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Villas in Tuscany (Toscana, Italy)

Tuscany villas are the only way to truly appreciate this province's slow, country heritage. Our collection of Tuscan villas includes everything from large, palatial estates to charming cottages & farmhouses, inviting every kind of traveler to experience the magic of medieval heritage and rich gourmet tradition. All of the properties offer a private place to unwind the way you like best.

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Arezzo Area

Arezzo Area, Tuscany, Italy
9 br, 9 ba

Located in the Arezzo area of Tuscany, Italy resides the splendid Villa Bacco. The luxurious Italian charm of this villa is sure to impress you as soon as you step inside.

From
€1492 - 2800 /nt

View Villa Villa Bacco
Arezzo Area, Tuscany, Italy
9 br, 6.5 ba (4 Ensuite)

Spend a magical week or host an unforgettable event at Castello di Galbino in the countryside near Arezzo. True to its name, the nine-bedroom villa is a Tuscan castle with a square shape, round towers at the corners and Renaissance-era arched loggias.

From
€650 - 1371 /nt

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Chianti Area

Chianti Area, Tuscany, Italy
18 br, 22 ba (18 Ensuite)

Hold a family reunion, anniversary party, or wedding Tuscan-style at Villa Gaia. For centuries, Italian noble families celebrated at this eighteen-bedroom villa near Siena in the Chianti region; now, its grand interiors have been restored and offer a luxurious retreat.

From
€3928 - 8750 /nt

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Chianti Area, Tuscany, Italy
7 br, 7 ba (7 Ensuite)

Get a taste of Italy’s aristocratic past and stylish present at Villa Vistarenni in Chianti. The stately seven-bedroom villa dates from the 17th century and has a 16th-century chapel perfect for special events.

From
€1200 - 2800 /nt

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Chianti Area, Tuscany, Italy
6 br, 6 ba (3 Ensuite)

Live out a historic Italian fantasy in the luxurious, newly renovated Villa Palazzo. From its romantic stucco exterior, medieval stone tower and 13th-century chapel and crypt to its traditionally furnished interiors and on-site staff, there’s plenty to inspire and pamper.

From
€1450 - 2183 /nt

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Chianti Area, Tuscany, Italy
10 br, 11 ba (7 Ensuite)

Soak in the Tuscan sun at villa Sole del Chianti. This ten-bedroom farmhouse near Florence dates from the turn of the century but has been recently renovated, with accommodations in both a main house and a separate cottage.

From
€785 - 1928 /nt

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Chianti Area, Tuscany, Italy
5 br, 5 ba (1 Ensuite)

With vine-covered stone walls and panoramic views of the Chianti countryside, villa Arianna couldn’t be more charming. Not only does this renovated five-bedroom farmhouse have cozy rustic interiors and inviting outdoor spaces, it’s just minutes from the sights of Siena and a short drive from other must-see Tuscan cities and towns.

From
€1226 - 1875 /nt

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Chianti Area, Tuscany, Italy
5 br, 5.5 ba (5 Ensuite)

Set on a hilltop in Chianti, villa Le Pratola offers views in every direction and something for every member of the family. Kids will love the pool and games room, while adults will appreciate the proximity to Siena and Florence.

From
€1357 - 1714 /nt

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Chianti Area, Tuscany, Italy
7 br, 6.5 ba (6 Ensuite)

From the outside, La Maccinaia looks like the well-preserved 17th-century Tuscan villa it is, with three stories of stone walls standing atop a hill in the heart of Chianti. On the inside, though, this seven-bedroom property is an intriguing mix of restored architectural features and modern furnishings, with a stunning kitchen at the center.

From
€665 - 1614 /nt

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Chianti Area, Tuscany, Italy
6 br, 5.5 ba (4 Ensuite)

Capanna Cerreto is a private country villa nestled in 50 acres of vineyards and woodlands in Chianti. This former hayloft to the Castle of Cerreto has been totally transformed into a luxurious yet relaxed country home by its decorator owner.

From
US$984 - 1590 /nt

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Chianti Area, Tuscany, Italy
7 br, 5 ba (1 Ensuite)

Perfect for a quiet getaway, family reunion or tour of the Chianti Classico region, Il Colombaio is a secluded seven-bedroom farmhouse. Recently restored by an American family, the property features original Tuscan charm and stunning panoramic views as well as modern touches like a pool and spacious terrace.

From
€568 - 1284 /nt

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Chianti Area, Tuscany, Italy
7 br, 4 ba, Pool

Situated on a hilltop outside the village of Greve in Chianti, Montoro offers expansive views, manicured grounds and elegant, comfortable interiors. This handsome seven-bedroom stone villa was built in the 19th century and recently renovated.

From
€490 - 1215 /nt

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Chianti Area, Tuscany, Italy
6 br, 5 ba (2 Ensuite)

With its arched doorways, stone exterior and beautifully restored interiors, villa Camporempoli is a charming hideaway. Its secluded location in the hills outside Siena and panoramic views of the Chianti area offer peace and quiet.

From
€427 - 1141 /nt

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Chianti Area, Tuscany, Italy
6 br, 6 ba (5 Ensuite)

A renovated farmhouse nestled on a private estate, Villa Leonardo charms with cozy interiors and lush garden. The 12 acre grounds provide peace, quiet and spectacular views of the countryside near Montespertoli, in the heart of Chianti, but Florence is just 30 minutes away.

From
€657 - 1088 /nt

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Chianti Area, Tuscany, Italy
6 br, 5 ba (3 Ensuite), Pool

Whether you’re a connoisseur of wine or simply enjoy a glass with dinner, a stay at La Corte di Campalli in Chianti is an unforgettable experience. Located on a large wine estate, the six-bedroom farmhouse was built in the 16th century and restored in 2002.

From
€568 - 998 /nt

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Chianti Area, Tuscany, Italy
5 br, 4 ba (2 Ensuite)

If Chianti doesn’t already mean “wine” to you, it will after you visit Campassole. Though this stone farmhouse has been impeccably restored, you’ll want to spend the day under the pergola or in the pool, gazing at the surrounding vineyards.

From
€507 - 968 /nt

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Chianti Area, Tuscany, Italy
6 br, 5 ba (4 Ensuite)

Get a taste of rural Tuscan life at La Pozza di Volpaia. Located in the village of Volpaia, this six-bedroom stone villa is surrounded by a medieval fortified town, but has panoramic views of the countryside.

From
€427 - 855 /nt

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Chianti Area, Tuscany, Italy
3 br, 3 ba (3 Ensuite)

Tucked between the villages of Gaiole and Radda in Chianti in the heart of Tuscany, Cavalcanti offers the privacy of a villa and the amenities of a larger estate. As part of the restored hamlet of Castello di San Donato in Perano, the three-bedroom property is surrounded by vineyards, a 10th-century castle and a church, among other historic buildings.

From
€414 - 685 /nt

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Cortona

Cortona, Tuscany, Italy
10 br, 10.5 ba (10 Ensuite)

A stay at Villa Laura is your chance to live out your own Under the Tuscan Sun. This ten-bedroom property played the role of the villa Bramasole in the film.

From
€1828 - 3428 /nt

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Cortona, Tuscany, Italy
7 br, 6 ba (3 Ensuite)

If your dream Tuscan vacation is a rural idyll, Casale di Reschio may be your dream come true. Tucked into the hills between Cortona and Mercatale, the seven-bedroom stone house has stunning views of the countryside, inviting outdoor spaces and luxurious, welcoming interiors.

From
€1785 - 2728 /nt

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Cortona, Tuscany, Italy
6 br, 5 ba (3 Ensuite)

Set high in the wooded hills above the historical town of Cortona, Bosco dei Tartufi is a restored farmhouse that provides a great location for those who wish to enjoy peaceful and unspoiled surroundings in Tuscany. The drive down to the property creates a sense of anticipation.

From
€821 - 1395 /nt

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Cortona, Tuscany, Italy
4 br, 3.5 ba (1 Ensuite)

In the 18th century, Villa Tegognano was a country retreat for an aristocratic family. Today, this renovated four-bedroom manor house is still a quiet getaway, but with modern amenities.

From
€790 - 1020 /nt

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Florence Area

Florence Area, Tuscany, Italy
10 br, 10 ba (10 Ensuite), Pool

The views justify the trip to Italy at Villa Machiavelli. Just 20 minutes outside Florence in the Chianti Classico region, the recently restored 16th-century villa combines splendid Renaissance architecture and interiors with 21st century luxuries, topped off with panoramic views of the countryside.

From
€6050 - 10450 /nt

View Villa Villa Machiavelli
Florence Area, Tuscany, Italy
4 br, 4 ba (2 Ensuite)

Welcome to a resplendent Italian villa whose illustrious character is matched only by those of the well-respected and notable owners and guests who have graced the halls of this abode over the past six centuries. Iacopo Riccoldi built Villa di Montughi in 1427, and three years later Niccolò di Domenico di Bernardo Giugni bought it.

From
€3571 - 3571 /nt

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Florence Area, Tuscany, Italy
4 br, 5 ba (2 Ensuite), Pool

Let a country road lead you to the rural Villa dei Giardini. Set amongst three acres of cypress, olive and fruit trees, this four-bedroom semi-attached property offers both beautiful views and comfortable terraces from which to enjoy them.

From
US$1142 - 2476 /nt

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Florence Area, Tuscany, Italy
8 br, 7 ba (5 Ensuite)

Just minutes away from the historical center, the freshly renovated Duca villa is set atop one of most prestigious hills of Florence. Peaceful and surrounded by olive groves, cypress trees and beautifully manicured gardens, this elegant three story luxury residence showcases a picturesque panoramic courtyard with direct views of the Italian countryside.

From
€2102 - 2306 /nt

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Florence Area, Tuscany, Italy
7 br, 6.5 ba (4 Ensuite)

Villa Colline is a gracious three story, seventeenth century luxury villa that has been completely restored to suit the tastes of today’s modern traveler. Italy is widely known as one of the most stunning countries around the world, and Tuscany is by far its most popular region for rest and relaxation.

From
US$1299 - 1899 /nt

View Villa Villa Colline
Florence Area, Tuscany, Italy
5 br, 5.5 ba (3 Ensuite)

 If your dreams of Tuscany feature rolling hills, olive groves, quaint farmhouses and a touch of modern luxury, look no further than Villa Oliveto. Nestled into olive groves with views of Florence in the distance, the villa has all the charm of rural Tuscany but makes a convenient base for exploring the area.

From
US$950 - 1899 /nt

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Florence Area, Tuscany, Italy
5 br, 5 ba (5 Ensuite)

Live like a Florentine local at the stylish villa Medea. Set in a landmark building in the heart of old Florence, the two-level, five-bedroom apartment blends historic architecture and modern furnishings to striking effect.

From
€1000 - 1857 /nt

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Florence Area, Tuscany, Italy
8 br, 8 ba (7 Ensuite)

Perfect for large groups or several families traveling together, villa Impruneta combines the charm of a Tuscan farmhouse in a quiet setting with the convenience of a location just 8 miles from Florence. Comprised of a main villa and three cottages, the property offers guests plenty of room to spread out or gather together for alfresco meals.

From
€902 - 1800 /nt

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Florence Area, Tuscany, Italy
5 br, 5 ba (3 Ensuite)

Tucked into a cluster of homes on a hilltop, La Giara is a villa with gorgeous views and a long history. Dating from the 12th century, the villa was once the summer residence of the Bishop of Florence.

From
€957 - 1428 /nt

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Florence Area, Tuscany, Italy
5 br, 5 ba (3 Ensuite)

Situated on the hill of Poggio Imperiale, overlooking the historic center of Florence, the four-bedroom La Fiorentina offers a quiet country retreat that’s just minutes from the city. Though parts of the villa date back to the 16th century, it combines the elegance of traditional Tuscan style with modern amenities like an updated kitchen.

From
€857 - 1353 /nt

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Florence Area, Tuscany, Italy
7 br, 6 ba (5 Ensuite)

Villa Tamara is a delightful 3 storey property located just 8 miles (20 minutes driving) from Florence, with a local bus just a short walk from the entrance gate. Besides its convenient location, the perfect starting point to explore Tuscany, Villa Tamara is ideal for large families with children thanks to its spacious and vast lawns and park.

From
€781 - 1227 /nt

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Florence Area, Tuscany, Italy
4 br, 4 ba (4 Ensuite), Pool

Retreat to Tuscany in style at the elegantly appointed villa Camelie. This four-bedroom property, located just outside Reggello about 25 miles from Florence, blends antique and modern pieces to stunning effect.

From
€857 - 1171 /nt

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Florence Area, Tuscany, Italy
4 br, 4.5 ba (4 Ensuite)

Villa Torre il Fico is a luxury villa located in Florence, Tuscany that provides a dream-like getaway experience. The interior of the villa has been tastefully renovated to create a bright atmosphere, admirably fusing the classic with the modern, while respecting excellent taste.

From
€800 - 1135 /nt

View Villa Villa Torre Il Fico
Florence Area, Tuscany, Italy
6 br, 5 ba (4 Ensuite)

Ricavoli is the quintessential Tuscan villa: rich in history, yet comfortable for modern visitors. Made up of three buildings, the oldest of which dates to the 13th century, the property was once used by pilgrims.

From
€570 - 997 /nt

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Florence Area, Tuscany, Italy
6 br, 4 ba, Pool

Experience Tuscany at a farmhouse steeped in history. The foundations of villa Giotto date to the 14th century, and the six-bedroom stone farmhouse has been renovated with an eye to keeping its centuries-old charms.

From
€414 - 785 /nt

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Florence Area, Tuscany, Italy
4 br, 4.5 ba (1 Ensuite)

History buffs and sun seekers alike will find plenty to love at the elegant Casa dei Frati near Florence. Parts of the property date from the 13th century, and the main villa and guest house have been renovated to preserve their original character and add modern comforts.

From
€442 - 635 /nt

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Florence City

Florence City, Tuscany, Italy
4 br, 4 ba (3 Ensuite)

Limonaia Capponi is a hidden away palace located in Tuscany. The ownership of this historic property represents a veritable who’s who of Italian history, starting with politician Jacopo Salviati who created a lodge and a garden rich with rare, fragrant flowers and works of art in 1579.

From
€1950 - 3200 /nt

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Florence City, Tuscany, Italy
3 br, 3.5 ba (3 Ensuite)

See the best of Renaissance architecture and modern Italian design at villa Opera in Florence. Set in a palazzo that was built in 1420 by Brunelleschi, the three-bedroom villa was carved out of the palazzo’s theater in a 2012 renovation.

From
€1042 - 1632 /nt

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Florence City, Tuscany, Italy
2 br, 2 ba (2 Ensuite)

Terrazza Tornabuoni is a fashionable luxury property set in an exclusive location in the heart of Florence! While this private apartment is elegant and very sophisticated, you will feel both welcome and exceptionally comfortable. Get the holiday you deserve at this spectacular vacation rental in fabulous Tuscany!

Terrazza Tornabuoni makes a perfect choice for a getaway to Italy any time of year.

From
€1500 - 1500 /nt

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Florence City, Tuscany, Italy
1 br, 2 ba (1 Ensuite)

With traditional architecture, modern style and an incredible location in the heart of Florence, Apartment Leonardo da Vinci is the Italian pied-a-terre of your dreams. Named for one of the city’s most famous residents, this luxury vacation rental is just minutes from many of its world-famous landmarks and museums.

From
US$999 - 999 /nt

View Villa Apartment Leonardo da Vinci
Florence City, Tuscany, Italy
1 br, 2 ba

Apartment Lorenzo il Magnifico is a bright, modern retreat in the heart of an ancient city. Set in the middle of Florence and named for former ruler Lorenzo de Medici, this luxury Italy vacation rental is just minutes from the Duomo, Ponte Vecchio, the Uffizi Gallery and other must-sees.

From
US$949 - 949 /nt

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Florence City, Tuscany, Italy
4 br, 4 ba (3 Ensuite)

Scudo is a fashionable luxury property set in an exclusive location in the heart of Florence! On the third floor of a historical Florentine palazzo with an elevator, Scudo has been completely transformed into a calming and serene urban oasis. And while Scudo is an elegant and very sophisticated apartment, you will feel both welcome and exceptionally comfortable.

From
€642 - 928 /nt

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Grosseto Area

Grosseto Area, Tuscany, Italy
7 br, 7 ba

Picturesque rolling hills, olive groves and vineyards, and charming stone architecture set a postcard-worthy scene at Conti di San Bonifacio. With seven bedroom suites and extensive grounds, this luxury vacation rental in the countryside near Grosseto is ready to serve as your private resort in Tuscany.

From
€4000 - 7000 /nt

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Grosseto Area, Tuscany, Italy
6 br, 6 ba (6 Ensuite)

La Guardia is a luxury villa located atop a lush hill in the Maremma Coast. Guests of this stunning Italian villa can enjoy incredible pastoral views and fresh sea breezes all.

From
€2707 - 3235 /nt

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Grosseto Area, Tuscany, Italy
9 br, 9 ba (9 Ensuite)

Why compromise on your vacation? Villa Marchesa is a modern mansion with traditional style, a secluded country estate that’s still close to town. Nestled into private woodlands on the Maremma coast of Tuscany, the nine-bedroom property is near both beaches and cities.

From
€1428 - 2628 /nt

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Grosseto Area, Tuscany, Italy
7 br, 7 ba (5 Ensuite)

Discover the wild Maremma region of Tuscany from Villa Maremmana. Set on a large estate, this six bedroom farmhouse has been owned by the same family for over a hundred years and was recently restored.

From
€1142 - 2000 /nt

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Grosseto Area, Tuscany, Italy
5 br, 6.5 ba (5 Ensuite)

Explore the untamed Maremma area of Tuscany from villa Ferrosa. Set on six acres of land, the rustic five-bedroom villa offers views of the countryside and Giglio Island, plus only-in-Italy amenities like a pizza oven.

From
€821 - 1264 /nt

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Lucca Area

Lucca Area, Tuscany, Italy
14 br, 14.5 ba (14 Ensuite)

With up to fourteen bedroom suites and stunning valley views, Villa Casanova offers plenty of space for weddings, reunions or special events in a beautiful setting. Built in the 18th century, the fully renovated villa has historic character, modern amenities and a convenient location just outside Lucca.

