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Holidaymakers searching for holiday rentals in Pienza also enquired about apartments in Montepulciano, villas in Cortona and apartments in Lucca

Make a holiday rental home or villa in Pienza, Italy your home away from home

Pienza is a town located in the heart of Tuscany, Italy. It is known as the “Touchstone of Renaissance Urbanism” and has been a UNESCO-declared World Heritage Site since 1996.

Due to its location deep in the heart of the Val d’Orcia, the surrounding landscape is untouched, and houses some of the region’s most beautiful landscape. Pienza is slightly off the usual tourist route, so allows visitors to get off the beaten track and experience a model of real Tuscan life.

Popular accommodations include renovated farm houses and other rental accommodations. Why not enjoy a holiday rental in Pienza, Tuscany for your next vacation?

Things to do in Pienza, Italy

The town’s central piazza is defined by four buildings. One the west side is the Palazzo Piccolomini, known for its beautiful gardens, which offer spectacular views of the surrounding Val d’Orcia countryside. The piazza is dominated by the Duomo, one of the first cathedrals to be designed during the Renaissance. The Piccolomini and Borgia Palaces and also are a testimony to architect Bernardo Rosselino. His extraordinary vision has made the town’s historic centre one of the finest in the world. Many other 14th and 15th Century buildings are dotted around the town, making it an enjoyable sightseeing opportunity.

A popular method of enjoying the surrounding countryside is to hire a bike, allowing you to cover more distance than on foot (though trekking in the hills is also popular). By hiring a bike you will be able to visit several of the regions farms and wineries for tasting sessions, though don’t overdo it if you have to cycle back! Some of these also offer food, making a winery tour a day-long excursion. What could be better than soaking up the Tuscan sun with a glass of locally-made wine?

Places to visit on holiday in Pienza, Italy

Whilst holidaying in Pienza you may wish to get out of the countryside and into the bigger cities. Indeed, as you will likely be flying into either Rome or Pisa, you are presented with a great opportunity to explore one of these historic cities and world-famous monuments.

If you hired a car to get to Pienza, you could also use this to see more of the Val d’Orcia region, which extends from the hills south of Siena to Monte Amiata. Recommended destinations include Radicofani and Montalcino

Weather in Pienza, Italy

The climate of Tuscany has different characteristics depending on the area, and Pienza is no different. The summer months reach an average of 28C, making it more bearable than some other Tuscan regions. Autumn and Spring are also pleasant times to visit, and the winters are mild, so in short, any time of year is great for a holiday rental in Pienza.

Flights to Pienza, Italy

There are two choices of Airport in order to reach Pienza, - Rome (FCO) and Pisa (PSA). Several UK airlines run regular flights to these destinations. You can then take public transport from there to Pienza, though car hire is a lot easier as buses do not run that frequently.

