Discover a selection of 4,000 holiday rentals in San Gimignano that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 75 per night, and villas and cottages are popular options for a stay in San Gimignano. Either way, you'll find a rental for everyone's needs.
Top rated rentals — San Gimignano
Destination guide

San Gimignano – a magical medieval town with Tuscan flair

Located in the verdant region of Tuscany, just over an hour by car from the Renaissance splendour of Florence, San Gimignano is a stunningly-preserved medieval hill town. Its historic centre is a jaw-dropping UNESCO World Heritage Site, replete with imposing towers, elegant churches and sun-kissed cobbled plazas. As you might expect from this corner of northern Italy, it's a gourmand's paradise, packed with intimate restaurants where you can pair locally-produced wines with heaving platters of fresh antipasti. Meanwhile, shopaholics will be seduced by bustling traditional markets and chic fashion boutiques. San Gimignano holiday rentals range from cosy apartments to impossibly opulent manor houses, so you're sure to find one that meets your exact requirements.

Things to do

Quirky museums and astonishing architecture

You'll find a wealth of enchanting attractions practically on the doorstep of your San Gimignano holiday rental. First port of call for many is a tour of the Palazzo Comunale, or Municipal Palace, constructed as a town hall back in the 13th century. Today, this imposing structure is home to an expertly-curated art museum, replete with intricate frescos and priceless paintings from the Florentine and Sienese schools of art. From the top of the Palazzo protrudes the Torre Grossa, or great tower. Climb to the top for breathtaking views of the town's terracotta-tiled rooftops. Those of a slightly morbid disposition won't want to miss the Medieval Criminal and Torture Museum, where you can peruse an eye-popping collection of grisly historical torture devices.


San Gimignano's world-renowned wineries

San Gimignano will delight those who enjoy the finer things in life. The town is surrounded by verdant vineyards and revered wineries, where you can sample some of the finest wines Italy has to offer, in sumptuous surroundings. The region is particularly well-known for Vernaccia di San Gimignano, a crisp white ideal for sipping in the hazy late-afternoon sunshine. If you'd rather your self-indulgence went hand-in-hand with a little self-improvement, you could sign up for a cooking class. Friendly locals will be only too happy to show you how to create hand-made pasta, authentic meat ragu, creamy tiramisu and other Italian classics.


Hazy summer days in San Gimignano

San Gimignano holiday rentals are highly sought-after throughout the peak summer season of June to August, when the days are reliably long, hot and sunny. The shoulder months of May and September are particularly lovely times to visit. The weather is typically pleasantly warm, with plenty of blue skies, but the visitor crowds are a little thinner. Conditions in early spring and late autumn tend to be more mixed, with cooler temperatures and more rainfall. Winters can get positively chilly, but sub-zero temperatures are rare, and you'll stand a better chance of landing a great deal on accommodation.

Natural features

Animal encounters around San Gimignano

San Gimignano's hilltop location affords beguiling views of the lush surrounding countryside, which you may well want to explore for yourself. A few miles west of town lies the Castelvecchio Nature Reserve, a sprawling expanse of ruggedly beautiful Mediterranean scrubland, fragrant oak forests, verdant valleys and rocky outcrops. The reserve is a haven for birdwatchers – if you're lucky you may catch sight of a rare short-toed eagle or peregrine falcon. Tread carefully as you explore, and you may also run into 4-legged creatures such as darting fallow deer, cute hares and Tuscan wild boars.

How to get there

Transport to and around San Gimignano

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

Can I find a vacation rental around San Gimignano?

Yes, our 2021 property listings offer a large selection of 4,108 vacation rentals near San Gimignano. From 969 villas to 77 cottages, 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 Vrbo.