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Holidaymakers searching for holiday rentals in Castiglion Fiorentino also enquired about villas in Cortona, apartments in Lucca and apartments in San Gimignano

Make a holiday rental home or apartment in Castiglion Fiorentino, Italy your home away from home

The walled town of Castiglion Fiorentino is a great alternative destination to Cortona when staying in this peaceful part of the Arezzo province. A visit to Castiglion Fiorentino is akin to a trip back to the Middle Ages, with strong medieval influences to be seen almost everywhere you look. The town is laid-back and friendly, and can also be used as a base for enjoying a holiday of walking and exploring in the fantastic surrounding countryside.

Things to do in Castiglion Fiorentino, Italy

The well-preserved city walls are Castiglion Fiorentino’s most recognisable feature, and date back to the 13th century. Once inside the walls you will also discover an array of historical attractions on the paved streets, including the Municipal Art Gallery (in the former church of Sant’Angelo) and the remains of the town’s 14th century fortress.

As with many Tuscan towns and cities, Castiglion Fiorentino is home to immensely proud locals who hold a number of festivals and evens throughout the year to celebrate their town and the local region in general. These are great times to visit the area, as the festivals will allow you to learn more about the town and interact with these residents – in Italian of course! Popular festivals in Castiglion Fiorentino include the Palio dei Rioni – a historic June horse race, and an Easter Sunday parade.

Castiglion Fiorentino also has a train station, which provides good links with the well-known towns and cities of the region such as Cortona, Perugia, Arezzo, Siena and Pienza, and you can alternate your days of exploring these destinations with days of walking, hiking, horse riding and cycling in the unspoilt countryside that surrounds Castiglion Fiorentino.

Places to visit on holiday in Castiglion Fiorentino, Italy

Cortona is just 12km south of Castiglion Fiorentino, and a hugely popular destination with both foreign and domestic travellers. The city has a huge number of old buildings and cultural attractions, but combines these with modern amenities and a vibrant nightlife to create an enticing destination for visitors. Also within close reach of Castiglion Fiorentino is Lucignano (18km), which boasts a hilltop position amongst dense woodland and olive groves – ‘Real Tuscany’ as some may call it.

Weather in Castiglion Fiorentino, Italy

The weather in Castiglion Fiorentino is particularly good during summer months, with June, July and August having an average daily high temperature of 28C. Spring and early autumn are also great times for a visit, with temperatures of 20C common, but winter is less popular due to increased levels of rainfall.

Flights to Castiglion Fiorentino, Italy

San Egidio Airport (PEG) is located just outside Perugia, 55km from Castiglion Fiorentino. A Ryanair flight from London Stansted to San Egidio is the easiest and cheapest way of getting to your Castiglion Fiorentino rental accommodation, but if you are intent on arriving in style you may wish to fly to Florence Peretola Airport (FLR) and make the 114km journey north instead.

