Luxury Villas in San Gimignano
San Gimignano is one of Tuscany’s most famous towns. It is situated in central Tuscany, approximately an hour south of Florence. A UNESCO World Heritage site since 1990, it has 14 remaining towers that are instantly recognisable on Tuscany’s rural skyline. Many of these towers are to be found in the heart of San Gimignano’s Medieval centro storico in the Piazza della Cisterna and the Piazza del Duomo.
We have handpicked a collection of luxury holiday villas and family-friendly apartments close to the town. Whether you want a large villa with its own pool or a comfortable base within driving distance of Florence and Siena, we can help you find the right luxury villa for your holiday.
All these Tuscany villas and apartments are within a 30 km radius of San Gimignano.
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Where to stay for your luxury holiday in San Gimignano
Depending on what you want from your luxury holiday in San Gimignano, you can choose between staying right inside the ancient town walls or finding a luxury villa in the surrounding hills.
Staying in the historic centre
If you love waking up to the sound of church bells and walking down to the local café for morning coffee, staying inside the old town is a great choice. Properties like Apartment Marta put you right in the heart of San Gimignano, steps from the main squares and local restaurants. It means you can explore the town in the quiet mornings and evenings after the day-trippers have left.
The Surrounding Hills and Volterra Views
Just a short drive outside the town walls, the landscape changes into rolling hills, vineyards, and olive groves. Many of our apartments, such as Apartment Basilico, sit on beautiful countryside estates just five miles out. Staying here gives you wide views over the Volterra hills, large shared swimming pools, and plenty of space for children to play, while still keeping San Gimignano close by.
Premium amenities for a luxury holiday in San Gimignano
Our San Gimignano luxury villa collection is designed to make group travel easy, balancing shared fun with plenty of personal space.
Luxury villas in San Gimignano with pools
We know that travelling with children means needing the right facilities to keep everyone happy. Several of our luxury holiday villas and apartments feature two distinct swimming pools, one quieter pool for adults and a second, larger pool specifically for families and children, often alongside a wooden play area. Inside, the properties offer modern comforts like air conditioning and reliable Wi-Fi.
Luxury holiday villas in San Gimignano for large groups
If you are travelling with a large group of friends or an extended family, booking multiple apartments on the same estate is an ideal setup. Properties like our collection near Gambassi Terme let everyone have their own private kitchen and living space, while sharing large terraced lawns, barbecues, and swimming pools. It is a brilliant way to holiday together without feeling cooped up.
Things to do on a luxury holiday in San Gimignano
Of the 72 towers originally built in San Gimignano, only 14 actually remain today. And, of these fourteen, visitors are only able to climb one of them, the Torre Grossa in the Palazzo del Popolo. This is the town’s tallest tower, standing at 54 metres. It’s certainly worth making the effort to climb it while on your luxury holiday in San Gimignano. The incredible vista it enjoys over the Val d’Elsa stretches as far as the Apuan mountains.
Two more towers, the Torre Salvucci, are situated in the Piazza del Duomo. And a number of others are in the triangular-shaped Piazza della Cisterna. These include the Torre del Diavolo and the Torri Ardinghelli. The Casa Razzi and Palazzo Tortoli here also have the remains of towers. The most recent tower in San Gimignano – the Casa Campatelli – was constructed in the 18th century. All were originally fortified homes for rich families, each tower built to rival the one that came before it.
San Gimignano is also home to some excellent museums. These include the Museo Civico, which exhibits a superb collection of artworks dating from the 13th to the 17th centuries, including works by Filippino Lippi and Pinturicchio. Also of note are the rather gruesome Museo Storico della Tortura (Torture museum) and the Museo della Pena di Morte (Museum of the death penalty). There are plenty of other museums – the Santa Chiara museum is an archaeological museum and herbarium, whilst the Modern and Contemporary Art Gallery holds a number of temporary art exhibitions.
Discover more ideas in our San Gimignano travel guide.
Frequently asked questions about booking a luxury holiday in San Gimignano
Why does San Gimignano have so many towers?
San Gimignano’s towers attract hundreds of thousands of visitors each year. Built during the Middle Ages, they were seen as a symbol of power, wealth and status by merchant and noble families. These families competed among one another. Since they could not build outwards due to the restrictions posed by the town’s defensive walls, affluent residents instead built upwards. The taller the tower, the wealthier and more powerful a family was considered. Just fourteen of the original 72 towers are still standing today.
Is it easy to park when visiting the town?
San Gimignano has plenty of car parks around its walls. Numbered from P1 through to P4, they offer nearly 800 spaces between them. However, hundreds of visitors pour through San Gimignano’s city gates each day and car parks quickly fill up. Unfortunately, without its own train station, public transportation is not an easy option either. But, for those keen to avoid the fight for a car parking space, you can take the train to nearby Poggibonsi and then catch the number 130 bus to San Gimignano. Alternatively, opt for a private driver to take you.
Can you help us arrange local tours or services?
We would be delighted to help arrange a local tour for you to enjoy during your luxury holiday in San Gimignano. Our concierge service is complimentary for all guests staying in one of our luxury villa rentals. We’re proud to work with some amazing local guides and drivers who can create bespoke experiences for you to enjoy during your stay.
