South Siena

Listed by region

  • Ambassador

    / Vivo d'Orcia, Siena 4+ € 1150 - 1820 per week
    Ambassador

    Charming house standing on its own on the edge of an hamlet. Sleeps 4.

    • 97sqm
    • 2baths
    • Chef
    • Dog welcome
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 140 km
      Rome 190 km
  • Belguardo

    / Chianciano Terme, Siena 4+, > 8+ € 1560 - 3490 per week
    Belguardo

    Two connecting but independent houses, with separate entrances, separate gardens and shared pool. Sleeps 5 and 8, perfect for a group of 13.

    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Tennis
    • TV
    • Airport distance:
      Florence 150 km
      Rome 200 km
      Pisa 215 km
  • Casa di Giulia

    / Vivo d'Orcia, Siena 4+ € 1350 - 2150 per week
    Casa di Giulia

    Small house in a secluded hamlet. Sleeps 5.

    • 100sqm
    • 2baths
    • Chef
    • Dog welcome
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 140 km
      Rome 190 km
  • Casa di Piero

    / Vivo d'Orcia, Siena 4+ € 1150 - 1820 per week
    Casa di Piero

    Small house in a secluded hamlet. Sleeps 4.

    • 100sqm
    • 2baths
    • Chef
    • Dog welcome
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 140 km
      Rome 190 km
  • Casa Janine

    / Fighine, San Casciano dei Bagni 6+ € 6100 - 7900 per week
    Casa Janine

    Luxuriously Tuscan farmhouse set in privately owned medieval hamlet. Sleeps 6.

    • 185sqm
    • 3baths
    • Chef
    • Fireplace
    • Garden
    • Gym
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Perugia 60 km
      Florence 120 km
      Rome 170 km
  • Casale

    / Chianciano Terme, Siena 6+ € 2150 - 3150 per week
    Casale

    Former stables converted into a comfortable 3 bedroom family house. Sleeps 6.

    • 150sqm
    • 3baths
    • Garden
    • Internet
    • Pool
    • Tennis
    • Terrace
    • TV
    • Airport distance:
      Florence 150 km
      Rome 200 km
      Pisa 215 km
  • Casa Rossa

    / Fighine, San Casciano dei Bagni 4+ € 3600 - 4300 per week
    Casa Rossa

    Elegant villa set in privately owned medieval village in Tuscany. Sleeps 4.

    • 118sqm
    • 2baths
    • Air con
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Terrace
    • TV
    • Airport distance:
      Perugia 60 km
      Florence 120 km
      Rome 170 km
  • Casa Vittoria

    / Fighine, San Casciano dei Bagni 6+ € 4300 - 5400 per week
    Casa Vittoria

    Delightful stone villa with private patio gardens set in 11th century hamlet. Sleeps 6.

    • 154sqm
    • 3baths
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Terrace
    • TV
    • Airport distance:
      Perugia 60 km
      Florence 120 km
      Rome 170 km
  • Casoro

    / Chiusi, Val d´Orcia, Siena 10+ > 6+ € 2050 - 4490 per week
    Casoro

    Charming country house. Perfect for two families travelling together. Sleeps 6 or 10 people.

    • 295sqm
    • 3/5baths
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Perugia 80 km
      Florence 120 km
      Rome 170 km
      Pisa 210 km
  • Castelletto

    / Chianciano Terme, Siena 2+, > 4+ € 790 - 1940 per week
    Castelletto

    Two apartments in a medieval castle. Sleeps 2 and 5 people.

    • Fireplace
    • Internet
    • Pool
    • Tennis
    • Terrace
    • TV
    • Airport distance:
      Florence 150 km
      Rome 200 km
      Pisa 215 km
  • Price reduction if rented for groups up to 14!

    Castello dei Bastioni

    / Anghiari, Arezzo 14+ > 18+ € 6630 - 9680 per week
    Castello dei Bastioni

    Fairy tale castle on a crossroad between Tuscany and Umbria. Sleeps 19.

    • 1500sqm
    • 8+1 WCbaths
    • Chef
    • Dog welcome
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 120 km
      Pisa 190 km
      Rome 260 km
  • Il Sasso

    / Chianciano Terme, Siena 14+ € 4990 - 6490 per week
    Il Sasso

    Comfortable and generous family house. Sleeps 14.

    • 390sqm
    • 6baths
    • Chef
    • Fireplace
    • Garden
    • Pool
    • Tennis
    • Terrace
    • TV
    • Airport distance:
      Florence 150 km
      Rome 200 km
      Pisa 215 km
  • La Capannina

    / San Giovanni d'Asso, Siena 4+ € 1990 - 2590 per week
    La Capannina

    Charming cottage on the edge of a village. Sleeps 5.

    • 120sqm
    • 2+1baths
    • Air con
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 125 km
      Pisa 190 km
      Rome 250 km
  • La Castellana

    / Chianciano Terme, Siena 18+ € 7750 - 18750 per week
    La Castellana

    Stunning designer villa in dramatic setting with amazing views. Sleeps 19.

    • 550sqm
    • 8baths
    • Air con
    • Chef
    • Dog welcome
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 150 km
      Rome 200 km
      Pisa 215 km
  • La Chiara

    / Chianciano Terme, Siena 2+, > 6+ € 760 - 2590 per week
    La Chiara

    Six spacious apartments in a beautiful farm building. Sleeps 2, 4 and 6.

