Wine Region Villas with Pool
1—10 of 155 Villas
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Bellosguardo Umbria
4 bed / 3 bath villa in Cortona from €215 to €415 EUR per night
Bellosguardo is a gracious farmhouse in the green valley of “Valdichiana” and is most famous in Tuscany for the sunflowers and wheat fields that surround this beautiful country house.
Pool
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Colombaia Umbria
4 bed / 3 bath villa in Castilgione del Lago from €215 to €515 EUR per night
Colombaia is a stone & brick house that has been completely restored in the last 5 years and is surrounded by the beautiful Umbrian countryside, hills and cultivated fields.
PoolSpecial
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Arcelle Umbria
3 bed / 3 bath villa in Umbertide from €226 to €440 EUR per night
Arcelle is a lovely stone-built farmhouse with an attached guest house, set in the enchanting Umbrian countryside.
Pool
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Canneto Tuscany
5 bed / 5 bath villa in Siena from €241 to €834 EUR per night
Villa Canneto is a charming, elegant "home away from home" set in the middle of a lovely, large olive oil and wine-producing estate. Located near the beautiful art city of Siena, the villa and surrounding grounds are owned by an ancient noble Sienese family.
Pool
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Rocca Leopoldina Tuscany
5 bed / 5 bath villa in Castellina from €246 to €558 EUR per night
This beautiful independent barn completed its restoration in 2010 and is part of the Rocca estate immersed in the hills of the Chianti Classico only 1.3 kms from town with all facilities, shops and restaurants.
Pool
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Il Poggiolo Tuscany
4 bed / 3 bath villa in Arezzo from €265 to €498 EUR per night
Il Poggiolo is an authentic and intimate villa full of personal charm, as it is the ideal spot for those who want to step into an off-the-beaten-track location, for an exceptional vacation experience.
Pool
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Compignano Barn Tuscany
2 bed / 2 bath villa in Lucca from $268 to $423 USD per night
The 2 bedroom farm, in the foothills of the Apuan Alps, is within the woodlands of a National Park and from there the views extend as far as the sea to the west.
Pool
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La Florenza Tuscany
2 bed / 2 bath villa in Florence from €273 to €449 EUR per night
Situated in the open countryside just outside Florence, La Florenza is a cozy hideway, completely and lovingly restored into a beautiful and comfortable holiday home featuring Tuscan antiques and ceramics.
Pool
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Margherita Umbria
2 bed / 4 bath villa in Assisi from $286 to $500 USD per night
From the moment you arrive at Villa Margherita your stress and worries will melt away…
Pool
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Villa La Cappella Tuscany
2 bed / 2 bath villa in Cortona from €329 to €422 EUR per night
Villa La Cappella is a unique and contemporary house converted from a 200-year-old noble-family chapel and carriage-house, with an independent entrance and private garden.
Pool
Wine Region Villas
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