San Casciano in Val di Pesa Villas

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Villas in San Casciano in Val di Pesa

Private villa in the heart of chianti with view of siena

Fonterutoli Provincia di Siena

Located in Castellina in Chianti, this villa is within a 10-minute drive of Mazzei Winery and City Hall Castellina In Chianti.

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

Monteriggioni SIENA Toscana

Located in Monteriggioni, this villa is in a rural location, within a 10-minute drive of Monteriggioni Castle and The Rock of Staggia.

EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE

IMPRUNETA Tuscany

Located in Impruneta, this villa is in a rural location, within a 10-minute drive of Villa Medicea di Lilliano - Malenchini and Circolo Golf Ugolino.

Villa Bartolini Baldelli - Authentic XV century villa with garden and pool

Toscana Città Metropolitana di Firenze

Located in Impruneta, this villa is within a 10-minute drive of Tuscany MTB Guide and Florence American Cemetery and Memorial.

Marvelous home just steps from the Chianti and beyond

cavriglia Tuscany

Located in Cavriglia, this villa is in a rural location, a 2-minute drive from Gianfranco Carla Fineschi Botanical Rose Garden and 6 minutes from Le Miccine.

CASA PILAR villa with pool and jacuzzi for exclusive use in chianti.-20% 12_21/5

Strada In Chianti Città Metropolitana di Firenze

Located in Greve in Chianti, this villa is in a rural location, a 5-minute drive from Circolo Golf Ugolino and 10 minutes from Villa Medicea di Lilliano - Malenchini.

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

San Casciano in Val di Pesa Tuscany

Located in San Casciano in Val di Pesa, this villa is in a rural location, within a 10-minute drive of Monastery of Sorelle Clarisse and Florence American Cemetery and Memorial.

Luxury Tuscan Estate | Heated Pool & Private Concierge

impruneta Toscana

$1,763 nightly

$1,768 total

Aug 21 - Aug 22

Total with taxes and fees

Located in Impruneta, this villa is in a rural location, within a 15-minute drive of Circolo Golf Ugolino and Tuscany MTB Guide.

Exclusive Hilltop Villa near Florence - Pool, Views - Ideal for Families/Friends

Lamporecchio Provincia di Pistoia

Located in Lamporecchio, this villa is in a rural location, within a 15-minute drive of Tenuta Santini and Leonardo Museum.

Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl

Greve in Chianti (Firenze) Toscana

Located in Greve in Chianti, this villa is in a rural location, within a 15-minute drive of Piazza Matteotti and Montefioralle Winery.

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!

Firenze Città Metropolitana di Firenze

$887 nightly

$901 total

Aug 1 - Aug 2

Total with taxes and fees

With a stay at this villa in Florence (Oltrarno), you'll be a 4-minute drive from Piazzale Michelangelo and 8 minutes from Piazza di Santa Maria Novella.

Exclusive comfort for a small group- Countryside Tuscan Villa near Florence

Bagno a Ripoli, San Bartolomeo A Quarate Tuscany

Located in Bagno a Ripoli, this villa is in a rural location, within a 15-minute drive of Ruffino - Tenuta di Poggio Casciano and Villa Medicea di Lilliano - Malenchini.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.