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Properties are listed in order by Reference Number. The properties can also be sorted by the number of Sleeps or the City location. Venice, Florence and Rome are sorted by area when you request a sort by City. Click again to reverse order of sort. |
TS11
- Villa Pienza
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Val D'Orcia , Siena
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Sleeps 16
8 Bedrooms
6 Baths
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A luxurious villa in the heart of the area known as the Val D'Orcia. The landscape of this area is perhaps the best preserved and most beautiful in Tuscany. A professional kitchen for those that enjoy cooking, private park, stupendous views! A wonderful Tuscan experience! |
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TS1227
- Villa La Luna
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Southwest of Siena , Siena
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Sleeps 27
14 Bedrooms
18 Baths
$26,442 - $35,245
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Fully staffed to take care of your every whim, you will be totally pampered at this Tuscan villa located twenty-five kilometers south of Siena. Perfect for weddings, celebrations, multi-generation villa vacations or just a group of friends. Full spa, indoor and outdoor swimming pools, conservatory, observatory, gardens, fishing ponds, forests and a nearby horse stable for experienced riders. |
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TS13
- La Chiantina
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Outside of Radda in Chianti , Siena
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Sleeps 10 + 2
5 Bedrooms
6 Baths
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La Chiantina is centrally located in the heart of Chianti Classico wine region. Located off the famous Chianti wine road, you are within 1 hour from Florence and 40 minutes from Siena. Being in the heart of this region offers you many opportunities to stroll and explore the many Medieval villages, castles and walled towns in the area. |
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TS14
- Casa dal Cuore
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Val d'Chiana , Siena
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Sleeps 10
5 Bedrooms
4 Baths
$4,362 - $7,499
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This beautiful charming country house is right out of a fairy tale. Completely private, with gated entrance, sitting on 5 acres you are immersed in the beautiful landscape of the val di Chiana with views of the Val d'Orcia. Solitude yet the nearest village of 750 is just under 2 miles away where you will find a restaurant and grocery store. Easy day trips to Siena, Pienza, Montepulciano, Cortona |
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TS15
- The Nobleman's House
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Siena area , Siena
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Sleeps 8
4 Bedrooms
4 Baths
$4,464 - $7,684
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This elegant and sophisticated town house sits on a quiet piazza an the edge of a charming 13th century village. This ancient house was originally known as a palazzo signorile, or noble's or gentleman's house. Today the new owner has restored it to a darling luxurious villa. Situated on the edge of a medieval village, step out your front door and a short stroll leads you to your morning cappuccino and listen to the church bells ring. In the late afternoon, relax in your own private gardens with small plunge pool, terraces and pretty views. Centrally located, with easy day tripping to Montepulciano, Montalcino, Pienza and numerous quaint villages, as well as a 45 minute drive to Siena. |
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TS16
- Podere Giulio
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Pianella , Siena
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Sleeps 10
5 Bedrooms
5 Baths
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Built in the 12th century as a watchtower for a nearby castle, the house has spectacular views of olive groves, vineyards and forests. Just 7 miles from Siena this villa rental is also convenient to many famous wineries. Beautiful swimming pool, SKY TV and many ammenities. |
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TS19
- Villa Tommaso
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Near Siena , Siena
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Sleeps 12
6 Bedrooms
5 Baths
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Originally a manor house for noble families to escape from the city during the hottest months of summer, now a vacation paradise in the heart of 'Chianti Senese'. Only ten miles from Siena. |
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TS20
- Capanna Poderosa
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Chianti Area , Siena
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Sleeps 12
6 Bedrooms
5 Baths
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Capanna Poderosa is living its second life from an ancient castle's grain storage building to an open concept Italian villa rental nestled on 50 acres of vineyards and woods. A great home base, being just 25 minutes to Siena, 10 minutes to a quianit village with two restaurants, and 20 minutes from Castelnuovo Bernardegna where you will find supermarkets, banks and a variety of shops. Within 1 hour you can reach Pienza and the val d'orcia, Arezzo and Cortona and even Lake Trasimeno in Umbria. Florence is 90 minutes and the major villages along the chianti wine road can be reached within 20 to 40 minutes. |
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TS202
- Villa Romanza
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Southwest of Siena , Siena
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Sleeps 22 + 4
11 Bedrooms
11 Baths
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Ultimate luxury in breathtaking Tuscany! Enjoy world class cuisine created from the organic gardens, partake of fine Italian and international wines found in your private cellar and schedule regular spa treatments, all handled with impeccable service and attention to every detail. Experience sheer indulgence at this private, exclusive resort-like retreat! |
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TS21
- Pascolo
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Pienza , Siena
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Sleeps 20
8 Bedrooms
8 Baths
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High on a hilltop in the picturesque area of Val d'Orcia, Pascolo has 360 degree views of the unblemished countryside that everyone dreams of when they think of Tuscany. Not far from the famous and quaint town of Pienza, Pascolo is an old rustic farmhouse that has been lovingly restored mixing the old style Tuscan with a fresh contemporary interior design. |
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TS22
- Villa Leonora
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Val d'Orcia Area , Siena
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Sleeps 8
5 Bedrooms
5 Baths
$7,719 - $12,564
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Situated on 70 acres in the heart of the Unesco World heritage site of the val d'Orcia, you are surrounded by meadows, woodlands, and farmland, Villa Leonora has breathtaking views stretching out over the Val d'Orcia to the Amiata mountains.. A beautiful restoration and well designed formal gardens and heated pool is the perfect mix for a perfect villa vacation. |
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TS24
- Villa Blu
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Montalcino , Siena
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Sleeps 14
7 Bedrooms
7 Baths
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Ideal for large groups of family and friends, This villa is located between the famous Brunello wine region of Montalcino in Siena province and the Maremma coastline of Grosetto. Within an hour you can be in the medieval city of Siena or the wide sandy beaches overlooking the Tyrrhenian sea. |
