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Holidaymakers searching for holiday rentals in Siena Area also enquired about villas in Cortona, villas in Sansepolcro and villas in Arezzo

Make a holiday rental home, or villa in Siena Italy your home away from home

The Province of Siena is a hilly, landlocked province of Italy, situated in the middle of the Tuscany. The largest peak of Mount Amiata transforms from a ski resort to a lush mountain covered in thermal springs and exceptional walking. The whole area is lush in the summer, and it is often considered that the slower you move through Siena, the more you gain from the experience, which is why many people tour Siena by bicycle.

Things to do in Siena, Italy

Time seems to slow down in the Province of Siena, Italy. Nothing is rushed here, which has lead to the development of some fantastic local foods.

The mythical Abbey of San Galgano is one of the most magnificent monuments in the Province of Siena, Italy. The buildings and ruins are almost as impressive as the wealth of folklore and legends that surround them. It is certainly worth finding out a little more about the Abbey, as this is where the legendary sword in the stone is meant to have been. There are many preserved medieval towns in the region including San Gimignano, Monteriggioni, Montalcino, San Quirico d'Orcia, Pienza and Montepulciano.

As a rural region, Siena has many natural offerings for visitors. Bicycle and horse riding is very rewarding in Siena, and the hot springs of Petriolo near Val di Merse, let you indulge in a hot bath, surrounded by open woodland.

Siena restaurants are world-renowned. On offer are local delicacies including Cinta senese pork, minestraccia, and mushroom dishes.

Places to holiday from Siena, Italy

UNESCO declared the historic city of Siena a World Heritage site, and once you take a holiday rental in Siena, you will know why. If you turn down any street, it is likely that you will stumble across a treasure of some variety, a cobbled square, tiny church or historic building. The old part of the city is centred on the twelfth century Duomo Cathedral. The city of Siena also has some famed shopping, with small boutiques and fashion shops offering unique Italian wares. Siena also host the bi-annual Palio; a horse race which goes through the city. This happens on the 2nd July and the 16th of August.

Chianti is a beautiful rural area of Siena, famed for its delicious wine of the same name. It is a cycle-touring paradise, with rolling hills, vineyards, woods and isolated villages.

Val d'Elsa has a small but very attractive old town, housing two provincial museums, the Archaeological Museum and the Museum of Civic and Religious Art. The town sits above the river Elsa, and a holiday villa here is perfect for exploring both Siena and Florence.

The 6th century Lombard fortress at Val di Chiana is the best preserved in Italy. Val di Chiana is also famous for its unspoilt nature, thermal basins and thick woodland. Here you can relax, enjoying the thermal baths, quality food and natural richness of Tuscany.

Val d'Orcia is also on the UNESCO World Heritage list, as the natural beauty and world-famous images of chalk plains with few trees and fortified hilltop towns. It has been a centre of inspiration for many writers and artists, and you can not deny the beauty of the region and the views from your accommodation.

Weather in Siena, Italy

Siena enjoys hot summers peaking at over 30°C in the summer, but winters are cold, with January temperatures averaging around 2°C.

Flights to Siena, Italy

The Province of Siena has three international airports, Florence (FLR), Perugia (PEG) and Peretola (FLR). Cheap flights to Siena are often available from easyJet, Ryanair and British Airways.

