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Hand-picked Holiday Homes & Villas in the Province of Arezzo – Experience Eastern Tuscany

Located in eastern Tuscany, the Province of Arezzo is one of Tuscany's best-kept secrets for travellers seeking authentic Italy. Away from the major tourist routes, a diverse landscape of dense chestnut forests, silvery olive groves and wide valleys awaits. Anyone who books a holiday home in the Province of Arezzo is choosing to slow down in a setting steeped in history.

The region combines unspoiled nature with a rich Etruscan and medieval heritage. In addition to the city of Arezzo with its impressive Piazza Grande, the world-famous Cortona, the medieval gem Anghiari, and the spiritual Casentino are sure to captivate you. Our villas with pools near Arezzo, as well as stylishly renovated country houses in the Val di Chiana offer the perfect setting for a holiday filled with culture, tranquillity and privacy.

Whether you are looking for a stylish holiday apartment in the Province of Arezzo or a family-friendly holiday home in the rolling hills of the Casentino, our hand-picked collection offers the perfect setting to experience authentic Tuscan hospitality. 

Tips & Highlights for Your Holiday in the Province of Arezzo

Arezzo: City of Art and Antiques

Explore the historic old town, which has served as the backdrop for Oscar-winning films. Visit the Basilica of San Francesco with the famous frescoes by Piero della Francesca. A must-see for collectors is the Arezzo Antiques Market, one of the largest of its kind in Italy. From your holiday accommodation near Arezzo, you can experience this special event up close every first Sunday of the month.

Pure nature: Casentino and Val di Chiana

The Casentino is one of the greenest regions in Tuscany and ideal for hikes to picturesque monasteries such as La Verna. To the south, the Val di Chiana offers sweeping views and peaceful cycling trails through the typical Tuscan countryside. Many of our holiday homes in the Province of Arezzo are former, stylishly restored farmhouses that today offer modern comforts and complete privacy in a quiet, secluded location.

Culture and Living Traditions

Experience the Giostra del Saracino, a spectacular jousting tournament in Arezzo, or stroll through the steep alleys of Cortona, made world-famous by the book “Under the Tuscan Sun.” A stay in a charming holiday home in the hills near Arezzo gives you the freedom to discover these cultural treasures at your own pace.

Cuisine: Chianina Beef and Fine Wines

Tuscan cuisine around Arezzo delights with authentic specialities from southern Tuscany. The high-quality meat of the Chianina cattle—one of the largest and oldest cattle breeds in the world—forms the basis for the famous Bistecca alla Fiorentina. As a typical first course, we recommend handmade Pici, a traditional pasta from the Val di Chiana and southern Tuscany that pairs perfectly with select wines from the region. A holiday on a wine estate promises authentic moments of enjoyment, often directly with the producer and surrounded by the rolling countryside of Tuscany.

Wellness and Excursions

The thermal baths of Rapolano Terme are within easy reach and provide the perfect place to relax. At the same time, thanks to its convenient location, Arezzo is the ideal starting point for varied day trips to Florence or Perugia. In the evening, return to your holiday home with its own garden and enjoy the peace, privacy and relaxed atmosphere of the Tuscan countryside.

Explore our hand-picked selection of holiday accommodation in the Province of Arezzo below.

Upon request, Carlotta Carrai from Idea Toscana will be happy to provide personalised advice and help you choose the right accommodation.

