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.
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 Asciano also enquired about apartments in Lucca, apartments in Poggibonsi and villas in Gaiole in Chianti

Make a holiday rental home or condo in Asciano, Italy your home away from home

Asciano, just southeast of Siena in the heart of the Crete Senese, is a small rural hamlet in the beautiful Tuscan hills. The town was originally built in its current form during the medieval period, but ancient settlements by the Etruscans and Romans provide the area with an even richer and more diverse cultural heritage. Asciano offers the perfect getaway for families and couples looking to escape the city life, with many beautiful and isolated farmhouses and villas around the village.

Things to do in Asciano, Italy

Visitors to Asciano can explore the village on foot, where there are a number of historical sights of interest including the 11th century Sant’Agata basilica and its 13th century campanile.

Art lovers will also enjoy a trip to the Museo d’Arte Sacra, which holds numerous works by 13th and 14th century artists. The town’s Museo Archeologico is also worth a visit.

After a morning strolling around the village, visitors should then visit one of the local cafes to sample one of Italy’s two famous beverages – wine or coffee, or maybe both. If this hasn’t tired you out, the surrounding hills offer some spectacular views and are also worth exploring on foot or bicycle.

Places to visit on holiday in Asciano, Italy

A short drive to the south of Asciano is the Benedictine monastery of Monte Oliveto Maggiore, founded in the 14th century and now holding some notable frescoes detailing the legends of St. Benedictine.

One of Asciano’s neighbouring communes which is also definitely worth a day trip to is San Giovanni d’Asso, which is dominated by the magnificent castle. Those with a sweet tooth will also be interested to find that the castle is also home to the tartufo museum, a type of delicious local ice-cream.

Asciano is situated only around 29km from the town of Siena, a UNESCO World Heritage Site with several things for tourists to see. The main attraction is the Duomo, a beautiful 12th century cathedral which houses some great examples of Gothic architecture inside as well as the Museo dell’Opera del Duomo which features many works by Sienese master painters. Other points of interest around the town include the Piazza del Campo, the Torre del Mangia and the botanical gardens.

Weather in Asciano, Italy

As with most of Tuscany, Asciano provides a beautiful summer destination, with temperatures peaking at over 30C in July and August. The temperature remains mild even in the winter months though, and Asciano can make a pleasant winter getaway, raining on only around 1 in 3 days during January to March.

Flights to Asciano, Italy

The nearest airport to Asciano is Florence (FLR), although UK visitors will find a greater selection of flights into Pisa airport (PSA), which is served by several budget airlines. Hiring a car then provides the easiest way for holidaymakers to get to their self-catering accommodation in Asciano, as the village is 217km from the airport. The use of a car will also be a real bonus during any visit to the region given the rural nature of the area.

