Beginning of main content

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Vacation Rentals in Siena

See all Vacation Rentals in Siena
La Terrazza sul Campo

La Terrazza sul Campo

Via di Città 65, Siena
     
     
    4.8 out of 5 (89 reviews)

    Located in Siena Historical Center, this residence is steps from Museum of Torture, Piazza del Campo, and Siena Cathedral. University of Siena and Santa Maria ...

    La Terrazza sul Campo$73

    La Terrazza sul Campo$73
    Hotel Residence San Gregorio

    Hotel Residence San Gregorio

    Via Della Madonnina 4, Pienza
      3.0 out of 5.0
       
       
      4.4 out of 5 (25 reviews)

      Located in the heart of Pienza, this residence is within 6 mi (10 km) of Piazza Pio II, Palazzo Comunale, and Museo Diocesano. Palazzo Vescovile and Palazzo ...

      Hotel Residence San Gregorio$81

      Hotel Residence San Gregorio$81
      ApartHotel Anghel

      ApartHotel Anghel

      via Paolo Frajese 71, Siena
         
         
        3.9 out of 5 (168 reviews)

        Situated in a shopping district, this apartment building is within 6 mi (10 km) of Fontebranda, Siena Cathedral, and Piazza del Campo. University of Siena and ...

        ApartHotel Anghel$52

        ApartHotel Anghel$52
        Bosco della Spina

        Bosco della Spina

        via della Tinaia 13, Murlo
           
           
          4.7 out of 5 (81 reviews)

          Situated in a rural location, this residence is 0.1 mi (0.1 km) from Val di Merse and within 9 mi (15 km) of Museo della Mezzadria and Museum of Sacred Art in ...

          Bosco della Spina$47

          Bosco della Spina$47
          Palazzo Coli Bizzarrini

          Palazzo Coli Bizzarrini

          Piazza Antonio Gramsci 27, Siena
             
             
            4.5 out of 5 (81 reviews)

            Located in Siena Historical Center, this residence is steps from Stadio Artemio Franchi, Piazza Salimbeni, and Palazzo Salimbeni. Siena Cathedral and Piazza ...

            Palazzo Coli Bizzarrini$86

            Palazzo Coli Bizzarrini$86
            Villa Montarioso

            Villa Montarioso

            Via Montarioso 35, Monteriggioni
               
               
              4.2 out of 5 (84 reviews)

              Located in Val d'Elsa, this vacation home is within 6 mi (10 km) of Palasport Mens Sana, Santa Maria alle Scotte Polyclinic, and University of Siena. Piazza ...

              Villa Montarioso$65

              Villa Montarioso$65
              Camping Boschetto Di Piemma

              Camping Boschetto Di Piemma

              Localita' Santa Lucia 38C, San Gimignano
                3.0 out of 5.0
                 
                 
                3.7 out of 5 (3 reviews)

                Located in Val d'Elsa, this campground is within 6 mi (10 km) of Ornithological Museum, Museum San Gimignano 1300, and Historical Torture Museum. Archaeological ...

                Villa Il Borghetto

                Villa Il Borghetto

                Via Tufi no. 64, Siena
                   
                   
                  4.9 out of 5 (19 reviews)

                  Situated in Siena, this apartment building is within 6 mi (10 km) of Porta Tufi, Siena Cathedral, and Piazza del Campo. University of Siena and Orto Botanico ...

                  Villa Il Borghetto$92

                  Villa Il Borghetto$92
                  Camping Siena Colleverde

                  Camping Siena Colleverde

                  via Scacciapensieri 47, Siena
                    3.0 out of 5.0
                     
                     
                    4.0 out of 5 (100 reviews)

                    Situated in Siena, this campground is within 6 mi (10 km) of University for Foreigners of Siena, Santa Maria alle Scotte Polyclinic, and University of Siena. ...

                    Camping Siena Colleverde$30

                    Camping Siena Colleverde$30
                    Borgo delle More

                    Borgo delle More

                    Via di Montenero 18, Montepulciano
                       
                       
                      4.5 out of 5 (24 reviews)

                      Situated in a rural location, this apartment building is 0.1 mi (0.1 km) from Val di Chiana and within 6 mi (10 km) of Colonna del Marzocco and Palazzo Avignonesi. ...

                      Borgo delle More$75

                      Borgo delle More$75
                      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$72

                        Hotel Athena$72
                        Grand Hotel Continental Siena – Starhotels Collezione

                        Grand Hotel Continental Siena – Starhotels Collezione

                        Banchi Di Sopra 85, Siena
                          5.0 out of 5.0
                           
                           

                          Located in Siena Historical Center, this family-friendly Siena hotel is steps from Banca Monte dei Paschi di Siena, Piazza Salimbeni, and Palazzo Salimbeni. ...

                          Grand Hotel Continental Siena – Starhotels Collezione$203

                          Grand Hotel Continental Siena – Starhotels Collezione$203
                          NH Siena

                          NH Siena

                          Piazza La Lizza 1, Siena
                            4.0 out of 5.0
                             
                             

                            Located in Siena Historical Center, this hotel is within 6 mi (10 km) of Stadio Artemio Franchi, Monte dei Paschi, and Santa Maria alle Scotte Polyclinic. University ...

                            NH Siena$65

                            NH Siena$65
                            Rosewood Castiglion del Bosco

                            Rosewood Castiglion del Bosco

                            Localita Castiglion Del Bosco, Montalcino
                              5.0 out of 5.0
                               
                               

                              Located in a provincial park, this family-friendly hotel is within 9 mi (15 km) of Val di Merse, Museo della Mezzadria, and Museum of Sacred Art in Val d’Arbia. ...