montepulciano
9.8 out of 10, Exceptional, (101 reviews)
"Fantastic stay, beautiful setting and amazing food and service. One of the best hotels we've ever stayed at, will definitely be back!"
United Kingdom
Ben
The price is 7.500.857 ₫
8.513.808 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Villa Cicolina
A stone building with a brick facade, a paved entrance, and a garden with potted plants and a tall tree.

14. I Salici Agriturismo

I Salici Agriturismo
Pergine Valdarno
9.8 out of 10, Exceptional, (8 reviews)
"We had an amazing stay at this property. The pictures do not do it justice - it is tremendously beautiful. Marco and team were warm, welcoming and incredibly generous. Thank you for an unforgettable stay. We will be back!"
Canada
Chanel
The price is 2.888.252 ₫
3.265.331 ₫ total
includes taxes & fees
3 Oct - 4 Oct
I Salici Agriturismo
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

15. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (133 reviews)
"Gorgeous location with spectacular views and yummy food with very friendly and helpful staff"
United States
Robert
The price is 6.691.114 ₫
7.477.054 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Tenuta Santo Pietro
An arched stone gateway between two buildings, a grassy area, and a flowering bush.

16. Tenuta la Fratta

Tenuta la Fratta
Sinalunga
8.0 out of 10, Very good, (17 reviews)
"It was Tuscany. The buildings, the atmosphere just made one feel like being back in the Tuscan village. Once all is restored to its glory it will be so beautiful."
Australia
Anonymous traveller
The price is 3.261.865 ₫
3.646.524 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Tenuta la Fratta
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 Castiglion Fiorentino Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"We had an amazing stay at Monastero di Cortona Hotel & Spa. The property is absolutely beautiful, but what really stood out was the staff. Everyone went above and beyond to make sure we were taken care of and had everything we needed. A special thank you to the team for helping arrange our truffle lunch and wine tour, both were wonderful experiences and made our time in Tuscany even more memorable. The breakfast was top notch, the spa was excellent, and the overall level of service was outstanding. Alessandro was excellent, but there were so many wonderful staff members who contributed to making our stay so special."
Steve 5-night trip
Posted less than an hour ago
Monastero di Cortona Hotel & Spa

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Farmstay information

Number of reviews
554
Accommodation
209 Farmstay
Lowest Price
2.081.892 ₫
Highest Price
8.582.737 ₫