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
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

Our top choices for Castiglion Fiorentino town houses

A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

1. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is ฿4,801
฿5,434 total
includes taxes & fees
24 Sept - 25 Sept
San Michele al Borgo

2. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is ฿2,881
฿3,398 total
includes taxes & fees
11 Oct - 12 Oct
iConic Wellness Resort
A view of a historic town with prominent buildings and a church tower.

3. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (192 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
The price is ฿3,131
฿3,674 total
includes taxes & fees
15 Oct - 16 Oct
Cameracaffè Centro
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

4. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is ฿5,223
฿5,898 total
includes taxes & fees
14 Oct - 15 Oct
B&B Piccolo Hotel
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

5. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay here! The hosts and staff were super warm and friendly. Breakfast had a wide choice and we liked the evening drinks set up too! The hotel doggies were definitely a highlight ☺️ we’d love to come back!"
United Kingdom
Shelby
The price is ฿7,491
฿8,394 total
includes taxes & fees
23 Sept - 24 Sept
Fontelunga Hotel & Villas
A spa area with a stone-walled arch, a hot tub, and a small window.

6. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ฿3,768
฿4,297 total
includes taxes & fees
4 Oct - 5 Oct
DormiVeglia B&B
A modern hotel room with large windows, a bed, a desk, and a chair.

7. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very good, (81 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
The price is ฿2,155
฿2,600 total
includes taxes & fees
30 Sept - 1 Oct
B&B 52cento
An arched stone bridge with a white building on the right, featuring a balcony with plants.

8. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is ฿3,931
฿4,324 total
includes taxes & fees
22 Sept - 23 Sept
Locanda Antico Borgo
A stone building with arched windows and a gravel driveway.

9. Villa La Ginestra

Villa La Ginestra
Subbiano
9.6 out of 10, Exceptional, (5 reviews)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
The price is ฿3,757
฿4,248 total
includes taxes & fees
24 Sept - 25 Sept
Villa La Ginestra
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

10. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is ฿2,943
฿3,391 total
includes taxes & fees
22 Sept - 23 Sept
Villa Fontis Rapolano

11. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is ฿4,480
฿5,082 total
includes taxes & fees
6 Oct - 7 Oct
Casale dell'Assiolo
A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

12. Allegra Toscana - Affittacamere Guest house

Allegra Toscana - Affittacamere Guest house
Arezzo Centro Storico
7.0 out of 10, Good, (17 reviews)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
The price is ฿3,157
฿3,856 total
includes taxes & fees
24 Sept - 25 Sept
Allegra Toscana - Affittacamere Guest house
A cozy living room with a stone wall, a wine rack, and two sofas.

13. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (26 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ฿4,353
฿6,319 total
includes taxes & fees
10 Oct - 11 Oct
Villa Cassia di Baccano
A patio area with outdoor seating, potted plants, and a view of the landscape.

14. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (66 reviews)
"A fantastic stay in such a beautiful part of Tuscany. Hosts were friendly and went out of their way to help. Breakfast was lovely and the room was clean and comfortable. Would highly recommend!"
United Kingdom
Christopher
The price is ฿3,710
฿5,034 total
includes taxes & fees
7 Oct - 8 Oct
Affitacamere Maria Gabriella
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

15. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is ฿5,298
฿5,827 total
includes taxes & fees
29 Sept - 30 Sept
Villa di Sotto
A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

16. Locanda del Viandante

Locanda del Viandante
Anghiari
9.0 out of 10, Wonderful, (6 reviews)
"客室は清潔で、とても可愛いかったです。宿泊場所からの眺望は感動します。 朝食が人生でベスト朝食でした！"
Japan
Tatsuya
The price is ฿4,175
฿4,592 total
includes taxes & fees
22 Sept - 23 Sept
Locanda del Viandante
An interior courtyard with stone columns, arches, and a mosaic.

17. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is ฿5,453
฿6,152 total
includes taxes & fees
23 Sept - 24 Sept
Meublé Il Riccio
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

18. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is ฿4,501
฿5,104 total
includes taxes & fees
29 Sept - 30 Sept
Bed & Breakfast Vicolo dell'Oste
A crowded restaurant with brick walls and multiple tables and chairs.

19. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is ฿7,166
฿8,036 total
includes taxes & fees
27 Sept - 28 Sept
La Locanda di San Francesco
A bakery display with various pastries and desserts.

20. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (14 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is ฿4,065
฿4,548 total
includes taxes & fees
22 Sept - 23 Sept
La Piccola Locanda
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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"From the moment we arrived until check out, we felt truly special. The entire experience of staying at thos gorgeous property is a memory that we will keep forever as one of the highlights of our 2 week stay in Italy. We purposely ended our vacation here to enjoy the beautiful scenery and quiet elegance that surrounds Precise Tale. The staff, the service, the food and the room were above the number of stars we could give. Such a beautiful memorable way to celebrate my 60th birthday and our engagement. GRAZIE MILLE!"
Lisa 2-night trip
Posted 12 hours ago
Precise Tale Poggio Alla Sala

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Town Houses information

Number of reviews
1,009
Accommodation
80 Town Houses
Lowest Price
฿2,600
Highest Price
฿8,394