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Holidaymakers searching for holiday rentals in Siena also enquired about villas in Cortona, apartments in Lucca and apartments in Radicondoli

Make a holiday villa in Siena your home away from home

Siena is a beautiful Tuscan hill city that has preserved much of its medieval character. It’s there in the quaint alleyways, ancient churches, towers and the sprawling main piazza known as Il Campo, famous for the Palio horse race that’s held twice a year. In fact, Siena looks a lot like it did way back in the 14th century. Surrounding the city is a lush countryside of olive groves and vineyards, both of which have contributed greatly to Siena’s wealth.

Visitors to this part of Tuscany need comfortable and lovingly furnished properties to stay in, and HomeAway has some exceptional Siena holiday villas to that end. With prices starting from £450 per week they represent excellent value for money. Those with a passion for the outdoors need look no further as these holiday properties are located in the fabulous countryside close to the historic city. Siena holiday apartments within the medieval metropolis are also available and benefit from close proximity to the major sites. If the taste for medieval towns doesn't stop with Siena, spend some time in nearby Montepulciano where more beautiful holiday rentals are available.

Things to do

-Churches: Siena’s churches range from simple, stone structures such as the Church of San Francesco to the grand and imposing 15th-century cathedral. One of Siena's religious highlights is Pieve a Castello, a rural church built in the 11th century, although historians believe its origins are much older.

-Historic monuments: Siena’s stone cityscape includes numerous castles and the 100-metre-high Torre del Mangia. Built in the 14th century this slender structure has dominated the Palazzo Pubblico for almost 700 years. Visitors can also explore the magnificent 13th-century Montalcino Castle and the red-brick Medicea Fortress. This huge defensive stronghold also houses an open-air theatre.

-Gardens: Visitors with Siena holiday apartments can unwind in the serene settings of its gardens. Orto Botanico is a large, green expanse in the heart of the city with plant species from many different countries. Among the ilex and oak trees of Chianti Sculpture Park are sculptures from famous artists from five continents.

-Festivals: Siena's Palio attracts visitors from all over the world. This colourful and spectacular festival is held twice a year and sees the Piazza del Campo packed with dirt for bareback horse races. They are accompanied by pageantry and parties including feasts, parades, flag waving and solemn ceremonies. These events date back to medieval times, and due to their popularity, it is advised to book accommodation well in advance.

Weather in Siena

Siena is a good year-round destination with warm, mild weather for most of the time. The summers can be hot with July temperatures peaking at around 33°C. Winters are mild with average daily temperatures of around 10°C. Although Siena receives plenty of sunshine, the skies during winter are often overcast.

Travel to Siena

Travellers with holiday villas in Siena can fly into airports at Pisa, Florence, Rome and Bologna and connect to the medieval city by car or rail. The railway station is outside of Siena so some visitors may find it more convenient to come by bus. There are many SITA bus services throughout the region. Hire cars are a popular means to get around, although the centre of Siena is only accessible by foot.

