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

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.

Additional service fee may apply.
  View Map Map
    Exceptional! 5/5
    (47 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 8
    Apartment #1153926
    47
    Viewed 33 times in the last 48 hours
      Exceptional! 5/5
      (54 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 4
      House #6235319
      54
      Viewed 83 times in the last 48 hours
        Exceptional! 5/5
        (8 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 2
        Chateau / Country House #6115214
        8
        Viewed 85 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 50 times in the last 48 hours
            Wonderful! 4.9/5
            (75 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 6
            Chateau / Country House #436049vb
            75
            Viewed 59 times in the last 48 hours
              Exceptional! 5/5
              (26 reviews)
              avg/night
              • 4 BR
              • 3 BA
              • Sleeps 10
              Villa #6415307
              26
              Viewed 70 times in the last 48 hours
                Exceptional! 5/5
                (31 reviews)
                avg/night
                • 6 BR
                • 7 BA
                • Sleeps 12
                Villa #1570885
                31
                Viewed 83 times in the last 48 hours
                  • 2 BR
                  • 2 BA
                  • Sleeps 5
                  House #824486vb
                  3
                  Viewed 24 times in the last 48 hours
                    Wonderful! 4.9/5
                    (9 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    Apartment #1627958
                    9
                    Viewed 18 times in the last 48 hours
                      Exceptional! 5/5
                      (4 reviews)
                      avg/night
                      • 5 BR
                      • 5 BA
                      • Separate Toilet
                      • Sleeps 10
                      Villa #1097226
                      4
                      Viewed 52 times in the last 48 hours
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        House #582787vb
                        3
                        Viewed 48 times in the last 48 hours
                          Wonderful! 4.9/5
                          (21 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Sleeps 6
                          Villa #421433
                          21
                          Viewed 57 times in the last 48 hours
                            Exceptional! 5/5
                            (24 reviews)
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 5
                            House #2196590
                            24
                            Viewed 20 times in the last 48 hours
                              Wonderful! 4.9/5
                              (13 reviews)
                              avg/night
                              • 3 BR
                              • 3 BA
                              • Sleeps 7
                              Barn #814311vb
                              13
                              Viewed 24 times in the last 48 hours
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                Multiple rentals Apartment #6521915
                                3
                                Viewed 26 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 19 times in the last 48 hours
                                    Exceptional! 5/5
                                    (11 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Apartment #757059vb
                                    11
                                    Viewed 17 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (22 reviews)
                                      avg/night
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 3
                                      Apartment #435134
                                      22
                                      Viewed 22 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (36 reviews)
                                        avg/night
                                        • 2 BR
                                        • 3 BA
                                        • Sleeps 5
                                        Villa #62257
                                        36
                                        Viewed 63 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (12 reviews)
                                          avg/night
                                          • Studio
                                          • 1 BA
                                          • Sleeps 4
                                          Apartment #1768734
                                          12
                                          Viewed 27 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (20 reviews)
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Cottage #6078287
                                            20
                                            Viewed 16 times in the last 48 hours
                                              Exceptional! 5/5
                                              (14 reviews)
                                              avg/night
                                              • 3 BR
                                              • 3 BA
                                              • Separate Toilet
                                              • Sleeps 4
                                              Multiple rentals Chateau / Country House #1898892
                                              14
                                              Viewed 39 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (13 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Apartment #13190
                                                13
                                                Viewed 17 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (10 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 3 BA
                                                  • Sleeps 11
                                                  Castle #445224
                                                  10
                                                  Viewed 134 times in the last 48 hours
                                                    Very Good! 4/5
                                                    (5 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    Cottage #696005vb
                                                    5
                                                    Viewed 24 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (9 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 5 BA
                                                      • Sleeps 12
                                                      Villa #1812215
                                                      9
                                                      Viewed 33 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (5 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        Apartment #6066838
                                                        5
                                                        Viewed 9 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 32 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (23 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 3
                                                            Apartment #1803159
                                                            23
                                                            Viewed 19 times in the last 48 hours
                                                              Very Good! 4/5
                                                              (5 reviews)
                                                              avg/night
                                                              • 8 BR
                                                              • 4 BA
                                                              • Sleeps 16
                                                              Villa #1934854
                                                              5
                                                              Viewed 38 times in the last 48 hours
                                                                Exceptional! 5/5
                                                                (29 reviews)
                                                                avg/night
                                                                • 6 BR
                                                                • 6 BA
                                                                • Separate Toilet
                                                                • Sleeps 12
                                                                Villa #1636667
                                                                29
                                                                Viewed 37 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (6 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Apartment #1870265
                                                                  6
                                                                  Viewed 7 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (30 reviews)
                                                                    avg/night
                                                                    • 5 BR
                                                                    • 5 BA
                                                                    • Sleeps 10
                                                                    Villa #275267
                                                                    30
                                                                    Viewed 41 times in the last 48 hours
                                                                      Excellent! 4.7/5
                                                                      (13 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Farmhouse #89525
                                                                      13
                                                                      Viewed 14 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (134 reviews)
                                                                        avg/night
                                                                        • 8 BR
                                                                        • 8 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 16
                                                                        Villa #388827
                                                                        134
                                                                        Viewed 85 times in the last 48 hours
                                                                          Excellent! 4.4/5
                                                                          (8 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • Sleeps 8
                                                                          Villa #1856404
                                                                          8
                                                                          Viewed 43 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (67 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 5
                                                                            House #6162521
                                                                            67
                                                                            Viewed 23 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (10 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 5
                                                                              Multiple rentals Apartment #734524
                                                                              10
                                                                              Viewed 26 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                Chateau / Country House #6778769
                                                                                1
                                                                                Viewed 22 times in the last 48 hours
                                                                                  Exceptional! 5/5
                                                                                  (32 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 7
                                                                                  Chateau / Country House #1225354
                                                                                  32
                                                                                  Viewed 11 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (4 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Villa #654136vb
                                                                                    4
                                                                                    Viewed 47 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (9 reviews)
                                                                                      avg/night
                                                                                      • 5 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 10
                                                                                      Villa #6256561
                                                                                      9
                                                                                      Viewed 40 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (18 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 4 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 10
                                                                                        Multiple rentals Villa #1898892
                                                                                        18
                                                                                        Viewed 54 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 16 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (14 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            Multiple rentals House #734524
                                                                                            14
                                                                                            Viewed 35 times in the last 48 hours
                                                                                              Exceptional! 5/5
                                                                                              (8 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 7
                                                                                              House #896546
                                                                                              8
                                                                                              Viewed 33 times in the last 48 hours
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 3
                                                                                                Apartment #1996686
                                                                                                2
                                                                                                Viewed 8 times in the last 48 hours
                                                                                                  Exceptional! 5/5
                                                                                                  (6 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Apartment #479613vb
                                                                                                  6
                                                                                                  Viewed 37 times in the last 48 hours
                                                                                                    Exceptional! 5/5
                                                                                                    (6 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #699686vb
                                                                                                    6
                                                                                                    Viewed 83 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (20 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      House #6046194
                                                                                                      20
                                                                                                      Viewed 12 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      UNFORGETTABLE!

