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Vacation Rentals in Chianti Region

See all Vacation Rentals in Chianti Region
Palazzo Coli Bizzarrini

Palazzo Coli Bizzarrini

Piazza Antonio Gramsci 27, Siena
     
     
    4.5 out of 5 (53 reviews)

    Located in Siena Historical Center, this residence is within a 10-minute walk of Piazza Salimbeni, Stadio Artemio Franchi, and Piazza del Campo. Civic Museum ...

    Palazzo Coli Bizzarrini$85

    Palazzo Coli Bizzarrini$85
    Lebbiano Residence

    Lebbiano Residence

    Via delle Croci, 50, Scandicci
      3.0 out of 5.0
       
       
      4.2 out of 5 (8 reviews)

      Situated in Scandicci, this residence is within 9 mi (15 km) of Piazza del Carmine, Fortezza da Basso, and Boboli Gardens. Santa Maria Novella Basilica and Museum ...

      Lebbiano Residence$111

      Lebbiano Residence$111
      Chianti Village Morrocco

      Chianti Village Morrocco

      Strada Morrocco 36/A, Tavarnelle Val di Pesa
        3.0 out of 5.0
         
         
        4.2 out of 5 (41 reviews)

        This family-friendly Tavarnelle Val di Pesa residence is located in the suburbs, within 3 mi (5 km) of Santa Lucia al Borghetto Church and Abbey of Passignano. ...

        Chianti Village MorroccoGet Rates

        Chianti Village MorroccoGet Rates
        Villa Il Palagio

        Villa Il Palagio

        Via Il Palagio 59, Rignano sull'Arno
           
           
          4.2 out of 5 (16 reviews)

          This family-friendly Rignano sull'Arno apartment building is within 1 mi (2 km) of Valdarno and Fashion Valley. The Mall Luxury Outlet is 1.9 mi (3.1 km) ...

          Villa Il Palagio$136

          Villa Il Palagio$136
          Camping Village Internazionale Firenze

          Camping Village Internazionale Firenze

          Via San Cristofano, 2, Impruneta
            3.0 out of 5.0
             
             
            3.4 out of 5 (24 reviews)

            Situated in a rural location, this campground is 3 mi (4.8 km) from Porta Romana and 3 mi (4.8 km) from Boboli Gardens. Pitti Palace and Piazzale Michelangelo ...

            Camping Village Internazionale FirenzeGet Rates

            Camping Village Internazionale FirenzeGet Rates
            Residence Casprini da Omero

            Residence Casprini da Omero

            Via Giovanni Falcone 68/70, Greve in Chianti
              3.0 out of 5.0
               
               
              3.3 out of 5 (16 reviews)

              Situated in a rural location, this residence is within 9 mi (15 km) of Wine Museum, Piazza Garibaldi, and Valdarno. Boboli Gardens and Pitti Palace are also ...

              Residence Casprini da Omero$55

              Residence Casprini da Omero$55
              Le Meridiane

              Le Meridiane

              Via Fracassi 3, Siena
                 
                 
                4.5 out of 5 (48 reviews)

                Situated in Siena, this residence is 1.2 mi (1.9 km) from Siena Stadium and within 3 mi (5 km) of Stadio Artemio Franchi and Piazza del Campo. Civic Museum and ...

                Le MeridianeGet Rates

                Le MeridianeGet Rates
                Palazzo Pacini

                Palazzo Pacini

                Via Gracco del Secco,14, Colle di Val d'Elsa
                   
                   
                  5.0 out of 5 (21 reviews)

                  This family-friendly Colle di Val d'Elsa residence is located on the riverwalk, within a 10-minute walk of Art in Color, Ranuccio Bianchi Bandinelli Archeological ...

                  Palazzo PaciniGet Rates

                  Palazzo PaciniGet Rates
                  Podere il Pino

                  Podere il Pino

                  Localita Il Pino, n. 5, Poggibonsi
                     
                     
                    5.0 out of 5 (3 reviews)

                    This family-friendly Poggibonsi apartment building is located in a rural location, 3.1 mi (5 km) from Church of San Lorenzo, and within 6 mi (10 km) of Collegiate ...

                    Podere il PinoGet Rates

                    Podere il PinoGet Rates
                    Camping Village Il Poggetto

                    Camping Village Il Poggetto

                    Via iI Poggetto 143, Rignano sull'Arno
                      3.0 out of 5.0
                       
                       
                      3.0 out of 5 (5 reviews)

                      Located in Rignano sull'Arno, this family-friendly campground is 0.1 mi (0.1 km) from Valdarno, and within 6 mi (10 km) of Fashion Valley and The Mall Luxury ...

                      Camping Village Il Poggetto$51

                      Camping Village Il Poggetto$51
                      Il Cascino

                      Il Cascino

                      Via San Cresci, 36, Greve in Chianti
                         
                         

                        Situated in Greve in Chianti, this apartment building is 2.1 mi (3.4 km) from Wine Museum and 2.1 mi (3.4 km) from Piazza Matteotti. Passignano Abbey and Church ...

                        Il CascinoGet Rates

                        Il CascinoGet Rates
                        Sangiapartments

                        Sangiapartments

                        Via San Giovanni 21, San Gimignano
                           
                           
                          4.2 out of 5 (32 reviews)

                          Located in Val d'Elsa, this apartment building is steps from Casa e Torre Campatelli and Collegiate Church of Santa Maria Assunta. Museum San Gimignano 1300 ...

                          Sangiapartments$63

                          Sangiapartments$63
                          La Ferriera Residence

                          La Ferriera Residence

                          Via Ferriera 4, Loro Ciuffenna
                             
                             
                            5.0 out of 5 (1 reviews)

                            Situated in Loro Ciuffenna, this residence is 0.1 mi (0.1 km) from Valdarno and 1.4 mi (2.2 km) from La Pieve di San Pietro a Gropina. Soffena Abbey and Riserva ...

                            La Ferriera Residence$145

                            La Ferriera Residence$145
                            Casale Gregoriano

                            Casale Gregoriano

                            Via Santa Lucia, 12, loc Monteoliveto, San Gimignano
                               
                               
                              4.0 out of 5 (1 reviews)

                              Located in Val d'Elsa, this property is 1.2 mi (1.9 km) from Historical Torture Museum and 1.4 mi (2.3 km) from Collegiate Church of Santa Maria Assunta. Museum ...

                              Casale Gregoriano$121

                              Casale Gregoriano$121
                              Riserva di Fizzano Residence

                              Riserva di Fizzano Residence

                              Localita Fizzano, Castellina in Chianti
                                3.0 out of 5.0
                                 
                                 
                                5.0 out of 5 (1 reviews)

                                Located in a rural location, this family-friendly residence is within 6 mi (10 km) of Casa Vinicola Luigi Cecchi, Archaeological Museum of Chianti, and The Rock ...

                                Riserva di Fizzano Residence$158

                                Riserva di Fizzano Residence$158
                                La Pieve Marsina

                                La Pieve Marsina

                                Loc. Argenina, Monti in Chianti, Gaiole in Chianti
                                   
                                   
                                  4.8 out of 5 (5 reviews)

                                  Located in the historical district, this family-friendly apartment building is within 6 mi (10 km) of Castle of Brolio, Chianti Sculpture Park, and La Fornace ...

                                  La Pieve Marsina$111

                                  La Pieve Marsina$111
                                  Casa Lari

                                  Casa Lari

                                  Loc. Pancole, San Gimignano
                                     
                                     
                                    4.5 out of 5 (17 reviews)

                                    Located in Val d'Elsa, this apartment building is within 6 mi (10 km) of Ornithological Museum, Collegiate Church of Santa Maria Assunta, and Archaeological ...

                                    Casa LariGet Rates

                                    Casa LariGet Rates
                                    Antico Pastificio Ulisse Mariotti

                                    Antico Pastificio Ulisse Mariotti

                                    Via Dell Arco 9/15, Greve in Chianti
                                       
                                       
                                      4.4 out of 5 (34 reviews)

                                      This family-friendly Greve in Chianti apartment building is located in the historical district, just steps from Piazza Matteotti and Wine Museum. Church of Santa ...

