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Vacation Rentals in Siena

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Molino della Lodola

Molino della Lodola

Via provinciale nord, Rapolano Terme
    3.0 out of 5.0
     
     
    4.9 out of 5 (16 reviews)

    This family-friendly Rapolano Terme apartment building is located on a river, within 1 mi (2 km) of Terme Antica Querciolaia and Saltalbero Adventure Park. Pieve ...

    Molino della Lodola$105

    Molino della Lodola$105
    Borgo Del Faggio

    Borgo Del Faggio

    Via Fontelellera 21, Montepulciano
       
       
      4.0 out of 5 (1 reviews)

      Situated in Montepulciano, this apartment building is close to Val di Chiana, Terme di Montepulciano Spa, and Archaeological Civic Museum. Local attractions ...

      Borgo Del FaggioGet Rates

      Borgo Del FaggioGet Rates
      Appartamenti Bellarmino

      Appartamenti Bellarmino

      via di San Donato 10, Montepulciano
         
         
        4.8 out of 5 (19 reviews)

        Located in the heart of Montepulciano, this apartment building is 0 mi (0.1 km) from Cantina Contucci and 2.8 mi (4.5 km) from Tenuta Valdipiatta. Palazzo Comunale ...

        Appartamenti Bellarmino$91

        Appartamenti Bellarmino$91
        Fattoria Castello Di Starda

        Fattoria Castello Di Starda

        Localita' Starda, 1, Gaiole in Chianti
           
           

          Situated in a rural location, this apartment building is in the same area as Medieval Tower of Barbischio, Cantalici Winery, and Gaiole in Chianti Stadium. Area ...

          Fattoria Castello Di Starda$87

          Fattoria Castello Di Starda$87
          Osteria del Borgo

          Osteria del Borgo

          Via Ricci 7, Montepulciano
             
             
            4.5 out of 5 (94 reviews)

            Situated in Montepulciano, this residence is 0 mi (0 km) from Palazzo Comunale and 3 mi (4.9 km) from Tenuta Valdipiatta. Palazzo Ricci and Consorzio del Vino ...

            Osteria del Borgo$95

            Osteria del Borgo$95
            Villa Cambi

            Villa Cambi

            Strada Valdipugna, 12, Siena
               
               
              4.6 out of 5 (27 reviews)

              Situated in Siena, this residence is within 3 mi (5 km) of San Spirito, Civic Museum, and Palazzo Pubblico. Piazza del Campo and Siena Cathedral are also within ...

              Villa Cambi$110

              Villa Cambi$110
              Borgo delle More

              Borgo delle More

              Via di Montenero 18, Montepulciano
                 
                 
                4.5 out of 5 (17 reviews)

                Situated in a rural location, this apartment building is within 6 mi (10 km) of Tenuta Valdipiatta, Church of St. Agnes, and Colonna del Marzocco. Palazzo Avignonesi ...

                Borgo delle More$68

                Borgo delle More$68
                Antico Granaione

                Antico Granaione

                Via Fratelli Rosselli, Rapolano Terme
                  3.0 out of 5.0
                   
                   
                  4.9 out of 5 (24 reviews)

                  Situated in the historical district, this residence is 0.1 mi (0.2 km) from Museo dell'Antica Grancia e dell'Olio and within 3 mi (5 km) of San Giovanni Terme ...

                  Antico Granaione$69

                  Antico Granaione$69
                  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. Piazza della Cisterna and ...

                    Sangiapartments$63

                    Sangiapartments$63
                    Il Battistero Siena - Residenza d'Epoca

                    Il Battistero Siena - Residenza d'Epoca

                    Piazza San Giovanni, 13, Siena
                       
                       
                      4.5 out of 5 (30 reviews)

                      Located in Siena Historical Center, this residence is steps from Siena Baptistry, Siena Cathedral, and Civic Museum. Piazza del Campo and Palazzo Pubblico are ...

                      Il Battistero Siena - Residenza d'Epoca$145

                      Il Battistero Siena - Residenza d'Epoca$145
                      Casanova di Larniano

                      Casanova di Larniano

                      Loc Larniano 21, San Gimignano
                         
                         
                        4.0 out of 5 (3 reviews)

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

                        Casanova di Larniano$97

                        Casanova di Larniano$97
                        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 Sant'Agostino Church, Collegiate Church of Santa Maria Assunta, and Archaeological Museum ...

                          Casa LariGet Rates

                          Casa LariGet Rates
                          Villa Poggiano

                          Villa Poggiano

                          Via di Poggiano, 7, Montepulciano
                             
                             
                            4.8 out of 5 (19 reviews)

                            Situated in a rural location, this historic residence is within 2 mi (3 km) of San Biagio, Torre del Pulcinella, and Cantina Contucci. Consorzio del Vino Nobile ...

                            Villa Poggiano$261

                            Villa Poggiano$261
                            Camping Siena Colleverde

                            Camping Siena Colleverde

                            via Scacciapensieri 47, Siena
                              3.0 out of 5.0
                               
                               
                              4.0 out of 5 (89 reviews)

                              Situated in Siena, this campground is 0.7 mi (1.1 km) from Basilica dell'Osservanza and within 3 mi (5 km) of Stadio Artemio Franchi and Palazzo Pubblico. Civic ...

