Luxury Accommodation Tuscany, Italy

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Valley Vista Villa Tuscany, Italy

Self-Catering
5 bedrooms4 bathrooms10 guests
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...
From €686 Nightly
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Rolling Vineyards Tuscany, Italy

Self-Catering
5 bedrooms5 bathrooms12 guests
Press pause on everyday life and treat your loved ones to a Tuscan getaway with a stay at this characterful home. Whether you want to explore the region or simply kick back and enjoy the balmy weather...
From €728 Nightly
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Rosemary Breeze Tuscany, Italy

Self-Catering
6 bedrooms6 bathrooms12 guests
In the folds of the hills, this home is all about those Tuscan sunsets. Catch the golden hour, as the sun dips below the forest-clad hills, from the terrace where curtains frame the view and dining by...
From €1,321 Nightly
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Lavender Dream Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
This charming villa is located in a quiet and peaceful spot in the heart of Tuscany. It’s surrounded by 5 hectares of olive trees and boasts wonderful views of the valley and vineyards below. This typ...
From €616 Nightly
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Another Life Tuscany, Italy

Self-Catering
4 bedrooms3 bathrooms8 guests
The scent of rosemary and thyme drifting from the barbecue, shaded spots for alfresco dining, unobstructed views of undulating countryside and the cool water of the private pool, this gorgeous stone h...
From €1,306 Nightly
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Hear the Bells Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms8 guests
This wonderful villa is immersed in the Tuscan countryside. It stands 500 metres from the ancient Etruscan town of Cortona and boasts stunning views of the Val di Chiana. The stone home has been resto...
From €1,327 Nightly
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Italian Heart & Soul Tuscany, Italy

Self-Catering
5 bedrooms4 bathrooms12 guests
Surrounded by olive trees in the Tuscan countryside, this villa is a peaceful escape for a large family or group of friends. The rustic interiors are rich with charm, and two living areas and kitchens...
From €711 Nightly
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Gardenia Farmhouse Tuscany, Italy

Self-Catering
7 bedrooms6 bathrooms14 guests
For a taste of authentic Tuscany, look no further than this former farmhouse, just a fifteen-minute drive from Cortona and less than an hour from Arezzo. The home includes two independent apartments,...
From €567 Nightly
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First Of The Summer Wine Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms6 guests
Surrounded by olive trees and vast swathes of vineyards, this Tuscan home in the heart of the Chianti wine region is a haven of rural relaxation. Its exposed stone exterior gives way to a bright inter...
From €1,691 Nightly
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Wild Grapes Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
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...
From €632 Nightly
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The Stuff of Dreams Tuscany, Italy

Self-Catering
5 bedrooms2 bathrooms10 guests
With a truly picturesque location in the Chianti hills, this rustic villa is the ideal choice for anybody that has fantasised at any point about eloping to Tuscany for a short while — which is surely...
From €697 Nightly
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Brick & Green Shutters Tuscany, Italy

Self-Catering
3 bedrooms2 bathrooms6 guests
There are many great things to say about this 18th century villa in Chianti, so let’s start with the most obvious, shall we? Overlooking the breathtaking Chianti Classico hills, the view here is somet...
From €500 Nightly
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A Touch of Chianti Tuscany, Italy

Self-Catering
4 bedrooms3 bathrooms8 guests
Stylishly rustic, this country home sets the tone for a restorative retreat in the heart of Chianti. Dating back to the 10th century, the house has a wonderful sense of character with plenty of space...
From €2,048 Nightly
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Grape Juice Tuscany, Italy

Self-Catering
2 bedrooms1 bathrooms5 guests
Situated on the first floor of a traditional Tuscan stone building, this apartment puts you right at the heart of rural Tuscany, surrounded by glorious rosemary bushes, grape vineyards and olive grove...
From €413 Nightly
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A Little Bit of Chianti Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
This stone-built villa in the heart of Chianti boasts stunning views of the valley and vine-clad hillsides from almost every room. Perfect for two couples wanting to holiday together without crowding...
From €682 Nightly
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Chianti Rosemary Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
Sitting on the hillside in Chianti's countryside, this apartment is part of a small collection of cottages and apartments. Typically Tuscan, the interior may be a tad dated – and you'll have to share...
From €352 Nightly
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The Cerulean Sky Tuscany, Italy

Self-Catering
6 bedrooms6 bathrooms12 guests
A former clergy house, this impressive villa sits in the shadow of a beautiful church and makes for a tranquil retreat in the heart of Tuscany’s Chianti region. You’ll enjoy a private pool and a large...
From €923 Nightly
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Chianti Dreamers Tuscany, Italy

