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

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Castiglion Fiorentino holiday rentals

Exterior

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 ₹12,847
₹14,573 total
includes taxes & fees
21 Sept - 22 Sept
San Michele al Borgo
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers

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 ₹8,289
₹9,779 total
includes taxes & fees
11 Oct - 12 Oct
iConic Wellness Resort
Porch

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 ₹7,834
₹9,278 total
includes taxes & fees
27 Sept - 28 Sept
Cameracaffè Centro
Lunch and dinner served

4. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is ₹23,775
₹26,593 total
includes taxes & fees
21 Sept - 22 Sept
Castello di Gargonza
Exterior

5. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is ₹7,749
₹8,964 total
includes taxes & fees
21 Oct - 22 Oct
Artisti del Cavallo Tourism
Courtyard

6. 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 ₹21,125
₹23,678 total
includes taxes & fees
23 Sept - 24 Sept
Fontelunga Hotel & Villas
Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room

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 ₹6,201
₹7,482 total
includes taxes & fees
30 Sept - 1 Oct
B&B 52cento
Lobby

8. 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 ₹15,028
₹16,971 total
includes taxes & fees
23 Sept - 24 Sept
B&B Piccolo Hotel
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

9. 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 ₹10,191
₹11,650 total
includes taxes & fees
4 Oct - 5 Oct
DormiVeglia B&B
Exterior

10. 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 ₹11,085
₹12,194 total
includes taxes & fees
21 Sept - 22 Sept
Locanda Antico Borgo
Deluxe Room (Cartazucchero) | Free WiFi, bed sheets

11. Bibi Boutique

Bibi Boutique
Arezzo Centro Storico
The price is ₹8,109
₹10,021 total
includes taxes & fees
21 Sept - 22 Sept
Bibi Boutique
Apartment (1 Bedroom) | Front of property

12. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is ₹9,140
₹10,495 total
includes taxes & fees
14 Oct - 15 Oct
Vicolo Della Scala Rooms - La Luna
Front of property – evening/night

13. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (182 reviews)
"Great Historical location."
Canada
Robert
The price is ₹13,215
₹14,867 total
includes taxes & fees
12 Oct - 13 Oct
Abbadia Sicille Relais
Property entrance

14. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (109 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is ₹8,085
₹9,334 total
includes taxes & fees
1 Oct - 2 Oct
Residenza Fabroni
Property entrance

15. Palazzo Tarlati Residenza d'Epoca

Palazzo Tarlati Residenza d'Epoca
Civitella in Val di Chiana
8.0 out of 10, Very good, (3 reviews)
"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...
United States
Marco
The price is ₹12,012
₹13,214 total
includes taxes & fees
21 Sept - 22 Sept
Palazzo Tarlati Residenza d'Epoca
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

16. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is ₹15,243
₹16,768 total
includes taxes & fees
21 Sept - 22 Sept
Villa di Sotto
Deluxe Apartment, City View | Soundproofing, iron/ironing board, free WiFi

17. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is ₹29,956
₹33,282 total
includes taxes & fees
4 Oct - 5 Oct
CASA AMBRA
Interior

18. 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 ₹15,377
₹17,356 total
includes taxes & fees
23 Sept - 24 Sept
Meublé Il Riccio
Interior

19. 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 ₹8,045
₹9,290 total
includes taxes & fees
28 Sept - 29 Sept
Villa Fontis Rapolano
Front of property

20. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is ₹7,318
₹8,600 total
includes taxes & fees
8 Oct - 9 Oct
RESIDENCE LECCIO
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

Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

10/10 Excellent
"buenas vistas panorámicas , es un hotel demasiado tranquilo , pero es muy bonito"
Enzo 2-night trip
Posted 14 hours ago
Hotel Panoramic Montepulciano

Find out more about Castiglion Fiorentino

Holiday Rentals in Castiglion Fiorentino

Search for holiday rentals in Castiglion Fiorentino on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Castiglion Fiorentino using one of the methods below:

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Look no further and take a look at our great range of rental properties in Castiglion Fiorentino!

Frequently asked questions

Are there holiday rentals in Castiglion Fiorentino?

Yes, there are holiday rentals close to the most popular sights in Castiglion Fiorentino, or you can select a more secluded option if you're looking for a relaxing stay. Castiglion Fiorentino is known for its wineries and churches. Make sure you have time to check out the monuments and art during your trip.

How many holiday rentals are there in Castiglion Fiorentino?

With 86 Expedia holiday rentals, you're guaranteed to find just the right place for your Castiglion Fiorentino stay.

What can I see and do in Castiglion Fiorentino?

Enjoy the area's cultural attractions such as Museo Diocesano, or get outdoors into nature at a spot like Val di Chiana. Tennis Club Castiglionese and Vasari Loggia are other places to visit while you're in town.

What are holiday rentals like in Castiglion Fiorentino?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castiglion Fiorentino. Holiday rentals provide amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip.