Discover the magic of Siena

Discover the magic of Siena

Allow Siena to put its spell on you with its impressive architecture, labyrinth-like streets and traditional Italian gastronomy.

For an unforgettable holiday in one of our luxury rentals in Siena, browse through our guide and unearth Siena’s hidden gems.

Le Collectionist conciergerie's top 5

1 - Savour local wines in the Chianti region

Experience the essence of Tuscany by indulging in a wine-tasting adventure in the Chianti region. This picturesque area is renowned for its rolling vineyards, charming wineries, and world-class wines, primarily the Chianti Classico. Visitors can savour a variety of exquisite red wines while enjoying breathtaking countryside views and learning about the winemaking traditions that have thrived here for centuries.

In a nutshell
Wine tasting/ Lush vineyards

2 - Learn the secrets of Italian cuisine in a cooking class

Led by expert Tuscan chefs, participants engage in hands-on cooking, learning to create traditional Tuscan dishes from scratch. Tuscan topography produces some of the most spectacular produce so why not learn the secrets behind the wild boar ragu pappardelle and black truffle tagliatelle that have already put a spell on you in Siena’s quaint trattorias.

In a nutshell
Cooking class/ Local produce

3 - Journey back in time in Siena’s historic centre

Nestled in the heart of Tuscany, this UNESCO World Heritage site is home to narrow cobblestone streets and a stunning cathedral. It's a place where history comes alive, offering visitors a chance to explore magnificent Gothic and Renaissance landmarks.

In a nutshell
Mediaeval City/ Gothic architecture

4 - Be a spectator at the Palio di Siena

Every July and August, the ancient square of Siena, Piazza del Campo, transforms into a track for the infamous bareback horse race that dates back to the 17th century. The Palio is much more than a race; it's a deeply ingrained tradition, a source of civic pride, and a vibrant display of pageantry, with parades, colourful flags and elaborate ceremonies.

In a nutshell
Horse racing/ Pageantry

5 - Discover Florentine craftsmanship in Santo Spirito

Though it’s a bit far away, it’s well worth taking the time to head to Santo Spirito, the historic heartland of the most famous Florentine crafts. Rummage through this treasure trove of artisanal creations, and discover the city’s finest leather creations, intricately handcrafted mosaics and mesmerising jewellers. With the assistance of a local guide, explore the winding, charming streets and unveil the area’s monuments and heritage of fine craftsmanship.

In a nutshell
Artisan/ City escape

Eager to explore more of Tuscany’s produce and countryside? 

Le Collectionist conciergerie's top 5
Le Collectionist conciergerie's top 5

Where to stay in Siena

San Gimignano

Situated in the province of Siena and just 56 km south of Florence, the magnificent skyline of this small mediaeval town earns it the name of ‘town of fine towers’. Once a stopping point for pilgrims journeying to Rome, San Gimignano invites you to follow in their footsteps and explore. With its tower houses, encircling town walls and Gothic and Romanesque architecture, it appears frozen in time.

In a nutshell
Quaint Town/ Historic charm

Villa Sangiovese

Villa Sangiovese

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Chianti region 

Castellina in Chianti is a treasure trove of vineyards and wineries where classics such as Chianti Classico reign. Nestled among the undulating hills and lush fertile fields, you will discover beautifully restored farmhouses and exquisite villas. In this region nature is always the guest of honour.

In a nutshell
Rural/ Wineries

Villa Zatti

Villa Zatti

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Orcia Valley

The gently sloping hills of the Orcia Valley are dotted with constellations of picturesque towns and villages while the river meanders through the verdant valley. Whether you’re marvelling at the first examples of Renaissance architecture in Pienza, the mediaeval walls of Montalcino, the small commune of Radicofani or sampling the delightful red wines of Montepulciano, the Orcia Valley is guaranteed to delight.

In a nutshell
Towns and villages/ Breathtaking landscapes

Villa Affereza

Villa Affrescata

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Explore our homes in Siena

The best spots in Siena

Piazza del campo

Steeped in history, this shell-shaped mediaeval square has been the beating heart of Siena for 800 years. Home to the Palazzo Pubblico, it has been the seat of the city’s government since the 13th century and its iconic bell tower proudly looks over it. Embrace the steep ascent up its 503 stairs to the top for spectacular views of the labyrinth-like streets branching out from this centre.

