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We found 4,165 vacation rentals — enter your dates for availability
Discover a selection of 4,000 vacation rentals in San Gimignano, IT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $81 per night, and villas and houses are popular options for a stay in San Gimignano. Either way, you'll find a rental for everyone's needs.
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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.
Activities
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.
Weather
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.
How many vacation rentals are available around San Gimignano, IT?
Our 2021 property listings offer a large selection of 4,165 vacation rentals around San Gimignano. From 947 villa rentals to 1,637 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.
What are the popular point of interests near where I can stay when traveling to San Gimignano?
Vrbo offers a large selection of vacation rentals near lovely places in San Gimignano. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:
- San Gimignano Communal Palace: 6,697 vacation rentals
- Ornithological Museum: 6,685 vacation rentals
- Tenuta Torciano Winery: 7,298 vacation rentals
- Museum San Gimignano 1300: 6,689 vacation rentals
- Piazza delle Erbe: 6,710 vacation rentals
But there are many other points of interest around San Gimignano listed on Vrbo 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 Villas in San Gimignano?
Yes, of course. Vrbo has 947 Villas in San Gimignano. Our other popular types of vacation rentals in San Gimignano include:
- Houses: 1,637 rentals available
- Farmhouses: 268 rentals available
- Condos/Apartments: 1,933 rentals available
But you can also enjoy a great stay in one of our other vacation rentals including Cottages 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 3,609 vacation rentals with pool available in San Gimignano. Please use our search bar to access the selection of vacation rentals available.