Luxury Accommodation Siena, Italy

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Butterfly Flutter By Tuscany, Italy

Self-Catering
6 bedrooms5 bathrooms13 guests
Just because Tuscany is one of the most beautiful places on earth, it doesn't necessarily follow that you should be happy to stay in any old place — especially not when you can take up residence in a...
From €742 Nightly
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An Angel's Kiss Tuscany, Italy

Self-Catering
5 bedrooms5 bathrooms10 guests
Among the rolling hills and Tuscan vineyards, this peaceful villa lies not too far away from Arezzo's characterful city – promising pretty churches and famous medieval frescoes. Journey down your unpa...
From €1,256 Nightly
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Lost in Daydreams Tuscany, Italy

Self-Catering
7 bedrooms5 bathrooms14 guests
Very few words have the power to evoke a wistful sigh upon hearing them, but Tuscany is one of them and it's dreamy villas such as this that are a sizeable reason. Hidden away among dense vegetatio...
From €753 Nightly
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Green Grapes Tuscany, Italy

Self-Catering
5 bedrooms6 bathrooms10 guests
The rolling hills of Tuscany are a bucket-list destination for many, and this home puts you right in the heart of the dreamy landscapes. It's the perfect place to kick back, relax, and spend some qual...
From €593 Nightly
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Stone's Throw Away Tuscany, Italy

Self-Catering
6 bedrooms4 bathrooms11 guests
This newly-renovated home is a touch of modern luxury in the heart of the Italian countryside. Standing proud amidst the sea of green hillside, it provides unbridled privacy and relaxation. Such is th...
From €668 Nightly
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Tuscan Bliss Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms12 guests
Set among the rolling hills of Tuscany, this traditional villa is the ideal getaway for a family reunion or large group. Start relaxing on the winding drive up to the home as you take in the native fo...
From €678 Nightly
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Glow of the Valley Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
Bright, modern and ideally located just a short stroll from Cortana’s main square, this glossy apartment is an ideal base for those looking to explore this picturesque corner of Tuscany. Inside,...
From €360 Nightly
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Rolling & Sweeping Tuscany, Italy

Self-Catering
5 bedrooms4 bathrooms9 guests
This grand palace stands proud at the top of one of Tuscany's rolling hills, and affords one of the most beautiful sweeping views in the region. It's an authentic taste of the true Tuscan experience....
From €731 Nightly
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Green Connection Tuscany, Italy

Self-Catering
3 bedrooms2 bathrooms6 guests
Nestled in Tuscany's luscious countryside, this gorgeous family home offers the chance to experience authentic Tuscan living in a beautiful setting. From the original stone walls to the wood burner to...
From €802 Nightly
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A Pop of Pink Tuscany, Italy

Self-Catering
4 bedrooms3 bathrooms8 guests
Inspirited with traditional Tuscan charm, we’d be lying if we said we weren’t a teeny bit in love with this villa. There’s something for everyone here – a sparkling, private pool, a cosy fireplace, fu...
From €499 Nightly
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The Well Garden Tuscany, Italy

Self-Catering
5 bedrooms5 bathrooms10 guests
A traditional Tuscan farm stay, surrounded by olive groves and truffle country, this stone villa is as practical as it is beautiful. With plenty of space for a large group to spread out, there are thr...
From €988 Nightly
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Vines & Views Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms7 guests
Immerse yourself in the Tuscan brand of 'dolce far niente' with a stay at this charming villa, offering stunning views of the green hills, nestled on the outskirts of the historic town of Cortona. Thi...
From €418 Nightly
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A Comet at Twilight Tuscany, Italy

Self-Catering
6 bedrooms6 bathrooms11 guests
Dating back to the 17th century, there is an undeniable air of rustic charm to this villa near Arezzo (a thirty-five-minute drive away). As the sun sets over the surrounding hills, the stone facade pr...
From €1,702 Nightly
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Rustic Idyll Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
It's homes like this that give Tuscany its reputation as a blissful place which to retreat for a week or three. The surrounding landscape of vineyards and rolling hillsides is as picturesque as you co...
From €1,216 Nightly
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Wrapped in Jasmine & Aloe Tuscany, Italy

Self-Catering
6 bedrooms6 bathrooms12 guests
Nestled quietly in the countryside, this beautiful home will enchant you from the moment you first set eyes on it. With views over the Val di Chiana and Cortona, this home has it all – stunning stonew...
From €1,563 Nightly
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Oleander Breeze Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms8 guests
Sweeping views of the Tuscan countryside and rustic interiors are the hallmarks of this traditional farmhouse. We loved the terracotta tiles, chestnut-wood ceiling beams and antique furnishings, not t...
From €1,103 Nightly
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The Sweetest Life Tuscany, Italy