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    • 4 BR
    • 4 BA
    • Sleeps 8
    Multiple rentals Villa #812782
    7
      • 2 BR
      • 2 BA
      • Sleeps 4
      Multiple rentals Villa #812782
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        Excellent! 4.4/5
        (16 reviews)
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        • 2 BR
        • 2 BA
        • Sleeps 5
        Apartment #167744vb
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          Exceptional! 5.0/5
          (16 reviews)
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          • 2 BR
          • 2 BA
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          Apartment #486189vb
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          Viewed 7 times in the last 48 hours
            • 1 BR
            • 1 BA
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            House #2486857
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              Apartment #6710973
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                Apartment #6816248
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                  • 8 BR
                  • 8 BA
                  • Sleeps 12
                  Villa #6556491
                  Viewed 7 times in the last 48 hours
                    • 4 BR
                    • 4 BA
                    • Separate Toilets
                    • Sleeps 10
                    Villa #4315688
                    Viewed 6 times in the last 48 hours
                      • 8 BR
                      • 8 BA
                      • Separate Toilet
                      • Sleeps 19
                      Villa #6548383
                        • 4 BR
                        • 4 BA
                        • Sleeps 8
                        Villa #1810426
                          • 7 BR
                          • 5 BA
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                          Villa #6489127
                            • 8 BR
                            • 8 BA
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                            Villa #1799629
                              • 6 BR
                              • 6 BA
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                              Villa #6487445
                                • 8 BR
                                • 1 BA
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                                Villa #1810676
                                  • 5 BR
                                  • 3 BA
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                                  Villa #1810450
                                    • 6 BR
                                    • 6 BA
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                                    Villa #1799610
                                      • 6 BR
                                      • 6 BA
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                                      Villa #1810198
                                        • 5 BR
                                        • 6 BA
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                                        Villa #1810197
                                          • 1 BR
                                          • 1 BA
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                                          House #2486856
                                            • 2 BR
                                            • 2 BA
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                                            Apartment #1810585
                                              • 2 BR
                                              • 2 BA
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                                              Apartment #1810586
                                                • 1 BR
                                                • 2 BA
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                                                House #2486839
                                                  • 3 BR
                                                  • 4 BA
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                                                  House #2488973
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                                                    • 4 BR
                                                    • 5 BA
                                                    • Sleeps 9
                                                    House #6667331
                                                    Viewed 13 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (74 reviews)
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                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Chateau / Country House #436049vb
                                                      74
                                                      Viewed 60 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (26 reviews)
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                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        Villa #6415307
                                                        26
                                                        Viewed 72 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (8 reviews)
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                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          Chateau / Country House #6115214
                                                          8
                                                          Viewed 37 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (11 reviews)
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                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Apartment #757059vb
                                                            11
                                                            Viewed 10 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (35 reviews)
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                                                              • 2 BR
                                                              • 3 BA
                                                              • Sleeps 5
                                                              Villa #62257
                                                              35
                                                              Viewed 26 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (42 reviews)
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                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 3
                                                                Apartment #50681
                                                                42
                                                                Viewed 13 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (9 reviews)
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                                                                  • 5 BR
                                                                  • 5 BA
                                                                  • Sleeps 12
                                                                  Villa #1812215
                                                                  9
                                                                  Viewed 81 times in the last 48 hours
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 3
                                                                    Apartment #1996686
                                                                    2
                                                                    Viewed 9 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (25 reviews)
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                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Apartment #3877682
                                                                      25
                                                                      Viewed 9 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (13 reviews)
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                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        Cottage #1760582
                                                                        13
                                                                        Viewed 38 times in the last 48 hours
                                                                          Excellent! 4.7/5
                                                                          (7 reviews)
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                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • Sleeps 10
                                                                          Cottage #1033484
                                                                          7
                                                                          Viewed 20 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (16 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • Separate Toilets
                                                                            • Sleeps 8
                                                                            Villa #1686237
                                                                            16
                                                                            Viewed 27 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (11 reviews)
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                                                                              • 3 BR
                                                                              • 4 BA
                                                                              • Sleeps 7
                                                                              Villa #6240427
                                                                              11
                                                                              Viewed 29 times in the last 48 hours
                                                                                Exceptional! 5.0/5
                                                                                (14 reviews)
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                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                Apartment #1017638
                                                                                14
                                                                                Viewed 19 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (8 reviews)
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                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 7
                                                                                  Multiple rentals Chateau / Country House #1105349
                                                                                  8
                                                                                  Viewed 17 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (21 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 10
                                                                                    House #376809vb
                                                                                    21
                                                                                    Viewed 27 times in the last 48 hours
                                                                                      • 6 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 12
                                                                                      Villa #1893413
                                                                                      3
                                                                                      Viewed 22 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (14 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        Apartment #676796vb
                                                                                        14
                                                                                        Viewed 9 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (6 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Apartment #479613vb
                                                                                          6
                                                                                          Viewed 37 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (15 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 4 BA
                                                                                            • Sleeps 9
                                                                                            Villa #3718707
                                                                                            15
                                                                                            Viewed 37 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (9 reviews)
                                                                                              avg/night
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 3
                                                                                              Apartment #515580
                                                                                              9
                                                                                                Exceptional! 5.0/5
                                                                                                (38 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Apartment #6274601
                                                                                                38
                                                                                                Viewed 5 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 6 BR
                                                                                                  • 6 BA
                                                                                                  • Sleeps 12
                                                                                                  Villa #3806503
                                                                                                  3
                                                                                                  Viewed 27 times in the last 48 hours
                                                                                                  • 1 - 50 of 300+
                                                                                                   

                                                                                                  Recent Reviews

                                                                                                  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

                                                                                                  Beautiful, spacious, air conditioned Tuscan villa

                                                                                                  5 of 5
                                                                                                  The property was as beautiful as the pictures and even more spacious inside -- the main house is very large and the other two cottages are very nice as well (one more kid oriented, the other more luxurious and great for a couple) the bedrooms and bathrooms are all very beautifully finished with a luxurious feel and lots of storage space and other extras. The kitchen and common areas have everything you would want in a holiday home, the pool was warm and sunny with a great view and a great size for either swimming laps or kids playing. The grounds were big enough for the kids (aged 6-8) to run around and play. Service was great as was the night with the chef. The air conditioning worked well and a great benefit. We had only 2 families (could easily fit more) but chose to pay the supplement for one extra bed as we wanted the 3 kids all together in one room /cottage and that was the only way to get that arrangement. The perfect place for a holiday/vacation in Italy.
                                                                                                  • Review Submitted: 11-Sep-2016
                                                                                                  • Date of Stay: Aug 2016

                                                                                                  Fantastic stay!!

                                                                                                  5 of 5
                                                                                                  A lovely little property in a lovely little village!! We were a couple staying for 4 days in Sarteano. The cottage is perfectly positioned for trips to the neighbouring towns, and for an evening stroll to the castle or the handful of superb restaurants. Small but perfectly formed, we found the cottage well equipped and exactly what we required for our stay. We had no complaints about the quaint and pretty Accomodation. Leonardo was a great host. Our flight was delayed so it was late when we arrived, but we were still made to feel welcome and he still took the time to show us around the village. Leonardo also made suggestions about days out and restaurants, all of which were fantastic choices. All in all, we had a great time and would be more than happy to recommend this Accomodation to friends and family, and to return again ourselves, only maybe for a month next time!!
                                                                                                  • Review Submitted: 01-Jul-2016
                                                                                                  • Date of Stay: Jun 2016