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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.

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  • Showing 1-50 of 300+
Additional service fee may apply.
    Exceptional! 5.0/5
    (47 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 8
    Apartment #1153926
    47
    Viewed 8 times in the last 48 hours
      Exceptional! 5.0/5
      (70 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      Chateau / Country House #436049vb
      70
      Viewed 6 times in the last 48 hours
        Exceptional! 5.0/5
        (51 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 4
        House #6235319
        51
        Viewed 35 times in the last 48 hours
          Wonderful! 4.9/5
          (13 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 7
          Barn #814311vb
          13
          Viewed 14 times in the last 48 hours
            Wonderful! 4.9/5
            (20 reviews)
            avg/night
            • 3 BR
            • 3 BA
            • Sleeps 6
            Villa #421433
            20
            Viewed 6 times in the last 48 hours
              Exceptional! 5.0/5
              (31 reviews)
              avg/night
              • 6 BR
              • 7 BA
              • Sleeps 12
              Villa #1570885
              31
              Viewed 21 times in the last 48 hours
                • 2 BR
                • 2 BA
                • Sleeps 4
                Cottage #8156600
                26
                  Wonderful! 4.9/5
                  (22 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 3
                  Apartment #1803159
                  22
                  Viewed 15 times in the last 48 hours
                    Wonderful! 4.9/5
                    (29 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    Apartment #1494217
                    29
                    Viewed 31 times in the last 48 hours
                      Exceptional! 5.0/5
                      (11 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      Apartment #757059vb
                      11
                      Viewed 6 times in the last 48 hours
                        Wonderful! 4.9/5
                        (15 reviews)
                        avg/night
                        • 6 BR
                        • 5 BA
                        • Separate Toilets
                        • Sleeps 14
                        Villa #1617223
                        15
                        Viewed 16 times in the last 48 hours
                          Exceptional! 5.0/5
                          (32 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Sleeps 7
                          Chateau / Country House #1225354
                          32
                          Viewed 6 times in the last 48 hours
                            Very Good! 4.0/5
                            (5 reviews)
                            avg/night
                            • 8 BR
                            • 4 BA
                            • Sleeps 16
                            Villa #1934854
                            5
                            Viewed 14 times in the last 48 hours
                              Wonderful! 4.8/5
                              (12 reviews)
                              avg/night
                              • Studio
                              • 1 BA
                              • Sleeps 4
                              Apartment #1768734
                              12
                              Viewed 6 times in the last 48 hours
                                Exceptional! 5.0/5
                                (24 reviews)
                                avg/night
                                • 2 BR
                                • 1 BA
                                • Sleeps 5
                                House #2196590
                                24
                                Viewed 21 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (30 reviews)
                                  avg/night
                                  • 3 BR
                                  • 3 BA
                                  • Separate Toilet
                                  • Sleeps 7
                                  Villa #709879vb
                                  30
                                  Viewed 15 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (8 reviews)
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 2
                                    Chateau / Country House #6115214
                                    8
                                    Viewed 7 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (18 reviews)
                                      avg/night
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 8
                                      Villa #1729396
                                      18
                                      Viewed 8 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (131 reviews)
                                        avg/night
                                        • 8 BR
                                        • 8 BA
                                        • Separate Toilet
                                        • Sleeps 16
                                        Villa #388827
                                        131
                                        Viewed 29 times in the last 48 hours
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          Cottage #8090547
                                          24
                                            Wonderful! 4.9/5
                                            (13 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Apartment #13190
                                            13
                                            Viewed 34 times in the last 48 hours
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Multiple rentals Apartment #6521915
                                              3
                                              Viewed 8 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (9 reviews)
                                                avg/night
                                                • 4 BR
                                                • 3 BA
                                                • Separate Toilet
                                                • Sleeps 6
                                                Villa #64607vb
                                                9
                                                Viewed 9 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (5 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 3
                                                  Multiple rentals Apartment #75284
                                                  5
                                                  Viewed 7 times in the last 48 hours
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 3
                                                    Apartment #6132548
                                                    66
                                                      Wonderful! 4.9/5
                                                      (30 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 5 BA
                                                      • Sleeps 10
                                                      Villa #275267
                                                      30
                                                      Viewed 25 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (29 reviews)
                                                        avg/night
                                                        • 6 BR
                                                        • 6 BA
                                                        • Separate Toilet
                                                        • Sleeps 12
                                                        Villa #1636667
                                                        29
                                                        Viewed 40 times in the last 48 hours
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 4
                                                          House #824486vb
                                                          3
                                                          Viewed 8 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (42 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 3
                                                            Apartment #50681
                                                            42
                                                            Viewed 19 times in the last 48 hours
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 2
                                                              Multiple rentals Apartment #75284
                                                              7
                                                                Wonderful! 4.9/5
                                                                (8 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Apartment #1627958
                                                                8
                                                                Viewed 8 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (9 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 12
                                                                  Multiple rentals Villa #1980452
