San Gimignano vacation rentals

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Select from 60 houses, 233 apartments, and other vacation rentals to find the perfect place for your stay in San Gimignano. Whether you’re traveling with friends, family, or even pets, vacation rentals have the amenities you expect for your stay, such as parking and air conditioning. No matter what you're looking for, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

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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.

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.

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.

Traveling to and around San Gimignano

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

Frequently asked questions

What is the best area to stay in San Gimignano when booking a vacation rental?

Pancole is one of the more popular areas to book a Vrbo vacation home in San Gimignano. Have a look at our collection of comfortable properties and then get ready to experience this destination like a local.

What is the most popular type of vacation rental accommodation in San Gimignano?

The most desirable types of vacation rentals in San Gimignano are apartments. Want something different? Vrbo has a variety of options to match our guests' diverse needs, so you'll see vacation homes in all shapes and sizes. The perfect fit is ready and waiting for you — find yours today.

How much does it cost to rent a vacation rental in San Gimignano?

Different factors affect how much you'll pay for a vacation rental in San Gimignano, including the length of stay, season and type of property. But, all of our vacation homes have one thing in common — amazing value. Simply add your travel dates to find your ideal fit.

How much does it cost to rent a beach house in San Gimignano?

The average price for a vacation home near the beach in San Gimignano depends on when you're traveling and the size and type of property you're looking for. You can quickly and easily find prices on Vrbo by entering your preferred travel dates and destination. Then use the filters to select the number of bedrooms and amenities that you require, like WiFi, a pool and air conditioning.

Are there pet-friendly vacation rentals in San Gimignano?

Pack a suitcase and a bone for the pooch in your life because San Gimignano has 144 vacation homes that throw open their doors to pets. Let your four-legged buddy join in with the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates and destination, then check our "Pets allowed" filter box.

Can I rent a house with a pool in San Gimignano?

Mark the "pool" box in our filter tool and you can choose from 78 houses with private pools in San Gimignano on Vrbo. Gentle soak, ball games or noodle joust? Free time is up to you when your vacation property has its own pool.

What are popular rental amenities in San Gimignano?

When it comes to rental amenities that guests search for in San Gimignano, a firepit, mountain views and a chef are the most popular. With Vrbo vacation rentals, you'll have options to suit your taste and style, whether you're traveling with your partner, your friends or even pets.

Are there large group vacation rentals in San Gimignano?

San Gimignano has 14 vacation homes that can fit 10 or more guests. These stays come with the space you need to enjoy good times with family and friends.

Are there vacation rentals in San Gimignano that welcome kids?

San Gimignano has 142 family-friendly vacation rentals to pick from. And finding a stay that welcomes kids is a cinch with Vrbo's "Properties good for families" filter. In addition to having the whole place to yourselves, you can also look forward to perks and conveniences such as dining rooms, full kitchens and private pools.

What are the top attractions for families in San Gimignano?

There are tons of wonderful things to do and see with the family in San Gimignano, such as:

  • Castle of Oliveto
  • Podestas Palace
  • The Rock of Staggia

Are there one-bedroom vacation rentals in San Gimignano?

There are 55 one-bedroom properties in San Gimignano to pick from. A one-bedroom vacation rental is an excellent choice if it's just two of you or if you're traveling alone. Throw in more space, privacy and convenience compared to a standard hotel, and you've got the makings of an unforgettable getaway.

Can I find two-bedroom vacation rentals in San Gimignano?

Take off with your besties and experience complete comfort and privacy in one of the 41 two-bedroom vacation homes San Gimignano has to offer.

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