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 Default Owner Icon

Holidaymakers searching for holiday rentals in Monticiano also enquired about villas in Cortona, apartments in Radicondoli and villas in Vinci

Make a self catering cottage or holiday rental in Monticiano, Tuscany your home away from home

This 12th century historic town of Monticiano is the perfect place to use as a base for exploring the treasures of Tuscany. It has castle remains which date back to the times of the bishops of Volterra. Equally old is the Church of Sant' Agostino, built in 1291, which has a beautiful baroque interior. Frescoes decorate the former monastery and chapter house. The surrounding countryside is rich is wildlife and flowers along with architectural monuments and natural geological wonders making it a beautiful place to explore at a leisurely pace.

Things to Do in Monticiano, Tuscany Hiking and Cycling

The rolling hills around your Mionticiano holiday home in Tuscany are perfect when explored on foot or by bicycle. The surrounding forest offers miles of footpaths and trails past cork trees, turkey oaks and beech trees.

Dining Out

Tuscany is famous for its excellent cuisine and its Chianti wine production. The local trattorias close to your Monticiano holiday home produce delicious dishes all made from locally reared meats, with the freshest vegetables, tomatoes, cheese and olive oil. Enjoy each small course during a leisurely meal with great waiter service.

Wine Tours

There are a number of vineyards in the area which can be toured, often by prior arrangement. The local wines can also be sampled in many local inns and restaurants.

Places to Visit Near Monticiano, Tuscany

Florence

A visit to the wonderful city of Florence is a must. It is one and a half hour's drive from your villa in Monticiano. Known for its architecture, art and frescoes, it is a charming but busy town to walk around. The pièce de résistance is the grand Duomo (Cathedral) and the Campanile (Bell Tower). Both have excellent views over the city from the top.

Look for the Fountain of Neptune with its marble sculpture at one end of the Roman aqueduct. The most famous bridge over the Arno River is the Ponte Vecchio, with its many tiny shops. The art museums are some of the finest in the world, so enjoy at least one day of culture here.

Sienna

Sienna is an important city in the area, just 20 minutes from Monticiano. It has a magnificent 12th century Duomo, with ornate architectural decoration. The baptismal font in the baptistery has decorations by Donatello. The shell-shaped Town Square also has many wonderful buildings and is known for its Palio horse races which take place on July 2nd and August 16th each year.

Castelnuovo Berardenga

Castelnuovo Berardenga makes a pleasant trip approximately 50km (30 miles) from Monticiano. The neoclassical church of Santi Giusto e Clemente has a wonderful Madonna with Child, created by Giovanni di Paolo in 1426, and other religious artwork.

Weather in Monticiano, Tuscany

The most pleasant months to visit Monticiano and the Tuscany region are from late April to mid-October. Average summer temperatures reach 32°C (89°F) with plenty of dry sunny weather for enjoying this beautiful area.

Travel to Monticiano, Tuscany

The main airport serving Monticiano in Tuscany is the Sienna (SAY) Airport. It is about 24 km (15 miles) from your Monticiano villa and has many national and international flights each day.