                                                                  9
                                                                  Viewed 17 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (5 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    Apartment #6066838
                                                                    5
                                                                    Viewed 16 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (25 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Apartment #3877682
                                                                      25
                                                                      Viewed 12 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (6 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 4
                                                                        House #1820331
                                                                        6
                                                                        Viewed 8 times in the last 48 hours
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          House #582787vb
                                                                          3
                                                                          Viewed 24 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (10 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Multiple rentals Farmhouse #1067421
                                                                            10
                                                                            Viewed 11 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (17 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 4 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 10
                                                                              Multiple rentals Villa #1898892
                                                                              17
                                                                              Viewed 18 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (11 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 3
                                                                                Apartment #1620151
                                                                                11
                                                                                Viewed 11 times in the last 48 hours
                                                                                  Excellent! 4.7/5
                                                                                  (35 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  House #32221
                                                                                  35
                                                                                  Viewed 12 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (5 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Apartment #1839664
                                                                                    5
                                                                                    Viewed 13 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (42 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      Apartment #433025
                                                                                      42
                                                                                      Viewed 7 times in the last 48 hours
                                                                                        Very Good! 4.0/5
                                                                                        (5 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        Cottage #696005vb
                                                                                        5
                                                                                        Viewed 7 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (6 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          House #699686vb
                                                                                          6
                                                                                          Viewed 6 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (12 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 3
                                                                                            Apartment #1970048
                                                                                            12
                                                                                            Viewed 12 times in the last 48 hours
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 3
                                                                                              Apartment #1996686
                                                                                              2 Reviews
                                                                                                Wonderful! 4.9/5
                                                                                                (26 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 5
                                                                                                Apartment #8028949
                                                                                                26
                                                                                                Viewed 5 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (10 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Apartment #1198165a
                                                                                                  10
                                                                                                  Viewed 9 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (14 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 4
                                                                                                    Apartment #676796vb
                                                                                                    14
                                                                                                    Viewed 10 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (9 reviews)
                                                                                                      avg/night
                                                                                                      • 5 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 10
                                                                                                      Villa #6256561
                                                                                                      9
                                                                                                      Viewed 12 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Our Tuscan dream

                                                                                                      5 of 5
                                                                                                      Well equipped cottage with well-maintained garden and shared pool set I a tranquil village on the edge of Casole d'elsa. From the garden and the pool we had a wonderful view over the Tuscany. Owners are nice and care about all the thinks we asked and about the whole place. We recommend this place all persons who love the Tuscany and who would like to know the way of living in the Tuscan.
                                                                                                      • Review Submitted: 24-Nov-2016
                                                                                                      • Date of Stay: Oct 2016

                                                                                                      Lovely house with great views and all amenities.

                                                                                                      4 of 5
                                                                                                      Great rooms and spacious bathrooms. Very comfortable. Sweating area a bit small for 4 people in living area. Would like to return in summer when we could make more use of the beautiful terrace.
                                                                                                      • Review Submitted: 23-Nov-2016
                                                                                                      • Date of Stay: Nov 2016

                                                                                                      very nice

                                                                                                      5 of 5
                                                                                                      Lovely quiet spot with easy access . A hire car will allow you to explore the surrounding region. The apartment is lovely with all the basic requirements.
                                                                                                      • Review Submitted: 22-Nov-2016
                                                                                                      • Date of Stay: Oct 2016