From
€2857 - 11000 /nt

View Villa Villa Casanova
Lucca Area, Tuscany, Italy
12 br, 16 ba (12 Ensuite)

Once a medieval village, the twelve-bedroom, fully restored Villa Lucchese offers the luxury of a hotel in the privacy of a home. Enjoy the manicured grounds, face off against family and friends at tennis or golf, take a quiet moment for a spa treatment or organize a cooking class for the whole group.

From
€3300 - 4642 /nt

View Villa Villa Lucchese
Lucca Area, Tuscany, Italy
7 br, 7 ba (7 Ensuite)

Standing majestically in a beautiful parkland, Villa Lenka is an aristocratic 17th century villa offering the discerning traveler Tuscan living at its finest. The villa is nestled amid tranquil Italian gardens through which flows a fresh water brook into two small lakes overlooked by a shady weeping willow tree.

From
€3428 - 4285 /nt

View Villa Villa Lenka
Lucca Area, Tuscany, Italy
11 br, 13 ba (11 Ensuite)

Live like a 19th century Italian noble at Villa Celeste. Located just outside Lucca, this recently restored eleven-bedroom property was originally built as the summer residence of an aristocratic family.

From
€3300 - 4214 /nt

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Lucca Area, Tuscany, Italy
11 br, 11.5 ba (11 Ensuite)

Nestled below Monte Pisano on the southern outskirts of Lucca, Villa Controni is a historic nineteenth century luxury villa set on a stunning estate in the gorgeous countryside of Italy. This hilly Lucchese landscape features terraced olive groves, elegant Italian gardens with bright flowers and pine forest hilltops with castle ruins.

From
€3642 - 4214 /nt

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Lucca Area, Tuscany, Italy
5 br, 5 ba (3 Ensuite)

This unique property is located at 10 minutes from Lucca. The owners, both architects, being artists and designers for the most famous Italian Companies, created this place as a laboratory of ideas and projects.

From
€842 - 2200 /nt

View Villa Villa Alibia
Lucca Area, Tuscany, Italy
6 br, 5 ba (4 Ensuite)

Amid the rolling hills and lush countryside just outside Lucca sits Villa Orfea. Dating from the 15th century and recently renovated, this beautiful Tuscany vacation rental whisks you away to an atmosphere of historic elegance and modern luxury.

From
€1335 - 2000 /nt

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Lucca Area, Tuscany, Italy
4 br, 4 ba (4 Ensuite)

Il Frantoio is an original olive press that has been charmingly restored as a luxury villa. Olives have been collected from the terraced hillsides that surround Il Frantoio for centuries.

From
€1000 - 1357 /nt

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Lucca Area, Tuscany, Italy
5 br, 4 ba (3 Ensuite)

You could use La Corte Malgiacca as a base to explore the Tuscan countryside around the city of Lucca. But given the five-bedroom villa’s restored interiors, lush gardens, saltwater pool with views of olive groves and vineyards, and chef-worthy kitchen, you might not want to leave.

From
€668 - 1352 /nt

View Villa La Corte Malgiacca
Lucca Area, Tuscany, Italy
10 br, 9 ba (8 Ensuite)

Experience the Italian countryside in refined comfort at Villa Clara, just outside Lucca. Once a manor house, the villa dates from the 18th century and sits at the center of a formal park surrounded by a wine-producing estate.

From
€500 - 1284 /nt

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Lucca Area, Tuscany, Italy
6 br, 7 ba (6 Ensuite)

Villa La Flora is a Tuscan dream come true: inspired by their own vacations in the area, the owners bought and renovated the six-bedroom farmhouse to create a place for guests to enjoy modern luxuries in a historic setting. The rustic architecture, views of the countryside and convenient location close to Lucca will either fulfill your wishes for a quiet retreat or fuel your fantasy of owning your own villa.

From
€711 - 1271 /nt

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Lucca Area, Tuscany, Italy
5 br, 4 ba (2 Ensuite)

Vacation in high aristocratic style at the five-bedroom Villa Spada. Built in the 1700s as a hunting lodge for the Spada family, this restored home near Lucca offers historic elegance with modern comforts.

From
€685 - 1142 /nt

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Lucca Area, Tuscany, Italy
5 br, 5 ba (5 Ensuite)

A newly renovated farmhouse in the hills between Lucca and Pisa, villa Chiodo perfectly combines modern amenities, rustic charm and a convenient location. You’ll appreciate the remodeled interiors and new appliances and fall in love with the traditional architecture and stone walls.

From
€690 - 1131 /nt

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Lucca Area, Tuscany, Italy
5 br, 5 ba (3 Ensuite)

Though it’s tucked into the hills near Stiava, villa Al Valentino is just a short drive from the famed resorts of the Versilia coast and the cities of Lucca and Pisa. The cheery restored farmhouse is a treasure trove of finds from all over the world, but still offers plenty of traditional Tuscan charm, from the views to the architecture.

From
€712 - 1107 /nt

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Lucca Area, Tuscany, Italy
7 br, 7 ba (7 Ensuite)

If you’re after a Tuscan vacation with historic ambience, look no further than Buonvisi. Built in the 16th century and recently restored, the villa is rich in both original details and 21st-century touches like a pool and Wi-Fi.

From
€682 - 1055 /nt

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Lucca Area, Tuscany, Italy
6 br, 6 ba (4 Ensuite)

With orange stucco walls and green shutters, this traditional villa in the hills northwest of Lucca gives guests a cheery welcome to their own corner of the Tuscan countryside. Olive groves provide quiet surroundings, while Al Palazzaccio’s spacious rooms have antique character.

From
€385 - 997 /nt

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Lucca Area, Tuscany, Italy
6 br, 6 ba (6 Ensuite)

Once an olive mill and barn, La Sorgente is now a charming, comfortable retreat in the hills between Lucca and the Versilia coast. Whether you want to stroll the walls and gardens of Lucca or the sands of the Versilia beaches, both are just 15 miles away.

From
€672 - 997 /nt

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Lucca Area, Tuscany, Italy
6 br, 7 ba (3 Ensuite)

Nestled into a valley with views of the Tuscan hills, villa Alisso is a quaint retreat. The six-bedroom farmhouse offers the peace and quiet of the country, but is close to both beach resorts and the city of Lucca.

