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

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.

Additional service fee may apply.
  View Map Map
    Exceptional! 5.0/5
    (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
      Viewed 16 times in the last 48 hours
        • 1 BR
        • 1 BA
        • Sleeps 2
        House #2486857
        1
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 2
          Apartment #6710973
          Viewed 6 times in the last 48 hours
            • 2 BR
            • 1 BA
            • Sleeps 5
            Apartment #6816248
              avg/night
              • 8 BR
              • 8 BA
              • Sleeps 12
              Villa #6556491
              Viewed 9 times in the last 48 hours
                • 4 BR
                • 4 BA
                • Separate Toilets
                • Sleeps 10
                Villa #4315688
                  • 8 BR
                  • 8 BA
                  • Separate Toilet
                  • Sleeps 19
                  Villa #6548383
                    • 4 BR
                    • 4 BA
                    • Sleeps 8
                    Villa #1810426
                      • 8 BR
                      • 1 BA
                      • Sleeps 19
                      Villa #1810676
                        • 7 BR
                        • 5 BA
                        • Sleeps 15
                        Villa #6489127
                          • 6 BR
                          • 6 BA
                          • Sleeps 10
                          Villa #6487445
                            • 8 BR
                            • 8 BA
                            • Sleeps 14
                            Villa #1799629
                              • 6 BR
                              • 6 BA
                              • Sleeps 11
                              Villa #1810198
                                • 6 BR
                                • 6 BA
                                • Sleeps 14
                                Villa #1799610
                                  • 5 BR
                                  • 3 BA
                                  • Sleeps 13
                                  Villa #1810450
                                    • 5 BR
                                    • 6 BA
                                    • Sleeps 10
                                    Villa #1810197
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      Apartment #1810585
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                        Apartment #1810586
                                          • 1 BR
                                          • 2 BA
                                          • Sleeps 4
                                          House #2486839
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            House #2486856
                                              • 3 BR
                                              • 4 BA
                                              • Sleeps 8
                                              House #2488973
                                                avg/night
                                                • 4 BR
                                                • 5 BA
                                                • Sleeps 9
                                                House #6667331
                                                Viewed 31 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (8 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 2
                                                  Chateau / Country House #6115214
                                                  8
                                                  Viewed 130 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (26 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 10
                                                    Villa #6415307
                                                    26
                                                    Viewed 89 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (75 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Chateau / Country House #436049vb
                                                      75
                                                      Viewed 54 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (11 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Apartment #757059vb
                                                        11
                                                        Viewed 12 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (35 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 3 BA
                                                          • Sleeps 5
                                                          Villa #62257
                                                          35
                                                          Viewed 64 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (9 reviews)
                                                            avg/night
                                                            • 5 BR
                                                            • 5 BA
                                                            • Sleeps 12
                                                            Villa #1812215
                                                            9
                                                            Viewed 38 times in the last 48 hours
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 3
                                                              Apartment #1996686
                                                              2
                                                              Viewed 18 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (6 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Apartment #479613vb
                                                                6
                                                                Viewed 81 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (42 reviews)
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 3
                                                                  Apartment #50681
                                                                  42
                                                                  Viewed 19 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (13 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Cottage #1760582
                                                                    13
                                                                    Viewed 50 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (14 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 10
                                                                      Farmhouse #3749715
                                                                      14
                                                                      Viewed 20 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (31 reviews)
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Multiple rentals Apartment #6432643
                                                                        31
                                                                        Viewed 18 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (25 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Apartment #3877682
                                                                          25
                                                                          Viewed 17 times in the last 48 hours
                                                                            • 6 BR
                                                                            • 3 BA
                                                                            • Sleeps 12
                                                                            Villa #1893413
                                                                            3
                                                                            Viewed 23 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (21 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 10
                                                                              House #376809vb
                                                                              21
                                                                              Viewed 50 times in the last 48 hours
                                                                                Exceptional! 5.0/5
                                                                                (5 reviews)
                                                                                avg/night
                                                                                • 7 BR
                                                                                • 5 BA
                                                                                • Sleeps 14
                                                                                Villa #6804820
                                                                                5
                                                                                Viewed 67 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (14 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  Apartment #1017638
                                                                                  14
                                                                                  Viewed 17 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (50 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 5
                                                                                    Apartment #6176004
                                                                                    50
                                                                                    Viewed 10 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (13 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 8
                                                                                      Farmhouse #8151802
                                                                                      13
                                                                                      Viewed 21 times in the last 48 hours
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 3
                                                                                        Multiple rentals Apartment #1105349
                                                                                        3
                                                                                        Viewed 11 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (15 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 9
                                                                                          Villa #3718707
                                                                                          15
                                                                                          Viewed 35 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (14 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            Apartment #676796vb
                                                                                            14
                                                                                            Viewed 40 times in the last 48 hours
                                                                                              Excellent! 4.6/5
                                                                                              (7 reviews)
                                                                                              avg/night
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 3
                                                                                              Multiple rentals Apartment #1105349
                                                                                              7
                                                                                              Viewed 13 times in the last 48 hours
                                                                                                • 6 BR
                                                                                                • 4 BA
                                                                                                • Sleeps 12
                                                                                                Villa #6790455
                                                                                                Viewed 28 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Apartment #8067992
                                                                                                  4
                                                                                                  Viewed 10 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

                                                                                                  Perfect rural retreat in a quiet part of Umbria

                                                                                                  5 of 5
                                                                                                  I was slightly sceptical when I read the previous reviews about this place. However we were pleasantly relieved that our expectations about Il Granaio were exceeded and my only hesitation about writing a 5 star review is that it will become too popular! The first thing to say is that the photos on the website do not do the place justice. Having stayed in many villas around Europe, the accommodation gardens and particularly the swimming pool were without doubt the best we have stayed in. The design of the Granary Barn has clearly been thought through with even the air-conditioning units, which can often be noisy, being located some distance away. The kitchen is well stocked with a very welcome starter pack including Olive oil and wine from the estate. A real bonus was walking up the drive to pick tomatoes and lettuce from the garden to make delicious bruschetta. Within a 20 minute drive are the stunning towns of Montepulciano and Cortona. We were amazed how quiet the local area was in August, there was no problem in getting a table at the local restaurants. Perfect destination if you want to get away from it all, if you want a bit of night life this area may be a little quiet for you. We would have liked to see a guest book with recommendations from other guests of places to see and eat. We had a very friendly fox appear at the door one night - the following morning our flip flops and swimming goggles had gone AWOL - found later hidden half eaten in the garden - suggest bring everything in at night!
                                                                                                  • Review Submitted: 06-Sep-2016
                                                                                                  • Date of Stay: Aug 2016