    Exceptional! 5/5
    (4 reviews)
    avg/night
    • 5 BR
    • 5 BA
    • Separate Toilet
    • Sleeps 10
    Villa #1097226
    4
    Viewed 52 times in the last 48 hours
      • 2 BR
      • 1 BA
      • Sleeps 4
      Apartment #4216056
      2
      Viewed 22 times in the last 48 hours
        Exceptional! 5/5
        (16 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • Separate Toilet
        • Sleeps 4
        Multiple rentals Chateau / Country House #1898892
        16
        Viewed 16 times in the last 48 hours
          Wonderful! 4.8/5
          (12 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 4
          Apartment #1627958
          12
          Viewed 25 times in the last 48 hours
            Wonderful! 4.8/5
            (26 reviews)
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 3
            Apartment #1803159
            26
            Viewed 20 times in the last 48 hours
              Wonderful! 4.9/5
              (12 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 4
              Apartment #1198165a
              12
              Viewed 29 times in the last 48 hours
                Exceptional! 5/5
                (31 reviews)
                avg/night
                • 6 BR
                • 6 BA
                • Separate Toilet
                • Sleeps 12
                Villa #1636667
                31
                Viewed 39 times in the last 48 hours
                  Wonderful! 4.9/5
                  (15 reviews)
                  avg/night
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  Apartment #13190
                  15
                  Viewed 7 times in the last 48 hours
                    Excellent! 4.5/5
                    (4 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    Multiple rentals Apartment #6521915
                    4
                    Viewed 10 times in the last 48 hours
                      Wonderful! 4.8/5
                      (8 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Apartment #1870265
                      8
                      Viewed 6 times in the last 48 hours
                        Wonderful! 4.9/5
                        (19 reviews)
                        avg/night
                        • 4 BR
                        • 4 BA
                        • Separate Toilet
                        • Sleeps 10
                        Multiple rentals Villa #1898892
                        19
                        Viewed 33 times in the last 48 hours
                          Wonderful! 4.8/5
                          (12 reviews)
                          avg/night
                          • Studio
                          • 1 BA
                          • Sleeps 4
                          Apartment #1768734
                          12
                          Viewed 7 times in the last 48 hours
                            Excellent! 4.7/5
                            (9 reviews)
                            avg/night
                            • 4 BR
                            • 3 BA
                            • Sleeps 12
                            Multiple rentals Villa #1980452
                            9
                            Viewed 12 times in the last 48 hours
                              Wonderful! 4.9/5
                              (13 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 5
                              Farmhouse #6392839
                              13
                              Viewed 15 times in the last 48 hours
                                Exceptional! 5/5
                                (20 reviews)
                                avg/night
                                • 5 BR
                                • 5 BA
                                • Sleeps 14
                                Villa #1654060
                                20
                                Viewed 21 times in the last 48 hours
                                  Exceptional! 5/5
                                  (9 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  Cottage #840201vb
                                  9
                                  Viewed 20 times in the last 48 hours
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 8
                                    Multiple rentals House #411914
                                    29
                                    Viewed 21 times in the last 48 hours
                                      Exceptional! 5/5
                                      (19 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 5
                                      Apartment #1835979
                                      19
                                      Viewed 18 times in the last 48 hours
                                        Excellent! 4.5/5
                                        (8 reviews)
                                        avg/night
                                        • 3 BR
                                        • 1 BA
                                        • Sleeps 6
                                        Multiple rentals Farmhouse #1980452
                                        8
                                        Viewed 10 times in the last 48 hours
                                          Exceptional! 5/5
                                          (102 reviews)
                                          avg/night
                                          • 5 BR
                                          • 6 BA
                                          • Sleeps 12
                                          Villa #420894
                                          102
                                          Viewed 33 times in the last 48 hours
                                            Exceptional! 5/5
                                            (11 reviews)
                                            avg/night
                                            • 6 BR
                                            • 4 BA
                                            • Sleeps 11
                                            Villa #444799vb
                                            11
                                            Viewed 40 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (31 reviews)
                                              avg/night
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 6
                                              Apartment #1494217
                                              31
                                              Viewed 18 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (4 reviews)
                                                avg/night
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 10
                                                Multiple rentals Villa #1980452
                                                4
                                                Viewed 13 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (30 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Multiple rentals Chateau / Country House #475291
                                                  30
                                                  Viewed 6 times in the last 48 hours
                                                    Exceptional! 5/5
                                                    (8 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Multiple rentals Chateau / Country House #475291
                                                    8
                                                    Viewed 8 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (30 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 5
                                                      Multiple rentals Chateau / Country House #475291
                                                      30
                                                      Viewed 6 times in the last 48 hours
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                        Multiple rentals Villa #1683131
                                                        7
                                                          Excellent! 4.7/5
                                                          (7 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 4
                                                          Multiple rentals Apartment #1683131
                                                          7
                                                          Viewed 6 times in the last 48 hours
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 6
                                                            Villa #1151065
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 4
                                                              Villa #1544793
                                                                • 8 BR
                                                                • 6 BA
                                                                • Sleeps 18
                                                                Multiple rentals Villa #1980452