From
€382 - 855 /nt

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Lucca Area, Tuscany, Italy
6 br, 5 ba, Pool

Set on a lush hilltop in the foothills outside Lucca, Casa Luciana is one of the most family-friendly villas in the area. Its expansive outdoor spaces have plenty of room for dining and lounging, plus a fenced-in pool.

From
€425 - 841 /nt

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Lucca Area, Tuscany, Italy
5 br, 6.5 ba (5 Ensuite)

Roam the Italian countryside from your base at villa Bottino. The property’s rustic stone-walled exteriors have charm to spare, and its two buildings give two or more families room to vacation together, while still enjoying their own private areas.

From
€398 - 789 /nt

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Lucca Area, Tuscany, Italy
5 br, 5.5 ba (5 Ensuite)

Tucked in the hills near Segromigno in Monte, Casa Maria provides a warm welcome in a beautiful setting. The restored farmhouse’s soft yellow walls, covered in flowering vines, lead to cozy interiors that include an accessible bedroom suite.

From
€461 - 765 /nt

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Lucca Area, Tuscany, Italy
4 br, 3 ba (1 Ensuite)

Perched on a hilltop between Lucca and the coast, Al Seminario offers stunning views and a private location, but is close enough to the highway to make a good base for exploring the rest of Tuscany. Open the windows as you drive up into the hills and follow an unpaved road to the gates of this rustic four-bedroom villa; you’ll know you’re on vacation when you sink into the infinity-edge pool with a panoramic view.

From
€338 - 711 /nt

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Lucca Area, Tuscany, Italy
4 br, 3 ba (2 Ensuite)

Stay in the heart of the Tuscan countryside at La Madonnina. A short drive down an unpaved road leads you to this four-bedroom farmhouse, perched on a hillside hamlet with stunning views of the area around Camaiore.

From
€282 - 698 /nt

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Lucca Area, Tuscany, Italy
6 br, 6 ba (3 Ensuite), Pool

Nestled into the Maulina hills near Lucca, Casa Rosa is a restored farmhouse that’s cheery inside and out. It’s quiet and private, yet close to town, and includes an accessible bedroom suite.

From
€357 - 562 /nt

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Lucca Area, Tuscany, Italy
3 br, 3 ba

High in the hills between Lucca and the Versilian coast, Casa Fiora offers a gorgeous perspective on the Tuscan countryside. The three-bedroom stone farmhouse was restored in 2004 but retains all its rustic charm, with original architectural features and modern perks like a swimming pool.

From
€247 - 427 /nt

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Montaione Area

Montaione Area, Tuscany, Italy
5 br, 5 ba (5 Ensuite), Pool

Bice is a luxury villa located approximately a one hour drive west of Florence. Its spacious open plan on the ground floor, the five generous en-suite bedrooms and its vicinity to a impressive 18-hole golf course make this property the ideal spot for family and friends who want to enjoy the beauty of this area of Italy.

From
€1271 - 1985 /nt

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Montaione Area, Tuscany, Italy
6 br, 6 ba

Spend your days exploring Tuscany and your nights immersed in the quiet of the Italian countryside at La Costia. Set on a rise at the end of an unpaved road near Montaione in the midst of serenely rolling hills, this luxury vacation rental has six bedrooms divided between the main house and guest house, all creating the feel of a private country estate.

From
€928 - 1857 /nt

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Montaione Area, Tuscany, Italy
7 br, 7.5 ba (6 Ensuite)

Close to the city, yet far away from it all, Ciggiano is a country villa in a great location. Just an hour’s drive from the Florence or Pisa airports puts you on a hilltop in the heart of Tuscany, at the entrance to this nine-bedroom estate.

From
€618 - 1571 /nt

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Montalcino Area

Montalcino Area, Tuscany, Italy
22 br, 25 ba (22 Ensuite), Pool

Whether you’re gathering to celebrate, reunite, or plan for the future, Borgo Finocchieto offers ample space, luxurious amenities and a beautiful historic setting near Siena. Finocchieto was abandoned in the 1960s after nearly 800 years as a farming village, but it’s been restored to offer 22 bedrooms, event space for 50 and hotel-like comforts in what was once a manor house and farmhouses.

From
€850 - 16818 /nt

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Montalcino Area, Tuscany, Italy
6 br, 6 ba (6 Ensuite)

Villa Oddi, featuring 6 bedrooms, is one of the largest Villas of the estate. Its renovation has accentuated the beauty and charm of the residence with a personal touch of its owner, bringing it into the 21st century with state-of-the-art technology, home automation and a private screening theater with an 82 inches screen.

From
€5000 - 9790 /nt

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Montalcino Area, Tuscany, Italy
5 br, 6.5 ba (5 Ensuite)

Enjoy the privacy of your own Tuscan home combined with resort-worthy amenities at Casa Biondi. Located on the Castiglion del Bosco estate in the Val d’Orcia region, the five-bedroom property has space for a large family or group of friends, rustic charm to spare and an ideal location just steps from the golf course.

From
€4000 - 9240 /nt

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Montalcino Area, Tuscany, Italy
5 br, 6.5 ba (5 Ensuite)

Expand your horizons at Villa Sant’Anna. The panoramic views from this restored farmhouse encompass the best of Tuscany’s Val d’Orcia region, from rolling hills and vineyards to a golf course, and five bedrooms provide plenty of space for the whole family or large groups of friends.

From
€3800 - 8800 /nt

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Montalcino Area, Tuscany, Italy
5 br, 5.5 ba (4 Ensuite)

Set on the estate of Castiglion del Bosco in Tuscany’s Val d’Orcia region, Villa Stabbi pairs the charm of a traditional Tuscan country house with resort-worthy amenities and a stunning setting amid vineyards and a golf course. The property’s five bedrooms are divided between the main villa and a private guest house, perfect for larger families or groups of friends.

From
€3500 - 8470 /nt

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Montalcino Area, Tuscany, Italy
4 br, 5.5 ba (4 Ensuite)

If spending the night in a former police station doesn’t appeal at first, the warm, elegant Villa Chiusa will change your mind. Four bedrooms divided between a main house and guest house offer plenty of space and privacy, and the property’s infinity pool wows with panoramic views of the countryside around Montalcino.