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TS25
- Il Mugnello
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Radicondoli , Siena
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Sleeps 20
10 Bedrooms
10 Baths
$15,820 - $23,730
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Perched on 2.5 hectares / 6 acres surrounded by gardens, you have panoramic views over the valleys and stretching out to the Colline Metallifere hills, the largest mountain range in the Anti-Appennines. While you have complete privacy surrounded by the bucolic countryside, you are just a five minute drive to the historic medieval walled village of Radicondoli where you can immerse yourself in the rich fabric of Italian life. |
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TS26
- Villa Francesco
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Val D'Orcia , Siena
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Sleeps 13
7 Bedrooms
6 Baths
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This luxurious home sits on fifty acres with panoramic views of the Val d'Orcia. Beautifully appointed and completely private with gated entrance yet ideally located for day trips. Close to town, train station and the main autostrada, it is as close to perfection as it gets. This very special home has been featured in several magazines and books. |
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TS31
- Il Castello
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Val di Chiana , Siena
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Sleeps 14
7 Bedrooms
7 Baths
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Steeped in history, this villa sits on the highest point of a charming medival village offering you spectacular views of the Tuscan countryside. Surrounded by your own private park like setting with formal garden, your days are filled with tranqulity as well as the convenience of village life below. Centrally located for touring Tuscany and Umbria. |
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TS40
- Borgo Vecchio
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Le Crete , Siena
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Sleeps 44
22 Bedrooms
22 Baths
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Once upon a time, Borgo Vecchio was the center of a medieval Tuscan village. Today, the twenty-two bedroom manor house and cottages 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. Book the Borgo for an unforgettable event, use it as a base to explore the area around Montalcino, or simply treat yourself to pampering by the villa's staff. Priced Euro 13,930 per night. |
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TS41
- Borgo Vecchio - Manor House
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Le Crete , Siena
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Sleeps 18
9 Bedrooms
9 Baths
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Once upon a time, Borgo Vecchio was the center of a medieval Tuscan village. Today, the nine bedroom manor house and cottages accommodating up to 44 people 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. Book the Borgo for an unforgettable event, use it as a base to explore the area around Montalcino, or simply treat yourself to pampering by the villa's staff. Price Starting at Euro 6,480 per night for the nine bedroom manor house. |
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TS42
- Borgo Vecchio - Cottage Calussa
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Le Crete , Siena
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Sleeps 4
2 Bedrooms
2 Baths
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Five Star Luxury Property in the heart of what many say is the most beautiful area of Tuscany. Just 25 miles southwest of Siena. Priced Euro 850 per night. |
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TS43
- Borgo Vecchio - Cottage Fillipo
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Le Crete , Siena
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Sleeps 4
2 Bedrooms
2 Baths
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Five Star Luxury Property in the heart of what many say is the most beautiful area of Tuscany. Just 25 miles southwest of Siena. Priced Euro 1,200 per night. |
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TS44
- Borgo Vecchio - Cottage Teresa
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Le Crete , Siena
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Sleeps 8
4 Bedrooms
4 Baths
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Five Star Luxury Property in the heart of what many say is the most beautiful area of Tuscany. Just 25 miles southwest of Siena. Priced Euro 2,400 per night. |
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TS45
- Borgo Vecchio - Cottage Federico
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Le Crete , Siena
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Sleeps 10
5 Bedrooms
5 Baths
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Five Star Luxury Property in the heart of what many say is the most beautiful area of Tuscany. Just 25 miles southwest of Siena. Priced Euro 3,000 per night. |
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TS46
- Podere Casciano
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Val d'Orcia , Siena
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Sleeps 11
6 Bedrooms
7 Baths
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Warm, comfortable home with 1 bedroom guest house situated amidst the splendid rolling hills of the Val d'Orcia and waving fields of lavender. Perfect for families to enjoy everything Tuscany has to offer, including the hot springs and thermal baths found near San Casciano. Walk to town and the famous Fonte Verde Spa. The home is well positioned to tour all of Tuscany, including Siena, Montepulciano and Florence, perfect for day trips. Return home in the afternoon and relax by the pool, which is fed by a naturally warm spring – your own private thermal bath! |
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TS48
- Brunello
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Montalcino , Siena
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Sleeps 5
3 Bedrooms
2 Baths
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A heavenly retreat for wine aficionados, this little cottage is tucked away in the heart of Italy's famous wine producing area near Montalcino, home of the King of Italian red wines, Brunello di Montalcino. Breathtaking views from the center of a twenty-five acre vineyard. |
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TS49
- Bella Caterina
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Le Crete , Siena
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Sleeps 21 + 1 child
11 Bedrooms
9 Baths
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The best of both worlds! The feel of living in the countryside with the convenience of living in town. Located in a small hilltop village, the front door faces the main street of the village, while the back of the property offers you outdoor living spaces with 180 degrees of beautiful views of the magnificent Le Crete countryside. |
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TS5016
- Villa Contenta
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Le Crete , Siena
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Sleeps 16
8 Bedrooms
7 Baths
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Villa Contenta in the Siena area of Tuscany has beautiful grounds and unbelievable views of the Siena countryside. While the town is quite intimate, it has all the necessities including a coffee bar, two truffle and wine bars, and the Tartuffo museum. The front door of this 15th century villa faces an ancient village hamlet while the back of the house has a 180 degree view of rolling hills and tall cypress trees indigenous to the famous Le Crete countryside. The place to stay to really experience Tuscany at her finest. Can be rented with Casa Federica for a total of twenty-one guests. |
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