San Gimignano vacation rentals

We found 3,472 vacation rentals — enter your dates for availability

Select from 59 houses, 252 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?
One of the most popular neighborhoods to find a San Gimignano vacation home is Ulignano. When you book your vacation property with Vrbo, you will have the entire place to yourselves. That means you don’t have to share it with anyone except for your people.
What is the most popular type of vacation rental accommodation in San Gimignano?
The most in-demand types of vacation rentals in San Gimignano are apartments. After something a little different? Vrbo has many options to match the unique needs of our guests, so you’ll see vacation properties in lots of shapes and sizes. The ideal fit is ready and waiting for you — get yours today.
How much does it cost to rent a vacation rental in San Gimignano?
Season, length of stay and property type are some things that can influence the price of a vacation home. Simply click on your travel dates to find your ideal fit. From cozy country cottages to plush villas, all Vrbo vacation rentals offer terrific value.
How much does it cost to rent a beach house in San Gimignano?
The average price for a vacation rental by the beach in San Gimignano will depend on when you’re going and the size and type of property you want. You can easily and quickly find prices on Vrbo by entering your preferred travel dates and destination. Then use the handy filter tool to choose the number of bedrooms and amenities that you need, like WiFi, air conditioning and a hot tub.
Are there pet-friendly vacation rentals in San Gimignano?
With 394 vacation rentals that welcome four-legged guests, your furry friend can also come along on your San Gimignano break. Use our filter tool to browse our pet-friendly vacation rentals and find a stay that’ll set tails wagging on Vrbo.
Can I rent a house with a pool in San Gimignano?
Add a whole new level of fun to your adventure by booking one of the 280 houses with a private pool in San Gimignano. Use our handy search filter to find the kind of property you want on Vrbo, and then spend your days playing and splashing in a swimming pool that’s all your own.
What are popular rental amenities in San Gimignano?
The most popular rental amenities people look for in San Gimignano are a sauna, a firepit and a nearby waterfront. Whether you’re vacationing with buddies, family or even pets, Vrbo vacation properties feature the best amenities for hanging out with the people who matter most.
Are there large group vacation rentals in San Gimignano?
San Gimignano has 43 vacation homes that can fit 10 or more guests. These properties come with the space you need to share good times with your favorite people.
Are there vacation rentals in San Gimignano that welcome kids?
With 384 family-friendly vacation homes to select from in San Gimignano, now is an awesome time to introduce the kids to the magic of travel. Simply click on our “Properties good for families” filter box to locate stays that come with conveniences perfect for families on the move, like kitchens, patios, bunk beds and hot tubs.
What are the top attractions for families in San Gimignano?
Keeping the kids amused during your vacation in San Gimignano is a snap with these fabulous family-friendly attractions:

  • Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery
  • Sant’Agostino Church
  • Torre Grossa

Are there one-bedroom vacation rentals in San Gimignano?
You’ll find 120 one-bedroom properties in San Gimignano to pick from. A one-bedroom vacation property is a wonderful choice if it’s only two of you or if you’re vacationing solo. Add in more privacy, convenience and space than a regular hotel, and you’ve got the makings of a memorable getaway.
Can I find two-bedroom vacation rentals in San Gimignano?
San Gimignano has 137 two-bedroom properties for you to select from. Go for a vacation home with all the comfort and privacy you need at an attractive price on Vrbo.
Are there vacation rentals with WiFi in San Gimignano?
Whether you’d like to stay in touch with the news, reply to emails or update your social media, there are 204 vacation homes with WiFi in San Gimignano. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in San Gimignano?
You’ll have a choice of 223 vacation homes with air conditioning in San Gimignano offering that cool, cool breeze and extra level of comfort. Just enter your travel dates and then use our handy filters to help you locate stays with air conditioning.
How old do you have to be to rent a vacation rental in San Gimignano?
The minimum age requirements can vary across properties on Vrbo, so look at the rules of the vacation rental in San Gimignano you’re interested in. But typically, it’s 16, 18 or 21.
How long can I rent a vacation rental in San Gimignano for?
The amount of time you can stay in a San Gimignano vacation rental for differs depending on the property. Just tap in your dates of travel to see available options that offer long-term stays. They have everything you need to make your extended vacation more comfortable like kitchens and laundries. Some vacation rentals may also offer discounted weekly or monthly prices, so you can stay even longer for less.
Does Vrbo offer discounts for vacation homes in San Gimignano?
On Vrbo, we’ve got plenty of great discounts and deals for San Gimignano. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re off on a mini getaway or an extended escape, Vrbo offers options for every budget and style.

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