    Exceptional! 5/5
    (58 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 4
    House #6235319
    58
    Viewed 548 times in the last 48 hours
      Exceptional! 5/5
      (22 reviews)
      avg/night
      • 4 BR
      • 3 BA
      • Sleeps 11
      Villa #607748vb
      22
      Viewed 127 times in the last 48 hours
        Wonderful! 4.9/5
        (39 reviews)
        avg/night
        • 2 BR
        • 3 BA
        • Sleeps 5
        Villa #62257
        39
        Viewed 33 times in the last 48 hours
          • 2 BR
          • 1 BA
          • Sleeps 4
          Apartment #4216056
          3
          Viewed 8 times in the last 48 hours
            Wonderful! 4.9/5
            (7 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            House #824486vb
            7
            Viewed 21 times in the last 48 hours
              Wonderful! 4.9/5
              (32 reviews)
              avg/night
              • 4 BR
              • 3 BA
              • Sleeps 10
              Villa #6415307
              32
              Viewed 33 times in the last 48 hours
                Wonderful! 4.8/5
                (6 reviews)
                avg/night
                • 5 BR
                • 5 BA
                • Separate Toilet
                • Sleeps 10
                Villa #1097226
                6
                Viewed 28 times in the last 48 hours
                  Wonderful! 4.9/5
                  (27 reviews)
                  avg/night
                  • 3 BR
                  • 3 BA
                  • Sleeps 6
                  Villa #421433
                  27
                  Viewed 23 times in the last 48 hours
                    Wonderful! 4.9/5
                    (62 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 5
                    House #6190174
                    62
                    Viewed 49 times in the last 48 hours
                      Wonderful! 4.9/5
                      (10 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      House #582787vb
                      10
                      Viewed 42 times in the last 48 hours
                        Wonderful! 4.9/5
                        (17 reviews)
                        avg/night
                        • 6 BR
                        • 5 BA
                        • Separate Toilets
                        • Sleeps 14
                        Villa #1617223
                        17
                        Viewed 37 times in the last 48 hours
                          Exceptional! 5/5
                          (12 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          Chateau / Country House #6115214
                          12
                          Viewed 22 times in the last 48 hours
                            Exceptional! 5/5
                            (18 reviews)
                            avg/night
                            • 3 BR
                            • 3 BA
                            • Separate Toilet
                            • Sleeps 4
                            Multiple rentals Chateau / Country House #1898892
                            18
                            Viewed 11 times in the last 48 hours
                              Wonderful! 4.8/5
                              (5 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              House #6896531
                              5
                              Viewed 9 times in the last 48 hours
                                • 2 BR
                                • 1 BA
                                • Sleeps 6
                                Chateau / Country House #6778769
                                3
                                Viewed 29 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (29 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 5
                                  House #2196590
                                  29
                                  Viewed 11 times in the last 48 hours
                                    Exceptional! 5/5
                                    (38 reviews)
                                    avg/night
                                    • 6 BR
                                    • 7 BA
                                    • Sleeps 12
                                    Villa #1570885
                                    38
                                    Viewed 87 times in the last 48 hours
                                      Exceptional! 5/5
                                      (33 reviews)
                                      avg/night
                                      • 6 BR
                                      • 6 BA
                                      • Separate Toilet
                                      • Sleeps 12
                                      Villa #1636667
                                      33
                                      Viewed 33 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (17 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Apartment #13190
                                        17
                                        Viewed 21 times in the last 48 hours
                                          Excellent! 4.7/5
                                          (21 reviews)
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 6
                                          House #6046194
                                          21
                                          Viewed 39 times in the last 48 hours
                                            Exceptional! 5/5
                                            (15 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Apartment #757059vb
                                            15
                                              Wonderful! 4.9/5
                                              (16 reviews)
                                              avg/night
                                              • 3 BR
                                              • 3 BA
                                              • Sleeps 6
                                              Barn #814311vb
                                              16
                                              Viewed 10 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (25 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 3
                                                Multiple rentals Apartment #435134
                                                25
                                                  Exceptional! 5/5
                                                  (5 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 2
                                                  Villa #654136vb
                                                  5
                                                  Viewed 7 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (14 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Apartment #1627958
                                                    14
                                                    Viewed 7 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (15 reviews)
                                                      avg/night
                                                      • 6 BR
                                                      • 5 BA
                                                      • Separate Toilet
                                                      • Sleeps 18
                                                      Farmhouse #391835vb
                                                      15
                                                      Viewed 33 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (40 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 3 BA
                                                        • Separate Toilet
                                                        • Sleeps 7
                                                        Villa #709879vb
                                                        40
                                                        Viewed 10 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (25 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 4 BA
                                                          • Separate Toilet
                                                          • Sleeps 10
                                                          Multiple rentals Villa #1898892
                                                          25
                                                          Viewed 26 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (31 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 3
                                                            Apartment #1803159
                                                            31
                                                            Viewed 10 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (24 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Cottage #6078287
                                                              24
                                                              Viewed 26 times in the last 48 hours
                                                                Excellent! 4.7/5
                                                                (12 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 6
                                                                Farmhouse #8461
                                                                12
                                                                Viewed 8 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (81 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Chateau / Country House #436049vb
                                                                  81
                                                                  Viewed 31 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (12 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Apartment #1198165a
