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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. |
TS25
- Il Mugnello
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Radicondoli , Siena
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Sleeps 20
10 Bedrooms
10 Baths
$16,100 - $24,150
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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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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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TS22
- Villa Leonora
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Val d'Orcia Area , Siena
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Sleeps 8
5 Bedrooms
5 Baths
$7,857 - $12,931
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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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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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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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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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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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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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TS15
- The Nobleman's House
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Siena area , Siena
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Sleeps 8
4 Bedrooms
4 Baths
$4,773 - $8,209
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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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TS14
- Casa dal Cuore
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Val d'Chiana , Siena
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Sleeps 10
5 Bedrooms
4 Baths
$4,439 - $7,631
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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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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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TS1227
- Villa La Luna
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Southwest of Siena , Siena
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Sleeps 27
14 Bedrooms
18 Baths
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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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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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TS10
- Villa Tarugi
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Montepulciano , Siena
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Sleeps 8
4 Bedrooms
4 Baths
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Villa Tarugi is situated in between the Renaissance town of Montepulciano and the medieval town of Cortona yet just16 miles from Pienza 30 miles from Umbria towns. Perfect location for day trips throughout Tuscany and visiting Umbria as well. |
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TS09
- Il Collegio
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Val d'Orcia , Siena
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Sleeps 12
6 Bedrooms
6 Baths
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Conveniently located on edge of a wonderful Tuscan village, yet surrounded by gardens to ensure your privacy. The English designer created a Zen like atmosphere in her extensive restoration of a former school. Walk to town, nearby Spa and natural hot water springs. Attentive staff. All rooms on one floor centered around an exquisite outdoor living area with large heated swimming pool and picturesque views of the Val d'Orcia. |
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TS08
- La Frateria
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Val d'Orcia , Siena
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Sleeps 18
9 Bedrooms
9 Baths
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Luxurious Tuscan villa situated in one of the prettiest areas of the Siena countryside. Enjoy the incredible views and the hospitality of its gracious owners who designed the villa with your complete comfort in mind. Large kitchens, four living rooms, 10,000 square feet of terraces, 52 foot jet stream heated swimming pool and Jacuzzi all with incredible views of dreamy Tuscany |
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TS07
- Villa delle Vigna
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Chianti Area , Siena
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Sleeps 18
9 Bedrooms
9 Baths
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Beautiful Villa dell Vigne is luxuriously appointed with the finest furnishings, china and tableware, luxurious bedding, and Bvlgari toiletries. Saltwater pool, Daily housekeeping staff. Kid friendly, it is ideal for multigenerational families and sophisticated groups of friends. Located in the center of a working winery, Ideally located, in the heart of Chianti Classico, the villa and vineyard have been in this aristocratic family for centuries. The position between so many points of interest makes it an excellent choice as a base for your villa vacation in Tuscany. Just 25 minutes to Siena and 45 minutes to Florence with many important villages and towns in between. |
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TS06
- Casaccio di Arte
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Val d'Orcia , Siena
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Sleeps 16 + 3 Children
8 Bedrooms
8 Baths
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A modern take on a century old farmhouse with a hilltop setting that offers up panoramic views over some of Italy's most bucolic landscapes. Beautiful outdoor living spaces, heated pool and wood burning pizza oven. Easy drive to the wine territories of Montalcino and Montepulciano. |
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TS05
- Villa di Campagna
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Val d'Orcia , Siena
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Sleeps 12 + 2
7 Bedrooms
6 Baths
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Villa di Campagna is a very unique family friendly home has the luxury of a villa yet an enveloping comfort of a country farmhouse set in the countryside. Beautifully restored, the interior is awash in soft colors and a winsome décor that will keep you smiling and fill you with warmth. You are truly home. Ideally located in the coveted Val d'Orcia of Southern Tuscany you are within walking distance to town, yet high on a hill offering privacy. Easy day trips to small neighboring towns including Montepulcino, Montalcino, Pienza and Radicofani and easy access to Siena, Florence, and Rome by car or nearby train station. Heated Swimming Pool |
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TS04
- Palazzone
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Val D'Orcia , Siena
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Sleeps 10 + 1
5 Bedrooms
6 Baths
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This farmhouse has stood high on a hill for over 300 years, with magnificent views of the Val di Chiana valley. Elegant yet comfortable, a wonderful place to call home for awhile. |
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TS03
- Zibetto
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Val d'Orcia , Siena
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Sleeps 10
5 Bedrooms
5 Baths
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The stunning 300 year old stone farmhouse, surrounded by cherry trees, oak trees, lavender and scented shrubbery has been carefully restored by one of Italy's premier furniture and home designers and her architect husband. You will find their creative interior home designs gracing the covers of coffee table books and magazines. |
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TS02
- La Tenuta
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Chianti Area , Siena
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Sleeps 14
7 Bedrooms
7 Baths
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We are in love with this villa. You will feel it too the moment you arrive. Casual elegance. Close your eyes and imagine yourself in a soft white cotton T shirt and your favorite jeans, barefoot, curled on the plush sofa with a good book and a glass of Chianti, wrapped in a lightweight beige cashmere Ralph Lauren throw. A tranquil atmosphere, inside and out. To top it off, you just happen to be in one of Italy's most desirable locations: Chianti. Close to many wonderful places on your bucket list, you are a short drive to a lovely medieval village, 20 minutes to Siena, 50 minutes to Florence and so many beautiful towns, villages, and scenery in between. A week will go by so fast, better stay for two. |
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TS01
- Villa Isabella
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Chanti , Siena
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Sleeps 26 to 32 Guests
18 Bedrooms
20 Baths
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One of the most exquisite offerings in Italy. Owned for centuries by an aristocratic family, this is la crème de la crème of villas. No matter how hard we try to describe this luxurious villa we know we will come up short. To immerse yourself in total luxury you also have a staff that includes maids, wait staff, a gardener and your own personal concierge.
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TP04
- Caccia
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Ghizzano , Pisa
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Sleeps 10
5 Bedrooms
4 Baths
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This 17th century farmhouse sits among 75 acres of farmland and forest, including a privaate hunting reserve. Nestled between Pisa and San Gimignano you are easy day trips to beaches, Florence, and Siena. |
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TP03
- Casa Trenta
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Lucca/Pisa Border , Pisa
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Sleeps 8
5 Bedrooms
3 Baths
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Country residence only five miles from Lucca. Decorated and appointed with exquisite taste, the home is elegantly furnished, with fine antiques and has a terraced garden and commanding views of the surrounding countryside. |
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