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Holiday villas in Tuscany

Siena Area Holiday Villas, Tuscany

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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

View Villa Tenuta Palazzaccio
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

View Villa Villa San Luigi
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

View Villa Villa Ferraia
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

View Villa Rita
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

View Villa Le Porciglia
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

View Villa Villa Alfieri
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

View Villa Villa Di Montesoli
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

View Villa Fontanella
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

View Villa Podere Scopicciolo
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

View Villa Il Roseto
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

View Villa Aiola
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

View Villa La Vetrichina
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

View Villa Allegra
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

View Villa Villa Mimosa
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

View Villa La Bianca
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

View Villa Villa Oliveto