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.
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

Holidaymakers searching for holiday rentals in San Gimignano also enquired about villas in Cortona, apartments in Lucca and apartments in Radicondoli

Make a holiday rental home or cottage in San Gimignano, Italy your home away from home

The walled medieval town of San Gimignano sits atop a hill in the Province of Siena, Tuscany. An architecture-lovers delight, the town has a great number of well-preserved medieval buildings, including castles, cathedrals and the fourteen towers which the town is most famous for. With a warm climate, laid-back atmosphere and great food and wine, San Gimignano is the choice of many holidaymakers that flock to Tuscany every year.

Things to do in San Gimignano, Italy

San Gimignano is most famous for its medieval architecture, and in particular its fourteen towers, which can be spotted from many kilometres away. The towers vary in height and are much better preserved than those in most other Italian cities, though there were originally an amazing 72 in total. Some of the towers now hold museums, such as the Town Hall, which contains a picture and painting gallery.

The centre of the town contains four squares (Piazza’s), which is where the main amenities lie. Enjoying a meal and watching the world go by, or relaxing with a glass of wine and admiring the architecture is many visitors’ idea of the perfect holiday. This corner of Italy is known as a wine-lovers destination, and San Gimignano grows its own grape, known as Vernaccia di San Gimignano.

There are also a number of churches to visit within this small town, including the Sant’Agostino, which houses a collection of renaissance art, and the Collegiata, a former cathedral. Other various points of interest include the Ornithological Museum, the Archaeological Museum and the many medieval fountains that are dotted around the town. Needless to say, make sure you take plenty of batteries for your camera!

Places to visit on holiday in San Gimignano, Italy

Many of Tuscany’s other attractions are within easy reach of the city, and holiday rental accommodation in San Gimignano is the perfect base from which to explore the surrounding area. This includes a number of other medieval towns such as neighbouring Poggibonsi (12km) as well as the vineyards, hills and lakes that make the Tuscany region so famous.

Weather in San Gimignano, Italy

Warm, dry summer daytimes and balmy evenings are what characterise the Tuscan climate, and average temperatures of around 25C can be expected if you visit San Gimignano between May and September. Temperatures remain mild outside of these months, and rain is highly unlikely to ruin your stay as it is almost non-existent in this region.

Flights to San Gimignano, Italy

Florence Peretola Airport (FLR) is usually the cheapest and best option for holiday’s in this area of Tuscany, being just 39km from San Gimignano. Galileo Galilei Airport in Pisa (PSA) is an alternative, but adds an additional 20km on to the journey distance upon landing. Hire a car to make the most of your stay.

Make holiday rental accommodation or an apartment in San Gimignano, Italy your home away from home

The medieval town of San Gimignano, Italy, is surrounded by a wall and perched on top of a hill in the beautiful Tuscan countryside. The narrow, cobblestone lanes and unique towers that have made the charming town famous, attract tourists from around the world. During the summer this small, idyllic town is a hive of activity as dozens of tourist come to the heart of Tuscany to soak in the enchanting atmosphere.

Things to do on holiday in San Gimignano, Italy

There is plenty to see within the town itself, from exploring the old buildings and art galleries to guided tours of wineries and cellars to taste the famous local white wine, Vernaccia.

The historical town center has been declared a UNESCO World Heritage Site because of fourteen medieval towers that dominate the skyline. Built as symbols of wealth and power, the towers provide a stunning view of the Elsa Valley with its beautiful vineyards. Torre Grossa is the tallest of the fourteen towers, but the climb is well worth the splendid view and a must-see for anybody renting accommodation in San Gimignano.

Piazza del Duomo is one of the four squares in the walled town, and is the place where you will find the Collegiata cathedral, which although not impressive from outside, contains some very impressive fresco paintings on the inside.

The Piazza della Cisterna is a triangular piazza that gets its name from the large cistern that sits in the center. It is surrounded by quaint cafés and shops and is a great place to taste the delicious food and wine from the region during your San Gimignano holiday. Every Thursday is market day in the piazza. You can buy souvenirs from your San Gimignano holiday such as hand painted ceramics and handmade soaps.

In the southwestern part of the town, on the highest part of the hill, is a ruined fortress called Rocca. Surrounded by the greenery of olive groves it is the ideal place to relax and admire the beautiful Tuscan panorama. The view from the Rocca is breathtaking.

If you are feeling macabre you can visit the Museum of Torture, which is home to more than 100 torture machines that date back to the 16th Century.

If you rent an apartment in San Gimignano during June you may be lucky enough to see the Medieval Harvest Feast that includes parades, medieval games and entertainment.

Places to visit on holiday in San Gimignano, Italy

If you are renting accommodation in San Gimignano you may want to take a day trip to explore the old city of Siena, which is 35km away. You can also easily make a day trip to Florence, which is only 55km away.

Weather in San Gimignano, Italy

San Gimignano has a typical Mediterranean climate with mild winters and hot summers. The most pleasant time of year to visit is during spring or autumn when the weather is pleasantly warm.