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Viewed 84 times in the last 48 hours
  • 2 BR Farmhouse
  • 1 BA
  • Separate Toilet
  • 968 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
5
  • 2 BR Cottage
  • 2 BA
  • 807 sq. ft.
Wonderful! 4.9/5
(8 reviews)
avg/night
8
  • 4 BR Barn
  • 2 BA
  • 2152 sq. ft.
Wonderful! 4.8/5
(14 reviews)
avg/night
Premier Partner
14
  • 2 BR Apartment
  • 1 BA
  • 861 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
6
  • 2 BR Apartment
  • 1 BA
  • 699 sq. ft.
Exceptional! 5/5
(18 reviews)
avg/night
18
  • 3 BR Villa
  • 3 BA
  • 1722 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
8
  • 3 BR Villa
  • 2 BA
  • 2152 sq. ft.
Wonderful! 4.8/5
(13 reviews)
avg/night
13
  • 4 BR Chateau / Country House
  • 2 BA
  • 1291 sq. ft.
avg/night
1
  • 1 BR House
  • 1 BA
  • 861 sq. ft.
Exceptional! 5/5
(35 reviews)
avg/night
Premier Partner
35
  • 2 BR Apartment
  • 1 BA
  • 968 sq. ft.
Wonderful! 4.9/5
(8 reviews)
avg/night
Premier Partner
8
  • 5 BR Villa
  • 2 BA
  • 2152 sq. ft.
Wonderful! 4.9/5
(8 reviews)
avg/night
8
Viewed 9 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • Separate Toilet
  • 1237 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
Premier Partner
6
  • 3 BR Villa
  • 2 BA
  • 1184 sq. ft.
Excellent! 4.5/5
(13 reviews)
avg/night
13
Viewed 15 times in the last 48 hours
  • 2 BR Farmhouse
  • 1 BA
  • 645 sq. ft.
Excellent! 4.7/5
(7 reviews)
avg/night
7
  • 1 BR Apartment
  • 1 BA
  • 592 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
Premier Partner
8
Viewed 6 times in the last 48 hours
  • 6 BR Villa
  • 4 BA
  • 3767 sq. ft.
Excellent! 4.6/5
(8 reviews)
avg/night
8
  • 2 BR Villa
  • 2 BA
  • 807 sq. ft.
Exceptional! 5/5
(11 reviews)
avg/night
11
Viewed 5 times in the last 48 hours
  • 1 BR Chateau / Country House
  • 1 BA
  • 861 sq. ft.
Excellent! 4.4/5
(7 reviews)
avg/night
Premier Partner
7
  • 2 BR Apartment
  • 1 BA
  • 861 sq. ft.
Excellent! 4.7/5
(6 reviews)
avg/night
6
  • 1 BR Apartment
  • 1 BA
  • 592 sq. ft.
avg/night
3
  • 1 BR Apartment
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(53 reviews)
avg/night
53
  • 2 BR Villa
  • 1 BA
  • 753 sq. ft.
avg/night
Premier Partner
4
  • 1 BR Apartment
  • 1 BA
  • 450 sq ft
avg/night
3
  • 2 BR House
  • 1 BA
Wonderful! 4.8/5
(5 reviews)
avg/night
5
Viewed 10 times in the last 48 hours
  • 4 BR Farmhouse
  • 2 BA
  • 2045 sq. ft.
Exceptional! 5/5
(21 reviews)
avg/night
21
  • 2 BR Apartment
  • 1 BA
  • 753 sq. ft.
Exceptional! 5/5
(18 reviews)
avg/night
18
  • 6 BR Villa
  • 4 BA
  • 3013 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
8
  • 2 BR Apartment
  • 1 BA
  • 990 sq. ft.
avg/night
  • 1 BR Villa
  • 1 BA
  • 538 sq. ft.
avg/night
3
  • 2 BR Apartment
  • 1 BA
avg/night
3
  • 2 BR Villa
  • 2 BA
  • Separate Toilet
  • 1291 sq ft
Exceptional! 5/5
(108 reviews)
avg/night
Premier Partner
108
  • 2 BR House
  • 2 BA
  • 1291 sq. ft.
Wonderful! 4.9/5
(26 reviews)
avg/night
Premier Partner
26
  • 2 BR Villa
  • 2 BA
  • 645 sq. ft.
Excellent! 4.5/5
(14 reviews)
avg/night
14
  • 2 BR Farmhouse
  • 2 BA
Wonderful! 4.8/5
(11 reviews)
avg/night
11
  • 1 BR Townhome
  • 1 BA
Exceptional! 5/5
(64 reviews)
avg/night
64
Viewed 11 times in the last 48 hours
  • 3 BR House
  • 3 BA
  • 1302 sq. ft.
Exceptional! 5/5
(19 reviews)
avg/night
Premier Partner
19
  • 6 BR Villa
  • 4 BA
  • 7534 sq. ft.
Wonderful! 4.9/5
(7 reviews)
avg/night
7
  • 4 BR Apartment
  • 2 BA
  • 1076 sq. ft.
Exceptional! 5/5
(18 reviews)
avg/night
18
  • 6 BR Villa
  • 6 BA
avg/night
4
  • 3 BR Chateau / Country House
  • 1 BA
  • 753 sq. ft.
avg/night
4
  • 6 BR Villa
  • 4 BA
  • 4305 sq. ft.
Wonderful! 4.9/5
(30 reviews)
avg/night
30
  • 2 BR Apartment
  • 1 BA
  • 699 sq. ft.
avg/night
4
  • 3 BR Apartment
  • 1 BA
  • 861 sq. ft.
Wonderful! 4.8/5
(5 reviews)
avg/night
5
  • 3 BR Villa
  • 2 BA
Exceptional! 5/5
(9 reviews)
avg/night
9
  • 1 BR House
  • 1 BA
  • 409 sq. ft.
Wonderful! 4.8/5
(4 reviews)
avg/night
4
  • 4 BR Apartment
  • 4 BA
  • 1506 sq. ft.
Wonderful! 4.8/5
(6 reviews)
avg/night
6
  • 2 BR Villa
  • 1 BA
  • 968 sq. ft.
Wonderful! 4.9/5
(18 reviews)
avg/night
18
  • 1 BR Apartment
  • 1 BA
  • Separate Toilet
  • 484 sq. ft.
avg/night
  • 4 BR Villa
  • 5 BA
  • 4305 sq. ft.
Exceptional! 5/5
(25 reviews)
avg/night
Premier Partner
25
  • 2 BR Villa
  • 1 BA
avg/night
Premier Partner
3

Castiglion Fiorentino Holiday Villas & Apartments (300+)

Recent Reviews

Review for stay from 19 May 2018 to 19 May 2018

5 of 5
Wir waren mit 3 Familien in Villa Palmina und hatten einen sehr Schönen Urlaub. Alles hat wunderbar geklappt, der Empfang von den Besitzern war sehr herzlich und wir haben uns sehr gut betreut gefühlt. Die Gegend ist sehr schön und auch ein Ausflug nach Cortona lohnt sich sehr! (nicht abschrecken lassen von den 30 km!). Wir empfehlen diese Villa gerne weiter!
  • Review Submitted: Aug 10, 2018
  • Date of Stay: May 2018

Fantastic Villa in Tuscany

5 of 5
If you wish for peace and quiet, beautiful scenery and ability to visit attractive small towns and villages ( without too many tourists), plus have a spacious clean property and an attentive host then this is the right place for you. We spent 3 weeks in this beautiful villa away from crowded cities and we were happy. The house was immaculately clean, very well stocked and comfortable. The large outdoor area - big garden, swimming pool and loggia - was a great bonus for us. We spent much of our time in the loggia. The hosts Claudia and Bernardo were kind and lovely people. It was a pleasure to meet them. We are going to return back next year. Grazie mille.
  • Review Submitted: Aug 06, 2018
  • Date of Stay: Jun 2018