                              Camping Siena Colleverde$47

                              Camping Siena Colleverde$47
                              Casale Gregoriano

                              Casale Gregoriano

                              Via Santa Lucia, 12, loc Monteoliveto, San Gimignano
                                 
                                 

                                Located in Val d'Elsa, this property is 1.8 mi (2.9 km) from Historical Torture Museum and 2.1 mi (3.4 km) from Collegiate Church of Santa Maria Assunta. Casa ...

                                Casale Gregoriano$119

                                Casale Gregoriano$119
                                Podere Fontecastello

                                Podere Fontecastello

                                Via Acqua Puzzola 3, Montepulciano
                                   
                                   
                                  4.7 out of 5 (16 reviews)

                                  Situated in a rural location, this apartment building is 0.6 mi (1 km) from Church of St. Agnes and 3 mi (4.8 km) from Tenuta Valdipiatta. Colonna del Marzocco ...

                                  Podere Fontecastello$83

                                  Podere Fontecastello$83
                                  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$133

                                    Riserva di Fizzano Residence$133
                                    Bosco della Spina

                                    Bosco della Spina

                                    via della Tinaia 13, Murlo
                                       
                                       
                                      4.7 out of 5 (63 reviews)

                                      Situated in a rural location, this residence is within 12 mi (20 km) of Museo della Mezzadria, Museum of Sacred Art in Val d’Arbia, and Castello di Montepescini. ...

                                      Bosco della Spina$77

                                      Bosco della Spina$77
                                      Casa Santa Caterina

                                      Casa Santa Caterina

                                      Loc.Santa Caterina - Menchiari S.P.438, Asciano
                                         
                                         
                                        5.0 out of 5 (3 reviews)

                                        Situated in a rural location, this apartment building is within 12 mi (20 km) of Circuito di Siena, Palazzo Pubblico, and Civic Museum. Piazza del Campo and ...

                                        Casa Santa Caterina$54

                                        Casa Santa Caterina$54
                                        Villa Montarioso

                                        Villa Montarioso

                                        Via Montarioso 35, Monteriggioni
                                           
                                           
                                          4.2 out of 5 (73 reviews)

                                          Located in Val d'Elsa, this vacation home is within 3 mi (5 km) of Palasport Mens Sana, Stadio Artemio Franchi, and Civic Museum. Palazzo Pubblico and Piazza ...

                                          Villa Montarioso$76

                                          Villa Montarioso$76
                                          Map

                                          Ready for a taste of Italian cuisine and a good old-fashioned history lesson? Then set your sights on Siena. Declared a UNESCO World Heritage Site, Siena is steeped in history, but it also serves up some of the finest bruschetta you’ll ever sample. This enchanting Tuscan town’s medieval buildings give it a fairytale feel you won’t find in more modern cities. But just because you’re a visitor to this faraway place doesn’t mean you have to act like one. Instead of booking a generic hotel, rent one of our short-term apartment rentals in Siena and vacation like a local.

                                          With your own Italian casa, you’ll instantly fit in. Stock up your fridge with some fresh cheese, salami, and Tuscan wine before venturing outside to explore the local sights. You won’t be able to deny the lure of Piazza del Campo, one of Europe’s most famous medieval squares. After walking around the city center and gazing at the Fonte Gaia, make your way to the Public Palace of Siena and then climb all 400 steps up the Mangia Tower. Visit the Siena Cathedral and the gardens at Villa Cetinale, sampling pasta, truffles, and panforte along the way. While it’s easy to get overwhelmed by the countless attractions tucked between the historical buildings, take a deep breath: You’ve booked one of the best Siena vacation rentals, and time is on your side. When your feet start to tire, simply head back to your rental space and squeeze in a catnap or brew up some coffee to fuel up for round two. 

                                          When you book your own rental house or apartment, you can come and go as you please, just like you would at your own home. Allow us here at Expedia to find vacation rentals in Siena that will have you saying “grazie” over and over again. Simply sort through the selection, connect with the property manager, and get your Italian getaway rolling.


                                          Other types of properties in Siena you may be interested in

                                          Hotel Athena

                                          Hotel Athena

                                          P Mascagni 55, Siena
                                            4.0 out of 5.0
                                             
                                             

                                            Hotel Athena is located within Siena's historic walls, near Piazza del Campo, Torre del Mangia, Palazzo Pubblico, Duomo, Museo dell'Opera Metropolitana, and ...

                                            Hotel Athena$110

                                            Hotel Athena$110
                                            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 Basilica di San Domenico, Stadio Artemio Franchi, and Palazzo Pubblico. Civic Museum ...

                                              NH Siena$127

                                              NH Siena$127
                                              Castello di Velona SPA Resort & Winery

                                              Castello di Velona SPA Resort & Winery

                                              Località Velona, Montalcino
                                                5.0 out of 5.0
                                                 
                                                 

                                                Situated in a rural location, this luxury hotel is 2.7 mi (4.4 km) from Abbazia di Sant'Antimo and within 9 mi (15 km) of Museum of Brunello and Fortress of ...

                                                Castello di Velona SPA Resort & Winery$444

                                                Castello di Velona SPA Resort & Winery$444
                                                Fonteverde

                                                Fonteverde

                                                Localita Terme, 1, San Casciano dei Bagni
                                                  5.0 out of 5.0
                                                   
                                                   

                                                  Located in a rural location, this family-friendly hotel is within 12 mi (20 km) of Archaeological Museum of Sarteano, Rocca di Radicofani, and Sarteano Castle. ...

                                                  Fonteverde$334

                                                  Fonteverde$334