From
€3200 - 8250 /nt

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Montalcino Area, Tuscany, Italy
9 br, 9.5 ba (9 Ensuite)

Once upon a time, Borgo Finocchieto was the center of a medieval Tuscan village. Today, the nine-bedroom manor house near Buonconvento is an up-to-date gathering place, its 14th-century foundations supporting an event space for fifty, teaching kitchen, media room, gym and Jacuzzi.

From
€6480 - 7840 /nt

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Montalcino Area, Tuscany, Italy
4 br, 5.5 ba (4 Ensuite)

With the stone exterior of a traditional Tuscan farmhouse and rustic-chic interiors, Villa Gauggiole is a dreamy four-bedroom retreat in the Val d’Orcia region. Spread out over a main villa and guest house, the property offers plenty of space and privacy, but thanks to its location on the Castiglion del Bosco estate, there are vineyards, trails and even a golf course just minutes away.

From
€3100 - 7260 /nt

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Montalcino Area, Tuscany, Italy
3 br, 3.5 ba (3 Ensuite)

Once an olive-oil press for the estate of Castiglion del Bosco, Villa Oliviera has been converted to a charming three-bedroom escape for a family or a few couples. With stunning views of the area around Montalcino, breezy living spaces and quiet, private bedroom suites, the villa offers all the traditional architecture and views of the Tuscan countryside with touches of romance and luxury.

From
€2500 - 7260 /nt

View Villa Villa Oliviera
Montalcino Area, Tuscany, Italy
3 br, 3.5 ba (3 Ensuite)

Set on a hilltop next to the ruins of a medieval castle, Villa Castello offers a private, romantic retreat with panoramic views, intimate interiors and resort-worthy amenities. Three bedrooms make this restored farmhouse the perfect size for a family or a few couples, and its location on the Castiglion del Bosco estate in Tuscany’s Val d’Orcia region means there are plenty of outdoor activities nearby.

From
€2500 - 6875 /nt

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Montalcino Area, Tuscany, Italy
4 br, 4.5 ba (4 Ensuite)

Villa Casa del Fiume may have been a farmhouse once, but this restored four-bedroom Tuscan villa will make you feel like a noble. Set on the Castiglion del Bosco estate in the Val d’Orcia region, the property has commanding views of the area around Montalcino, a golf course and vineyards just steps away, jet set-worthy amenities like a private tennis court and a guest house with its own kitchenette.

From
€2500 - 6600 /nt

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Montalcino Area, Tuscany, Italy
3 br, 3.5 ba (3 Ensuite)

Perched on a hilltop and surrounded by gardens, Villa Alba is a quiet retreat in the heart of Tuscany’s Val d’Orcia region. Located on the Castiglion del Bosco estate, the three-bedroom villa is the perfect size for a family vacation, offering a private, luxurious space, resort-worthy amenities and plenty of vineyards, fields and woods to roam.

From
€2500 - 6000 /nt

View Villa Villa Alba
Montalcino Area, Tuscany, Italy
7 br, 7 ba (6 Ensuite), Pool

Sitting on a spectacular estate of twenty-five acres and boasting stunning views of the hills, Villa Leopolda is a true gem of Tuscany’s beloved countryside. Villa Leopolda is situated in an unspoiled area south of Siena, between the fascinating wine region of Montalcino and the beautiful coast of Maremma.

From
€1551 - 2040 /nt

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Montalcino Area, Tuscany, Italy
6 br, 6 ba (6 Ensuite)

Discover a lesser-known side of Tuscany at villa Pieve A Pava. Located in the Crete Senesi area just south of Siena, the six-bedroom property was once its own small borgo, but was recently converted to a luxury villa.

From
€1150 - 1690 /nt

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Montalcino Area, Tuscany, Italy
3 br, 3 ba (1 Ensuite)

If you’re an oenophile who dreams of a Tuscan vacation, villa Le Vigne is for you. Located on a working wine estate near Montalcino, the renovated 18th-century stone farmhouse is surrounded by vineyards, and guests can arrange to tour the on-site wine cellar and have a private tasting.

From
€736 - 915 /nt

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Montecatini Area

Montecatini Area, Tuscany, Italy
4 br, 3 ba (2 Ensuite)

Villa dell'Angelo is a restored 18th-century Tuscan villa on the western slope of Mount Albano, with an expansive saline pool and antique-filled interior that make it the ideal accommodation for a family or group of up to eight people.

Cradled among spectacular views of the mountains, Villa Angelo is an exceptional 4-bedroom stone villa that embodies genuine Tuscan flavor.

From
€278 - 771 /nt

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Montepulciano Area

Montepulciano Area, Tuscany, Italy
8 br, 8.5 ba (5 Ensuite)

Indulge with a luxurious European getaway at this Neo-gothic estate, one of our most unique villas in Italy. Originally built in the late 1800s by an aristocratic Tuscan family, this villa is stately and stylish, thanks to recent interior renovations by European designer Astrid Schiller Wirth.

From
€1428 - 4700 /nt

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Montepulciano Area, Tuscany, Italy
5 br, 4 ba (2 Ensuite)

Find yourself at home in the rolling hills of Tuscany at Villa Lunablu. Parts of this luxury vacation rental near Montepulciano were first built in the 16th century, followed by updates in the 18th century, and the property still looks out over the timeless landscape from the Val de Chiana to Monte Cetona.

From
€957 - 1907 /nt

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Montepulciano Area, Tuscany, Italy
6 br, 6.5 ba (6 Ensuite)

Wine lovers will find much to appreciate at Villa Montepulciano. Located on an estate that still produces boutique wines and olive oils, the villa offers guests the chance to taste wines grown just outside.

From
€570 - 998 /nt

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Montepulciano Area, Tuscany, Italy
3 br, 4 ba (3 Ensuite)

Try out life in a small Tuscan town at 1213 La Residenza. Located in the Piazza San Bernardino of the town of Castelmuzio, the villa is named for the date of the first written mention of the town.