                                                                Viewed 44 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (16 reviews)
                                                                  avg/night
                                                                  • 6 BR
                                                                  • 6 BA
                                                                  • Sleeps 13
                                                                  Villa #1983677
                                                                  16
                                                                  Viewed 6 times in the last 48 hours
                                                                    • 5 BR
                                                                    • 3 BA
                                                                    • Sleeps 13
                                                                    Multiple rentals Chateau / Country House #475291
                                                                    8
                                                                      • 7 BR
                                                                      • 6 BA
                                                                      • Sleeps 14
                                                                      Villa #1983683
                                                                      14
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        Villa #1150792
                                                                        3
                                                                          • 6 BR
                                                                          • 6 BA
                                                                          • Sleeps 16
                                                                          Villa #1544664
                                                                            • 8 BR
                                                                            • 8 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 16
                                                                            Villa #1150740
                                                                              Exceptional! 5/5
                                                                              (4 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 7
                                                                              Multiple rentals Farmhouse #1031717
                                                                              4
                                                                              Viewed 33 times in the last 48 hours
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                Multiple rentals Farmhouse #1031717
                                                                                1
                                                                                Viewed 28 times in the last 48 hours
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  Multiple rentals Farmhouse #1031717
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 5
                                                                                    Multiple rentals Farmhouse #1031717
                                                                                    Viewed 9 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      Multiple rentals Farmhouse #1031717
                                                                                      Viewed 5 times in the last 48 hours
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        Multiple rentals House #411914
                                                                                        7
                                                                                        Viewed 25 times in the last 48 hours
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Multiple rentals Apartment #6521915
                                                                                          Viewed 8 times in the last 48 hours
                                                                                            Exceptional! 5/5
                                                                                            (7 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 3
                                                                                            Apartment #6745717
                                                                                            7
                                                                                            Viewed 33 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (32 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                              Farmhouse #435593vb
                                                                                              32
                                                                                              Viewed 8 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (6 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 5
                                                                                                Apartment #490856vb
                                                                                                6
                                                                                                Viewed 8 times in the last 48 hours
                                                                                                  Exceptional! 5/5
                                                                                                  (48 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  Apartment #1153926
                                                                                                  48
                                                                                                  Viewed 11 times in the last 48 hours
                                                                                                    Exceptional! 5/5
                                                                                                    (7 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 7
                                                                                                    Villa #6833125
                                                                                                    7
                                                                                                    Viewed 16 times in the last 48 hours
                                                                                                    • 1 - 50 of 300+

                                                                                                    Siena Holiday Villas - Apartments in Siena (300+)

                                                                                                     

                                                                                                    Recent Reviews

                                                                                                    Fantastic week

                                                                                                    5 of 5
                                                                                                    House was great, had all that we needed, jacopo and Fabio most attentive, lots of hot water for showers, great fun with the wood fired hot tub ! Would highly recommend it, we were a group of twelve, there's plenty of spaces for quiet areas and roudy times, I would hope to be back in a year or two. Thanks jacopo and Fabio for the use of your wonderful house/ villa.
                                                                                                    • Review Submitted: Oct 08, 2016
                                                                                                    • Date of Stay: Oct 2016

                                                                                                    Perfect location and wonderful countryside

                                                                                                    5 of 5
                                                                                                    The drive up from d Arbia was beautiful and Anna and Francesca made us very welcome. It is a stunning location from which to explore some of Tuscany and after a day's sightseeing, it was lovely to return to with it's peace and tranquility. Clean and well maintained and very secure, comfortable beds and plenty of hanging space for clothes. Would recommend to friends and family.
                                                                                                    • Review Submitted: Oct 07, 2016
                                                                                                    • Date of Stay: Sep 2016