In a nutshell
Historic town hall/ Spectacular views

Duomo di Siena

Duomo di Siena is a testament to Italian artistry with its striped marble façade and statues sculpted by the finest Italian artists of the era such as Nicola and Giovanni Pisano, Donatello and Bernini. Completed in the 13th century, its Romanesque-Gothic architecture is elaborate and ornate. No corner is left unadorned and as you wander through the cathedral, make sure to cast your gaze down to the marble intarsia images that adorn the floor. 

In a nutshell
Cathedral/ Romanesque-Gothic artworks

Fortezza Medicea

Wander around this historic fortress built in the 16th century on the orders of Duke Cosimo I de’ Medici. Once a vital site for military strategy, it has now been transformed into a public park which frequently hosts art exhibitions, concerts and is home to the Siena Jazz Festival. Bask in the golden glow of the afternoon sun and enjoy the panoramic views of Siena.

In a nutshell
Ancient fortress/ Green space

Monteriggioni

Venture off the beaten path and evade tourists in this charming village just 20 minutes from Siena.  Fiercely protected by its extensive fortifications, it has remarkably managed to preserve its mediaeval charm. Wander through the cobbled streets and find yourself transported back through time. 

In a nutshell
Mediaeval village/ Fortifications

The best spots in Siena
The best spots in Siena

The best restaurants in Siena

La Taverna di San Giuseppe

At La Taverna di San Giuseppe the cuisine is firmly rooted in Tuscan tradition. There is no better way to get to know Siena than through tasting the local Tuscan delicacies in dishes which put regional produce at the forefront. In this Michelin-star restaurant, enjoy perfectly executed, stripped-back dishes which are expertly paired with one of their 600 labels of wines.

La Taverna di San Giuseppe
Via Giovanni Duprè, 132, 53100 Siena SI, Italie

La Compagnia dei Vinattieri

La Compagnia dei Vinattieri promises an unpretentious atmosphere that encourages you to take pleasure in the art of eating well. Local Tuscan produce is beautifully plated, resulting in not just a meal but an experience. In true Italian fashion, it executes flawlessly the paradox of being both rustic and elegant simultaneously. 

La Compagnia dei Vinattieri
Via delle Terme, 79, 53100 Siena SI, Italie

Gino Cacino di Angelo La Pagina

Head through the arch of floral ivy and find the perfect destination to grab a lunchtime sandwich during a busy day of sightseeing at Gino Cacino di Angelo La Pagina. With a plethora of filling options, choose from prosciutto, cheese and vegetables as the owners assemble an unexpected feast before your eyes.

Gino Cacino di Angelo La Pagina
Piazza Mercato, 31, 53100 Siena SI, Italie

Il Convito di Curina*

Il Convito di Curina* is emblematic of traditional Tuscan elegance, with dishes centering seasonal vegetables and herbs grown from the garden. Boasting a Michelin-star, when it comes to flavour nothing is left to chance. Enjoy their refined and elegant dishes overlooking the rolling Tuscan hills for an unforgettable experience.

Il Convito di Curina
Loc. Curina, Strada Provinciale, 62, 53019 Castelnuovo Berardenga SI, Italie

The best restaurants in Siena
The best restaurants in Siena
The best restaurants in Siena

Siena with family

Go on a bike ride exploring the lush countryside

Allow your little ones to become explorers for the day as you cycle through the breathtaking surrounding landscape. Passing by verdant natural beauty, terra-cotta houses and picturesque villages, take a moment to slow down your pace to absorb the sights around you. After working up an appetite, stop off at one of the many charming villages that line your route, welcoming you in with their warm hospitality and traditional produce

In a nutshell
Bike ride/ Spectacular landscape

Savour the finest Italian gelato

Young and old alike will delight in tasting some of Italy’s finest gelatos. Why not visit San Gimignano, where you can sample the world’s best gelato at Gelateria Dondoli? Opt for tried and trusted flavour combinations or embark on a taste adventure with options such as saffron and pine nut cream or pink grapefruit and local sparkling wine. With such moreish offerings, even in the midday Tuscan sun, finishing the ice cream before it melts won’t be a problem! 