From
€428 - 714 /nt

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Montepulciano Area, Tuscany, Italy
5 br, 5.5 ba (3 Ensuite)

Immerse yourself in Tuscan country life at Maramai. Once a farm with a farmhouse, tobacco-drying building and pigsty, this five-bedroom property near Montepulciano has been transformed into a charming country home and guest house with spacious rooms, modern amenities and inviting outdoor areas.

From
€338 - 674 /nt

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Pisa Area

Pisa Area, Tuscany, Italy
7 br, 7.5 ba (7 Ensuite)

Enjoy a week (or two) on your own Tuscan estate at Villa Barcarelli. The seven-bedroom property includes both a farmhouse, separate cottage and private park with a lake and plenty of walking paths.

From
€928 - 1785 /nt

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Pisa Area, Tuscany, Italy
8 br, 5.5 ba (4 Ensuite)

Experience both traditional and modern Tuscany at La Berretta. Set on a hilltop just outside Pisa, the restored eight-bedroom villa combines rustic architecture with contemporary interiors, and offers 360-degree views of the surrounding hills, too.

From
€942 - 1642 /nt

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Pisa Area, Tuscany, Italy
8 br, 6.5 ba (3 Ensuite)

Get a taste of life in the Tuscan countryside at villa Fagnana. The restored farm, whose eight bedrooms are divided between a former farmhouse and barn, offers a quiet, private getaway spot that’s still conveniently close to cities like Pisa, Florence, Siena and Lucca.

From
€642 - 1361 /nt

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Pisa Area, Tuscany, Italy
7 br, 7.5 ba (5 Ensuite)

Once a farmhouse and hayloft, the recently restored villa Valle is now a luxurious country retreat. With seven bedrooms divided between the main house and guest cottage and expansive yet private outdoor spaces, the property gives guests plenty of room to relax.

From
€642 - 1331 /nt

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Pisa Area, Tuscany, Italy
5 br, 4 ba (1 Ensuite)

Take a vacation from the ordinary at the spectacular Villa di Montelopio. Dating from the 16th century, the property retains its original stateliness, but has been recently restored.

From
€542 - 978 /nt

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Pisa Area, Tuscany, Italy
6 br, 3 ba (1 Ensuite)

Set on a hilltop among evergreen trees and neat hedges, villa Bellavista lives up to its name. The six-bedroom, two-story villa looks out on traditional gardens and a freeform inground pool.

From
€478 - 800 /nt

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Pisa Area, Tuscany, Italy
4 br, 3 ba (1 Ensuite)

From mountain views and lavish outdoor spaces to modern design, Villa Larino has everything you need for a Tuscan vacation in style. Located in the hills just east of Pisa, the four-bedroom villa puts the Tuscan landscape just outside your windows, and the region’s towns and cities within easy driving distance.

From
€339 - 767 /nt

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Pisa Area, Tuscany, Italy
3 br, 3.5 ba (3 Ensuite)

A charming retreat tucked into the woods, villa Casolare is the perfect spot for a family vacation or romantic getaway. With its fairy-tale exterior and rural location, the three-bedroom house feels like a secret hideaway, yet is still close enough to the cities of Tuscany, like Pisa, Florence, Siena and Lucca, for day trips.

From
€342 - 749 /nt

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Pisa Area, Tuscany, Italy
5 br, 4 ba (2 Ensuite)

Like much of Italy itself, Le Rondini effortlessly mixes old and new. Original architectural features and a well-maintained garden give the five-bedroom villa historic character, while new additions like a modern kitchen and stunning pool add up-to-date comfort.

From
€302 - 564 /nt

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Siena Area

Siena Area, Tuscany, Italy
6 br, 6 ba (6 Ensuite)

Enter a private world of centuries-old architecture, exquisite grounds, beautiful Tuscan scenery and exceptional service at Tenuta Palazzaccio. Originally a monastery with sections dating from the 15th century, the villa has been carefully restored into a peaceful modern retreat.

From
€5000 - 36000 /nt

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Siena Area, Tuscany, Italy
6 br, 8.5 ba (6 Ensuite)

San Luigi is a unique and historical Tuscan residence, providing spacious and luxuriously appointed accommodation for up to 14 guests, and is perfectly equipped for those who wish to enjoy the summer or winter in southern Tuscany.

Commissioned by the illustrious Chigi family and designed by the renown Sienese architect Baldassare Tommaso Peruzzi (1481 - 1536) the villa has been extended and enhanced over the centuries, and has recently undergone a complete restoration to create a contemporary county estate, whilst remaining faithful to the original design.

From
€2290 - 4300 /nt

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Siena Area, Tuscany, Italy
14 br, 15.5 ba (10 Ensuite)

Set on a hilltop in the countryside just south of Siena, Villa Ferraia offers luxury accommodations for groups of up to 27 people. There’s something for everyone to do, from cooking lessons and stargazing to gardening and spa experiences in the pools and sauna.

From
€2135 - 4242 /nt

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Siena Area, Tuscany, Italy
7 br, 7 ba (5 Ensuite)

Enjoy a truly Tuscan getaway at villa Rita. The five-bedroom property is set on a hill outside the spa town of San Casciano dei Bagni and has panoramic views of the Val d’Orcia region, designated a World Heritage site for its pastoral landscapes.

From
€1562 - 2455 /nt

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Siena Area, Tuscany, Italy
6 br, 5 ba (2 Ensuite)

Set on a hilltop on a wine-producing estate near Siena, villa Le Porciglia offers stunning vistas inside and out. The lush grounds feature an infinity-edge pool, herb garden and dining and lounging areas, while the magazine-worthy, fully restored interiors mix modern and antique pieces to striking effect.

From
€997 - 2214 /nt

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Siena Area, Tuscany, Italy
5 br, 5 ba (5 Ensuite)

If you’ve come to Italy for the views, look no further than Villa Alfieri. The restored stone country house has gorgeous views of the Tuscan countryside and medieval city of Siena, and plenty of outdoor space from which to admire them, from a shaded pergola to a lawn around the pool.

From
€1886 - 2007 /nt

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Siena Area, Tuscany, Italy
9 br, 10 ba (9 Ensuite)

Make a romantic Tuscan getaway at Villa Di Montesoli. Though the spacious nine-bedroom property offers accommodations in both a main villa and guest house, its interiors feel traditional and intimate, and amenities like a spa area, Jacuzzi and billiards room are hotel-worthy perks.

