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San Gimignano Vacations

Pack those stellar shades. We have San Gimignano vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to San Gimignano – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with San Gimignano vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to San Gimignano

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great San Gimignano vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows San Gimignano well.

Top Hotel Deals

See all 220 Properties in San Gimignano
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

Loc. San Donato, San Gimignano
    3.0 out of 5.0
     
     

    Located in Val d'Elsa, this hotel is 3.1 mi (4.9 km) from Historical Torture Museum and within 6 mi (10 km) of Collegiate Church of Santa Maria Assunta and Ornithological ...

    Hotel Casolare Le Terre Rosse$103

    Hotel Casolare Le Terre Rosse$103
    La Cisterna

    La Cisterna

    Piazza Della Cisterna 23, San Gimignano
      3.0 out of 5.0
       
       

      Located in Val d'Elsa, this hotel is steps from Medieval Criminal and Torture Museum and Collegiate Church of Santa Maria Assunta. Galleria Continua and Piazza ...

      La Cisterna$98

      La Cisterna$98
      Hotel Leon Bianco

      Hotel Leon Bianco

      Piazza Della Cisterna 13, San Gimignano
        3.0 out of 5.0
         
         

        Located in Val d'Elsa, this hotel is steps from Medieval Criminal and Torture Museum and Collegiate Church of Santa Maria Assunta. Piazza della Cisterna and ...

        Hotel Leon Bianco$97

        Hotel Leon Bianco$97
        Villasanpaolo

        Villasanpaolo

        Strada Provinciale Per Certaldo, San Gimignano
          4.0 out of 5.0
           
           

          Located in Val d'Elsa, this spa hotel is within 6 mi (10 km) of Ornithological Museum, Collegiate Church of Santa Maria Assunta, and Archaeological Museum - ...

          Villasanpaolo$178

          Villasanpaolo$178
          Fattoria Voltrona

          Fattoria Voltrona

          Località San Donato, San Gimignano
             
             

            Located in Val d'Elsa, this farm stay is within 6 mi (10 km) of Ornithological Museum, Collegiate Church of Santa Maria Assunta, and Museum San Gimignano 1300. ...

            Fattoria Voltrona$78

            Fattoria Voltrona$78
            L'Antico Pozzo

            L'Antico Pozzo

            Via San Matteo 87, San Gimignano
              3.0 out of 5.0
               
               

              Located in Val d'Elsa, this hotel is steps from Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery and Collegiate ...

              L'Antico Pozzo$127

              L'Antico Pozzo$127
              Relais Cappuccina Ristorante Hotel

              Relais Cappuccina Ristorante Hotel

              Loc La Cappuccina 46/a, San Gimignano
                4.0 out of 5.0
                 
                 

                This family-friendly San Gimignano hotel is located in a rural location, within 2 mi (3 km) of Sant'Agostino Church and Collegiate Church of Santa Maria Assunta. ...

                Relais Cappuccina Ristorante Hotel$114

                Relais Cappuccina Ristorante Hotel$114
                Hotel Pescille

                Hotel Pescille

                Strada Statale 47, San Gimignano
                  3.0 out of 5.0
                   
                   

                  Located in Val d'Elsa, this hotel is 2.4 mi (3.8 km) from Historical Torture Museum and 2.6 mi (4.1 km) from Collegiate Church of Santa Maria Assunta. Museum ...

                  Hotel Pescille$95

                  Hotel Pescille$95
                  Antico Borgo il Cardino

                  Antico Borgo il Cardino

                  località Il Cardino, San Gimignano
                     
                     

                    Located in Val d'Elsa, this townhouse accommodation is within 9 mi (15 km) of Art in Color, Collegiate Church of Santa Maria Assunta, and Ranuccio Bianchi Bandinelli ...

                    Antico Borgo il Cardino$103

                    Antico Borgo il Cardino$103
                    Hotel Le Colline

                    Hotel Le Colline

                    Loc. Sovestro 32, San Gimignano
                      3.0 out of 5.0
                       
                       

                      Located in Val d'Elsa, this property is within 1 mi (2 km) of Historical Torture Museum and Collegiate Church of Santa Maria Assunta. Museum San Gimignano 1300 ...

                      Hotel Le Colline$89

                      Hotel Le Colline$89

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.