Luxury Accommodation Siena, Italy

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Tuscan Serenity Tuscany, Italy

Self-Catering
3 3From €483 Nightly
Amidst the rolling hills and long stretches of vineyards, you'll be captivated by the peace and serenity of this place from the moment you arrive. Stone clad brickwork and cobbled paths set the scene...
3
€483 /avg nightly
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La Tranquillità Tuscany, Italy

Self-Catering
4 3From €610 Nightly
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...
4
€610 /avg nightly
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When in Metato Tuscany, Italy

Self-Catering
3 3From €955 Nightly
If the idea of staying in a beautifully-designed villa in the heart of the Tuscan countryside, surrounded by lush greenery and breathtaking views sounds like the perfect way to escape, then this home...
3
€955 /avg nightly
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A Touch Of Ivy Tuscany, Italy

Self-Catering
3 2From €246 Nightly
Like many traditional homes in Tuscany, this gorgeous old farmhouse is full of rustic elegance, with ivy and vines creeping over the exterior, beautifully matching it to its country surroundings. With...
3
€246 /avg nightly
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Lavender & Lilac Tuscany, Italy

Self-Catering
5 6From €750 Nightly
There’s more than a touch of magic to this stone farmhouse in Tuscany. Not only are you just a short drive away from the ancient hilltop town of Cortona, but you’re also surrounded by traditional Tusc...
5
€750 /avg nightly
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The Vine Song Tuscany, Italy

Self-Catering
4 3From €1,258 Nightly
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...
4
€1,258 /avg nightly
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Lavender Lawns Tuscany, Italy

Self-Catering
6 5From €503 Nightly
Retaining its original exposed stone structure and terracotta thatched roof, this villa stands tall just outside the small village of Alberoro. Spend mornings relaxing on the lush lawns by the private...
6
€503 /avg nightly
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Dreams of Yesterday Tuscany, Italy

Self-Catering
5 5From €474 Nightly
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...
5
€474 /avg nightly
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Il Sogno Tuscany, Italy

Self-Catering
2 1From €245 Nightly
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...
2
€245 /avg nightly
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Botticelli's Primavera Tuscany, Italy

Self-Catering
10 8From €1,703 Nightly
Just driving up to this fabulous Tuscan home is a pleasure in itself. Surrounded by manicured lawns, tall cypress trees and rolling hills, it's an imposing place in a secluded setting. Within the priv...
10
€1,703 /avg nightly
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Oleander Oasis Tuscany, Italy

Self-Catering
3 3From €319 Nightly
A true rural oasis, this flower-framed Tuscan farmhouse beautifully blends traditional charm with modern comforts to create the perfect quiet retreat. Hills teeming with olive trees, cypresses and hol...
3
€319 /avg nightly
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Olive Trees and Fresh Bread Tuscany, Italy

Self-Catering
6 6From €750 Nightly
In the heart of Tuscany, surrounded by olive trees and vineyards, this sprawling villa is the perfect find for adventures in the Italian countryside. Sip a coffee near the private pool and spend the m...
6
€750 /avg nightly
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Breathe The Green Tuscany, Italy

Self-Catering
4 4From €369 Nightly
Ah, Tuscany. There’s no better way to explore the verdant Italian countryside than from a rustic farmhouse, and this home has tradition (and charm) in spades. Dating back to the early 1900s, this ston...
4
€369 /avg nightly
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Rolling In Olives Tuscany, Italy

Self-Catering
7 7From €545 Nightly
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...
7
€545 /avg nightly
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Museum of Light Tuscany, Italy

Self-Catering
9 7From €648 Nightly
This refurbished 18th century home is perfectly perched to explore both Tuscany and Umbria. The entrance hall, with roped-off antique chairs, gilded ceilings and busts on the balustraded balcony is li...
9
€648 /avg nightly
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Green Stables Tuscany, Italy

Self-Catering
6 5From €536 Nightly
This refurbished farmhouse is essentially two homes in one, perfect for two families travelling together. Both segments of the house have three bedrooms, each with direct access to the lush garden. In...
6
€536 /avg nightly
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Chianti Kisses Tuscany, Italy

Self-Catering
4 6From €1,379 Nightly
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...
4
€1,379 /avg nightly
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Cypress Tower Tuscany, Italy

Self-Catering
6 7From €750 Nightly
If you’ve ever imagined the setting where an Italian scholar or philosopher might like to spend their days, this is it. High up in the ancient and noble town of Cortona, you'll find this beautiful hom...
6
€750 /avg nightly
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Beyond The Vineyards Tuscany, Italy

Self-Catering
5 6From €1,087 Nightly
This Tuscan villa is grand Italian rusticana at its finest. Though the wooden ceilings, thick stone walls and view of vineyards for miles feels like an 18th-century farmhouse, the glowing candelabra,...
5
€1,087 /avg nightly
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Wild Rosemary Tuscany, Italy

