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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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  • Showing 1-50 of 300+
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    • 7 BR
    • 5 BA
    • Separate Toilet
    • Sleeps 15
    Villa #1987671
    3
    Viewed 5 times in the last 48 hours
      • 1 BR
      • 1 BA
      • Sleeps 4
      Multiple rentals Apartment #1676483
      4
        • 4 BR
        • 3 BA
        • Sleeps 8
        Villa #579997vb
        4
          • 1 BR
          • 1 BA
          • Sleeps 3
          Multiple rentals Apartment #1676483
            • 4 BR
            • 2 BA
            • Sleeps 9
            Villa #1638206
            5
              • 2 BR
              • 1 BA
              • Sleeps 7
              Apartment #6560472
              1
                Exceptional! 5.0/5
                (5 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 5
                Cottage #404807vb
                5
                  • 1 BR
                  • 1 BA
                  • Sleeps 3
                  Apartment #1796166
                    • 4 BR
                    • 2 BA
                    • Sleeps 10
                    Farmhouse #91534
                    12
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      Villa #1035117
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Cottage #1103921
                        2
                          • 2 BR
                          • 2 BA
                          • Sleeps 5
                          Apartment #1038470
                          1
                            Wonderful! 4.8/5
                            (33 reviews)
                            avg/night
                            • 4 BR
                            • 3 BA
                            • Sleeps 7
                            Chateau / Country House #473323
                            33
                            Viewed 13 times in the last 48 hours
                              Exceptional! 5.0/5
                              (27 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 8
                              Villa #6001627
                              27
                              Viewed 6 times in the last 48 hours
                                • 7 BR
                                • 7 BA
                                • Sleeps 15
                                Villa #1856283
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 8
                                  Villa #1638389
                                  7
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    Apartment #1796214
                                    1
                                      • 5 BR
                                      • 4 BA
                                      • Sleeps 11
                                      Villa #507841vb
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Chateau / Country House #1902880
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 10
                                          Villa #1881600
                                            • 5 BR
                                            • 5 BA
                                            • Sleeps 12
                                            Villa #1856368
                                              • 2 BR
                                              • 1 BA
                                              • Separate Toilet
                                              • Sleeps 6
                                              House #4334031
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 8
                                                Farmhouse #6852489
                                                  • 3 BR
                                                  • 2 BA
                                                  • Separate Toilet
                                                  • Sleeps 8
                                                  Villa #1881611
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Villa #6853370
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Apartment #1856232
                                                        • 6 BR
                                                        • 4 BA
                                                        • Separate Toilet
                                                        • Sleeps 14
                                                        Villa #1881639
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Apartment #1881589
                                                            • 4 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            Villa #2512728
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Apartment #2427500
                                                                avg/night
                                                                • 4 BR
                                                                • 2 BA
                                                                • Sleeps 10
                                                                Cottage #6742795
                                                                1
                                                                Viewed 7 times in the last 48 hours
                                                                  • 6 BR
                                                                  • 6 BA
                                                                  • Sleeps 12
                                                                  Villa #3828121
                                                                  4
                                                                    Exceptional! 5.0/5
                                                                    (41 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    Multiple rentals Cottage #65770
                                                                    41
                                                                    Viewed 8 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (28 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      Multiple rentals Cottage #65770
                                                                      28
                                                                      Viewed 5 times in the last 48 hours
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 3
                                                                        Apartment #1452623
                                                                        1
                                                                          Exceptional! 5.0/5
                                                                          (9 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 3
                                                                          Apartment #618925vb
                                                                          9
                                                                          Viewed 9 times in the last 48 hours
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 5
                                                                            Apartment #6574541
                                                                            1
                                                                              Exceptional! 5.0/5
                                                                              (6 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Villa #1623798
                                                                              6
                                                                                Exceptional! 5.0/5
                                                                                (5 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                Apartment #1624025
                                                                                5
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  Apartment #6126610
                                                                                  1
                                                                                    • 5 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 12
                                                                                    Villa #6494002
                                                                                      Exceptional! 5.0/5
                                                                                      (30 reviews)
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      House #406952
                                                                                      30
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 5
                                                                                        Villa #40071
                                                                                        20
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 5
                                                                                          House #501867vb
                                                                                          10
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 8
                                                                                            Farmhouse #8037707
                                                                                            8
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 5
                                                                                              Apartment #856818a
                                                                                              8
                                                                                                • 7 BR
                                                                                                • 6 BA
                                                                                                • Sleeps 16
                                                                                                Villa #1856268
                                                                                                • 1 - 50 of 300+

                                                                                                Castiglion Fiorentino Holiday Apartments & Villas (300+)

                                                                                                 

                                                                                                Recent Reviews

                                                                                                Review for stay from 03 September 2016 to 17 September 2016

                                                                                                5 of 5
                                                                                                Fabulous holiday in Cortona. From start to finish Mauro and Argo the dog made our vacation special. The welcoming basket of local produce was a lovely touch. Cheeses, salami foccia and ciabatta bread and a bottle of wine was a great start to a holiday. The facilities are perfect, a great pool, good wi Fi and a lovely garden everything you need to have a relaxing holiday. Cortona is a beautiful town, the restaurants are great. Don't forget to visit Michelle at the craft ale bar. Thank you Mauro and Argo.
                                                                                                • Review Submitted: 05-Oct-2016
                                                                                                • Date of Stay: Sep 2016

                                                                                                Review for stay from 07 September 2016 to 17 September 2016

                                                                                                5 of 5
                                                                                                Restful holiday with great location. Very welcoming, helpful owners. Hope to visit again.
                                                                                                • Review Submitted: 29-Sep-2016
                                                                                                • Date of Stay: Sep 2016

                                                                                                Review for stay from 13 August 2016 to 27 August 2016

                                                                                                5 of 5
                                                                                                Fidèle à la description sur le site. Très bonne situation pour les visites (Arezzo, Cortone, Pérouse, Sienne ...). Magasins à proximité (env 5 mintutes en voiture) Accueil très chaleureux de la part des propriétaires. La piscine et le jardin sont très agréables. Possibilité de manger à l'extérieur à l'abri du soleil. Chambres confortables, 2 salles de bain très bien aménagées,une salle à manger sobre mais pratique. Nous y avons passé 2 très belles semaines.
                                                                                                • Review Submitted: 10-Sep-2016
                                                                                                • Date of Stay: Aug 2016