5-Star Luxury Accommodation Siena

Green Grapes
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Green Grapes

Siena, Tuscany, Italy
From€387
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.....
€387 price from10 guests5 bedrooms
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View From The Evening
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View From The Evening

Siena, Tuscany, Italy
From€342
Florence and Pisa steal the limelight for Tuscan cities, yet Cortona is a hidden gem brimming with character. Authentically Italian and undoubtedly pretty, the sleepy streets and welcoming ambiance is.....
€342 price from4 guests2 bedrooms
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Landscape Artist
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Landscape Artist

Siena, Tuscany, Italy
From€273
In years gone by, this building in the countryside surrounding Siena was a farmhouse. Today, however, those paying a visit to the address will find a really rather dreamy Tuscan getaway. We're will.....
€273 price from6 guests2 bedrooms
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Childhood Memories
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Childhood Memories

Siena, Tuscany, Italy
From€201
If you're looking for a little taste of la dolce vita, this rustic home hidden away in the Siennese hills is an idyllic option for a getaway. Set in an old farm village, the home still bears a rust.....
€201 price from5 guests3 bedrooms
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Tuscan Tradition
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Tuscan Tradition

Siena, Tuscany, Italy
From€331
Leave the tourist trail behind and embrace authentic Tuscan village life during a stay at this charming four-bedroom cottage. The charming stone facade is comfortably the oldest in town, with a histor.....
€331 price from8 guests4 bedrooms
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Tuscan Academia
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Tuscan Academia

Siena, Tuscany, Italy
From€640
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.....
€640 price from8 guests4 bedrooms
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Relais Borgo Santo Pietro
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Relais Borgo Santo Pietro

Chiusdino, Siena, Tuscany, Italy
From€887
Located in the very heart of Tuscany, Borgo Santo Pietro is a truly unique 5 * resort. An elegant villa with a noble history, Borgo offers a sophisticated combination of classic and contemporary style. Property Locati..
€887 price from16 bedrooms
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The Magdalena Rose
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The Magdalena Rose

Siena, Tuscany, Italy
From€92
Perched on the Tuscan hilltops, the city of Arezzo sits like a gateway to the artistic and cultural beauty of Italy. And this home is the perfect setting to embrace its atmospheric charm. Located.....
€92 price from6 guests2 bedrooms
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Pistachio Pesto
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Pistachio Pesto

Siena, Tuscany, Italy
From€96
This home is a true haven nestled right in the heart of Arezzo. With its luscious garden and rustic interior, it's the perfect place to kick back and relax away from the hustle and bustle. Step in.....
€96 price from8 guests2 bedrooms
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A Sweet Symphony
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A Sweet Symphony

Siena, Tuscany, Italy
From€518
Set amidst the verdant greenery of the Tuscan countryside, this elegant home invites you to experience the timeless charm of Italian living. And from the moment of arrival, the atmospheric presenc.....
€518 price from4 guests2 bedrooms
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Cortona Dreaming
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Cortona Dreaming

Siena, Tuscany, Italy
From€108
Tucked in close to the border that separates Tuscany from Umbria, this cosy villa has all the traditional trimmings you’d expect to see from a Tuscan home. Wood-beamed ceilings and terracotta tiles sa.....
€108 price from6 guests2 bedrooms
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Noah's Son
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Noah's Son

Siena, Tuscany, Italy
From€135
If you're a frequent visitor to Tuscany and looking for somewhere that's slightly off the beaten track for your next trip, the medieval town of Cortona is a lovely choice and this apartment on the out.....
€135 price from2 guests1 bedroom
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Dreams of Yesterday
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Dreams of Yesterday

Siena, Tuscany, Italy
From€708
This is not your typical Italian villa. Sure, on the outside it looks familiar with its rustic stone walls and quaint shutters. But on the inside, it’s a treasure trove of antiques and expertly styled.....
€708 price from10 guests5 bedrooms
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Rustic Idyll
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Rustic Idyll

Siena, Tuscany, Italy
From€733
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.....
€733 price from6 guests3 bedrooms
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Stone's Throw Away
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Stone's Throw Away

Siena, Tuscany, Italy
From€407
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.....
€407 price from11 guests6 bedrooms
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Fairytale in Cortona
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Fairytale in Cortona

Siena, Tuscany, Italy
From€862
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,.....
€862 price from8 guests3 bedrooms
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Tuscan Haven
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Tuscan Haven

Siena, Tuscany, Italy
From€1,258
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.....
€1,258 price from4 guests2 bedrooms
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Almond Leaves
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Almond Leaves

Siena, Tuscany, Italy
From€572
This beautiful apartment can be found in a renovated farmhouse on the outskirts of Cortona. Boasting beautiful views of Val di Chiana, it’s a wonderful base for a Tuscan escape. It takes just twenty-t.....
€572 price from6 guests3 bedrooms
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Brothers & Sisters
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Brothers & Sisters

Siena, Tuscany, Italy
From€476
Blessed with a picturesque spot in the Tuscan countryside, this villa looks colossal from the outside, but all is not as it seems at first. That's because the property is actually made up of four sepa.....
€476 price from17 guests8 bedrooms
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Sipping Chianti
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Sipping Chianti

Siena, Tuscany, Italy
From€434
This is an excellent base from which to explore Tuscany and Chianti. The stone villa is a classic example of Tuscan style, which has been renovated into a comfortable home – it has everything you migh.....
€434 price from10 guests5 bedrooms
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La Tranquillità
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La Tranquillità

Siena, Tuscany, Italy
From€671
This quaint redbrick villa with its duck-egg-blue shutters and intoxicating gardens is an enchanting escape in the south of Tuscany. Bordered by thick, leylandii hedges, the hectare of grounds is a sy.....
€671 price from8 guests4 bedrooms
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Front Row Seat
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Front Row Seat

Siena, Tuscany, Italy
From€77
Cosy and intimate, this quaint home on the outskirts of Cortona is defined by its seating and sporting options. Various pretty seating spots are dotted around the outdoor space, perfect for relaxing w.....
€77 price from3 guests2 bedrooms
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A Pop of Pink
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A Pop of Pink

Siena, Tuscany, Italy
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.....
8 guests4 bedrooms
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Il Sogno
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Il Sogno

Siena, Tuscany, Italy
From€250
When it comes to Tuscan idylls, this home ticks all the boxes. Set amongst Cortana’s rolling green hills, this renovated 19th century house is full of quiet corners and scenic spots waiting to welcome.....
€250 price from4 guests2 bedrooms
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Chianti Kisses
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Chianti Kisses

Siena, Tuscany, Italy
From€1,319
Nestled among the lush greenery of an expansive 1,000-acre private estate, this beautifully restored stone villa is ideally located to allow you to enjoy the ultimate holiday with your family or a gro.....
€1,319 price from8 guests4 bedrooms
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