Self-Catering
5 3From €374 Nightly
A truly idyllic escape to rural Tuscany requires rolling hills, a rustic farmhouse and panoramic views across olive groves and vineyards. And you'll have all of this and more at this beautiful home de...
5
€374 /avg nightly
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Ten Green Bottles Tuscany, Italy

Self-Catering
6 7From €1,143 Nightly
Set in 30,000 square metres of grounds, this home is the Tuscan dream. There’s a turquoise swimming pool for hot summer days, a volleyball and football pitch, and a well-tended orto (vegetable garden)...
6
€1,143 /avg nightly
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Le Gallozzole Tuscany, Italy

Self-Catering
5 3 10From €2,107 Weekly
Comfortable on a vinyard villa "Le Gallozzole", from the 18th century, surrounded by trees and vineyards. Above Quercegrossa (3 km) 10 km from the centre of Castellina in Chianti, 9 km from the centre...
10
5
€2,107 /avg weekly
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Il Fienile Tuscany, Italy

Self-Catering
2 2 6From €908 Weekly
Lucciana 3 km from Casole d'Elsa: Very beautiful, comfortable "rustico" cottage "Il Fienile", 2 storeys, surrounded by meadows and vineyards. In the hamlet Lucciana 3 km from the centre of Casole d'El...
6
2
€908 /avg weekly
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Poggio all'Aia Tuscany, Italy

Self-Catering
4 4 8From €882 Weekly
Lucciana 3 km from Casole d'Elsa: Large, comfortable "rustico" cottage "Poggio all'Aia", renovated, surrounded by meadows and vineyards. In the hamlet Lucciana 3 km from the centre of Casole d'Elsa, 1...
8
4
€882 /avg weekly
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Antipasti on the Patio Tuscany, Italy

Self-Catering
6 7From €764 Nightly
Just 11km outside of Siena, nestled on a hilltop in the Tuscan countryside, you'll find this idyllic villa. It's a gorgeous spot with over a thousand square metres of grounds to explore, and plenty of...
6
€764 /avg nightly
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Grapevine Dreams Tuscany, Italy

Self-Catering
8 7From €900 Nightly
This villa sits on a wine estate in the Chianti Hills, where the vines have been owned and tended to by the same family since 1865. If you’re not exploring the rolling, vine-clad hills of the grounds,...
8
€900 /avg nightly
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Villa Tosca Tuscany, Italy

Self-Catering
8 7From €2,006 Nightly
Leave the gorgeous Renaissance city of Florence in your rearview mirror and head for the hills. Drive just thirty minutes or so up into the rolling Tuscan hills, and you'll come across this breathtaki...
8
€2,006 /avg nightly
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Wild Grapes Tuscany, Italy

Self-Catering
2 2From €399 Nightly
If you're coming to Chianti to sample its most famous product, you've hit the jackpot with this beautiful villa set on a wine estate. Just a few hundred metres from the cellars and wine shop, you'll b...
2
€399 /avg nightly
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Between The Olive Groves Tuscany, Italy

Self-Catering
12 10From €1,313 Nightly
When staying in Tuscany, who doesn’t want a 16th-century villa, with life-size frescoes and acres of grounds to explore? This place sits between the medieval borgo of Monte San Savino (a ten-minute dr...
12
€1,313 /avg nightly
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Beneath The Autumnal Sun Tuscany, Italy

Self-Catering
5 5From €1,021 Nightly
Sitting proudly in the Chianti landscape, surrounded by woods, olive trees and row upon row of vines – this ancient farmhouse is the dream. It’s located in the prestigious setting of the Tolaini organ...
5
€1,021 /avg nightly
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The Softest Crimson Tuscany, Italy

Self-Catering
4 4From €481 Nightly
Built as a farm at the end of the 19th century, this rural home has oodles of charm and Tuscan character. We're swooning over the original terracotta-vaulted ceilings, the exposed cork beams and the h...
4
€481 /avg nightly
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Olive Tree Embrace Tuscany, Italy

Self-Catering
7 8From €1,094 Nightly
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...
7
€1,094 /avg nightly
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Shepherd's Folly Tuscany, Italy

Self-Catering
8 8From €1,105 Nightly
Rolling Tuscan hills bordered by Cypress trees and vineyards set the scene for this veritable converted farmhouse — a mere five-minute drive from the historic city of Siena. An architectural deligh...
8
€1,105 /avg nightly
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Arches & Enclaves Tuscany, Italy

Self-Catering
8 8From €758 Nightly
On a hill in the beautiful Val d’Orcia, this traditional stone villa looks out over the undulating countryside. It’s a forty-minute drive to the medieval walled city of Siena, should you fancy a day t...
8
€758 /avg nightly
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Little Borghis Tuscany, Italy

Self-Catering
5 5From €401 Nightly
Flanked by Tuscany's postcard-perfect cypress trees and commanding magnificent views of the rolling hills and vineyards beyond, the setting for this farmhouse villa would be hard to beat. Spend la...
5
€401 /avg nightly
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The Last Word Tuscany, Italy

