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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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    • 1 BR
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    Cottage #8031998
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      Apartment #6560472
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        Villa #1638206
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          Wonderful! 4.8/5
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          Multiple rentals Apartment #1676483
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            Multiple rentals Apartment #1676483
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              Villa #1623410
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                Exceptional! 5/5
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                  Apartment #1796214
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                    Villa #6090123
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                      Villa #1856283
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                        Chateau / Country House #6470286
                          Exceptional! 5/5
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                          Villa #6001627
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                            Exceptional! 5/5
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                                          Villa #1672369
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                                              Villa #1623409
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                                                Villa #1623311
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                                                    Villa #1619764
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                                                        House #2416371
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                                                          House #4334031
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                                                            House #6829656
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                                                              Villa #1623408
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                                                                  Chateau / Country House #1902880
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                                                                    Apartment #1796166
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                                                                      Villa #1881600
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                                                                        Apartment #598411vb
                                                                          • 7 BR
                                                                          • 7 BA
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                                                                          Villa #6944762
                                                                            • 6 BR
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                                                                            Villa #6555639
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                                                                              House #1610326
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                                                                                House #6894232
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                                                                                  Villa #1881611
                                                                                    • 3 BR
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                                                                                    Villa #6853370
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                                                                                      Apartment #1856232
                                                                                        • 2 BR
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                                                                                        Cottage #1234898
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                                                                                          Apartment #6903714
                                                                                            • 4 BR
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                                                                                            Farmhouse #6852489
                                                                                            • 1 - 50 of 300+

                                                                                            Castiglion Fiorentino Holiday Apartments & Villas (300+)

                                                                                             

                                                                                            Recent Reviews

                                                                                            A perfect Tuscan sunset

                                                                                            5 of 5
                                                                                            My partner and I stayed at La Casa del Rigatierre for 5 nights. It was an unforgettable experience! The house has a welcoming old world feel, with all the modern conveniences. Kristina has clearly gone that extra mile to help her guests feel more at home. Special mention must go to the window view from the master bedroom which could easily be mistaken for an Italian Renaissance artwork - stunning. We really did not want to leave this place. With an interesting history and lively population, Castiglion Fiorentino itself is the quintessential Tuscan hamlet with plenty to offer any traveller. Yes, visit Cortona but stay in Castiglion! Must try the Garden Bar and Restaurant, and Roggi at sunset. Kristina is clearly an experienced host. She has an extensive knowledge of the area and her assistance with even the simplest questions was always well received. Thank you Kristina! We would definitely stay here again.
                                                                                            • Review Submitted: 21-Jan-2017
                                                                                            • Date of Stay: Jul 2016

                                                                                            Review for stay from 23 September 2016 to 01 October 2016

                                                                                            5 of 5
                                                                                            Excellent retreat, quiet relaxing and amazing views.
                                                                                            • Review Submitted: 16-Oct-2016
                                                                                            • Date of Stay: Sep 2016

                                                                                            Great little house with a beautiful pool.

                                                                                            5 of 5
                                                                                            This little house has everything you need for a comfortable holiday. Good kitchen area with dishwasher. Washing machine available in adjacent building. Air con in the bedroom to ensure a good night's sleep. The pool is beautiful and we enjoyed some dips. The house is well situated for visiting the numerous interesting towns and villages in the surrounding area. It's an easy train trip to Florence. Barbara is a great host. Helpful and friendly without being intrusive.
                                                                                            • Review Submitted: 01-Oct-2016
                                                                                            • Date of Stay: Sep 2016