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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.

    Exceptional! 5/5
    (16 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 4
    Apartment #486189vb
    16
    Viewed 10 times in the last 48 hours
      Excellent! 4.4/5
      (16 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 5
      Apartment #167744vb
      16
        • 2 BR
        • 1 BA
        • Sleeps 5
        Apartment #6816248
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 2
          Apartment #6710973
          1
          Viewed 7 times in the last 48 hours
            • 8 BR
            • 8 BA
            • Sleeps 12
            Villa #6556491
              • 2 BR
              • Separate Toilet
              • Sleeps 2
              Apartment #8182701
                • 1 BR
                • 1 BA
                • Sleeps 4
                Apartment #8182696
                  • 1 BR
                  • 1 BA
                  • Sleeps 3
                  Apartment #8182697
                    • 2 BR
                    • 2 BA
                    • Sleeps 4
                    Apartment #8182704
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      Apartment #8182699
                        • 4 BR
                        • 4 BA
                        • Separate Toilets
                        • Sleeps 10
                        Villa #4315688
                          • 8 BR
                          • 8 BA
                          • Separate Toilet
                          • Sleeps 19
                          Villa #6548383
                            • 3 BR
                            • 3 BA
                            • Sleeps 6
                            Apartment #8101427
                              • 1 BR
                              • 1 BA
                              • Sleeps 2
                              House #2486856
                                • 3 BR
                                • 4 BA
                                • Sleeps 8
                                House #2488973
                                  • 1 BR
                                  • 2 BA
                                  • Sleeps 4
                                  House #2486839
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 2
                                    House #2486857
                                    1
                                      avg/night
                                      • 4 BR
                                      • 5 BA
                                      • Sleeps 9
                                      House #6667331
                                      Viewed 12 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (28 reviews)
                                        avg/night
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 10
                                        Villa #6415307
                                        28
                                        Viewed 30 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (36 reviews)
                                          avg/night
                                          • 2 BR
                                          • 3 BA
                                          • Sleeps 5
                                          Villa #62257
                                          36
                                          Viewed 16 times in the last 48 hours
                                            Exceptional! 5/5
                                            (9 reviews)
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            Chateau / Country House #6115214
                                            9
                                            Viewed 9 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (78 reviews)
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Chateau / Country House #436049vb
                                              78
                                              Viewed 6 times in the last 48 hours
                                                Exceptional! 5/5
                                                (14 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Cottage #1760582
                                                14
                                                Viewed 32 times in the last 48 hours
                                                  Exceptional! 5/5
                                                  (12 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Apartment #757059vb
                                                  12
                                                    Exceptional! 5/5
                                                    (15 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 4 BA
                                                    • Sleeps 9
                                                    Villa #3718707
                                                    15
                                                    Viewed 9 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (5 reviews)
                                                      avg/night
                                                      • 7 BR
                                                      • 5 BA
                                                      • Sleeps 14
                                                      Villa #6804820
                                                      5
                                                      Viewed 14 times in the last 48 hours
                                                        • 4 BR
                                                        • 3 BA
                                                        • Separate Toilet
                                                        • Sleeps 9
                                                        Chateau / Country House #2544354
                                                        1
                                                        Viewed 8 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (10 reviews)
                                                          avg/night
                                                          • 5 BR
                                                          • 5 BA
                                                          • Sleeps 12
                                                          Villa #1812215
                                                          10
                                                          Viewed 8 times in the last 48 hours
                                                            Exceptional! 5/5
                                                            (15 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 2
                                                            Apartment #6166856
                                                            15
                                                            Viewed 6 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (32 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Multiple rentals Apartment #6432643
                                                              32
                                                              Viewed 8 times in the last 48 hours
                                                                Exceptional! 5/5
                                                                (14 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 4 BA
                                                                • Sleeps 10
                                                                Farmhouse #3749715
                                                                14
                                                                Viewed 5 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (10 reviews)
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 3
                                                                  Apartment #515580
                                                                  10
                                                                  Viewed 5 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (21 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Sleeps 10
                                                                    House #376809vb
                                                                    21
                                                                    Viewed 13 times in the last 48 hours
                                                                      • 6 BR
                                                                      • 3 BA
                                                                      • Sleeps 12
                                                                      Villa #1893413
                                                                      3
                                                                      Viewed 7 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        Villa #1760588
                                                                        1
                                                                          Wonderful! 4.8/5
                                                                          (16 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          Apartment #676796vb
                                                                          16
                                                                          Viewed 5 times in the last 48 hours
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            Apartment #6689051
                                                                            6
                                                                              Exceptional! 5/5
                                                                              (13 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • Sleeps 8
                                                                              Farmhouse #8151802
                                                                              13
                                                                              Viewed 8 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (8 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Apartment #479613vb
                                                                                8
                                                                                Viewed 11 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (42 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 3
                                                                                  Apartment #50681
                                                                                  42
                                                                                    Wonderful! 4.9/5
                                                                                    (8 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 3
                                                                                    Cottage #755019
                                                                                    8
                                                                                    Viewed 6 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 6
                                                                                      Chateau / Country House #1649482
                                                                                      5
                                                                                        Exceptional! 5/5
                                                                                        (19 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Apartment #615969vb
                                                                                        19
                                                                                        Viewed 5 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (32 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Apartment #3877682
                                                                                          32
                                                                                          Viewed 5 times in the last 48 hours
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 6
                                                                                            House #1614367
                                                                                            18
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Multiple rentals Apartment #6517956
                                                                                              3
                                                                                              Viewed 10 times in the last 48 hours
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 5
                                                                                                Chateau / Country House #6606103
                                                                                                10
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  Chateau / Country House #1322795
                                                                                                  3
                                                                                                  Viewed 9 times in the last 48 hours
                                                                                                  • 1 - 50 of 300+

                                                                                                  Pienza Holiday Apartments & Villas (300+)

                                                                                                   

                                                                                                  Recent Reviews

                                                                                                  Perfect Tuscan setting.

                                                                                                  5 of 5
                                                                                                  Central Italy never fails to impress me. From Marche through Umbria and into Tuscany Just driving through the countryside pleases me no end. Olives and grapes everywhere, quality produce. Regional specialities seem to be round every corner. This house offers the perfect spot for day trippers. The pizza oven was a bonus for me as I love cooking. I am looking forward to returning already.
                                                                                                  • Review Submitted: Oct 06, 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: Sep 11, 2016
                                                                                                  • Date of Stay: Aug 2016