TERRA DI SIENA 8 - Tuscany
Siena, Italy
Terra di Siena is a private rural retreat near Siena in the Chianti countryside, with a historic farmhouse, adjoining annex, pool, private tennis court and extensive outdoor spaces.
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Siena
Vacation homes in Siena, Tuscany, Italy · At least 4 bedrooms
63 homes published by their hosts. Enquire or book directly with the host.
Of these 63 homes, 29 have a private pool, 62 sleep at least 8, and 29 meet both requirements. Counts reflect host-published facts; missing details are not treated as confirmed amenities. Dates and prices are confirmed on each host’s booking site.
Filter these homes63 homes · Siena
VILLA BEL PANORAMA 8 - Tuscany
Siena, Italy
A restored Tuscan farmhouse near San Gimignano, set on a hillside with views over the Val d'Elsa and a heated outdoor pool.
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VILLA BINETTI 7 - Tuscany
Siena, Italy
Villa Binetti is a private former country barn in a small hamlet near San Gimignano, with an enclosed garden and a lower-level pool area.
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VILLA CATERINA 8 - Tuscany
Siena, Italy
A rustic stone farmhouse in the Val d'Elsa countryside, about 5 minutes from the historic centre of San Gimignano, with views over the hills and the town's towers.
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VILLA DELLE UPUPE 8 - Tuscany
Siena, Italy
Villa in the hilly countryside of Chianti Classico, approximately 2 km from Castellina in Chianti, between Siena and Florence.
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VILLA IL FORAMASSO 10+2 - Tuscany
Siena, Italy
Villa Il Foramasso is a private five-bedroom villa in the Sienese countryside near Casole d’Elsa, with panoramic views across the Chianti hills and surrounding Tuscan villages.
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VILLA LA MONARCA 16 - Tuscany
Siena, Italy
A private 16th-century Tuscan farmhouse near Torrita di Siena, with a main villa, annex, fenced garden, and panoramic infinity pool.
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VILLA LA POIANA 10
Siena, Italy
Villa La Poiana is in the Chianti countryside of Tuscany, between Siena and Florence, with Castellina in Chianti 4.5 km away.
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VILLA LE BERINGHE 30 - Tuscany
Siena, Italy
Villa Le Beringhe is a restored Tuscan rural property in the Val d'Elsa countryside, surrounded by hills, woods, vineyards and a park, with seven independent units around a central unit.
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VILLA LE CHIARNE 16 - Tuscany
Siena, Italy
Villa Le Chiarne is in Asciano, Siena, in the Crete Senesi upland of Tuscany. The property is a restored 19th-century farm divided into five apartments with private entrances, shared indoor and outdoor areas, a garden and a pool.
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VILLA LE CHIARNE 22 - Tuscany
Siena, Italy
Villa Le Chiarne is a restored 19th-century farm in the Crete Senesi, with seven suites, shared indoor and outdoor areas, a garden, a swimming pool and two hydromassage pools.
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VILLA PIANELLO 10 - Tuscany
Siena, Italy
Villa Pianello is a private Tuscan farmhouse near Chianciano Terme, set in the rolling hills of Val di Chiana with private grounds, olive trees and panoramic countryside views.
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VILLA SANTA MARIA 10 - Tuscany
Siena, Italy
A restored late-19th-century country farmhouse set within a wine estate in the Chianti Classico region, with views over the surrounding countryside and hills.
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VILLA SANTA MARIA 14 - Tuscany
Siena, Italy
Villa Santa Maria is a restored late-19th-century country farmhouse set within a wine estate in the Chianti Classico region of Tuscany.
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VILLA STRONCOLI 14 - Tuscany
Siena, Italy
Villa Stroncoli is a Tuscan villa on the Mansalto estate, between Siena and Arezzo, surrounded by hills and vineyards and part of a historic 15th-century hamlet.
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