Self-Catering
2 bedrooms1 bathrooms6 guests
This apartment is a comfortable base from which to explore all that Tuscany has to offer. Siena, around 27 kilometres away, is an ideal day trip destination, while the small town of Castellina in Chia...
From €303 Nightly
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The Valley Tuscany, Italy

Self-Catering
5 bedrooms4 bathrooms9 guests
You can arrive in style at this palatial farmhouse fringing the hilltop commune of Castellina (2.7km) - there's a private helipad should you need it. Set within easy driving distance of Siena, San Gim...
From €1,212 Nightly
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Silk & Cypress Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
A true Tuscan dream, this beautiful home in the middle of the countryside is an elegant rural retreat surrounded by Val d'Elsa's rolling hills, cypress trees and vineyards. It’s the ideal home for tho...
From €450 Nightly
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Chianti Tuscany, Italy

Self-Catering
3 bedrooms4 bathrooms8 guests
In the heart of the Tuscan countryside, spending your time in a remote villa is a rite of passage. Just 3 km from San Gimignano, a UNESCO-heritage-awarded medieval town, this modern country home offer...
From €907 Nightly
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One of the Greats Tuscany, Italy

Self-Catering
5 bedrooms4 bathrooms10 guests
Nestled away in the countryside outside the idyllic hilltown of San Gimignano, this extraordinary villa combines exquisite interior design and a sprawling collection of amenities to make for an addres...
From €1,506 Nightly
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A Touch of Tuscany Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms7 guests
Surrounded by vineyards and olive trees in the Tuscan countryside, this apartment ensures a restful stay for a family or a group of friends. We loved the traditional features, particularly the exposed...
From €293 Nightly
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The Noble Hour Tuscany, Italy

Self-Catering
5 bedrooms5 bathrooms10 guests
This stunning Tuscan villa is perfect for groups of family or friends looking to unwind in style. The villa is tucked away in the beautiful Tuscan countryside, surrounded by trees and greenery so it f...
From €756 Nightly
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Tuscan Days Tuscany, Italy

Self-Catering
4 bedrooms2 bathrooms8 guests
The shared swimming pool takes centre stage at this Italian home. Surrounded by vineyards and olive trees, you’ll be treated to views of the Tuscan hills from the poolside. You’ll also have your own p...
From €414 Nightly
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Ancient Hills Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
Just a short drive from historic San Gimignano and its iconic towers, this apartment is a delightful base for six. It’s on a complex in a stunning position close to vineyards and olive groves, and the...
From €288 Nightly
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Sunset in the Hills Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
Boasting floor-to-ceiling windows that make the most of the surrounding Tuscan countryside, this cosy villa is perfect for a small family or group of friends. Set on a complex alongside other villas a...
From €288 Nightly
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The Bishop's Garden Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
This charming apartment is located in the beautiful Tuscan countryside, in a quiet village along the Via Francigena. San Gimignano is just 8 kilometres away, and the home is surrounded by gentle hills...
From €283 Nightly
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Sage and Rosemary Tuscany, Italy

Self-Catering
5 bedrooms6 bathrooms10 guests
Surrounded by 10 hectares of land, featuring olive groves, lush woods and picturesque vineyards, this home is the perfect introduction to the Tuscan countryside. From the terrace, you can take in the...
From €1,321 Nightly
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Verdant Valley Tuscany, Italy

Self-Catering
8 bedrooms5 bathrooms15 guests
This elegant home in Tuscany is in a dreamy spot in a valley, in a countryside setting that leads to absolute relaxation. The villa is full of character, with antique furniture and wooden beams, in ad...
From €1,125 Nightly
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Medieval Lullabies Tuscany, Italy

Self-Catering
3 bedrooms2 bathrooms8 guests
Situated in a small complex amid the Tuscan countryside, this pet-friendly home centres around a 13th-century tower. With a grand fireplace and stone arches awaiting inside, there's no better base for...
From €635 Nightly
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A Timeless Journey Tuscany, Italy

Self-Catering
5 bedrooms3 bathrooms8 guests
Tucked away in the Tuscan countryside, this villa waits to welcome you home. Sure, there are some areas lacking natural light, but it’s comfortable and filled with everything needed for a tranquil sta...
From €1,116 Nightly
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Life in Sepia Tuscany, Italy

Self-Catering
2 bedrooms1 bathrooms4 guests
Surrounded by acres of lush gardens, walls cloaked in traditional, touches of mahogany – this charming home is perfect for a Tuscan getaway. Not to mention the glittering pool in the garden, the ideal...
From €321 Nightly
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The Taste of Time Tuscany, Italy

Self-Catering
6 bedrooms8 bathrooms12 guests
Tucked away in the less visited north-eastern part of Tuscany, this home can be found on a working farm that produces honey, jams and grains. There are views in all directions from the forested ground...
From €668 Nightly
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A Little Melodrama Tuscany, Italy

