HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

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.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Popular Searches

Facilities

Location Type

Local Area

Property Details

Clear Filters
Use filters to narrow your search results!
Favorite
    Viewed 21 times in the last 48 hours
    Wonderful! 4.8/5
    (5 reviews)
    avg/night
    (3 - 5 nights minimum)
    #8322031
    5
    Favorite
      Viewed 10 times in the last 48 hours
      Exceptional! 5/5
      (57 reviews)
      svg-lightning
      avg/night
      (4 - 6 nights minimum)
      #1153926
      57
      Favorite
        Viewed 67 times in the last 48 hours
        Exceptional! 5/5
        (7 reviews)
        avg/night
        (7 nights minimum)
        #6687871
        7
        Favorite
          Viewed 29 times in the last 48 hours
          Wonderful! 4.9/5
          (13 reviews)
          svg-lightning
          avg/night
          (5 - 6 nights minimum)
          #6833125
          13
          Favorite
            Viewed 38 times in the last 48 hours
            Excellent! 4.7/5
            (7 reviews)
            avg/night
            (3 - 7 nights minimum)
            #6024561
            7
            Favorite
              Viewed 37 times in the last 48 hours
              Wonderful! 4.9/5
              (13 reviews)
              avg/night
              (3 nights minimum)
              #6745717
              13
              Favorite
                Viewed 11 times in the last 48 hours
                Wonderful! 4.9/5
                (8 reviews)
                avg/night
                #3878514
                8
                Favorite
                  Wonderful! 4.9/5
                  (11 reviews)
                  avg/night
                  #3878711
                  11
                  Favorite
                    Viewed 32 times in the last 48 hours
                    Exceptional! 5/5
                    (18 reviews)
                    svg-lightning
                    avg/night
                    (4 - 6 nights minimum)
                    #411914
                    18
                    Favorite
                      Viewed 17 times in the last 48 hours
                      Wonderful! 4.9/5
                      (14 reviews)
                      avg/night
                      (3 nights minimum)
                      #1666385
                      14
                      Favorite
                        Viewed 11 times in the last 48 hours
                        Exceptional! 5/5
                        (37 reviews)
                        avg/night
                        (3 - 7 nights minimum)
                        #613006vb
                        37
                        Favorite
                          Wonderful! 4.8/5
                          (20 reviews)
                          avg/night
                          (3 - 5 nights minimum)
                          #1095916
                          20
                          Favorite
                            Viewed 7 times in the last 48 hours
                            Excellent! 4.6/5
                            (10 reviews)
                            avg/night
                            (3 - 4 nights minimum)
                            #6521915
                            10
                            Favorite
                              Viewed 17 times in the last 48 hours
                              Good! 3.7/5
                              (11 reviews)
                              avg/night
                              (2 nights minimum)
                              #6484784
                              11
                              Favorite
                                svg-lightning
                                avg/night
                                #1513474a
                                Favorite
                                  Viewed 31 times in the last 48 hours
                                  Exceptional! 5/5
                                  (7 reviews)
                                  avg/night
                                  (3 - 7 nights minimum)
                                  #6036678
                                  7
                                  Favorite
                                    Viewed 9 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (20 reviews)
                                    svg-lightning
                                    avg/night
                                    (2 - 6 nights minimum)
                                    #1627958
                                    20
                                    Favorite
                                      avg/night
                                      (3 nights minimum)
                                      #3872212
                                      2
                                      Favorite
                                        Viewed 8 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (9 reviews)
                                        svg-lightning
                                        avg/night
                                        (2 nights minimum)
                                        #6060387
                                        9
                                        Favorite
                                          Viewed 7 times in the last 48 hours
                                          Exceptional! 5/5
                                          (11 reviews)
                                          avg/night
                                          (3 nights minimum)
                                          #3900519
                                          11
                                          Favorite
                                            Excellent! 4.7/5
                                            (6 reviews)
                                            avg/night
                                            (3 nights minimum)
                                            #6521915
                                            6
                                            Favorite
                                              Viewed 10 times in the last 48 hours
                                              avg/night
                                              (2 - 4 nights minimum)
                                              #8381145
                                              2
                                              Favorite
                                                Excellent! 4.4/5
                                                (5 reviews)
                                                avg/night
                                                (2 nights minimum)
                                                #6480775
                                                5
                                                Favorite
                                                  Viewed 25 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (12 reviews)
                                                  svg-lightning
                                                  avg/night
                                                  (4 - 6 nights minimum)
                                                  #411914
                                                  12
                                                  Favorite
                                                    Excellent! 4.6/5
                                                    (17 reviews)
                                                    avg/night
                                                    (3 - 5 nights minimum)
                                                    #1409875
                                                    17
                                                    Favorite
                                                      Viewed 5 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (29 reviews)
                                                      avg/night
                                                      (2 nights minimum)
                                                      #1835979
                                                      29
                                                      Favorite
                                                        Viewed 11 times in the last 48 hours
                                                        svg-lightning
                                                        avg/night
                                                        (2 - 4 nights minimum)
                                                        #8275130
                                                        1
                                                        Favorite
                                                          Excellent! 4.7/5
                                                          (14 reviews)
                                                          avg/night
                                                          (5 - 7 nights minimum)
                                                          #455240
                                                          14
                                                          Favorite
                                                            svg-lightning
                                                            avg/night
                                                            (1 - 3 nights minimum)
                                                            #4137249
                                                            1
                                                            Favorite
                                                              svg-lightning
                                                              avg/night
                                                              #1619849
                                                              Favorite
                                                                Viewed 9 times in the last 48 hours
                                                                svg-lightning
                                                                avg/night
                                                                (2 nights minimum)
                                                                #8306212
                                                                3
                                                                Favorite
                                                                  avg/night
                                                                  (7 nights minimum)
                                                                  #3233605
                                                                  Favorite
                                                                    Viewed 8 times in the last 48 hours
                                                                    avg/night
                                                                    (2 nights minimum)
                                                                    #6865994
                                                                    1
                                                                    Favorite
                                                                      Viewed 14 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (36 reviews)
                                                                      avg/night
                                                                      (3 nights minimum)
                                                                      #435593vb
                                                                      36
                                                                      Favorite
