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Tuscany: 14,158 properties found

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Book now with free cancellation and no hidden fees, stay till 31 Dec 2026.
A double bed in front of large Black Friday logo
In the heart of Tuscany’s Chianti region, Relais Riserva di Fizzano has gardens, a gourmet restaurant, and a large pool.
Featuring a seasonal outdoor with a sun terrace, Borgo Sant'Ambrogio - Resort is located in Pienza. The resort has a garden and barbecue facilities.
Situated in Volterra, 41 km from Piazza del Campo, Locanda il Boschetto features views of the garden. The property has a garden, as well as a restaurant that serves Italian cuisine.
Set in the centre of Toscana, Borgo al Cerro offers a peaceful countryside setting, independent apartment accommodation and an outdoor pool. All rustic apartments have terracotta floors.
Offering a terrace restaurant with panoramic views of San Gimignano and the Chianti Hills, Il Castagnolino features its own cooking school.
Surrounded by peaceful vineyards and olive groves, Relais Poggio Borgoni offers an outdoor pool and a traditional restaurant, 25 km south of historic Florence.
Agriturismo Casanova di Pescille is a typical Tuscan 19th century stone farm house situated 2 km from San Gimignano.
Set 9 km from Siena, this 19th-century country house features a restaurant and outdoor pool. It offers traditional Tuscan rooms with wood-beamed ceilings, surrounded by sunflower fields.
Attractively set in San Gimignano, Locanda Il Pino features a buffet breakfast and free WiFi. There is a private entrance at the bed and breakfast for the convenience of those who stay.
Set in the Chianti hills, this stone guesthouse features an outdoor pool and is located in the rural hamlet of Salvadonica.
Just outside the town of Radda, Villa Campomaggio Resort & SPA is surrounded by vineyards in the heart of the Chianti wine area.
Featuring an outdoor swimming pool and a garden with BBQ facilities and children’s playground, Agriturismo Amina, Winery & Hiking offers rooms a 5-minute drive from Vagliagli.
Set in a stone farmhouse 6 km from Greve, Le Cetinelle features an outdoor pool surrounded by tree-lined gardens.
Overlooking the Chianti hills, Agriturismo Casale Dello Sparviero is set in a former monastery. It features a panoramic garden and free Wi-Fi throughout.
Grand Hotel Duomo is a 2-minute walk from Duomo Square and the Leaning Tower of Pisa. It features an American bar, a roof terrace with panoramic city views and free Wi-Fi.
31 km from The Mall Luxury Outlet in Cavriglia, Le Lappe offers accommodation with access to a hot tub and wellness packages.
Dating back to the early Middle Ages, Villa Cicolina is now a charming hotel. Boasting fantastic views of the Tuscan countryside, it guarantees a personalised service and an unforgettable stay.
Featuring an infinity pool and views of pool, Il Giuncheto is a bed and breakfast situated in a historic building in Trequanda, 41 km from Piazza Grande.
Offering a sun terrace with panoramic view over the surrounding hills, Agriturismo Il Casalino is set in a 19th-century farmhouse with olive trees and vineyards in Pienza.
Tenuta Di Mensanello is a characteristic Tuscan farmhouse set in the countryside between Siena and San Gimignano. It features an outdoor swimming pool immersed in the greenery, and free Wi-Fi.
Borgo di Pietrafitta Relais is situated in a delightful spot among the green Tuscan hills. Enjoy comfortable apartments between Florence 48 km away and Siena, 20 km away.
Situated in Pienza, in a historic building, 39 km from Mount Amiata, Agriturismo Castello di Spedaletto is a farm stay with an infinity pool and garden.
Set in the centre of Colle Val d'Elsa, La Vecchia Cartiera was once a paper mill.
Bosco Della Spina has an outdoor infinity pool and garden, with panoramic views of the Sienese hills. It offers free Wi-Fi and free parking, just 30 minutes’ drive from Siena.
Offering an outdoor pool with hill views, Il Poggiale is a Renaissance villa in the Chianti area, just 2 km from San Casciano. A wellness area equipped with a sauna is available on site.
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