23 Holiday Homes in the province of Arezzo

    • Ferienhaus Noce - Terrasse
    • Ferienhaus Noce - Terrasse
    • Ferienhaus Noce - Terrasse
    • Ferienhaus Noce - Außenansicht
      Ferienhaus "Cottage Il Noce" mit privatem Pool, Holiday House in the province of Arezzo
      6
      3
      1
      2
      from €140
      per night
      • Villa La Guardata
      • Villa La Guardata
      • Villa La Guardata
      • Villa La Guardata
        Villa La Guardata, Wine estate with 2 Units in the province of Arezzo
        1
          VILLA SASSO C, Villa in the province of Arezzo
          9
          5
          4
          from €289
          per night
            LIMONAIA SAS, Villa in the province of Arezzo
            4
            1
            1
            from €106
            per night
              ROSETO SAS, Villa in the province of Arezzo
              2
              1
              1
              from €99
              per night
                PRESCIANO-FICO, Holiday Apartment in the province of Arezzo
                2
                1
                1
                from €70
                per night
                  GIGLIO-GELSI, Holiday Apartment in the province of Arezzo
                  6
                  3
                  3
                  from €150
                  per night
                    VILLA AGRIROSA, Villa in the province of Arezzo
                    9
                    4
                    5
                    from €261
                    per night
                      PRESCIANO-VIGNETO, Holiday Apartment in the province of Arezzo
                      4
                      2
                      1
                      from €100
                      per night
                        PRESCIANO-FIENILE, Holiday Apartment in the province of Arezzo
                        4
                        2
                        2
                        from €100
                        per night
                          PRESCIANO-LOGGE, Holiday Apartment in the province of Arezzo
                          4
                          1
                          1
                          from €80
                          per night
                            GIGLIO-LECCI, Holiday Apartment in the province of Arezzo
                            4
                            2
                            1
                            from €107
                            per night
                              PRESCIANO-FOCOLARE, Holiday Apartment in the province of Arezzo
                              7
                              3
                              2
                              from €140
                              per night
                                Colle degli Ulivi, Country estate in the province of Arezzo
                                14
                                7
                                6
                                from €2,666
                                per week
                                  GIGLIO-CIPRESSI, Holiday Apartment in the province of Arezzo
                                  6
                                  3
                                  2
                                  from €149
                                  per night
                                    La Pietra Al Tramonto, Villa in the province of Arezzo
                                    11
                                    4
                                    3
                                    on request
                                      Il Castellare, Villa in the province of Arezzo
                                      12
                                      5
                                      5
                                      from €402
                                      per night
                                        Villa Castelluccio, Country estate in the province of Arezzo
                                        14
                                        7
                                        9
                                        from €2,500
                                        per week
                                          Il Salto Della Chiana, Villa in the province of Arezzo
                                          18
                                          10
                                          9
                                          on request
                                            Mulino al Suono, Country estate in the province of Arezzo
                                            25
                                            12
                                            10
                                            from €3,878
                                            per week
                                              Leopolda Selvarella, Country estate in the province of Arezzo
                                              14
                                              7
                                              7
                                              from €3,338
                                              per week
                                              • Ferienhaus Noce - Terrasse
                                              • Ferienhaus Noce - Terrasse
                                              • Ferienhaus Noce - Terrasse
                                              • Ferienhaus Noce - Außenansicht
                                                43
                                                LU-2-20

                                                Ferienhaus "Cottage Il Noce" mit privatem Pool, Holiday House in the province of Arezzo

                                                Idyllisches Ferienhaus Toskana mit privatem Pool und Hund erlaubt.
                                                • Max. 6 Guests
                                                • 100 m2 living space
                                                • 3 Bedrooms
                                                • 1 Bathroom
                                                • 2 pets allowed
                                                WLAN · Air condition · Washing machine · Dishwasher · Pool · child-friendly · pet friendly
                                                from €140
                                                per night
                                                • Villa La Guardata
                                                • Villa La Guardata
                                                • Villa La Guardata
                                                • Villa La Guardata
                                                  15
                                                  IT-1149

                                                  Villa La Guardata, Wine estate with 2 Units in the province of Arezzo

                                                  • 1 pet allowed
                                                  WLAN · Air condition · Washing machine · Breakfast · Shared pool · pet friendly
                                                    39
                                                    067004

                                                    VILLA SASSO C, Villa in the province of Arezzo

                                                    Altes Herrenhaus aus Stein auf zwei Etagen, 9 Betten
                                                    • Max. 9 Guests
                                                    • 250 m2 living space
                                                    • 5 Bedrooms
                                                    • 4 Bathroom
                                                    Washing machine · TV · Dishwasher · Shared pool · pet friendly
                                                    from €289
                                                    per night
                                                      15
                                                      067002

                                                      LIMONAIA SAS, Villa in the province of Arezzo

                                                      Typisches toskanisches Steinhaus auf zwei Etagen mit 2 + 2 Betten.
                                                      • Max. 4 Guests
                                                      • 55 m2 living space
                                                      • 1 Bedrooms
                                                      • 1 Bathroom
                                                      Air condition · Washing machine · TV · Dishwasher · Shared pool · pet friendly
                                                      from €106
                                                      per night
                                                        17
                                                        067003