Travel to San Gimignano, Italy

If you are renting an apartment in San Gimignano you can fly to Pisa (PSA), Rome (ROM) or Florence (FLR) and go by bus via Poggibonsi to your San Gimignano apartment. Ryanair, easyJet, Thomson Flights and Alitalia are just some of the airlines that provide cheap flights to these Italian airports.

Cancel Clear Filters Apply Filters

Property Type

Popular Searches

Payment Options

Facilities

Managed By

Local Area

Property Details

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • 1 - 50 of 2,358
    • 6 BR
    • 7 BA
    • Sleeps 12
    29
      • 3 BR
      • 3 BA
      • Sleeps 8
      16
        • 3 BR
        • 2 BA
        • Separate Toilet
        • Sleeps 7
        8
          • 3 BR
          • 2 BA
          • Sleeps 6
          34
            • 5 BR
            • 5 BA
            • Sleeps 12
            47
              • 1 BR
              • 1 BA
              • Sleeps 4
                • 3 BR
                • 2 BA
                • Sleeps 7
                  Wonderful! 4.9/5
                  (13 reviews)
                  avg/night
                  • 5 BR
                  • 6 BA
                  • Sleeps 12
                  13
                    • 3 BR
                    • 1 BA
                    • Separate Toilet
                    • Sleeps 5
                      • 4 BR
                      • 3 BA
                      • Sleeps 7
                        • 7 BR
                        • 4 BA
                        • Sleeps 15
                          • 10 BR
                          • 11 BA
                          • Separate Toilet
                          • Sleeps 22
                            • 3 BR
                            • 3 BA
                            • Separate Toilet
                            • Sleeps 7
                            1 Review
                              • 3 BR
                              • 3 BA
                              • Sleeps 7
                              9
                                Wonderful! 4.9/5
                                (7 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 2
                                7
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 3
                                  10
                                    Wonderful! 4.9/5
                                    (21 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    21
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 4
                                      15
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        4
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 5
                                          34
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 4
                                            2 Reviews
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 4
                                              18
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                17
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                  12
                                                    Exceptional! 5.0/5
                                                    (37 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 3
                                                    37
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      21
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 2
                                                        16
                                                          Wonderful! 4.9/5
                                                          (22 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 4
                                                          22
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            3
                                                              • 8 BR
                                                              • 16 BA
                                                              • Separate Toilets
                                                              • Sleeps 2
                                                              13
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                1 Review
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  3
                                                                    • 4 BR
                                                                    • 4 BA
                                                                    • Sleeps 10
                                                                    3
                                                                      Wonderful! 4.9/5
                                                                      (19 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      19
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        4
                                                                          Excellent! 4.7/5
                                                                          (17 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 5
                                                                          17
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                              • Studio
                                                                              • 1 BA
                                                                              • Sleeps 5
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                3
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 5
                                                                                  2 Reviews
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 5
                                                                                    2 Reviews
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      1 Review
                                                                                        Wonderful! 4.9/5
                                                                                        (9 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        9
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          3
                                                                                            • 4 BR
                                                                                            • 4 BA
                                                                                            • Sleeps 9
                                                                                            12
                                                                                            • 1 - 50 of 2,358
                                                                                             

                                                                                            Recent Reviews

                                                                                            Lovely place to stay.

                                                                                            5 of 5
                                                                                            Well appointed property with great views. Decoration and fittings are good. Pool is small but adequate and with great views over the countryside. Host is very pleasant and helpful and her folder on the local area was superb. Good position to explore the Tuscan area. Only draw back is that the sitting area is small and could be a squash for 4 people if the evenings were cool. Local town is small but within walking distance and provides all you need with a bar, restaurants and small butchers and grocery store. The set menu at the restaurant was excellent!!!!
                                                                                            • Review Submitted: 17-Sep-2016
                                                                                            • Date of Stay: Sep 2016

                                                                                            This wonderful place saved us from a bad rental ex

                                                                                            5 of 5
                                                                                            Excellent choice! We called to see if the cottage was available after arriving at another place we had rented that was not at all as advertised. Federica left in the middle of her dinner preparation to meet us. We were wowed when we walked in and saw an extremely clean , well laid out, and well stocked cottage. Federica gave us a tour, explained how everything worked . The unit is well decorated in a mix of contemporary and retro styles . We had a fantastic time and wished we could have spent more than 7 nights there. It was quiet at night and the bed in the master was extremely comfortable. Thank you, Federica, and thanks for mailing the postcard to 'Mom' for us. You're a great.
                                                                                            • Review Submitted: 10-Sep-2016
                                                                                            • Date of Stay: Sep 2016

                                                                                            Excellent

                                                                                            5 of 5
                                                                                            I spent with my friend and our children three days to the the biological farm "La Torre Antica", just in the heart of Tuscany. I was surprised because everything looks like in the photos...It is a wonderful place, clean, quiet with very good food and wine.Our children enjoyed the pool. Andrea Olmi is a friendly and honest person.I recommend to stay at his family farm... Try "Chiara Luna"!
                                                                                            • Review Submitted: 08-Sep-2016
                                                                                            • Date of Stay: Aug 2016