                                                                        Viewed 6 times in the last 48 hours
                                                                        avg/night
                                                                        #6884881
                                                                        1
                                                                        Favorite
                                                                          Viewed 6 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (15 reviews)
                                                                          avg/night
                                                                          (2 - 3 nights minimum)
                                                                          #6566676
                                                                          15
                                                                          Favorite
                                                                            Viewed 10 times in the last 48 hours
                                                                            Exceptional! 5/5
                                                                            (32 reviews)
                                                                            avg/night
                                                                            (5 - 7 nights minimum)
                                                                            #1898892
                                                                            32
                                                                            Favorite
                                                                              Exceptional! 5/5
                                                                              (15 reviews)
                                                                              avg/night
                                                                              (3 nights minimum)
                                                                              #840201vb
                                                                              15
                                                                              Favorite
                                                                                svg-lightning
                                                                                avg/night
                                                                                #6939123
                                                                                2
                                                                                Favorite
                                                                                  Viewed 26 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (32 reviews)
                                                                                  svg-lightning
                                                                                  avg/night
                                                                                  (3 - 4 nights minimum)
                                                                                  #1494217
                                                                                  32
                                                                                  Favorite
                                                                                    View details for price
                                                                                    (2 - 3 nights minimum)
                                                                                    #8188691
                                                                                    2
                                                                                    Favorite
                                                                                      Viewed 8 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (9 reviews)
                                                                                      svg-lightning
                                                                                      avg/night
                                                                                      (2 - 3 nights minimum)
                                                                                      #6899241
                                                                                      9
                                                                                      Favorite
                                                                                        Viewed 13 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (65 reviews)
                                                                                        avg/night
                                                                                        (3 - 4 nights minimum)
                                                                                        #6047131
                                                                                        65
                                                                                        Favorite
                                                                                          Viewed 20 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (34 reviews)
                                                                                          avg/night
                                                                                          (1 - 3 nights minimum)
                                                                                          #1160055
                                                                                          34
                                                                                          Favorite
                                                                                            Viewed 9 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (13 reviews)
                                                                                            avg/night
                                                                                            (3 nights minimum)
                                                                                            #1870265
                                                                                            13
                                                                                            Favorite
                                                                                              avg/night
                                                                                              (2 - 3 nights minimum)
                                                                                              #6922938
                                                                                              4
                                                                                              Favorite
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                svg-lightning
                                                                                                avg/night
                                                                                                (2 nights minimum)
                                                                                                #878094
                                                                                                1
                                                                                                Favorite
                                                                                                  Exceptional! 5/5
                                                                                                  (7 reviews)
                                                                                                  svg-lightning
                                                                                                  avg/night
                                                                                                  (2 nights minimum)
                                                                                                  #6515496
                                                                                                  7
                                                                                                  Favorite
                                                                                                    Viewed 6 times in the last 48 hours
                                                                                                    svg-lightning
                                                                                                    avg/night
                                                                                                    #8123150
                                                                                                    3
                                                                                                    Favorite
                                                                                                      Viewed 34 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (21 reviews)
                                                                                                      svg-lightning
                                                                                                      avg/night
                                                                                                      (7 nights minimum)
                                                                                                      #1617223
                                                                                                      21

                                                                                                      Siena Holiday Villas - Apartments in Siena (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      A beautiful apartment centrally located in a beautiful city

                                                                                                      5 of 5
                                                                                                      Everything worked out amazingly. Nicoletta helped with taxis and was there at the apartment to meet us and welcome us. The apartment lived up to expectations and had everything we needed. And the view from the roof terrace is simply stunning.
                                                                                                      • Review Submitted: Oct 31, 2017
                                                                                                      • Date of Stay: Oct 2017

                                                                                                      Superb

                                                                                                      5 of 5
                                                                                                      Great location and terrace was great for morning coffee and getting away from the city. Very friendly and helpful hosts! The shower was a bit small for an everyday shower but for three days it was perfect.
                                                                                                      • Review Submitted: Sep 27, 2017
                                                                                                      • Date of Stay: Sep 2017