From
€714 - 1857 /nt

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Siena Area, Tuscany, Italy
4 br, 5 ba (4 Ensuite)

Hide away in your own Tuscan garden at Fontanella. Reached by a scenic gravel road, the restored four-bedroom farmhouse between Siena and Arezzo features stunning outdoor spaces like a vegetable garden, kitchen garden, courtyard and pool, and its interiors are furnished with an unexpected mix of Italian and Asian antiques.

From
€1427 - 1550 /nt

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Siena Area, Tuscany, Italy
7 br, 7 ba (5 Ensuite)

Immersed in the rolling Tuscan countryside, this renovated 18th-century home preserves its traditional architecture and offers guests one of the most authentic Italian experiences available at our villas in Tuscany.

Start your stay at Podere Scopicciolo with a tour of the property, a Tuscan-style welcome dinner, and Prosecco toast with your hosts.

From
€900 - 1500 /nt

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Siena Area, Tuscany, Italy
5 br, 4 ba (2 Ensuite)

Enjoy the best of Tuscan country and city life at Il Roseto. Set on a hilltop on a private farming estate just outside Siena, the five-bedroom villa is surrounded by olive groves.

From
€816 - 1477 /nt

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Siena Area, Tuscany, Italy
6 br, 6.5 ba

Located in the Val D'Orcia Region, Aiola is a strikingly beautiful, restored country house that is part of a 1700-acre estate. An intimate, luxurious haven, Aiola is ideal for private getaways and family reunions.

From
€1122 - 1473 /nt

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Siena Area, Tuscany, Italy
7 br, 6.5 ba (5 Ensuite)

Located a swift 5-minutes away from the ancient village of San Casciano, La Vetrichina is the perfect getaway for those looking for pure relaxation. Situated within a completely peaceful environment, this lovingly restored seven-bedroom farmhouse has gorgeous views of the surrounding countryside plus beautiful interiors.

From
€757 - 1300 /nt

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Siena Area, Tuscany, Italy
4 br, 4 ba (4 Ensuite)

Whether you’re looking for a quiet vacation by the pool or an active trip exploring the Tuscan countryside and nearby Siena, Allegra is the perfect spot. The main house provides plenty of space for larger groups to dine and relax, while an independent wing offer privacy for couples.

From
€793 - 1020 /nt

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Siena Area, Tuscany, Italy
6 br, 6.5 ba (4 Ensuite)

Enjoy a Tuscan retreat that’s both quiet and secluded and convenient to the region’s cities at Villa Mimosa. Originally built as a summer home where noble families could escape the heat, the restored six-bedroom property offers an escape from the pressures of modern life without sacrificing modern conveniences.

From
€600 - 800 /nt

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Siena Area, Tuscany, Italy
5 br, 5.5 ba (5 Ensuite)

Journey down an unpaved road to your own corner of the Tuscan countryside at Villa Salute. Located in Italy’s Selva National Park, the renovated five-bedroom stone farmhouse offers quiet, privacy and beautiful views, but is still close to shopping and dining, and within day-trip distance of the towns around Siena.

From
€666 - 762 /nt

View Villa Villa Salute
Siena Area, Tuscany, Italy
2 br, 2 ba

Cozy and charming, La Bianca is a beautiful spot for a family or two couples. The two bedroom semi-attached restored farmhouse just outside Siena offers a private retreat with views of the rolling Tuscan hills and a location on a farming estate.

From
€424 - 693 /nt

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Siena Area, Tuscany, Italy
5 br, 4.5 ba (2 Ensuite)

Experience the best of Tuscan country and village life at Villa Oliveto. Take part in small-town life in Castelmuzio, near Siena, then, retreat to this rural five-bedroom villa with views of the countryside.

From
€571 - 678 /nt

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Val D'Orcia

Val D'Orcia, Tuscany, Italy
8 br, 8.5 ba (7 Ensuite)

Villa Contea is a magnificent country house located in arguably the most picturesque setting of Italy—Val d’Orcia, Tuscany. The setting features the gentle rolling hills and fragrant wine country for which Tuscany is so famous.

From
€1473 - 3526 /nt

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Val D'Orcia, Tuscany, Italy
9 br, 9.5 ba (9 Ensuite)

Perched atop a hill in one of the most picturesque areas of Italy, Villa Ranuncolo is a magnificent country house located in the Val d’Orcia area of Tuscany. The setting is ripe with astonishing rolling hills and the lush wine country that has made Tuscany so famous.

From
€1473 - 3526 /nt

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Val D'Orcia, Tuscany, Italy
6 br, 6 ba (6 Ensuite)

The line between indoors and out is blurred at Villa Mimmi. Modern, minimalist, yet luxurious, the six-bedroom villa’s spa-like feel is perfectly suited to its location near the famed baths of San Casciano dei Bagni.

From
€1020 - 2500 /nt

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Val D'Orcia, Tuscany, Italy
6 br, 5 ba

Valente is an elegant Tuscan country house located in the magical area of Val d’Orcia whose typical undulating hills and golden fields have inspired many artists for centuries. Val d’Orcia has been recognized a UNESCO World Heritage Site in 2004 for its beauty and cultural importance.

From
€1224 - 2347 /nt

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Val D'Orcia, Tuscany, Italy
9 br, 9 ba (8 Ensuite)

Cozy up to villa Faggeto, a charming three-story home in Tuscany’s Val d’Orcia region. Situated among rolling hills near the town of Radicofani, the property offers quiet, beautiful grounds, a private tennis court and bright, luxuriously appointed interiors.

From
€1130 - 2228 /nt

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Val D'Orcia, Tuscany, Italy
6 br, 5 ba (2 Ensuite)

Charming and comfortable, villa Manfredi is an ideal spot for a relaxed getaway in the Val d’Orcia area of southern Tuscany. The quiet outdoor spaces and casual interiors of this four-bedroom stone villa invite you to spend lazy days at this home-away-from-home, but if you’d like to explore, it’s within easy driving distance of several must-see Tuscan and Umbrian villages.

From
€558 - 1004 /nt

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