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Siena Area: 3,980 properties found

Save up to 40% on stays

Book now with free cancellation and no hidden fees, stay till 31 Dec 2026.
A double bed in front of large Black Friday logo
Terrace
Set in Pienza, 50 km from Mount Amiata, Palazzo Massaini - La Pieve offers accommodation with an infinity pool, free private parking, a garden and a terrace.
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This aristocratic villa from the 1700s features 2 swimming pools, a lush garden and characteristic stone walls.
Palazzo Massaini - Cavarciano is located in the Tuscan countryside, 5 km from Pienza. It has a large garden and produces its own wheat, olives and wine.
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Set in 50 hectares of private land, Il Macchione is an 18th-century stone farmhouse. Just 1.5 km outside Pienza, it features a swimming pool that overlooks Val d'Orcia Natural Park.
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Located in Monteroni dʼArbia, 14 km from Piazza del Campo, Hotel More di Cuna provides accommodation with a garden, free private parking, a terrace and a restaurant.
Situated within 20 km of Piazza del Campo and 35 km of Piazza Matteotti in Monteriggioni, Rooms and Wine al Castello provides accommodation with seating area. The property has city views.
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Borgo Grondaie is a large property built out of an old Tuscan farm, just 2 km from the historical centre of Siena.
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Located within 34 km of Piazza del Campo and 24 km of Parco dei Mulini, Podere Sant'Antonio provides rooms with air conditioning and a private bathroom in Buonconvento.
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Relais Santa Chiara is set just 400 metres from the medieval walls of San Gimignano, a UNESCO World Heritage Site. It offers elegant rooms, a garden, and an outdoor pool.
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Offering an outdoor pool, Podere Spedalone provides country-style rooms and a large garden. It is set in the Tuscan countryside, 7 km from Pienza.
Offering a shared lounge and mountain view, Palazzo Falcinelli Luxury Room in Montepulciano Center with Air Conditioning and Elevator is located in Montepulciano, 48 km from Mount Amiata and 5.7 km...
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Certosa di Pontignano Residenza d'Epoca - Place of Charme is offering accommodation in Ponte A Bozzone. The property has a bar, as well as a restaurant serving Italian cuisine.
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Offering city views, San Prospero Heritage is an accommodation set in Siena, 1.2 km from Piazza del Campo and 41 km from Piazza Matteotti.
Spa and wellness centre
CastelBigozzi is surrounded by the Tuscan countryside, 12 km from San Gimignano. It offers an outdoor swimming pool with hydromassage, and rustic, air-conditioned rooms.
Bar
Hotel Executive, now under new management, is set in the Scacciapensieri residential district of Siena, 10 minutes' walk from the train station.
Spa and wellness centre
Palazzo Leopoldo is a majestic property made of a formerly a patrician villa dating back to 1310 and, adjacent to this, two historical buildings.
Spa and wellness centre
Set in the hills surrounding Siena, Precise House Montaperti Siena offers free access to the swimming pool and to a gym with panoramic views.
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Located in in the Chianti region between Florence and Siena, Villa Sabolini sits in parkland overlooking the hills of the Tuscan countryside. The hotel offers a pool and free parking.
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A great base to discover Tuscany, this new, 4-star hotel Cappuccina Country Resort offers an excellent location, with stunning views of the medieval city of San Gimignano, 1.5 km away.
Rinidia Bio offers self-catering apartments set in a working farm producing organic vegetables and fruit.
Situated within 49 km of Mount Amiata and 7.2 km of Terme di Montepulciano, Villa Chiccheio Rooms features rooms with air conditioning and a private bathroom in Montepulciano.
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Certosa Di Maggiano is a former monastery located in the Tuscan countryside, 2 km from Siena's famous Piazza del Campo. It offers unique rooms, free internet and free parking.
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AgriHotel Villa Ambra is set in over 24 hectares in the Tuscan countryside, less than a 10-minute drive from Montepulciano. It features an outdoor pool and produces its own olive oil and wine.
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[Siena] Appartamento con splendido terrazzo is set in Presciano, 49 km from Piazza Matteotti, 10 km from Siena Train Station, and 10 km from San Cristoforo Church.
Room service
Offering city views, B&B Poggiobonizio is an accommodation located in Poggibonsi, 28 km from Piazza del Campo and 29 km from Piazza Matteotti.