                                      Antico Pastificio Ulisse Mariotti$72

                                      Antico Pastificio Ulisse Mariotti$72
                                      Villa Medicea di Lilliano

                                      Villa Medicea di Lilliano

                                      ViaLilliano e Meoli, 82, Bagno a Ripoli
                                         
                                         
                                        5.0 out of 5 (9 reviews)

                                        Situated in Bagno a Ripoli, this villa is within 9 mi (15 km) of Valdarno, Ponte Vecchio, and Cathedral of Saint Mary of the Flower. Piazzale Michelangelo and ...

                                        Villa Medicea di LillianoGet Rates

                                        Villa Medicea di LillianoGet Rates
                                        Borgo Sicelle

                                        Borgo Sicelle

                                        Localita Sicelle 59, Castellina in Chianti
                                           
                                           
                                          4.9 out of 5 (26 reviews)

                                          Situated in a rural location, this residence is 1.3 mi (2 km) from Buondonno Winery and within 6 mi (10 km) of Chianti Observatory and Isole e Olena Winery. ...

                                          Borgo SicelleGet Rates

                                          Borgo SicelleGet Rates
                                          Map

                                          Any good vacation involves wine, and a trip to Chianti, Italy, is no exception. In fact, this central region in Tuscany is known for its superb vineyards, inviting enoteche (wine bars), and of course, the variety of wine named after the territory itself. While wine flows like water in this area, there is more to do than just grape-influenced activities. See for yourself when you book one of our vacation rentals in Chianti, which offer the perfect opportunity to experience the area like a local. Instead of staying in a hotel with hundreds of tourists, you can get to know the town like an Italian citizen.

                                          With the keys to your private rental in Chianti, you’re unlocking your Italian adventure. Drop off your luggage and settle in—open the curtains, kick off your shoes, and start planning your itinerary. If getting a taste of the famous vino is at the top of your list, then a wine tour is a must. Visit the wineries, learn about the local history, and sample the local varieties. Once you’ve sipped your way through the region, make room in your belly for olives and olive oil that come straight from the grove. There’s more to this region then just pleasing your palate, though—explore the Saturday market in the plaza at Greve, check out the Archeological Museum of Chianti Senese, and make your way to the Chianti Sculpture Park. After your adventures in the wine country, head back to the best of Chianti vacation rentals and rest up for the next day’s activities.

                                          When it comes to finding short-term apartment rentals in Chianti, Expedia makes it easier than ever. Take a peek at our vast selection, pick your dates, and make your reservation. You can also contact the property manager to make additional arrangements after booking. Pack your bags and prep your palate: Chianti is waiting.

                                          Other types of properties in Chianti Region you may be interested in

                                          Hotel Garden

                                          Hotel Garden

                                          Via Custoza 2, Siena
                                            4.0 out of 5.0
                                             
                                             

                                            Just outside the city walls near the Porta Camollia gate, this Siena hotel is about a 30-minute walk or 5-minute ride from the historic city centre, including ...

                                            Hotel Garden$85

                                            Hotel Garden$85
                                            Hotel Casolare Le Terre Rosse

                                            Hotel Casolare Le Terre Rosse

                                            Loc. San Donato, San Gimignano
                                              3.0 out of 5.0
                                               
                                               

                                              Located in Val d'Elsa, this hotel is 3.1 mi (4.9 km) from Historical Torture Museum and within 6 mi (10 km) of Collegiate Church of Santa Maria Assunta and Ornithological ...

                                              Hotel Casolare Le Terre Rosse$103

                                              Hotel Casolare Le Terre Rosse$103
                                              NH Siena

                                              NH Siena

                                              Piazza La Lizza 1, Siena
                                                4.0 out of 5.0
                                                 
                                                 

                                                Located in Siena Historical Center, this hotel is within a 10-minute walk of Monte dei Paschi, Stadio Artemio Franchi, and University of Siena. Piazza del Campo ...

                                                NH Siena$96

                                                NH Siena$96
                                                Villa Casagrande Resort & SPA

                                                Villa Casagrande Resort & SPA

                                                Via del Puglia, 61, Figline Valdarno
                                                  4.0 out of 5.0
                                                   
                                                   

                                                  This family-friendly Figline Valdarno hotel is located in the historical district, within a 10-minute walk of Valdarno and Franciscan Monastery of St. Francis. ...

                                                  Villa Casagrande Resort & SPA$105

                                                  Villa Casagrande Resort & SPA$105