  • Showing 1-50 of 300+
Additional service fee may apply.
  View Map Map
    Wonderful! 4.9/5
    (35 reviews)
    avg/night
    • 2 BR
    • 3 BA
    • Sleeps 5
    Villa #62257
    35
    Viewed 23 times in the last 48 hours
      Wonderful! 4.9/5
      (13 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 6
      Apartment #13190
      13
      Viewed 32 times in the last 48 hours
        Wonderful! 4.8/5
        (10 reviews)
        avg/night
        • 5 BR
        • 3 BA
        • Sleeps 11
        Castle #445224
        10
        Viewed 100 times in the last 48 hours
          Exceptional! 5.0/5
          (11 reviews)
          avg/night
          • 3 BR
          • 4 BA
          • Sleeps 7
          Villa #6240427
          11
          Viewed 24 times in the last 48 hours
            Exceptional! 5.0/5
            (9 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            Apartment #1106728
            9
            Viewed 11 times in the last 48 hours
              Exceptional! 5.0/5
              (15 reviews)
              avg/night
              • 4 BR
              • 4 BA
              • Sleeps 9
              Villa #3718707
              15
              Viewed 36 times in the last 48 hours
                Wonderful! 4.8/5
                (5 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 5
                Apartment #1728572
                5
                Viewed 6 times in the last 48 hours
                  Exceptional! 5.0/5
                  (6 reviews)
                  avg/night
                  • 8 BR
                  • 10 BA
                  • Sleeps 20
                  Villa #1544781
                  6
                  Viewed 16 times in the last 48 hours
                    • 4 BR
                    • 5 BA
                    • Sleeps 8
                    Villa #1150779
                      • 5 BR
                      • 4 BA
                      • Sleeps 10
                      Villa #1150871
                        avg/night
                        • 4 BR
                        • 4 BA
                        • Sleeps 11
                        Chateau / Country House #1455741
                        Viewed 28 times in the last 48 hours
                          • 3 BR
                          • 2 BA
                          • Sleeps 7
                          Multiple rentals Farmhouse #1031717
                          4
                          Viewed 54 times in the last 48 hours
                            • 3 BR
                            • 2 BA
                            • Sleeps 5
                            Multiple rentals Farmhouse #1031717
                            Viewed 13 times in the last 48 hours
                              • 1 BR
                              • 1 BA
                              • Sleeps 2
                              Multiple rentals Farmhouse #1031717
                              1
                              Viewed 5 times in the last 48 hours
                                • 2 BR
                                • 2 BA
                                • Sleeps 4
                                Multiple rentals Farmhouse #1031717
                                Viewed 6 times in the last 48 hours
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  Multiple rentals Farmhouse #1031717
                                    • 7 BR
                                    • 7 BA
                                    • Separate Toilets
                                    • Sleeps 21
                                    Villa #1150715
                                      • 5 BR
                                      • 5 BA
                                      • Sleeps 13
                                      Multiple rentals Villa #6347473
                                      7
                                        Wonderful! 4.9/5
                                        (13 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Apartment #440247vb
                                        13
                                        Viewed 7 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (20 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          Apartment #6137058
                                          20
                                          Viewed 8 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (14 reviews)
                                            avg/night
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 10
                                            Farmhouse #3749715
                                            14
                                            Viewed 6 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (10 reviews)
                                              avg/night
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 5
                                              Apartment #1544394
                                              10
                                              Viewed 11 times in the last 48 hours
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Castle #3878514
                                                4
                                                Viewed 14 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (18 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 4 BA
                                                  • Sleeps 10
                                                  House #6297132
                                                  18
                                                  Viewed 8 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (10 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 5
                                                    Chateau / Country House #6606103
                                                    10
                                                    Viewed 16 times in the last 48 hours
                                                      • 7 BR
                                                      • 5 BA
                                                      • Sleeps 16
                                                      Multiple rentals Villa #6347473
                                                      2
                                                        avg/night
                                                        • 3 BR
                                                        • 1 BA
                                                        • Separate Toilet
                                                        • Sleeps 8
                                                        Apartment #6504382
                                                        2
                                                        Viewed 5 times in the last 48 hours
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Apartment #1505835
                                                          4
                                                            Exceptional! 5.0/5
                                                            (8 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Apartment #1683498
                                                            8
                                                              Wonderful! 4.9/5
                                                              (12 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 3 BA
                                                              • Separate Toilet
                                                              • Sleeps 8
                                                              Villa #480553vb
                                                              12
                                                              Viewed 20 times in the last 48 hours
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                House #1681010
                                                                Viewed 7 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (8 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 5
                                                                  Apartment #578973vb
                                                                  8
                                                                  Viewed 7 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Chateau / Country House #6610577
                                                                    20
                                                                      Wonderful! 4.9/5
                                                                      (16 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 6
                                                                      House #1614367
                                                                      16
                                                                      Viewed 5 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        Multiple rentals Condo #750298
                                                                        1
                                                                        Viewed 45 times in the last 48 hours
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 5
                                                                          Farmhouse #6711477
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Apartment #1634008
                                                                            Viewed 6 times in the last 48 hours
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              Apartment #1694047
                                                                              2
                                                                                Excellent! 4.7/5
                                                                                (19 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                Apartment #6420365
                                                                                19
                                                                                Viewed 9 times in the last 48 hours
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Villa #1881629
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 3
                                                                                    Apartment #1634010
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 7
                                                                                      Villa #6481957
                                                                                      2
                                                                                      Viewed 7 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        Apartment #1638179
                                                                                        2
                                                                                        Viewed 11 times in the last 48 hours
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Multiple rentals Apartment #750298
                                                                                          1
                                                                                          Viewed 8 times in the last 48 hours
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            Chateau / Country House #6511841
                                                                                            2
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Apartment #3709503
                                                                                              1
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Villa #1799654
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 5
                                                                                                  Farmhouse #6473403
                                                                                                  1
                                                                                                  Viewed 6 times in the last 48 hours
                                                                                                  • 1 - 50 of 300+
                                                                                                   

                                                                                                  Recent Reviews

                                                                                                  Perfect location and wonderful countryside

                                                                                                  5 of 5
                                                                                                  The drive up from d Arbia was beautiful and Anna and Francesca made us very welcome. It is a stunning location from which to explore some of Tuscany and after a day's sightseeing, it was lovely to return to with it's peace and tranquility. Clean and well maintained and very secure, comfortable beds and plenty of hanging space for clothes. Would recommend to friends and family.
                                                                                                  • Review Submitted: 07-Oct-2016
                                                                                                  • Date of Stay: Sep 2016

                                                                                                  cool holidays...

                                                                                                  5 of 5
                                                                                                  My family and two other families of friends we had a great week at this villa, eating every night in the beautiful veranda. the villa is situated on top of a hill with a spectacular view. During the days we did a lot of hiking in the beautiful cities close to us. Very pretty little village of Montisi which is three kilometers. Luigi has been very considerate and gave us numerous places to visit.
                                                                                                  • Review Submitted: 26-Sep-2016
                                                                                                  • Date of Stay: Sep 2016

                                                                                                  Excellent - nothing less than 5 star!

                                                                                                  5 of 5
                                                                                                  Property was a little larger than we expected and provided lots of room for our party. The villa was easy to find and had views even better than we dared hope - quite stunning at all times of the day and in all directions. Amenities at the property were generally very good and only occasionally did we feel short of anything. The pool was wonderful and seemed to be cleaned early each day. We loved visiting the nearby hill towns - sometimes retracing trips of several years earlier and sometimes discovering new ones. The property was also convenient enough to easily visit Sienna and Florence - both of which draw us back on every Tuscan holiday. Montisi is a sweet little village and we used the local shop on several occasions - the ladies there were very helpful and welcoming. We went to the substantial and excellent Famila supermarket in Sinalunga for 'bigger' shops. Luigi was very welcoming on the first day but we had no recourse to bother him thereafter. Overall the best villa of our many family visits to Italy. We aim to go back soon.
                                                                                                  • Review Submitted: 06-Sep-2016
                                                                                                  • Date of Stay: Aug 2016