Self-Catering
16 bedrooms16 bathrooms32 guests
Staying at this sprawling Tuscan estate is like having your own ancient borgo (small village). Hectares of grounds are dotted with cypress trees, dense woodland, ancient olive groves and gardens bloss...
From €3,011 Nightly
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The Main Event Tuscany, Italy

Self-Catering
5 bedrooms5 bathrooms10 guests
Dating back to the 18th century, this home provides the perfect setting for a dreamy Tuscan retreat – one that’s filled with the majestic beauty of the Italian countryside. And from the moment of arri...
From €1,651 Nightly
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Sunflower Beams Tuscany, Italy

Self-Catering
2 bedrooms1 bathrooms3 guests
Located in Cortona’s historic centre, this handsome apartment blends rustic charm with modern comforts to create a memorable, relaxing stay. Housed in a historic building, you’ll find plenty of tr...
From €252 Nightly
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Ode to Nature Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms8 guests
Imagine waking up to expansive views across rolling hills and olive groves, wandering through a blossoming garden to spend slow days by the pool and simply embracing the sweetness of Italian living. F...
From €739 Nightly
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A Rustic Reverie Tuscany, Italy

Self-Catering
2 bedrooms1 bathrooms4 guests
For a taste of authentic Tuscan living, this holiday home is a great choice. This apartment is one of six, renovated from a 15th-century structure by a historically conscious architect. The result of...
From €217 Nightly
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Floral Symphony Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms8 guests
If we asked you to imagine a rustic home in the middle of the Tuscan countryside at which you could happily while away a week or two, we'd be willing to wager that what you pictured looked something a...
From €785 Nightly
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Timeless Harmony Tuscany, Italy

Self-Catering
6 bedrooms4 bathrooms14 guests
Made up of a main building and two annexes, nestled on a promontory and enjoying stunning views of the city and surrounding countryside, this home is a gorgeous blend of the traditional and the super...
From €1,212 Nightly
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Under A Tuscan Moon Tuscany, Italy

Self-Catering
2 bedrooms1 bathrooms4 guests
This rustic-style villa, nestled amid unspoiled swathes of the Italian countryside close to the quintessentially Tuscan town of Cortona, provides the perfect place to slow down, reconnect, and immerse...
From €317 Nightly
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Yellow Harvest Moon Tuscany, Italy

Self-Catering
6 bedrooms6 bathrooms12 guests
With a traditional farmhouse style and situated within some of the most beautiful landscapes that this part of the Tuscan countryside has to offer, this warm, welcoming, and characterful home is perfe...
From €1,655 Nightly
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Moonlight Moments Tuscany, Italy

Self-Catering
5 bedrooms7 bathrooms12 guests
Surrounded by flourishing trees with sweeping views across the hills of Chianti, every detail of this home sings with the natural beauty of Tuscany. From the rustic interiors to the antique furnis...
From €1,410 Nightly
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The Vineyard House Tuscany, Italy

Self-Catering
13 bedrooms11 bathrooms16 guests
Surrounded by over a hectare of parkland, this beautiful home will, if nothing else, reestablish your connection to nature – starting on the drive up to the front door, where the path is lined with Cy...
From €2,110 Nightly
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Fairytale in Cortona Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms8 guests
Nestled in the vibrant Tuscan landscape, surrounded by traditional beauty lies this home. Whether you're lounging by the private pool or going for a swim to stay active as the kids play in the garden,...
From €1,118 Nightly
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A Glass of Brunello Tuscany, Italy

Self-Catering
5 bedrooms5 bathrooms10 guests
This rural, pet-friendly villa offers equal amounts of elegance and tradition. Accessed through an electric gate and up an avenue of olive trees, you'll enjoy privacy and tranquillity on the outskirts...
From €3,047 Nightly
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Pietra House Tuscany, Italy

Self-Catering
7 bedrooms5 bathrooms14 guests
Found in the rolling Tuscan countryside, only minutes away from Cortona, this beautiful villa exemplifies the best of both worlds. Bask in the peace and tranquillity the secluded location of this home...
From €778 Nightly
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Enrapturing Scenery Tuscany, Italy

Self-Catering
5 bedrooms5 bathrooms12 guests
It's fair to say that Tuscany moves at its own pace and it's not the place to go for homes on the cutting-edge of contemporary design. What you will find reassuring amounts of, however, is villas with...
From €722 Nightly
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Tuscan Academia Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms8 guests
On a hilltop overlooking the rolling Cortona countryside lies this traditional villa. The interior has some dated elements, but the surrounding scenery and laid-back charm make for a lovely stay. With...
From €973 Nightly
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Tuscan Haven Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms2 guests
Situated a short drive outside the bustling medieval city of Siena, this villa offers a true escape in the Tuscan countryside. Originally constructed as a watchtower, its 12th-century exterior has bee...
From €1,749 Nightly
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Upon a Golden Dream Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms8 guests
Whether you're splashing about in the private pool, admiring the Tuscan scenery from the patio or dining on Italian delicacies in the setting sun, this charming villa is the perfect place to call home...
From €410 Nightly
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The Olive Garden Tuscany, Italy