  • Showing 1-50 of 300+
  View Map Map
Additional service fee may apply.
    Wonderful! 4.9/5
    (49 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Separate Toilet
    • Sleeps 4
    Apartment #6059609
    49
    Viewed 20 times in the last 48 hours
      Wonderful! 4.8/5
      (10 reviews)
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 4
      Apartment #6970746
      10
        Wonderful! 4.8/5
        (23 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Separate Toilet
        • Sleeps 4
        Apartment #6123892
        23
        Viewed 12 times in the last 48 hours
          • 1 BR
          • 1 BA
          • Sleeps 2
          House #3867254
            • 1 BR
            • 1 BA
            • Sleeps 3
            Farmhouse #1752653
              Wonderful! 4.8/5
              (5 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 5
              Apartment #6970745
              5
                • 2 BR
                • 2 BA
                • Sleeps 7
                Villa #1683205
                  • 1 BR
                  • 1 BA
                  • Sleeps 5
                  Chateau / Country House #1052071
                  2
                    avg/night
                    • 4 BR
                    • 3 BA
                    • Sleeps 9
                    Villa #1930707
                    Viewed 8 times in the last 48 hours
                      • 3 BR
                      • 3 BA
                      • Sleeps 6
                      Villa #1983060
                        • 1 BR
                        • 1 BA
                        • Sleeps 2
                        Villa #1983063
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          Villa #1983062
                            • 1 BR
                            • 1 BA
                            • Sleeps 2
                            Villa #1983058
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              Villa #1983057
                                • 1 BR
                                • 1 BA
                                • Sleeps 2
                                Villa #1983061
                                  • 5 BR
                                  • 3 BA
                                  • Sleeps 10
                                  House #3667721
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    House #3872221
                                      Exceptional! 5/5
                                      (47 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      Apartment #1153926
                                      47
                                      Viewed 44 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (14 reviews)
                                        avg/night
                                        • 4 BR
                                        • 2 BA
                                        • Separate Toilet
                                        • Sleeps 8
                                        House #1630298
                                        14
                                        Viewed 203 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 37 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 56 times in the last 48 hours
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Multiple rentals Apartment #6521915
                                              3
                                              Viewed 24 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (10 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Apartment #1627958
                                                10
                                                Viewed 26 times in the last 48 hours
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #582787vb
                                                  3
                                                  Viewed 69 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (10 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Apartment #1198165a
                                                    10
                                                    Viewed 42 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (20 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Cottage #6078287
                                                      20
                                                      Viewed 27 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 29 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
                                                            Wonderful! 4.9/5
                                                            (14 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Apartment #13190
                                                            14
                                                            Viewed 13 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (18 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              House #17519
                                                              18
                                                              Viewed 22 times in the last 48 hours
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Apartment #4216056
                                                                1
                                                                Viewed 11 times in the last 48 hours
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  Chateau / Country House #6778769
                                                                  1
                                                                  Viewed 49 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Farmhouse #2554049
                                                                    3
                                                                    Viewed 15 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (40 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      Villa #6162112
                                                                      40
                                                                      Viewed 49 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 36 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (24 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 3
                                                                          Apartment #1803159
                                                                          24
                                                                          Viewed 30 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
                                                                              Wonderful! 4.9/5
                                                                              (18 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 4 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 10
                                                                              Multiple rentals Villa #1898892
                                                                              18
                                                                              Viewed 47 times in the last 48 hours
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Chateau / Country House #1963556
                                                                                3
                                                                                Viewed 40 times in the last 48 hours
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 5
                                                                                  Apartment #878094
                                                                                    Excellent! 4.7/5
                                                                                    (6 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Apartment #1870265
                                                                                    6
                                                                                    Viewed 13 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 23 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (7 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 4 BA
                                                                                        • Sleeps 8
                                                                                        House #6612002
                                                                                        7
                                                                                        Viewed 29 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (9 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          Apartment #1106728
                                                                                          9
                                                                                          Viewed 12 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 19 times in the last 48 hours
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Multiple rentals Apartment #6521915
                                                                                              Viewed 8 times in the last 48 hours
                                                                                                • 6 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 12
                                                                                                Villa #1893413
                                                                                                3
                                                                                                Viewed 48 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (24 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #6315017
                                                                                                  24
                                                                                                  Viewed 36 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (20 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    House #6046194
                                                                                                    20
                                                                                                    Viewed 38 times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (5 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 5
                                                                                                      Farmhouse #8026002
                                                                                                      5
                                                                                                      Viewed 10 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Monticiano Holiday Apartments & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      A perfect Tuscan getaway.

                                                                                                      5 of 5
                                                                                                      What a terrific place. We were greeted at the house by owners Tullio and Paula who were in the process of filling our welcome basket with fresh grapes and figs from the garden. They instantly made us feel at home and went out of their way to ensure that our holiday was a pleasure -- really wonderful people. We stayed in Capanna, one of several renovated properties on the Tenuta Larnianone estate. There were four of us in three bedrooms and each room had an ensuite bathroom. We were looking for a "Tuscan country house experience" and from inside to out it exceeded our expectations. The views were incredible -- postcard perfect sunrises and sunsets. The kitchen had everything we needed to prepare our own meals, including several bottles of the wine produced by the estate (we enjoyed it with our dinner). The house was very clean and well maintained. The overall condition was excellent. A car is highly recommended (a necessity really) but the driving in the area is pretty easy. There is plenty of parking around the Siena city perimeter and it's an easy walk or bus ride to the center of town from there. We parked at the train station for a day trip to Florence (a little over an hour away), and drove to places like Radda, Montalcino, and San Gimignano. From our first contact with Anna via Homeaway, the attention to detail, organization, and communication were outstanding. The location and accomodation were exactly what we wanted, but it was the geniune hospitatility of our hosts that made it a truly extraordinary visit -- one we'll remember for a very long time. We can't wait to get back!
                                                                                                      • Review Submitted: 17-Sep-2016
                                                                                                      • Date of Stay: Sep 2016

                                                                                                      Amazing 2 weeks in Casa Lisa

                                                                                                      5 of 5
                                                                                                      We had an amazing two weeks at Casa Lisa. It is a beautiful and well-equipped cottage with wonderful views and the swimming pool was fantastic for the children. We also saw lots of wildlife - wild boar, birds of prey, deer and plenty of lovely lizards. The location is great - Siena (1 hour), Massa Maritima (45 mins) and Florence (2 hours). and also for walking to the local village to eat in De Momo the fantastic local restaurant with delicious fresh ingredients, incredibly friendly staff and great local wine. Wish we could have stayed longer. Back to the drizzle now!
                                                                                                      • Review Submitted: 30-Aug-2016
                                                                                                      • Date of Stay: Aug 2016

                                                                                                      Tuscany at it's best!

                                                                                                      4 of 5
                                                                                                      The house was in a fantastic location and clean and tidy on arrival. We thoroughly enjoyed our stay and the villagers were friendly and helpful. You will need to be fit to enjoy the location to the full as it is a steep climb to the property but don't let this put you off as the views are spectacular.
                                                                                                      • Review Submitted: 29-Aug-2016
                                                                                                      • Date of Stay: Aug 2016