In a nutshell
Gelato/ Unusual flavours

Climb Siena’s ancient towers for awe-inspiring views

Siena and San Gimignano’s mediaeval towers dominate their skyline and visitors crane their necks admiring such spectacular edifices. Why not let the whole family enjoy the view from above, climbing the towers for stunning panoramas of the city and verdant countryside?

In a nutshell
Historic towers/ Breathtaking views

Siena with family
Siena with family

Le Collectionist’s exclusive experiences

Sample Siena’s best wines 

Siena’s fertile countryside is renowned for producing some of the most exquisite wines, each a testament to generations of winemaking expertise. Immerse yourself in these enchanting vineyards, as they unveil the secrets of their centuries-old craft. Allow us to organise a tailor-made private wine tasting at these picturesque vineyards, savouring their vintages.

In a nutshell
Wine tasting/ Rich landscape

For wine lovers, find more inspiration in our selection of the best vineyards in Tuscany

Learn the secrets of Sienese cuisine in a cooking class

In Siena, recipes for local dishes are like palimpsests that have been perfected and reworked over centuries. Learn these generational secrets such as how to perfect the iconic pasta shape pici by hand for the best souvenir that doesn’t have to fit in your suitcase.

In a nutshell
Cooking class/ Local wisdom

Enjoy our private chef’s creations

Experience an unforgettable and authentic Sienese culinary adventure with a team of highly skilled chefs who will cater for your nearest and dearest. Delight in delicious freshly cooked dishes that will delight your taste buds. Chefs work in collaboration with the land in Siena, placing local ingredients such as Tuscany’s legendary truffles or pecorino di Pienza centre-stage of their dishes.

In a nutshell
Private chef/ Regional delights

Fly over the Sienese countryside in a hot air balloon

Defy gravity and see the rolling Tuscan hills from a unique vantage point. Allow us to arrange the most spectacular journey, as a hot air balloon carries you into the skies. Glide over the remarkable landscape, dotted with quaint mediaeval villages, vineyards and olive groves, savouring the unforgettable panoramic views

In a nutshell
Hot air balloon/ Breathtaking panoramas

Le Collectionist’s exclusive experiences
Le Collectionist’s exclusive experiences

When to visit Siena

Blessed by the Mediterranean sunSiena is typical of so many Italian regions that retain the elusive charm all year round. Whether you want to evade the museum crowds in winter or lounge in the shade of the trees in summer, Siena is the dream destination for your cultural getaway.

Spring

In this season of rebirth, emerge from your winter hibernation and embrace the timeless charm of Siena. Make the most of the temperate Mediterranean climate in Italy, as average maximum temperatures reach 24°C, and admire the fruitfulness of the lush landscapes surrounding you. Evade the summer hoards this spring in Italy for an escape filled with natural beauty and culture in equal measure.

Summer

Although Siena retains its charm all year round, during the vibrant summer months it truly flourishes. Don't miss out on unforgettable events like the Palio di Siena, held in July and August, where this historic town comes alive in all its glory.

Autumn

For connoisseurs and wine lovers, autumn is the perfect time to visit Siena for it marks the grape harvest season. Explore the nearby vineyards, sampling their creations. Additionally, with fewer tourists and pleasant weather, it's an ideal time to visit and immerse yourself in the magic of Siena.

Winter

Explore Siena’s cultural riches away from the crowds during the winter months. With the weather in December still hovering around 11°C during the day, wrap up warm and wander through the ancient winding streets of this historic city. Embrace the dolce vita lifestyle all year around this winter in Italy.

A sneak peak of our Siena collection

Villa Castellina

Villa Castellina

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Villa Bacci

Villa Bacci

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Villa Don Milo

Villa Don Milo

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Villa Benedetta

Villa Benedetta

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