Self-Catering
3 bedrooms2 bathrooms6 guests
This charming farmhouse overlooking views of the Seano Cortona Valley comes complete with its own olive terrace and a hidden private pool. While the best spot in the house to take in the views is on t...
From €528 Nightly
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The Olive & the Vine Tuscany, Italy

Self-Catering
7 bedrooms7 bathrooms17 guests
Pictures don't do this elegant farmhouse justice. Ideal for dream weddings, romantic getaways or family holidays, this home offers a private chef and helicopter transfers, amongst other optional luxur...
From €1,316 Nightly
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The Alighieri Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
This converted Tuscan home provides a great base to explore one of Italy’s most iconic areas from. Though the interior perhaps lacks a bit of cosiness, it is well-kept and provides you with all you ne...
From €329 Nightly
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The Chapel of Time Tuscany, Italy

Self-Catering
4 bedrooms5 bathrooms8 guests
In the heart of central Italy, this traditional home is immersed in the green landscapes of Tuscany. Brimming with history and charm, there are plenty of ancient features to enjoy here, from the 15th-...
From €1,778 Nightly
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Fresh Ink Tuscany, Italy

Self-Catering
3 bedrooms4 bathrooms6 guests
This centuries-old home is beguiling with its mellow stone walls and hidden water well. There’s an internal lift too, making this home ideal for those with limited mobility. We love the grapevine-drap...
From €760 Nightly
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Fresh As a Vine Tuscany, Italy

Self-Catering
6 bedrooms4 bathrooms11 guests
Overlooking the lush Chiana Valley, this former farmhouse boasts views you won’t be forgetting any time soon. There are plenty of spots to sit back and soak it all in, but the pergola’s one of our fav...
From €809 Nightly
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Tranquil Days Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
Situated within Montagnola Senese Park, less than thirty minutes from the centre of Siena, this villa is ideal for those wanting to relax in a serene setting. There’s a swimming pool, just 20 metres f...
From €596 Nightly
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Toasted Oak Tuscany, Italy

Self-Catering
8 bedrooms6 bathrooms18 guests
You might think it doesn't get much better than a swimming pool, a garden in bloom and panoramic views of the Italian countryside, but this home's heritage is what caught our eye. The villa has stood...
From €3,407 Nightly
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The Valley of Angels Tuscany, Italy

Self-Catering
7 bedrooms5 bathrooms14 guests
If you’re in search of a rustic getaway, this 18th-century home ticks all the right boxes. Surrounded by trees, the garden offers beautiful views, as well as a swimming pool (open seasonally), a barbe...
From €711 Nightly
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Timeless in Tuscany Tuscany, Italy

Self-Catering
4 bedrooms3 bathrooms8 guests
Tucked away in the heart of Tuscany, this serene stone house sets the scene for many happy holiday memories made with your loved ones. It sits on a green and leafy spot, with some wonderful views over...
From €750 Nightly
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Tuscan Vineyard Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
Set in the heart of Tuscany, this home, featuring traditional Tuscan colours and exposed beams, has a lovely location on a 200-year-old former farm. There's a shared outdoor swimming pool and wine bar...
From €482 Nightly
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Tuscany's Holy Grail Tuscany, Italy

Self-Catering
3 bedrooms2 bathrooms6 guests
You can take your pick from Tuscany's best bits with a stay at this modern apartment. The historic towns of Val d'Orcia and the famous cities of Florence, Perugia, Siena, Arezzo, and Orvieto are all w...
From €450 Nightly
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Tuscan Lavender Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
Set within the grounds of a 200-year-old farm estate, surrounded by rolling Tuscan hills, the setting is picture-perfect. One of thirteen homes set apart across the complex, within the vast communal g...
From €545 Nightly
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Tuscany Retreat Tuscany, Italy

Self-Catering
3 bedrooms2 bathrooms6 guests
Surrounded by Tuscan countryside, this apartment is a comfortable base from which to explore the region. Spread over two floors, the kitchen’s fully-equipped and there’s a fireplace in the living room...
From €556 Nightly
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Nature's Gift Tuscany, Italy

Self-Catering
5 bedrooms4 bathrooms10 guests
This understated home is nestled amid the fruit and olive trees of an organic farm – just 1 kilometre from the historic village of Monte San Savino. Consisting of three independent apartments (each wi...
From €878 Nightly
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Tuscan Honey Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
Traditional and rustic, this home is nestled among the olive and fruit trees of an organic farm – just 1 kilometre from the medieval village of Monte San Savino. Consisting of two independent apartmen...
From €472 Nightly
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5-Star properties in Siena
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