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Holidaymakers searching for holiday rentals in Certaldo also enquired about villas in Cortona, apartments in San Gimignano and apartments in Greve in Chianti

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

A charming medieval town, Certaldo is located in the middle of the Val d’ Elsa, in the heart of delightful Tuscany. Just half an hour’s drive from Florence, Certaldo is divided between a walled Old Town and a modern residential suburb, giving visitors a great mix of art, history and culture and modern amenities. This also means that visitors can choose from holiday rental accommodation that ranges from beautifully restored cottages to modern apartments.

Things to do in Certaldo, Italy

The medieval old town (known as ‘Rione Castello’) is the main draw of Certaldo, and can be reached on foot or by cable car from the main piazza in just a few short minutes. Despite some damage during World War II, most of the stone buildings are well preserved, with many of the principal residences facing onto Via Boccaccio.

The name ‘Boccaccio’ refers to the famous Italian author and poet Giovanni Boccaccio. Certaldo was his home town, and you can visit his family home in the Rione Castello. The red brick house has been restored with traditional furniture. A statue of Boccaccio can also be admired in the main square.

Another restored residence worth a visit is the Palazzo Pretorio, the home of the Florentine governors, which houses a number of 13th-16th century frescoes. This is the highest building in town, and offers some great panoramic views of the surrounding countryside.

Certaldo is highly regarded for its festivals, with several held on an annual basis. The biggest and most famous is the Mecantia – a week-long celebration which attracts street performers and artists from all across Europe. A crafts and flea market is also held every Sunday.

Places to visit on holiday in Certaldo, Italy

Certaldo is conveniently located just 49km from Florence, 43km from Pisa, and 56km from Siena, meaning you are in an ideal position if you wish to get out of the countryside for a day or two. Closer to home, the Val d’Elsa region has many other towns and villages worth exploring, as well as almost endless rolling hills, heritage sights and great golfing opportunities.

Weather in Certaldo, Italy

The Val d’Elsa region draws many visitors during the summer, when temperatures average around 25C – meaning a hike around the hills or a walk around old towns such as Certaldo is an enjoyable experience, rather than a draining one. The crowds and temperatures drop during winter, but it is still warm enough to enjoy your stay. Rainfall stays between 50mm and 100mm every month, so heavy rain is unlikely to ruin your holiday rental in Certaldo.

Flights to Certaldo, Italy

Being just a short distance from the big cities, you have two man choices to get to your holiday accommodation in Certaldo. Peretola Airport, Florence (FLR) and Galileo Galilei International Airport, Pisa (PSA) are both within an hour’s drive to your destination, so by doing some bargain hunting you should be able to get a good deal.

