5-Star Luxury Accommodation Siena

Tuscan Shadows
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Tuscan Shadows

Siena, Tuscany, Italy
From€857
Set high in the Tuscan hills, this villa has everything you need for a carefree stay. With a private pool and two terraces, you'll probably spend most of your time in the garden. The hot tub is the ic.....
€857 price from10 guests5 bedrooms
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Valley Vista Villa
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Valley Vista Villa

Siena, Tuscany, Italy
From€751
Located just one mile from the hilltop town of Cortona, this Tuscan villa is made up of two apartments in one charming and traditional farmhouse. Both apartments have their own separate entrances, mak.....
€751 price from10 guests5 bedrooms
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The Well Garden
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The Well Garden

Siena, Tuscany, Italy
From€743
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.....
€743 price from10 guests5 bedrooms
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Olive Tree Embrace
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Olive Tree Embrace

Siena, Tuscany, Italy
From€1,356
This villa, surrounded by vineyards and verdant hills, is guaranteed to sweep you off your feet. Whether you're looking for a quiet escape where you can truly relax or a base for your adventures in th.....
€1,356 price from14 guests7 bedrooms
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Butterfly Flutter By
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Butterfly Flutter By

Siena, Tuscany, Italy
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.....
13 guests6 bedrooms
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Tuscan Sweet
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Tuscan Sweet

Siena, Tuscany, Italy
From€205
This apartment near Torrita di Siena has lovely views over this little slice of Tuscany from the terrace – perfect for alfresco meals. Or have a stroll through the communal gardens to the shared swimm.....
€205 price from4 guests2 bedrooms
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Peace in Tuscany
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Peace in Tuscany

Siena, Tuscany, Italy
From€1,294
With idyllic views stretching across vineyards, olive groves and rows of cypresses, it’s not hard to see why this home caught our eye. Dating back to the 18th-century, the house has since been restore.....
€1,294 price from12 guests6 bedrooms
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Patron Saint of Sunshine
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Patron Saint of Sunshine

Siena, Tuscany, Italy
From€107
In typical Tuscan style – a flaxen-yellow facade and wooden shutters – this terraced house sits in the charming city of Arezzo. It’s mere footsteps from Saint Clemente Gate, marking the beginning of t.....
€107 price from4 guests1 bedroom
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Tuscan Paradise
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Tuscan Paradise

Siena, Tuscany, Italy
From€2,384
This recently restored country home, nestled in the heart of the wilds of Tuscany, offers the perfect escape for those seeking luxurious tranquillity, with astounding views, entertainment and opportun.....
€2,384 price from12 guests6 bedrooms
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Simple Beauty
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Simple Beauty

Siena, Tuscany, Italy
From€188
One of three apartments nestled among olive and fruit trees, this ground-floor home provides the ideal setting for a restorative Tuscan retreat. There’s a shared swimming pool (open seasonally), plent.....
€188 price from4 guests2 bedrooms
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Tuscan Villa
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Tuscan Villa

Siena, Tuscany, Italy
From€404
This elegant stone villa is nestled rather picturesquely amidst rolling hills and vineyards in the Tuscan countryside, approximately a thirty-minute drive from Arezzo. You’ll enjoy stunning scenery he.....
€404 price from8 guests4 bedrooms
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Timeless in Tuscany
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Timeless in Tuscany

Siena, Tuscany, Italy
From€686
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.....
€686 price from8 guests4 bedrooms
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Rolling In Olives
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Rolling In Olives

Siena, Tuscany, Italy
From€938
This traditional farmhouse, buried deep in the Tuscan hills, offers guests a taste of everything this area is known for – picturesque mountain views, pretty vineyards and lush olive groves. Sat in the.....
€938 price from14 guests7 bedrooms
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The Tuscan Vineyard
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The Tuscan Vineyard

Siena, Tuscany, Italy
From€285
Set on a farm, parts of which are more than 200 years old, you’ll find this apartment, which is light and bright thanks to the large arched windows. Outside, as you’d hope for – there are gorgeous vis.....
€285 price from6 guests3 bedrooms
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Vines & Views
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Vines & Views

Siena, Tuscany, Italy
From€280
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.....
€280 price from7 guests3 bedrooms
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A Magic Touch
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A Magic Touch

Siena, Tuscany, Italy
From€1,021
This gorgeous house is nestled within the medieval hilltop village of Castelmuzio. The vibrant garden features cypress, fig, pomegranate and local flowers, with its own plunge pool and spaces for sunb.....
€1,021 price from8 guests5 bedrooms
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The White Vine
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The White Vine

Siena, Tuscany, Italy
From€1,977
Looking for the wow factor? This home fits the bill. Each room effortlessly blends Tuscan tradition with contemporary aesthetics – none more so than the living area, with its brick archways, stone wal.....
€1,977 price from12 guests6 bedrooms
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Tuscan Wedge
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Tuscan Wedge

Siena, Tuscany, Italy
From€763
This elegant Tuscan villa features a separate cottage with a double bedroom, perfect for guests seeking extra privacy. The main home emanates charm, with traditional features and plenty of space for a.....
€763 price from18 guests9 bedrooms
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Mountain Lotus
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Mountain Lotus

Siena, Tuscany, Italy
From€1,287
This charming stone home has been restored to its original beauty. You’ll find terracotta tiles, wooden beams, and brick floors in this traditional Tuscan home – the style is rustic so if you’re looki.....
€1,287 price from14 guests8 bedrooms
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Fresh Ink
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Fresh Ink

Siena, Tuscany, Italy
From€581
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.....
€581 price from6 guests3 bedrooms
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The Olive Garden
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The Olive Garden

Siena, Tuscany, Italy
From€270
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.....
€270 price from6 guests3 bedrooms
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Toasted Oak
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Toasted Oak

Siena, Tuscany, Italy
From€2,659
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.....
€2,659 price from18 guests8 bedrooms
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The Vine Song
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The Vine Song

Siena, Tuscany, Italy
From€1,687
Accessible via an unpaved, cypress-lined road and perched on sloping, vineyard-covered hills, this stylish stone villa is Tuscany at its best. Whether you’re here for an intimate wedding or a big fami.....
€1,687 price from8 guests4 bedrooms
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The Terracotta Sun
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The Terracotta Sun

Siena, Tuscany, Italy
From€451
Surrounded by olive groves and ancient woods, this traditional farmhouse welcomes you to an authentic stay in the heart of Tuscany. Located on Pomaio hill with sweeping views across the countrysid.....
€451 price from6 guests4 bedrooms
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A Little Piece of History
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A Little Piece of History

Siena, Tuscany, Italy
From€153
Once an old watermill, this apartment sits within an estate of cottages, just a stone's throw from Siena. Prepare meals in the kitchen, or head to the communal terrace to grill dishes on the barbecue......
€153 price from4 guests2 bedrooms
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