Self-Catering
7 bedrooms7 bathrooms18 guests
On the slopes of Monte Cove, this Tuscan home is surrounded by eighteen acres of woods and olive groves. Each outdoor spot has been designed to make the most of those rolling countryside views – from...
From €1,377 Nightly
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The Tuscan 360 Tuscany, Italy

Self-Catering
7 bedrooms7 bathrooms16 guests
It doesn't get much better than this 18th-century villa. Spanning over 18 acres of woodlands and olive groves with a 360° view of the Valdinievole valley, this traditional stone home is an oasis. A re...
From €2,602 Nightly
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A Toast to the Hills Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
Far more than its stunning setting, this home offers a private swimming pool and multiple outdoor seating areas from which to soak up the Nievole Valley views below. Opening out onto the terrace, the...
From €468 Nightly
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A Perfect Vision Tuscany, Italy

Self-Catering
4 bedrooms3 bathrooms10 guests
A Tuscan villa dating back to the 19th century, there's plenty of history in this home – we were especially fond of the exposed brickwork and wooden beams, contributing to a romantic and authentic-fee...
From €1,457 Nightly
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Grand Rusticana Tuscany, Italy

Self-Catering
6 bedrooms5 bathrooms11 guests
Amidst the olive groves and vineyards of the Chianti hills, this ancient spot offers a little slice of the good life. With foundations dating back to the 13th century, you can feel the history in the...
From €1,630 Nightly
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Casa Superiore Tuscany, Italy

Self-Catering
8 bedrooms9 bathrooms16 guests
There are few more picturesque places in the world than the Tuscan countryside and this gorgeous stone villa in the Chianti hills is the ideal home from which to admire it in all its splendour. Guests...
From €2,572 Nightly
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Panzano Panoramas Tuscany, Italy

Self-Catering
7 bedrooms7 bathrooms14 guests
Experience rural delight in this elegant Tuscan villa, surrounded by the sprawling hills of Panzano. This casale has 360° panoramas of cypress, olive and vineyards – so you can soak up the beauty of y...
From €2,830 Nightly
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Olives & Vines Tuscany, Italy

Self-Catering
7 bedrooms7 bathrooms14 guests
This home is a Tuscan gem. Situated in the Chianti Classico wine region, this stunning villa sits on twenty acres of rolling hills, olive groves and vineyards. Though this stone villa is part of an ex...
From €2,780 Nightly
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Lavender Cypress Tuscany, Italy

Self-Catering
3 bedrooms3 bathrooms6 guests
You'll find this restored Tuscan farmhouse at the top of a hill, overlooking the rolling green countryside which is dotted with olive groves, cypresses and fruit trees. Showcasing plenty of rustic cha...
From €980 Nightly
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Where You Feel Most Alive Tuscany, Italy

Self-Catering
18 bedrooms18 bathrooms37 guests
Shake hands with luxury at this stunning private estate, nestled in the hills of the Tuscan countryside. Made up of three villas separated by high hedgerows, this home has all you need for a perfect g...
From €8,616 Nightly
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The Hilltop Retreat Tuscany, Italy

Self-Catering
15 bedrooms15 bathrooms38 guests
Out in the countryside between Florence and Siena, this huge old farmhouse can handle groups of over 30 guests with ease. There are plenty of places to spread out and enjoy la dolce vita – numerous si...
From €6,515 Nightly
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Chianti Vines Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms9 guests
Nestled in the heart of the picturesque Chianti region, this villa seamlessly blends rural charm with modern luxury. Surrounded by rolling vineyards, this villa boasts breathtaking views and multiple...
From €1,809 Nightly
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Mountain Grapes Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
Located on a renovated Tuscan farm, this charming apartment offers a serene getaway for two couples or a small family. We love the little terrace overlooking the vineyards, where you can indulge in al...
From €691 Nightly
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Once Upon a Chianti Tuscany, Italy

Self-Catering
1 bedrooms1 bathrooms4 guests
This cosy apartment on a Tuscan farm wraps the beauty of the Italian countryside around you. It's traditional in style, but we wouldn't expect anything else from a 1920s estate. There's an antique des...
From €478 Nightly
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The Hills Will Rise Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms5 guests
This Tuscan estate was built in the 1920s and was recently restored, creating peaceful apartments and villas surrounded by vineyards, olive groves and oak woods. This apartment embraces the old tradit...
From €696 Nightly
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Tuscan Wisteria Tuscany, Italy

Self-Catering
1 bedrooms1 bathrooms2 guests
Escape the city stresses when you come to this pet-friendly apartment in Chianti. Dating back to 1920, this country estate offers vistas of the surrounding scenery, a shared pool, and complimentary br...
From €402 Nightly
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