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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.

Showing 1-50 of 300+
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    Exceptional! 5/5
    (58 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 4
    House #6235319
    58
    Viewed 228 times in the last 48 hours
      Wonderful! 4.9/5
      (37 reviews)
      avg/night
      • 2 BR
      • 3 BA
      • Sleeps 5
      Villa #62257
      37
      Viewed 33 times in the last 48 hours
        Exceptional! 5/5
        (5 reviews)
        avg/night
        • 5 BR
        • 5 BA
        • Separate Toilet
        • Sleeps 10
        Villa #1097226
        5
        Viewed 85 times in the last 48 hours
          Wonderful! 4.9/5
          (29 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • Sleeps 10
          Villa #6415307
          29
          Viewed 43 times in the last 48 hours
            Wonderful! 4.8/5
            (6 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            House #824486vb
            6
            Viewed 36 times in the last 48 hours
              Wonderful! 4.9/5
              (7 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 6
              House #582787vb
              7
              Viewed 41 times in the last 48 hours
                Wonderful! 4.9/5
                (16 reviews)
                avg/night
                • 6 BR
                • 5 BA
                • Separate Toilets
                • Sleeps 14
                Villa #1617223
                16
                Viewed 51 times in the last 48 hours
                  Wonderful! 4.9/5
                  (59 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 5
                  House #6190174
                  59
                  Viewed 25 times in the last 48 hours
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    Apartment #4216056
                    2
                    Viewed 9 times in the last 48 hours
                      Wonderful! 4.9/5
                      (27 reviews)
                      avg/night
                      • 3 BR
                      • 3 BA
                      • Sleeps 6
                      Villa #421433
                      27
                      Viewed 20 times in the last 48 hours
                        Exceptional! 5/5
                        (17 reviews)
                        avg/night
                        • 3 BR
                        • 3 BA
                        • Separate Toilet
                        • Sleeps 4
                        Multiple rentals Chateau / Country House #1898892
                        17
                        Viewed 21 times in the last 48 hours
                          Exceptional! 5/5
                          (28 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 5
                          House #2196590
                          28
                          Viewed 27 times in the last 48 hours
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            House #6896531
                            4
                            Viewed 19 times in the last 48 hours
                              Wonderful! 4.9/5
                              (79 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              Chateau / Country House #436049vb
                              79
                              Viewed 36 times in the last 48 hours
                                Exceptional! 5/5
                                (32 reviews)
                                avg/night
                                • 6 BR
                                • 6 BA
                                • Separate Toilet
                                • Sleeps 12
                                Villa #1636667
                                32
                                Viewed 30 times in the last 48 hours
                                  Exceptional! 5/5
                                  (10 reviews)
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  Chateau / Country House #6115214
                                  10
                                  Viewed 19 times in the last 48 hours
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 6
                                    Chateau / Country House #6778769
                                    3
                                    Viewed 23 times in the last 48 hours
                                      Exceptional! 5/5
                                      (14 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Apartment #757059vb
                                      14
                                      Viewed 7 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (12 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Apartment #1198165a
                                        12
                                        Viewed 12 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (13 reviews)
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 7
                                          Barn #814311vb
                                          13
                                          Viewed 16 times in the last 48 hours
                                            Exceptional! 5/5
                                            (36 reviews)
                                            avg/night
                                            • 6 BR
                                            • 7 BA
                                            • Sleeps 12
                                            Villa #1570885
                                            36
                                            Viewed 36 times in the last 48 hours
                                              Exceptional! 5/5
                                              (7 reviews)
                                              avg/night
                                              • 4 BR
                                              • 4 BA
                                              • Sleeps 8
                                              Villa #6555585
                                              7
                                              Viewed 26 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (24 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Cottage #6078287
                                                24
                                                Viewed 20 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
                                                  Viewed 15 times in the last 48 hours
                                                    Excellent! 4.6/5
                                                    (11 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 6
                                                    Farmhouse #8461
                                                    11
                                                    Viewed 18 times in the last 48 hours
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 2
                                                      Villa #654136vb
                                                      4
                                                      Viewed 26 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (29 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 3
                                                        Apartment #1803159
                                                        29
                                                        Viewed 18 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (15 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Apartment #13190
                                                          15
                                                          Viewed 20 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (21 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            House #6046194
                                                            21
                                                            Viewed 38 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (39 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 3 BA
                                                              • Separate Toilet
                                                              • Sleeps 7
                                                              Villa #709879vb
                                                              39
                                                              Viewed 26 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (15 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                Multiple rentals House #734524
                                                                15
                                                                Viewed 15 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (12 reviews)
                                                                  avg/night
                                                                  • 5 BR
                                                                  • 3 BA
                                                                  • Sleeps 11
                                                                  Castle #445224
                                                                  12
                                                                  Viewed 140 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (17 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    Apartment #785711
                                                                    17
                                                                    Viewed 16 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (8 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Apartment #1870265
                                                                      8
                                                                      Viewed 9 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (16 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 4 BA
                                                                        • Sleeps 9
                                                                        Villa #3718707
                                                                        16
                                                                        Viewed 23 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (68 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 5
                                                                          House #6162521
                                                                          68
                                                                          Viewed 16 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 32 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (13 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Apartment #1627958
                                                                              13
                                                                              Viewed 25 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (24 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 4 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 10
                                                                                Multiple rentals Villa #1898892
                                                                                24
                                                                                Viewed 29 times in the last 48 hours
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 9
                                                                                  Chateau / Country House #2544354
                                                                                  2
                                                                                  Viewed 20 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (13 reviews)
                                                                                    avg/night
                                                                                    • Studio
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Apartment #1768734
                                                                                    13
                                                                                    Viewed 5 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (15 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      Farmhouse #654067vb
                                                                                      15
                                                                                      Viewed 8 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (11 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 6
                                                                                        Villa #64607vb
                                                                                        11
                                                                                        Viewed 6 times in the last 48 hours
                                                                                          Excellent! 4.4/5
                                                                                          (8 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 8
                                                                                          Villa #1856404
                                                                                          8
                                                                                          Viewed 15 times in the last 48 hours
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Chateau / Country House #1963556
                                                                                            4
                                                                                              Excellent! 4.7/5
                                                                                              (13 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Farmhouse #89525
                                                                                              13
                                                                                              Viewed 7 times in the last 48 hours
                                                                                                Exceptional! 5/5
                                                                                                (26 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Chateau / Country House #1641744
                                                                                                26
                                                                                                Viewed 29 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Multiple rentals Apartment #6521915
                                                                                                  4
                                                                                                  Viewed 10 times in the last 48 hours
                                                                                                    Very Good! 4/5
                                                                                                    (7 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 4
                                                                                                    Cottage #696005vb
                                                                                                    7
                                                                                                    Viewed 10 times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (47 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 4
                                                                                                      House #282678vb
                                                                                                      47
                                                                                                      Viewed 19 times in the last 48 hours

                                                                                                      Province of Siena Holiday Apartments & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Amazing apartment in Siena!

                                                                                                      5 of 5
                                                                                                      We absolutely loved our stay in Siena! We have stayed in lots of apartments across europe and this was our favourite! Beautifully decorated and really stylish but most of all it really felt like home! Really close to the centre of Siena and Francesca was lovely and really helpful. Would really recommend!
                                                                                                      • Review Submitted: Jun 24, 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