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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.

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Siena Holiday Villas - Apartments in Siena

  • 1 - 50
Additional service fee may apply.
    • 1 BR
    • 1 BA
    • Sleeps 3
    6
      • 2 BR
      • 1 BA
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      28
        • 3 BR
        • 3 BA
        • Sleeps 7
        30
          Wonderful! 4.9/5
          (15 reviews)
          avg/night
          • 6 BR
          • 5 BA
          • Separate Toilets
          • Sleeps 14
          15
            • 5 BR
            • 6 BA
            • Sleeps 12
            96
              • 4 BR
              • 4 BA
              • Separate Toilet
              • Sleeps 10
              13
                • 3 BR
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                • Sleeps 4
                14
                  • 6 BR
                  • 6 BA
                  • Separate Toilet
                  • Sleeps 12
                  28
                    • 3 BR
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                    • Sleeps 5
                    22
                      • 6 BR
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                      • Sleeps 13
                      15
                        • 6 BR
                        • 4 BA
                        • Sleeps 11
                        10
                          • 4 BR
                          • 4 BA
                          • Sleeps 8
                          11
                            Wonderful! 4.8/5
                            (8 reviews)
                            avg/night
                            • 5 BR
                            • 3 BA
                            • Sleeps 11
                            8
                              • 7 BR
                              • 6 BA
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                              13
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                                18
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                                      5
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                                        27
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                                            • 8 BR
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                                            • Separate Toilet
                                            • Sleeps 15
                                            1 Review
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              6
                                                • 5 BR
                                                • 3 BA
                                                • Sleeps 13
                                                7
                                                  • 2 BR
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                                                  29
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                                                    28
                                                      • 8 BR
                                                      • 8 BA
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                                                      8
                                                        • 4 BR
                                                        • 3 BA
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                                                        4
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 12
                                                          7
                                                            • 3 BR
                                                            • 1 BA
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                                                            4
                                                              • 4 BR
                                                              • 2 BA
                                                              • Sleeps 10
                                                              14
                                                                • 3 BR
                                                                • 2 BA
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                                                                3
                                                                  • 3 BR
                                                                  • 2 BA
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                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    1 Review
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 5
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        8
                                                                          • 6 BR
                                                                          • 6 BA
                                                                          • Sleeps 16
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                              Exceptional! 5.0/5
                                                                              (8 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              8
                                                                                • 6 BR
                                                                                • 4 BA
                                                                                • Sleeps 10
                                                                                10
                                                                                  • 5 BR
                                                                                  • 3 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 12
                                                                                  1 Review
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 3
                                                                                    8
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 5
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                                                                                      Recent Reviews

                                                                                      A perfect Tuscan getaway.

                                                                                      5 of 5
                                                                                      What a terrific place. We were greeted at the house by owners Tullio and Paula who were in the process of filling our welcome basket with fresh grapes and figs from the garden. They instantly made us feel at home and went out of their way to ensure that our holiday was a pleasure -- really wonderful people. We stayed in Capanna, one of several renovated properties on the Tenuta Larnianone estate. There were four of us in three bedrooms and each room had an ensuite bathroom. We were looking for a "Tuscan country house experience" and from inside to out it exceeded our expectations. The views were incredible -- postcard perfect sunrises and sunsets. The kitchen had everything we needed to prepare our own meals, including several bottles of the wine produced by the estate (we enjoyed it with our dinner). The house was very clean and well maintained. The overall condition was excellent. A car is highly recommended (a necessity really) but the driving in the area is pretty easy. There is plenty of parking around the Siena city perimeter and it's an easy walk or bus ride to the center of town from there. We parked at the train station for a day trip to Florence (a little over an hour away), and drove to places like Radda, Montalcino, and San Gimignano. From our first contact with Anna via Homeaway, the attention to detail, organization, and communication were outstanding. The location and accomodation were exactly what we wanted, but it was the geniune hospitatility of our hosts that made it a truly extraordinary visit -- one we'll remember for a very long time. We can't wait to get back!
                                                                                      • Review Submitted: 17-Sep-2016
                                                                                      • Date of Stay: Sep 2016

                                                                                      110% recommended - truly unbelievable hosts, clean and beautiful home, great location

                                                                                      5 of 5
                                                                                      First, let me say that the hosts Jacopo and Fabio went above-and-beyond in making our week at the villa a trip of a lifetime for us and 14 others in our family. They were responsive, kind, thoughtful in suggesting activities, and were always offering to help. We have traveled many places internationally and the service rivaled anywhere we have EVER stayed. The place is just as good if not better than the pictures show. So much space to find your own nook to relax but also many communal areas for enjoying games or the fantastic selection of wine and beer stocked in the fridges and shelves (very reasonably priced for the quality!) If this place is available the week of your vacation I recommend you take it before it disappears. If it's not available, seriously consider switching your dates of you can! This place was that good. Other tips: Have them cook you a welcome dinner (in fact it was so good we had leftovers the next day AND asked them to cook two other night ha we were there). Do the cooking class (our family LOVED this including the kids who are now back home cooking meals with their new skills. Bonus is that everyone gets to share the meal they cook!) To Jacopo and Fabio - thank you both again for your commitment to your guests. You both deserve more than the five stars in this review!
                                                                                      • Review Submitted: 30-Jul-2016
                                                                                      • Date of Stay: Jun 2016

                                                                                      A nice place with nice people....

                                                                                      5 of 5
                                                                                      We had a wonderful time exploring Tuscany during our stay in this charming country house. Apart from the weather, everything was perfect, and it was exactly how it's described. It was a great value for what we paid for. The family was extremely nice and friendly, very helpful and uncomplicated. Especially, we'd like to thank Miriam for taking care of our two dogs so that we could spend a day in Rome. That was very kind and sweet of her to offer her help. We will definitely go back if we travel to Tuscany next time.
                                                                                      • Review Submitted: 14-Jun-2016
                                                                                      • Date of Stay: Apr 2016