                                                        ROSETO SAS, Villa in the province of Arezzo

                                                        Zweigeschossiges Apartment mit 2 Betten neben dem Apartment Limonaia, mit dem es über eine interne Tür verbunden werden kann.
                                                        • Max. 2 Guests
                                                        • 50 m2 living space
                                                        • 1 Bedrooms
                                                        • 1 Bathroom
                                                        Air condition · Washing machine · TV · Dishwasher · Shared pool · pet friendly
                                                        from €99
                                                        per night
                                                          23
                                                          048006

                                                          PRESCIANO-FICO, Holiday Apartment in the province of Arezzo

                                                          IL FICO Wohnung: 2 Personen. 46 Quadratmeter Erdgeschoss Unabhängige Hütte. Wohnzimmer mit Küchenzeile (Backofen, Herd, Kühlschrank, Geschirrspüler), ein Schlafzimmer mit Doppelbett, ein Bad mit Dusche. Pergola.
                                                          • Max. 2 Guests
                                                          • 46 m2 living space
                                                          • 1 Bedrooms
                                                          • 1 Bathroom
                                                          Washing machine · TV · Dishwasher · Shared pool
                                                          from €70
                                                          per night
                                                            29
                                                            048002

                                                            GIGLIO-GELSI, Holiday Apartment in the province of Arezzo

                                                            APARTMENT I GELSI : 6 + 2 Personen. 110 Quadratmeter Erdgeschoss Großes Wohnzimmer mit Doppelschlafcouch , Küche (Backofen, Herd, Kühlschrank, Geschirrspüler), 1 Doppelzimmer mit Bad mit Waschbecken und WC, ein Zweibettzimmer, 1 Doppelzimmer, 1 Bad mit...
                                                            • Max. 6 Guests
                                                            • 110 m2 living space
                                                            • 3 Bedrooms
                                                            • 3 Bathroom
                                                            Washing machine · TV · Dishwasher · Shared pool
                                                            from €150
                                                            per night
                                                              43
                                                              00031

                                                              VILLA AGRIROSA, Villa in the province of Arezzo

                                                              Villa für 8 Personen in Arezzo mit privatem Pool und Garten.
                                                              • Max. 9 Guests
                                                              • 161 m2 living space
                                                              • 4 Bedrooms
                                                              • 5 Bathroom
                                                              Air condition · Washing machine · TV · Dishwasher · Pool · pet friendly
                                                              from €261
                                                              per night
                                                                23
                                                                048010

                                                                PRESCIANO-VIGNETO, Holiday Apartment in the province of Arezzo

                                                                Wohnung IL VIGNETO: 4 + 2 Personen. 90 Quadratmeter Erdgeschoss Wohnzimmer und Kochnische (Ofen, Herd, Kühlschrank, Geschirrspüler), Doppelschlafsofa im Wohnzimmer, ein Schlafzimmer mit Doppelbett, ein Zweibettzimmer, ein Bad mit Dusche.
                                                                • Max. 4 Guests
                                                                • 90 m2 living space
                                                                • 2 Bedrooms
                                                                • 1 Bathroom
                                                                Washing machine · TV · Dishwasher · Shared pool
                                                                from €100
                                                                per night
                                                                  28
                                                                  048007

                                                                  PRESCIANO-FIENILE, Holiday Apartment in the province of Arezzo

                                                                  Wohnung IL FIENILE : 4 + 2 Personen. 90 Quadratmeter Auf zwei Etagen. Im Erdgeschoss: Wohnzimmer mit Doppelschlafcouch, Küche (Backofen, Herd, Kühlschrank, Geschirrspüler), WC. Erster Stock mit Schlafzimmer mit Doppelbett, Zweibettzimmer und Badezimmer mit...
                                                                  • Max. 4 Guests
                                                                  • 90 m2 living space
                                                                  • 2 Bedrooms
                                                                  • 2 Bathroom
                                                                  Washing machine · TV · Dishwasher · Shared pool
                                                                  from €100
                                                                  per night
                                                                    23
                                                                    048009

                                                                    PRESCIANO-LOGGE, Holiday Apartment in the province of Arezzo

                                                                    Wohnung LE LOGGE: 2 + 2 Personen.
                                                                    • Max. 4 Guests
                                                                    • 53 m2 living space
                                                                    • 1 Bedrooms
                                                                    • 1 Bathroom
                                                                    Washing machine · TV · Dishwasher · Shared pool
                                                                    from €80
                                                                    per night
                                                                      22
                                                                      048003