Self-Catering
9 11From €734 Nightly
This villa sits in idyllic countryside, yet is less than an hour’s drive from the centre of Rome, so you can get the best of both worlds. You’ll find this place perched between two golf courses, and a...
9
€734 /avg nightly
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Zodiac Signs Tuscany, Italy

Self-Catering
6 7From €766 Nightly
This enchanting villa, located deep in the Tuscan countryside, is sure to sweep you off your feet at very first glance. Perfect for families or groups of friends alike, this splendid home is surrounde...
6
€766 /avg nightly
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Rigomagno Rustico Tuscany, Italy

Self-Catering
1 1From €274 Nightly
While away spectacular sunny days lost in the pages of a good book by the pool, drink fantastic local wines as you relax in the bubbling Jacuzzi, and tuck into Tuscan classics cooked on the brick barb...
1
€274 /avg nightly
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Sienese Waltz Tuscany, Italy

Self-Catering
5 6From €1,120 Nightly
This villa dates back to the twelfth century, but you'll be happy to hear that there have been a few additions since then. Most notable of them is the long swimming pool in the verdant grounds, which...
5
€1,120 /avg nightly
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East of the Sun Tuscany, Italy

Self-Catering
5 3From €485 Nightly
Adorned with traditional features that take you back to a time when things moved a bit slower, this nostalgic farmhouse oozes serenity and peaceful relaxation. Choose to spend lazy days by the pool, o...
5
€485 /avg nightly
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La Pesca Tuscany, Italy

Self-Catering
5 5From €866 Nightly
Peeping over the rolling vineyards of the Val d'Arbia, this hillside home is all soaring beamed ceilings, flagstone floors and antique furnishings. While it retains original features and an unmistakab...
5
€866 /avg nightly
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Tuscan Hills Tuscany, Italy

Self-Catering
2 2From €279 Nightly
This hilltop haven is perfect for those looking for a quiet, calm and restful stay in Tuscany. The villa can be found thirteen minutes outside of Asciano, with its medieval centre, amid stunning rolli...
2
€279 /avg nightly
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Casale Cetena Rossa Tuscany, Italy

Self-Catering
5 5 10From €2,195 Nightly
Tucked away among the rolling Tuscan hills and ancient vineyards that produce some of Italy’s finest wine sits Casale Cetena Rossa. This glorious farmhouse has five bedrooms and welcomes up to ten gue...
10
5
€2,195 /avg nightly
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Lavacchio Tuscany, Italy

Self-Catering
5 4 10From €676 Nightly
A stunning villa nestled into the hills of Tuscany and boasting breathtaking views of the beautiful Italian landscape, Lavacchio is a dreamy spot indeed! Relax and unwind by the crystalline swimming p...
10
5
€676 /avg nightly
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Casale Poggia Alla Corona Tuscany, Italy

Self-Catering
4 4 8From €1,895 Nightly
From its location high on a hill, Casale Poggia Alla Corona offers you a panoramic view of the rolling Tuscan countryside. Looking down on vineyards and across the Italian landscape fills you with sat...
8
4
€1,895 /avg nightly
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Villa Stabbi Tuscany, Italy

Self-Catering
5 7 9From €14,750 Nightly
Situated in the heart of the magnificent Tuscan countryside, Villa Stabbi is a charming, five-bedroom villa that boasts traditional interiors and an expansive and well-equipped outdoor space. Finished...
9
5
€14,750 /avg nightly
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Villa San Gerolamo Tuscany, Italy

Self-Catering
5 5 10From €1,786 Nightly
Once a 20th-century ruin amid the rural countryside of Crete Senesi, San Gerolamo has been transformed into a stunning five-bedroom retreat. Surrounded by gently sloping hills, it’s easy to feel as th...
10
5
€1,786 /avg nightly
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Villa Alba Tuscany, Italy

Self-Catering
3 4 6From €9,685 Nightly
Boasting magnificent views of the breathing Val d’Orcia countryside, Villa Alba is a traditional three-bedroom Tuscan farmhouse that’s ideally suited to families and friends who want to experience the...
6
3
€9,685 /avg nightly
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Hortus Tuscany, Italy

Self-Catering
5 5 10From €1,571 Nightly
Like your homes to be historic, yet still boast 21st-century amenities? Like your architecture classical, belying extraordinary interiors worthy of glossy design magazines? Well, then you’ll love Hort...
10
5
€1,571 /avg nightly
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Casale San Regolo Tuscany, Italy

Self-Catering
5 5 10From €2,195 Nightly
Bordered by beautiful olive groves and sprawling vineyards, Casale San Regolo is a striking, five-bedroom holiday villa that ensures you experience Tuscan living at its finest. One of the largest farm...
10
5
€2,195 /avg nightly
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5-Star properties in Siena
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