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
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Castiglion Fiorentino holiday rentals

Exterior

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 ₹12,537
₹14,230 total
includes taxes & fees
21 Jun - 22 Jun
San Michele al Borgo
Lobby

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ₹16,462
₹18,108 total
includes taxes & fees
30 Jun - 1 Jul
Villa Cassia di Baccano
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (33 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is ₹14,963
₹16,459 total
includes taxes & fees
5 Jul - 6 Jul
Villa di Sotto
Interior

Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
The price is ₹7,359
₹8,534 total
includes taxes & fees
19 Jun - 20 Jun
Villa Fontis Rapolano
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 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 ₹7,278
₹8,445 total
includes taxes & fees
30 Jun - 1 Jul
Residenza Fabroni
1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (91 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is ₹15,717
₹17,724 total
includes taxes & fees
29 Jun - 30 Jun
Casanova - Panoramic Rooms and Suites
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (177 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ₹16,536
₹18,516 total
includes taxes & fees
21 Jun - 22 Jun
Abbadia Sicille Relais
Front of property

RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.6 out of 10, Exceptional, (7 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is ₹8,086
₹9,444 total
includes taxes & fees
6 Jul - 7 Jul
RESIDENCE LECCIO
Bar (on property)

La Piccola Locanda

La Piccola Locanda
Chiusi
7.8 out of 10, Good, (11 reviews)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
The price is ₹10,732
₹12,025 total
includes taxes & fees
19 Jun - 20 Jun
La Piccola Locanda
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (147 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ₹18,325
₹20,810 total
includes taxes & fees
30 Jun - 1 Jul
Hotel San Gregorio
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (138 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 ₹10,333
₹11,806 total
includes taxes & fees
19 Jun - 20 Jun
Bed & Breakfast Vicolo dell'Oste
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (110 reviews)
"It was very well located ."
Canada
Marlenne
The price is ₹15,498
₹17,482 total
includes taxes & fees
20 Jun - 21 Jun
Meublé Il Riccio
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 Corsignano

Hotel Corsignano

10/10 Excellent
"."
Priyanka 1-night trip
Posted 14 hours ago
Hotel Corsignano

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:

  • View our selection of featured holiday rentals in Castiglion Fiorentino
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  • Enter your travel dates to view the best deals on holiday rentals in Castiglion Fiorentino while they last

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 71 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?

Cultural attractions include Municipal Art Gallery, whereas Val di Chiana is a spot to enjoy nature. Cassero Tower and Tennis Club Castiglionese 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.