                                                                                                      5 of 5
                                                                                                      This was a trip of a lifetime. The spectacular views, the rustic Barn, the food, the wine, the people, and of course Serena made it unforgettable. We hope to make the visit to Tuscany and The Barn a new Thanksgiving tradition. The property was exactly as described on the website and viewed in the pictures. It was very clean and well maintained. The house had everything you needed from pots and pans to umbrellas, espresso maker, tea kettle, spices even sporting equipment. There's even thyme and rosemary growing around the property. I highly recommend this property to anyone looking to make unforgettable memories with friends and family. Oh, one more plus, each bedroom has its own bathroom!
                                                                                                      • Review Submitted: 28-Nov-2016
                                                                                                      • Date of Stay: Nov 2016

                                                                                                      Wonderful villa in a beautiful setting

                                                                                                      4 of 5
                                                                                                      This is a beautiful villa, beautifully situated on a mountaintop with wonderful views of the Chianti region from every window of the villa. The villa works great for a multi-generational get-together, as it is divided into 3 separate apartments. The grounds of the villa are gorgeous and well-kept and the pool is well-maintained. A car is necessary for any outings, as the villa is quite remote and only accessed by dirt roads. There are no restaurants, shopping or other amenities within walking distance, so a vehicle is necessary to enjoy the wonderful Chianti area. We only have good things to say about the housekeeper/keyholder, who assisted us in many aspects. All in all the villa lived fully up to our expectations and more.
                                                                                                      • Review Submitted: 13-Oct-2016
                                                                                                      • Date of Stay: Sep 2016

                                                                                                      Comfortable and quiet property in a super location!

                                                                                                      5 of 5
                                                                                                      This property is ideally situated for exploring some beautiful Tuscan towns and viewing the beautiful scenery. Easy to get to from the motorway. Comfortable villa with everything you need. The hosts were wonderful, helpful and informative at every point. There's plenty to do in the area without having to travel miles to get there. If you want a quiet day at home then the pool area is comfortable and private. We would certainly return and book this villa again.
                                                                                                      • Review Submitted: 29-Sep-2016
                                                                                                      • Date of Stay: Sep 2016