Holiday Homes in Tuscany: The Most Beautiful Villas to Stay in This Summer
Tuscany never fails to win us over. More than a destination, it feels like a dream. One filled with villas and private pools, country houses hidden among olive groves, luxury estates on rolling hills, and barefoot summer days that stretch on and on.
Holiday Homes in Tuscany: The Most Beautiful Villas to Stay in This Summer
Renting a holiday home in Tuscany has become a favourite choice for travellers in search of beauty, privacy, and places with a story to tell. This guide brings together some of the most beautiful houses in Tuscany.
From family villas and homes with pools to exceptional estates, restored country houses, and more confidential addresses, perfect for long stays, creative retreats, or quiet, contemplative escapes.
Weeks Off’s Curated Selection of the Best Villas to Rent in Tuscany
Ebbio’s sun-drenched table. © Romain Ricard
Ebbio : Monteriggioni, near Siena
Nestled on the slopes of an ancient volcano, Ebbio
is the quintessential Tuscan country house, reimagined with intention and taste. This thirteenth century farmhouse, set within an almost mystical landscape, embraces an organic aesthetic, with lime plaster, raw wood, centuries old stone, terraced gardens, and mineral tones.
Unique experiences include:
– a light-filled yoga studio
– an organic garden fostering vegetarian, communal cooking
– generous indoor and outdoor spaces for gathering or unwinding
It is the ideal place for a long stay, a yoga retreat, a creative workshop, or simply a family holiday where beauty comes effortlessly.
Capacity: 20 guests – 8 bedrooms – From €12,000 / week
Book Ebbio
Casa Le Sorelle — Pescaglia, near Lucca
Casa Le Sorelle captures a more discreet, contemporary vision of Tuscany. Here, tradition and modern design meet in perfect balance, with refined furnishings, noble materials, stone terraces, and a mineral pool set between olive groves and rolling hills.
Guests come for an intimate stay, a family escape, or a timeless pause where every aesthetic detail has its place.
Unmissable moments:
– slow mornings by the pool overlooking the hills
– Italian cooking sessions in the fully equipped kitchen
– hiking or cycling through the Tuscan countryside
– serene moments of contemplation in the garden
One of the most photogenic homes in the region, it is ideal for lifestyle shoots, creative retreats, or simply a holiday in a beautifully curated setting.
Capacity: 7 guests – 4 bedrooms – €4,500 to €6,300 / week
Casa Le Sorelle’s pool, fully immersed in the Tuscan landscape.
Book Casa Le Sorelle
Forte San Giorgio’s pool carved into the rock.
Forte San Giorgio : Capraia Island, Livorno
On Capraia, a wild island off the Tuscan coast, Forte San Giorgio
rises like a mirage. Once a fortress, now transformed into an ultra sculptural luxury villa, it commands a hypnotic panorama over the Tyrrhenian Sea.
To experience:
Al fresco dinners on the panoramic terrace
Walks through vineyards and olive groves
Tastings of local wines
A n exceptional stay for groups or families seeking both authenticity and luxury
A pool perched above the cliffs, sweeping terraces, serene bedrooms, and soft, shifting light. Forte San Giorgio is more than a place to stay. It is an immersive, almost cinematic experience.
Perfect for large groups, celebrations, or travelers seeking an off-the-beaten-path Tuscany, island version.
Capacity: 20 guests – 11 bedrooms – €33,000 to €44,000 / week
Book Forte San Giorgio
Umamma : San Miniato, Tuscany
Between Florence and Pisa, Umamma is a sixteenth century building transformed into a contemporary jewel. From its original arches and vaulted ceilings to its heated indoor pool, every detail reflects a place where history meets modern comfort.
A stay that blends heritage and modern luxury:
An underground pool and a terrace with views of the hills and the village of Vinci
Open-plan living for a fluid, harmonious stay
Architectural surprises such as hatches and vaulted cellars
Proximity to cultural and gastronomic activities: Tuscan village visits, local wine tastings, exploration of historic cities
Umamma is perfect for those seeking a villa rental in Tuscany that combines heritage, tranquility, and an exceptionally unique place to stay.
Capacity: 4 guests – 2 bedrooms – From €6,000 / week
Umamma: a hidden pool beneath vaulted ceilings.
Book Umamma
Where are the best spots to stay in Tuscany?
Tuscany is rich in destinations, each suited to a different way of travelling. The Chianti region is a natural choice for wine lovers and for those drawn to rolling landscapes shaped by vineyards and olive groves, a vision of the Tuscan countryside at its most classic.
The UNESCO listed Val d’Orcia draws visitors with its gentle hills, storybook villages, and winding roads lined with cypress trees.
Between Florence, Siena, and Pisa, medieval villages and wine estates shape a destination made for cultural, gastronomic, or quietly contemplative travel. These areas strike a natural balance between landscape, heritage, and local life, promising an authentic and memorable Tuscan experience.
What types of houses Can you rent in Tuscany ?
Tuscany offers a wide range of rental homes to suit every kind of traveller. Traditional country houses, often restored farmhouses or wine estates, create a rustic, authentic atmosphere, ideal for slowing down and recharging in the heart of the countryside.
Villas with pools, like Casa di Tramito or Forte San Giorgio, combine luxury and modern comfort with breathtaking views over hills and vineyards.
For more intimate stays or short breaks, independent houses offer a typically Tuscan setting with full privacy and flexibility.
Whether traveling as a family, with friends, or as a couple, Tuscany offers options for every taste and budget, with properties that combine authenticity, comfort, and historical charm.
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