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Certaldo Holiday Apartments & Villas (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    • 4 BR
    • 4 BA
    • Sleeps 10
    Villa #1458161
    Viewed 35 times in the last 48 hours
      • 1 BR
      • 1 BA
      • Sleeps 4
      Multiple rentals Apartment #549490
      6
        • 3 BR
        • 2 BA
        • Sleeps 8
        Multiple rentals Apartment #549490
        1 Review
        Viewed 5 times in the last 48 hours
          • 2 BR
          • 1 BA
          • Sleeps 5
          Multiple rentals Apartment #549490
          2 Reviews
          Viewed 5 times in the last 48 hours
            • 2 BR
            • 1 BA
            • Sleeps 6
            House #6245886
            79
            Viewed 7 times in the last 48 hours
              • 6 BR
              • 5 BA
              • Sleeps 12
              Villa #1453677
                • 8 BR
                • 5 BA
                • Sleeps 19
                Villa #1706371
                Viewed 55 times in the last 48 hours
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  Multiple rentals House #2078614
                  Viewed 12 times in the last 48 hours
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    Multiple rentals Apartment #2078614
                      Excellent! 4.6/5
                      (11 reviews)
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      Apartment #562146vb
                      11
                      Viewed 6 times in the last 48 hours
                        Exceptional! 5.0/5
                        (54 reviews)
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        House #6190174
                        54
                        Viewed 10 times in the last 48 hours
                          Wonderful! 4.8/5
                          (13 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 3
                          Apartment #1619686
                          13
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 5
                            Apartment #6757655
                            Viewed 7 times in the last 48 hours
                              Exceptional! 5.0/5
                              (50 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              Apartment #1890144
                              50
                              Viewed 127 times in the last 48 hours
                                Exceptional! 5.0/5
                                (47 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                Apartment #1153926
                                47
                                Viewed 12 times in the last 48 hours
                                  Excellent! 4.4/5
                                  (7 reviews)
                                  avg/night
                                  • 6 BR
                                  • 5 BA
                                  • Sleeps 12
                                  Villa #721562vb
                                  7
                                  Viewed 50 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (19 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 5
                                    Apartment #1634738
                                    19
                                    Viewed 19 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (10 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      Apartment #4044756
                                      10
                                      Viewed 6 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (36 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                        Apartment #627686vb
                                        36
                                        Viewed 19 times in the last 48 hours
                                          Excellent! 4.6/5
                                          (14 reviews)
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Separate Toilet
                                          • Sleeps 4
                                          Apartment #8035722
                                          14
                                          Viewed 63 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (27 reviews)
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Apartment #6262932
                                            27
                                            Viewed 16 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (51 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 4
                                              House #6235319
                                              51
                                              Viewed 48 times in the last 48 hours
                                                Excellent! 4.6/5
                                                (12 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Apartment #4174863
                                                12
                                                Viewed 44 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (36 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  Apartment #6594701
                                                  36
                                                  Viewed 16 times in the last 48 hours
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Apartment #6094647
                                                    4
                                                    Viewed 5 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (12 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 5
                                                      Apartment #1750428
                                                      12
                                                      Viewed 6 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (37 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Apartment #276627vb
                                                        37
                                                        Viewed 41 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (38 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Multiple rentals Apartment #632967a
                                                          38
                                                          Viewed 15 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (55 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 5
                                                            Apartment #6579949
                                                            55
                                                            Viewed 18 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (15 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Separate Toilet
                                                              • Sleeps 4
                                                              Apartment #706279vb
                                                              15
                                                              Viewed 19 times in the last 48 hours
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 3
                                                                Apartment #1882048
                                                                11
                                                                  Wonderful! 4.9/5
                                                                  (28 reviews)
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 3
                                                                  Apartment #683977vb
                                                                  28
                                                                  Viewed 17 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (13 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 7
                                                                    Barn #814311vb
                                                                    13
                                                                    Viewed 19 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (9 reviews)
                                                                      avg/night
                                                                      • 5 BR
                                                                      • 4 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 9
                                                                      Villa #761658vb
                                                                      9
                                                                      Viewed 54 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (15 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Apartment #1849857
                                                                        15
                                                                        Viewed 28 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (12 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • Sleeps 9
                                                                          Villa #602659vb
                                                                          12
                                                                          Viewed 65 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (114 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Apartment #462238
                                                                            114
                                                                            Viewed 31 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (14 reviews)
                                                                              avg/night
                                                                              • Studio
                                                                              • 1 BA
                                                                              • Sleeps 2
                                                                              Apartment #1750432
                                                                              14
                                                                              Viewed 6 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (21 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                Apartment #1658870
                                                                                21
                                                                                Viewed 8 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (19 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Apartment #1107906
                                                                                  19
                                                                                  Viewed 12 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 9 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (12 reviews)
                                                                                      avg/night
                                                                                      • Studio
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Apartment #1768734
                                                                                      12
                                                                                      Viewed 13 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (8 reviews)
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Apartment #736124vb
                                                                                        8
                                                                                        Viewed 7 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (54 reviews)
                                                                                          avg/night
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Cottage #6049089
                                                                                          54
                                                                                          Viewed 22 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (24 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 5
                                                                                            House #2196590
                                                                                            24
                                                                                            Viewed 26 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (13 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 5
                                                                                              Apartment #8022189
                                                                                              13
                                                                                              Viewed 34 times in the last 48 hours
                                                                                                Excellent! 4.7/5
                                                                                                (14 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Apartment #1652839
                                                                                                14
                                                                                                Viewed 28 times in the last 48 hours
                                                                                                  Excellent! 4.7/5
                                                                                                  (10 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Apartment #727606vb
                                                                                                  10
                                                                                                  Viewed 6 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (54 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 8
                                                                                                    Apartment #128031vb
                                                                                                    54
                                                                                                    Viewed 20 times in the last 48 hours
                                                                                                    • 1 - 50 of 300+
                                                                                                     

                                                                                                    Recent Reviews

                                                                                                    Lovely house with great views and all amenities.

                                                                                                    4 of 5
                                                                                                    Great rooms and spacious bathrooms. Very comfortable. Sweating area a bit small for 4 people in living area. Would like to return in summer when we could make more use of the beautiful terrace.
                                                                                                    • Review Submitted: 23-Nov-2016
                                                                                                    • Date of Stay: Nov 2016

                                                                                                    Perfect peaceful home from home.

                                                                                                    5 of 5
                                                                                                    Il Terazzo was absolutely perfect for the two of us. The design & layout of the property is such a great use of the space, the villa was really well equipped, the bed is very comfortable & all linen etc is as anyone would need & the spec of the property is very high. The view from the terrace is actually better than photos can show. The little hamlet in which it stands has been beautifully restored to be an excellent isolated place but near other properties. The pool was great - especially as there were not many properties occupied when we were there, in September - and Roberto, who welcomed us on arrival & checked on us occasionally through the week, was most helpful & charming. As throughout the whole booking & staying process, was Colm, the owner - even though he was actually in Dublin. It is a perfect base for what is perfect Tuscan scenery & tourist spots within an hour or so- but we enjoyed the walking too. We found the Via Francigena, which we had no idea of until we arrived. What a lovely stretch it is there between Gambassi Terme & San Gimignano. A perfect week. Many thanks. Phil
                                                                                                    • Review Submitted: 04-Oct-2016
                                                                                                    • Date of Stay: Sep 2016

                                                                                                    Review for stay from 02 June 2016 to 05 June 2016

                                                                                                    5 of 5
                                                                                                    We had a wonderful time in Certaldo. Our villa was beautiful, spacious and offered incredible views from the the top of the medieval tower. The villa owners were very accommodating and lovely people. Would highly recommend this destination.
                                                                                                    • Review Submitted: 07-Aug-2016
                                                                                                    • Date of Stay: Jun 2016