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Holiday Rentals in Castiglion Fiorentino

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Holiday Rentals in Castiglion Fiorentino

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (67)
"Was wonderful and beautiful. "
Farmhouse in the hills with panoramic view and swimming pool

Secluded position,villa with private pool,ideal for families, close to Cortona.

9.8 out of 10, Exceptional, (55)
"On a scale of 1-10 this was 11. Our host added so much to our having a wonderful four weeks. The house, pool and grounds are GREAT, but it was the personal interactions that made the experience extra-special. There were meals prepared for us on a few occasions two wonderful BBQ ‘sand a really fun and delicious cooking class held at the outdoor kitchen. When my wife was I’ll, Giovanna found us a doctor. When our dog was I’ll at 11pm she found us a vet. There were the lemons, tomato’s and herbs...
Secluded position,villa with private pool,ideal for families, close to Cortona.

Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!

Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (110)
"Very nice staff, great service, super clean. Will stay again."
The price is €146
includes taxes & fees
9 Feb - 10 Feb
Hotel San Gregorio

Traditional stone cottage in rural, tranquil and quiet location built in 1799

9.8 out of 10, Exceptional, (39)
"John & Dianne were utterly lovely and made every effort for us. The listing is very clear and if you're looking for peace and quiet in a serene valley, you couldn't do better. The track should be driven with care but after the first time accompanied by John, it's not too bad. I wouldn't bring a car with low clearance though. John and Dianne are in their home next door which was nice to know. They very much left us to it and didn't mind us playing our music by the pool. Otherwise we didn't see...
Traditional stone cottage in rural, tranquil and quiet location built in 1799

Gorgeous home in Montalcino with kitchen

Gorgeous home in Montalcino with kitchen

House with garden and panoramic view over Lake Trasimeno

9.8 out of 10, Exceptional, (43)
"Beautiful location, very handy for the lake (swimming, pedelos etc) and with some lovely restaurants and gelatos in the local town! Views from the property are amazing, it is very quiet and peaceful"
House with garden and panoramic view over Lake Trasimeno

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (42)
"It was a nice property- unfortunate what they charge to just swim"
Casanova - Panoramic Rooms and Suites

Private Villa with private pool, WIFI, A/C, TV, patio, panoramic view, parking, close to Arezzo

9.2 out of 10, Wonderful, (10)
"Nous avons passé un bon séjour dans cette grande, belle et propre villa, les propriétaires sont accueillants et de bons conseils. Les chambres sont confortables et les salles de bains sont grandes et bien équipée. La propriété complètement clôturée est sécurisée grâce à un portail électrique bien pratique. L’isolement permet d’être vraiment à l’aise. Il nous semble important d’attirer l’attention des futurs locataires sur quelques points, le mobilier de terrasse est de qualité moyenne, les...
Private Villa with private pool, WIFI, A/C, TV, patio, panoramic view, parking, close to Arezzo

Residenza Fabroni

8.8 out of 10, Excellent, (79)
"This is a very large apartment in a 500 year old well maintained building. It is in the beautiful historic area. Do be aware that this is a VERY hilly area and you will have to walk up and down steep streets everywhere you go. That includes from the parking area. Cars are restricted from the area around the apartment without a permit. "
The price is €94
includes taxes & fees
2 Feb - 3 Feb
Residenza Fabroni

Mansion - Arezzo

9.0 out of 10, Wonderful, (22)
"Stayed here for 14 days. Generous space with lots of room for multiple guests. We didn't realize the villa was two separate units. This was unexpected as we thought there would be a central indoor staircase. We made it work but we did feel separate from each other. Eduardo brought us lovely treats from a local bakery a couple of times which was very kind. You definitely need a vehicle to stay here. While it says there are a few things in walking distance we felt the car was necessary....
Mansion - Arezzo

Il Tosco

10.0 out of 10, Exceptional, (103)
"beautiful property with perfect service. "
The price is €298
includes taxes & fees
1 Mar - 2 Mar
Il Tosco

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (155)
"Beyond the peace and tranquility offered by the setting, it truly felt like the guests’ wellbeing was prioritized- the spaces (I viewed three before making a decision) were clean and orderly, the staff was incredibly attentive, the restaurant was enjoyable, and the overall experience was a very positive one."
The price is €69
includes taxes & fees
18 Feb - 19 Feb
Abbadia Sicille Relais

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

10.0 out of 10, Exceptional, (62)
"This house and adjacent apartment was perfect for a larger group. The rooms are comfortable and well equipped. The property was lovely and has a spectacular pool. A few things to note. The house name is not a location on a map and if you use an app like Google then you must use the name on the wall outside the property. The hot water takes a very long time to get to the upper floor shower and it’s almost impossible to fill a hot bath. That’s to be expected in a house of this age and it’s well...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

9.8 out of 10, Exceptional, (64)
"Property is perfect for the view and the loction"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Villa Scopetello with Pool and Tennis court near Montepulciano and Siena

10.0 out of 10, Exceptional, (100)
"A wonderful setting, terrific location and ideal large house for our 3 generation group of extended family members. The 8 children under 11ys had a fantastic time playing with their cousins enjoying the grounds, pool area, tennis court and football goalposts. Sonja was a great host - relaxed but responsive and a thoughtful cook for the two prepared meals she made for us"
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena

House / Villa - Monte San Savino

9.8 out of 10, Exceptional, (16)
"Es erwartet dich ein hübsches Häuschen mitten in der Natur. Etwas abgelegen, wir mochten es genau so. Natur und Ruhe pur. Die Inneneinrichtung ist schon etwas in die Jahre gekommen, aber es ist alles da was man braucht. "
House / Villa - Monte San Savino

Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie

10.0 out of 10, Exceptional, (1)
"The location of this home is perfect. Far enough away for peace and quiet, yet close enough to go to the grocery store and into Montepulciano. Frank and Silva, the owners were a delight. They didn't speak much english, but we laughed every morning with them. Frank makes his own wine from the on property vineyard and Silva makes handbags and jams. Frank wine is as good as any other in Italy. And so much less money!!! Their home and grounds are beautiful. We were three couples and had plenty...
Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie

Big house

7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house

Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

10.0 out of 10, Exceptional, (45)
"Luigi went above and beyond in providing suggestions of restaurants and things to do in the area. He was also helpful when we were have trouble calling our car rental….always willing to help out and answer questions. The home is very clean and has the old Italian rustic charm. The beds were comfortable. There is no AC but fans are provided for every room. There were beautiful sunsets every night by the pool. The views of the rolling Tuscan hills were spectacular. The color and intensity of the...
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
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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Other types of properties in Castiglion Fiorentino you may be interested in

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (67)
"Was wonderful and beautiful. "
Farmhouse in the hills with panoramic view and swimming pool

Hotel Relais II Chiostro di Pienza

4.0 star property
8.8 out of 10, Excellent, (562)
"Needed an extra night and got a room through Hotels.com. Was there for a wedding. The room was small but the location was where I wanted to be and the breakfast was very good. "
Hotel Relais II Chiostro di Pienza

Albergo San Biagio

3.0 star property
8.6 out of 10, Excellent, (149)
"Location"
The price is €89
includes taxes & fees
31 Jan - 1 Feb
Albergo San Biagio
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.

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.

What are some of the best holiday rentals that Castiglion Fiorentino has to offer?

Farmhouse in the hills with panoramic view and swimming pool: This highly rated holiday home rental in Castiglion Fiorentino is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Castiglion Fiorentino?

With 93 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. Tennis Club Castiglionese and Agricola Buccelletti Winery 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.