Destination guide

San Gimignano: the perfect Tuscan town

If there was a model Tuscan town, the one you see on the front cover of guidebooks, it would be San Gimignano. The town, along with its pretty skyline of 13th-century towers, is perched on top of a Tuscan hill surrounded by the old city walls and sweeping cypress trees. When you come to stay in a San Gimignano vacation rental, you'll quickly realize why it was designated a UNESCO World Heritage Site. You'll feel like you've stepped back in time when you wander along the narrow streets, which open onto a sunny piazza flanked by gorgeous Medieval buildings.

Things to do

San Gimignano is bursting with cultural attractions

When you pop out of your San Gimignano vacation rental, you'll find a town which is easily explored by foot and, though small, it's bursting at the seams with things to see. You could start your day with a cappuccino and pastry in the sunny piazza, before discovering the ancient artwork inside the Palazzo Comunale. Afterwards, you'll be puffed out when you climb the Torre Grossa, but the views from the top are worth the effort. In the afternoon, grab yourself that obligatory, and delicious, Italian gelato and then dive into the rather grizzly but fascinating Medieval Torture Museum.


The rolling hills of San Gimignano await

Italy has always been about good food, good wine and good company, and Tuscany is no exception. Staying in a San Gimignano vacation rental puts you in the heart of these rolling hills. Whether you go by car or by bicycle, it's unthinkable not to drop into one of the Chianti wineries, to sample some of the country's finest reds. To learn the art of Tuscan cuisine, you should consider taking the family to one of the many cooking classes on offer, where you can learn about Italian produce and try your hand at cooking fresh pasta dishes.


Spring and fall are San Gimignano's sweet spot

While the summer months see the most glorious weather, with little rain and endlessly bright skies, it also attracts the biggest crowds, who book up the San Gimignano vacation rentals. If you don't mind a slightly cooler temperature, arguably better if you plan to hike or bike, try to nab a rental between April and May or September and October, when the summer crowds are back at home and the town feels decidedly more quiet and local. For rock-bottom prices, you could visit in winter, when you'll likely be the only foreigner in town but expect cold and rainy weather.

Natural features

San Gimignano lies close to nature

While you're staying in a San Gimignano vacation rental, it would be a shame to miss the 700-hectre Castelvecchio, a forest-covered nature reserve just a short drive away. This wild land holds your best chances of spotting wildlife in Tuscany. If you take a hike through the park, you'll likely encounter several critters including deer, red foxes and the occasional wild boar which rustles around on the forest floor, not to mention the scampering hares and porcupines. If you look up to the treetops and towards the marshes, there's more to see, including tawny owls, pheasants and beautiful herons.

How to get there

Transportation to and around San Gimignano

The nearest airport is in Florence (FLR-Peretola), located 24.4 mi (39.3 km) from the city center.

Can I find a vacation rental around San Gimignano?

Yes, our 2019 property listings offer a large selection of 4,062 vacation rentals near San Gimignano. From 675 Houses to 738 Villas, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near San Gimignano for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to San Gimignano?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in San Gimignano:

  • San Gimignano City Centre: 127 vacation rentals
  • Oltrarno: 1,397 vacation rentals
  • Duomo: 2,463 vacation rentals
  • Basilica of Santa Croce: 2,005 vacation rentals
  • San Giovanni: 1,646 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to San Gimignano?

HomeAway offers a large selection of vacation rentals near lovely places in San Gimignano. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Tenuta Torciano Winery: 7,232 vacation rentals
  • San Gimignano Communal Palace: 6,475 vacation rentals
  • Sovestro in Poggio Winery: 6,587 vacation rentals
  • Museum San Gimignano 1300: 6,502 vacation rentals
  • Sant'Agostino Church: 6,555 vacation rentals

But there are many other points of interest around San Gimignano listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in San Gimignano?

Yes, of course. HomeAway has 675 Houses in San Gimignano. Our other popular types of vacation rentals in San Gimignano include:

  • Villas: 738 rentals available
  • Cottages: 65 rentals available
  • Farmhouses: 322 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.

Can I find a vacation rental with pool in San Gimignano?

Yes, you can select your preferred vacation rental with pool among our 3,324 vacation rentals with pool available in San Gimignano. Please use our search bar to access the selection of vacation rentals available.

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