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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 236 times in the last 48 hours
      Wonderful! 4.9/5
      (37 reviews)
      avg/night
      • 2 BR
      • 3 BA
      • Sleeps 5
      Villa #62257
      37
      Viewed 42 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 107 times in the last 48 hours
          Wonderful! 4.9/5
          (29 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • Sleeps 10
          Villa #6415307
          29
          Viewed 57 times in the last 48 hours
            Wonderful! 4.8/5
            (6 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            House #824486vb
            6
            Viewed 31 times in the last 48 hours
              Wonderful! 4.9/5
              (7 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 6
              House #582787vb
              7
              Viewed 69 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 39 times in the last 48 hours
                  Wonderful! 4.9/5
                  (59 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 5
                  House #6190174
                  59
                  Viewed 37 times in the last 48 hours
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    Apartment #4216056
                    2
                    Viewed 13 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 51 times in the last 48 hours
                          Exceptional! 5/5
                          (28 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 5
                          House #2196590
                          28
                          Viewed 37 times in the last 48 hours
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            House #6896531
                            4
                            Viewed 17 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 46 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 24 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 23 times in the last 48 hours
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 6
                                    Chateau / Country House #6778769
                                    3
                                    Viewed 21 times in the last 48 hours
                                      Exceptional! 5/5
                                      (14 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Apartment #757059vb
                                      14
                                      Viewed 6 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (12 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Apartment #1198165a
                                        12
                                        Viewed 24 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (13 reviews)
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 7
                                          Barn #814311vb
                                          13
                                          Viewed 18 times in the last 48 hours
                                            Exceptional! 5/5
                                            (36 reviews)
                                            avg/night
                                            • 6 BR
                                            • 7 BA
                                            • Sleeps 12
                                            Villa #1570885
                                            36
                                            Viewed 53 times in the last 48 hours
                                              Exceptional! 5/5
                                              (7 reviews)
                                              avg/night
                                              • 4 BR
                                              • 4 BA
                                              • Sleeps 8
                                              Villa #6555585
                                              7
                                              Viewed 32 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (24 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Cottage #6078287
                                                24
                                                Viewed 21 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 10 times in the last 48 hours
                                                    Excellent! 4.6/5
                                                    (11 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 6
                                                    Farmhouse #8461
                                                    11
                                                    Viewed 22 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (28 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 3
                                                      Apartment #1803159
                                                      28
                                                      Viewed 16 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (15 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Apartment #13190
                                                        15
                                                        Viewed 26 times in the last 48 hours
                                                          Excellent! 4.7/5
                                                          (21 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 6
                                                          House #6046194
                                                          21
                                                          Viewed 40 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 30 times in the last 48 hours
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 2
                                                              Villa #654136vb
                                                              4
                                                              Viewed 15 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 138 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (17 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    Apartment #785711
                                                                    17
                                                                    Viewed 24 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (8 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Apartment #1870265
                                                                      8
                                                                      Viewed 16 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (16 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 4 BA
                                                                        • Sleeps 9
                                                                        Villa #3718707
                                                                        16
                                                                        Viewed 31 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 23 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 24 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (13 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Apartment #1627958
                                                                              13
                                                                              Viewed 12 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 26 times in the last 48 hours
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 9
                                                                                  Chateau / Country House #2544354
                                                                                  2
                                                                                  Viewed 18 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (13 reviews)
                                                                                    avg/night
                                                                                    • Studio
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Apartment #1768734
                                                                                    13
                                                                                    Viewed 6 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (15 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      Farmhouse #654067vb
                                                                                      15
                                                                                      Viewed 14 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 11 times in the last 48 hours
                                                                                          Excellent! 4.4/5
                                                                                          (8 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 8
                                                                                          Villa #1856404
                                                                                          8
                                                                                          Viewed 19 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Chateau / Country House #1963556
                                                                                            4
                                                                                            Viewed 6 times in the last 48 hours
                                                                                              Excellent! 4.7/5
                                                                                              (13 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Farmhouse #89525
                                                                                              13
                                                                                              Viewed 8 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 30 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Multiple rentals Apartment #6521915
                                                                                                  4
                                                                                                  Viewed 11 times in the last 48 hours
                                                                                                    Very Good! 4/5
                                                                                                    (7 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 4
                                                                                                    Cottage #696005vb
                                                                                                    7
                                                                                                    Viewed 7 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
                                                                                                      • 1 - 50 of 300+

                                                                                                      Province of Siena Holiday Apartments & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      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

                                                                                                      Perfect holiday home in Tuscany

                                                                                                      5 of 5
                                                                                                      Our stay at Capanna on the Tenuta Larnianone Estate was absolutely perfect. We were met by Tullio, one of the owners, and shown to the property. Capanna was a lovely home with everything we needed. The house was clean and in good working order. The Estate itself is beautiful and we spent a third of our stay on the Estate, walking in the mornings and enjoying spotting lizards, deer and various birds including hoopoes. In the afternoons we went to the pool which was clean and well maintained. Pool towels were provided and there were plenty of sun loungers too. Whichever way you turned, the view was outstandingly beautiful. The house had outside table and chairs so we ate our breakfast outside each morning in the lovely sunshine, listening to the birds, and many lunches and evening drinks were taken there too. We had many trips out including Siena, Volterra, Sangimignano, Florence and Pisa and yet there is still so much we didn't have time to fit in. We ate at one of the local restaurants, recommended by the owners and it was our favourite meal of the holiday. It was a very relaxing and peaceful holiday but the owners were available if we needed them and were very hospitable. Thank you so much Tullio and Paola. We had a perfect holiday in Capanna and would love to come back and visit again. We will never forget this lovely family holiday.
                                                                                                      • Review Submitted: Jun 07, 2017
                                                                                                      • Date of Stay: May 2017