                                                                      GIGLIO-LECCI, Holiday Apartment in the province of Arezzo

                                                                      Wohnung I LECCI: 4 + 2 Personen. 57 m² Erhöhter erster Stock. Wohnzimmer mit Doppelschlafcouch , Küche mit Backofen, Herd, Kühlschrank, Geschirrspüler, 1 Schlafzimmer mit Doppelbett, 1 Schlafzimmer mit 2 Betten, Badezimmer mit Dusche. Großer Garten im Freien.
                                                                      • Max. 4 Guests
                                                                      • 57 m2 living space
                                                                      • 2 Bedrooms
                                                                      • 1 Bathroom
                                                                      Washing machine · TV · Dishwasher · Shared pool
                                                                      from €107
                                                                      per night
                                                                        30
                                                                        048008

                                                                        PRESCIANO-FOCOLARE, Holiday Apartment in the province of Arezzo

                                                                        Wohnung IL FOCOLARE : 6 + 2 Personen.
                                                                        • Max. 7 Guests
                                                                        • 120 m2 living space
                                                                        • 3 Bedrooms
                                                                        • 2 Bathroom
                                                                        Washing machine · TV · Dishwasher · Shared pool
                                                                        from €140
                                                                        per night
                                                                          38
                                                                          94-812001

                                                                          Colle degli Ulivi, Country estate in the province of Arezzo

                                                                          • Max. 14 Guests
                                                                          • 380 m2 living space
                                                                          • 7 Bedrooms
                                                                          • 6 Bathroom
                                                                          WLAN · pet friendly
                                                                          from €2,666
                                                                          per week
                                                                            27
                                                                            048001

                                                                            GIGLIO-CIPRESSI, Holiday Apartment in the province of Arezzo

                                                                            Wohnung I CIPRESSI 6 + 2 pax. Privaten Garten
                                                                            • Max. 6 Guests
                                                                            • 115 m2 living space
                                                                            • 3 Bedrooms
                                                                            • 2 Bathroom
                                                                            Washing machine · TV · Dishwasher · Shared pool
                                                                            from €149
                                                                            per night
                                                                              24
                                                                              94-592001

                                                                              La Pietra Al Tramonto, Villa in the province of Arezzo

                                                                              • Max. 11 Guests
                                                                              • 500 m2 living space
                                                                              • 4 Bedrooms
                                                                              • 3 Bathroom
                                                                              WLAN · pet friendly
                                                                              on request
                                                                                60
                                                                                94-130001

                                                                                Il Castellare, Villa in the province of Arezzo

                                                                                • Max. 12 Guests
                                                                                • 320 m2 living space
                                                                                • 5 Bedrooms
                                                                                • 5 Bathroom
                                                                                WLAN · child-friendly · pet friendly
                                                                                from €402
                                                                                per night
                                                                                  42
                                                                                  94-791001

                                                                                  Villa Castelluccio, Country estate in the province of Arezzo

                                                                                  • Max. 14 Guests
                                                                                  • 340 m2 living space
                                                                                  • 7 Bedrooms
                                                                                  • 9 Bathroom
                                                                                  WLAN · child-friendly · pet friendly
                                                                                  from €2,500
                                                                                  per week
                                                                                    56
                                                                                    94-593001

                                                                                    Il Salto Della Chiana, Villa in the province of Arezzo

                                                                                    • Max. 18 Guests
                                                                                    • 600 m2 living space
                                                                                    • 10 Bedrooms
                                                                                    • 9 Bathroom
                                                                                    WLAN · pet friendly
                                                                                    on request
                                                                                      43
                                                                                      94-809001

                                                                                      Mulino al Suono, Country estate in the province of Arezzo

                                                                                      • Max. 25 Guests
                                                                                      • 600 m2 living space
                                                                                      • 12 Bedrooms
                                                                                      • 10 Bathroom
                                                                                      WLAN · pet friendly
                                                                                      from €3,878
                                                                                      per week
                                                                                        49
                                                                                        94-813001

                                                                                        Leopolda Selvarella, Country estate in the province of Arezzo

                                                                                        • Max. 14 Guests
                                                                                        • 400 m2 living space
                                                                                        • 7 Bedrooms
                                                                                        • 7 Bathroom
                                                                                        pet friendly
                                                                                        from €3,338
                                                                                        per week