                                                                    12
                                                                    Viewed 10 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (69 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 5
                                                                      House #6162521
                                                                      69
                                                                      Viewed 11 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (16 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        Multiple rentals House #734524
                                                                        16
                                                                        Viewed 10 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (18 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          Apartment #785711
                                                                          18
                                                                          Viewed 5 times in the last 48 hours
                                                                            Exceptional! 5/5
                                                                            (20 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 10
                                                                            Villa #443062vb
                                                                            20
                                                                            Viewed 27 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (18 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 4 BA
                                                                              • Sleeps 9
                                                                              Villa #3718707
                                                                              18
                                                                              Viewed 19 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (9 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Apartment #1870265
                                                                                9
                                                                                Viewed 5 times in the last 48 hours
                                                                                  Exceptional! 5/5
                                                                                  (28 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Chateau / Country House #1641744
                                                                                  28
                                                                                  Viewed 14 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (38 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Multiple rentals Apartment #6432643
                                                                                    38
                                                                                    Viewed 34 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (14 reviews)
                                                                                      avg/night
                                                                                      • 5 BR
                                                                                      • 5 BA
                                                                                      • Sleeps 12
                                                                                      Villa #1812215
                                                                                      14
                                                                                      Viewed 53 times in the last 48 hours
                                                                                        Excellent! 4.7/5
                                                                                        (6 reviews)
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Chateau / Country House #1963556
                                                                                        6
                                                                                        Viewed 11 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (15 reviews)
                                                                                          avg/night
                                                                                          • 5 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 11
                                                                                          Castle #445224
                                                                                          15
                                                                                          Viewed 67 times in the last 48 hours
                                                                                            Excellent! 4.7/5
                                                                                            (13 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Farmhouse #89525
                                                                                            13
                                                                                            Viewed 10 times in the last 48 hours
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              House #699686vb
                                                                                              8
                                                                                                Exceptional! 5/5
                                                                                                (6 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 9
                                                                                                Chateau / Country House #2544354
                                                                                                6
                                                                                                Viewed 27 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (13 reviews)
                                                                                                  avg/night
                                                                                                  • Studio
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Apartment #1768734
                                                                                                  13
                                                                                                    Exceptional! 5/5
                                                                                                    (48 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 4
                                                                                                    House #282678vb
                                                                                                    48
                                                                                                    Viewed 24 times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (15 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 4 BA
                                                                                                      • Sleeps 10
                                                                                                      Farmhouse #3749715
                                                                                                      15
                                                                                                      Viewed 34 times in the last 48 hours

                                                                                                      Province of Siena Holiday Apartments & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      GORGEOUS HOUSE, PERFECT FOR FAMILY HOLIDAY

                                                                                                      4 of 5
                                                                                                      We all loved this house, loads of room for our extended family, well equipped kitchen for the cooks, gorgeous swimming pool and large terrace for relaxing, perfect covered area for our family meals. The location with magnificent views of Siena and the surrounding countryside was amazing. Only negative was that the internet didn't function at all for most of our stay which was a problem for members of the family who needed to do some urgent work
                                                                                                      • Review Submitted: Jun 25, 2017
                                                                                                      • Date of Stay: Jun 2017

                                                                                                      A slice of heaven

                                                                                                      5 of 5
                                                                                                      This is a most peaceful and comfortable house situated in a beautiful location. We have been coming to Tuscany on holiday for many years and this is really the best holiday home we have ever found. Adi, the owners' representative, is a fluent English speaker and is very helpful. The view from the rear of the house is outstanding and watching the changing of the light is mesmerising.
                                                                                                      • Review Submitted: Jun 22, 2017
                                                                                                      • Date of Stay: Jun 2017