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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.

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Monticiano Holiday Apartments & Villas (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    Wonderful! 4.9/5
    (49 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Separate Toilet
    • Sleeps 4
    Apartment #6059609
    49
      • 1 BR
      • 1 BA
      • Sleeps 3
      Farmhouse #1752653
        • 2 BR
        • 2 BA
        • Sleeps 5
        Multiple rentals House #1675396
        5
          • 1 BR
          • 1 BA
          • Sleeps 4
          Multiple rentals Apartment #1675396
          10
            • 1 BR
            • 1 BA
            • Sleeps 5
            Chateau / Country House #1052071
            2 Reviews
              • 1 BR
              • 1 BA
              • Sleeps 2
              House #3867254
                • 4 BR
                • 3 BA
                • Sleeps 9
                Villa #1930707
                  • 2 BR
                  • 2 BA
                  • Sleeps 7
                  Villa #1683205
                    • 2 BR
                    • 2 BA
                    • Sleeps 4
                    Villa #1983057
                      • 1 BR
                      • 1 BA
                      • Sleeps 2
                      Villa #1983062
                        • 3 BR
                        • 3 BA
                        • Sleeps 6
                        Villa #1983060
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          Villa #1983063
                            • 1 BR
                            • 1 BA
                            • Sleeps 2
                            Villa #1983058
                              • 1 BR
                              • 1 BA
                              • Sleeps 2
                              Villa #1983061
                                • 2 BR
                                • 2 BA
                                • Sleeps 4
                                House #3872221
                                  Exceptional! 5.0/5
                                  (47 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 8
                                  Apartment #1153926
                                  47
                                  Viewed 14 times in the last 48 hours
                                    • 4 BR
                                    • 2 BA
                                    • Separate Toilet
                                    • Sleeps 8
                                    Apartment #6899241
                                    Viewed 21 times in the last 48 hours
                                      avg/night
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Chateau / Country House #1963556
                                      3
                                      Viewed 11 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (29 reviews)
                                        avg/night
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 8
                                        Farmhouse #435593vb
                                        29
                                        Viewed 17 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (7 reviews)
                                          avg/night
                                          • 4 BR
                                          • 4 BA
                                          • Sleeps 8
                                          House #6612002
                                          7
                                          Viewed 26 times in the last 48 hours
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Farmhouse #2559183
                                            1 Review
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 6
                                              Apartment #1619439
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 10
                                                House #2295508
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Apartment #6473808
                                                    • 4 BR
                                                    • 4 BA
                                                    • Sleeps 8
                                                    House #6687871
                                                    6
                                                      Wonderful! 4.9/5
                                                      (13 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Apartment #13190
                                                      13
                                                      Viewed 25 times in the last 48 hours
                                                        avg/night
                                                        • Studio
                                                        • 1 BA
                                                        • Sleeps 5
                                                        Apartment #812922
                                                        3
                                                        Viewed 32 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (8 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          Castle #3878711
                                                          8
                                                          Viewed 13 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (66 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Separate Toilet
                                                            • Sleeps 5
                                                            House #6162521
                                                            66
                                                            Viewed 8 times in the last 48 hours
                                                              Excellent! 4.4/5
                                                              (7 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Separate Toilet
                                                              • Sleeps 6
                                                              Apartment #6379067
                                                              7
                                                              Viewed 5 times in the last 48 hours
                                                                avg/night
                                                                • 5 BR
                                                                • 5 BA
                                                                • Separate Toilet
                                                                • Sleeps 10
                                                                Villa #1097226
                                                                4
                                                                Viewed 6 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (32 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • Sleeps 7
                                                                  Chateau / Country House #1225354
                                                                  32
                                                                  Viewed 5 times in the last 48 hours
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Apartment #6715725
                                                                    4
                                                                    Viewed 17 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (6 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Apartment #479613vb
                                                                      6
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 7
                                                                        Chateau / Country House #1766739
                                                                        1 Review
                                                                          Exceptional! 5.0/5
                                                                          (5 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          Apartment #6066838
                                                                          5
                                                                          Viewed 8 times in the last 48 hours
                                                                            Excellent! 4.7/5
                                                                            (10 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Multiple rentals Farmhouse #455240
                                                                            10
                                                                            Viewed 16 times in the last 48 hours
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Castle #3878514
                                                                              4
                                                                              Viewed 8 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 5
                                                                                Apartment #6515496
                                                                                3
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Apartment #6493554
                                                                                  4
                                                                                    Wonderful! 4.8/5
                                                                                    (12 reviews)
                                                                                    avg/night
                                                                                    • Studio
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Apartment #1768734
                                                                                    12
                                                                                    Viewed 18 times in the last 48 hours
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 5
                                                                                      Apartment #6060387
                                                                                      4
                                                                                        Wonderful! 4.9/5
                                                                                        (36 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 5
                                                                                        Villa #261912vb
                                                                                        36
                                                                                        Viewed 10 times in the last 48 hours
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          Multiple rentals Apartment #455240
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            Apartment #6789553
                                                                                            Viewed 8 times in the last 48 hours
                                                                                              Excellent! 4.7/5
                                                                                              (6 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Apartment #1870265
                                                                                              6
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                Apartment #6484784
                                                                                                9
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #582787vb
                                                                                                  3
                                                                                                  Viewed 32 times in the last 48 hours
                                                                                                  • 1 - 50 of 300+
                                                                                                   

                                                                                                  Recent Reviews

                                                                                                  Lovely charming flat, great views, great location

                                                                                                  5 of 5
                                                                                                  Casa Cavalli was really comfortable and charming, had lovely views and was on a beautiful estate in the Maremma - it was a great base to go site-seeing as well as to head to the beaches. The flat is geared to visiting guests, and the owner gave us many recomendations. Great local restaurants nearby. Staff were helpful and polite.
                                                                                                  • Review Submitted: 19-May-2016
                                                                                                  • Date of Stay: May 2016

                                                                                                  Beautiful rural retreat

                                                                                                  4 of 5
                                                                                                  This home from home in a very quiet part of Tuscany really encourages you to relax. Very clean and well presented. The owner is helpful and informative. I would highly recommend this farmhouse. Very suitable for a large group. Wine tasting in Montalcino and Montepulciano in easy reach. The monastery at Sant Antimo is a peaceful gem.
                                                                                                  • Review Submitted: 22-Oct-2015
                                                                                                  • Date of Stay: Aug 2015

                                                                                                  Perfect Tuscan getaway

                                                                                                  5 of 5
                                                                                                  We had the most perfect stay in Casole D'Elsa. The views are stunning. The apartment had everything we needed and more. It's worth the slightly bumpy track to get there!! It was a great location to explore Tuscany - Siena/San Gimignano/Chianti. Sante was really helpful and hospitable. There are even some friendly cats! I couldn't recommend this place enough and would love to go back! Grazie!!! Caroline & Erika September 2015
                                                                                                  • Review Submitted: 03-Oct-2015
                                                                                                  • Date of Stay: Sep 2015