    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Tennis
    • Terrace
    • TV
    • Airport distance:
      Florence 150 km
      Rome 200 km
      Pisa 215 km
  • La Fonte

    / Chianciano Terme, Siena 8+ € 3650 - 4690 per week
    La Fonte

    Converted farmhouse with the best known view in Tuscany. Sleeps 8.

    • 280sqm
    • 5baths
    • Chef
    • Fireplace
    • Garden
    • Pool
    • Tennis
    • Terrace
    • TV
    • Airport distance:
      Florence 150 km
      Rome 200 km
      Pisa 215 km
  • La Giocosa

    / Near Montalcino, Siena 8+ € 5000 per week
    La Giocosa

    Typical Tuscan country home. Sleeps 8.

    • 250sqm
    • 4baths
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 130 km
      Pisa 220 km
      Rome 220 km
  • Price reduction if rented for groups up to 4!

    La Romantica

    / Near Montepulciano, Siena 6+ € 2060 - 2900 per week
    La Romantica

    Charming cottage with private pool in Tuscany. Sleeps 6 or 4.

    • 180sqm
    • 3baths
    • Chef
    • Dog welcome
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 110 km/1.5 hrs
      Pisa 250 km/2.5 hrs
      Rome 250 km/2.5 hrs
  • La Rosellana

    / Chianciano Terme, Siena 18+ € 7750 - 18750 per week
    La Rosellana

    Stunning exclusive designer villa with breathtaking views and unsurpassed grounds. Sleeps 19.

    • 700sqm
    • 9baths
    • Air con
    • Chef
    • Dog welcome
    • Fireplace
    • Garden
    • Gym
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 150 km
      Rome 200 km
      Pisa 215 km
  • La Valle

    / Chianciano Terme, Siena 10+ € 3750 - 5290 per week
    La Valle

    Independant farmhouse in the middle of open farmland. Sleeps 10.

    • 300sqm
    • 4baths
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Tennis
    • Terrace
    • TV
    • Airport distance:
      Florence 150 km
      Rome 200 km
      Pisa 215 km
  • Montebello

    / Montalcino area, Siena 8+ € 2600 - 4150 per week
    Montebello

    Farmhouse with stunning views. Sleeps 8.

    • 280sqm
    • 4baths
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 110 km
      Rome 170 km
  • Monteori

    / Chianciano Terme, Siena 10+ € 4290 - 5850 per week
    Monteori

    Typical Tuscan country house. Sleeps 10.

    • 330sqm
    • 4baths
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Tennis
    • Terrace
    • TV
    • Airport distance:
      Florence 150 km
      Rome 200 km
      Pisa 215 km
  • Price reduction if rented for groups up to 7!

    Mulino

    / Sinalunga, Siena 10+ > 6+ € 3890 - 5590 per week
    Mulino

    A converted mill. Sleeps 10.

    • 240sqm
    • 5baths
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 120 km
      Pisa 250 km
      Rome 250 km
  • Olivella

    / San Giovanni d'Asso, Siena 10+ > 6+ € 4090 - 5150 per week
    Olivella

    Farmhouse in walking distance to a village, consisting of two interconnecting house sections. Perfect for two families travelling together. Sleeps 6 or 10.

    • 320sqm
    • 6+1 WCbaths
    • Air con
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 125 km
      Pisa 190 km
      Rome 250 km
  • Parretti

    / Fighine, San Casciano dei Bagni 2+ € 1990 per week
    Parretti

    Bed and breakfast with two luxury suites set in a privately owned hamlet in Tuscany. Sleeps 2 each.

    • 70sqm
    • 1baths
    • Air con
    • Chef
    • Garden
    • Internet
    • Terrace
    • TV
    • Airport distance:
      Perugia 60 km
      Florence 120 km
      Rome 170 km
  • Teatrino

    / Fighine, San Casciano dei Bagni 6+ € 4700 - 5990 per week
    Teatrino

    Lovely house in privately onwned medieval hamlet in Tuscany. Sleeps 6.

    • 160sqm
    • 3baths
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Terrace
    • TV
    • Airport distance:
      Perugia 60 km
      Florence 120 km
      Rome 170 km
  • Price reduction if rented for groups up to 7!

    Tenuta Senese

    / Near Montepulciano, Siena 10+ > 6+ € 2450 - 3900 per week
    Tenuta Senese

    Farmhouse in walking distance to a village. Sleeps 9+1.

    • 400sqm
    • 5+1 WCbaths
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 110 km/1.5 hrs
      Pisa 250 km/2.5 hrs
      Rome 250 km/2.5 hrs
  • Valle Ambra

    / Ambra, Siena 8+ € 4300 - 6600 per week
    Valle Ambra

    Masterly restored country house. Sleeps 8.

    • 380sqm
    • 4+2 WCbaths
    • Air con
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Sauna
    • Terrace
    • TV
    • Airport distance:
      Florence 75 km
      Pisa 145 km
      Rome 260 km
  • Villa Melissa

    / Fighine, San Casciano dei Bagni 8+ € 6700 - 8800 per week
    Villa Melissa

    19th century luxury villa with pool in Tuscan hamlet between Florence and Rome. Sleeps 8.

    • 320sqm
    • 4baths
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Perugia 60 km
      Florence 120 km
      Rome 170 km
  • Price reduction if rented for groups up to 8!

    Villa San Giovanni

    / San Giovanni d'Asso, Siena 16+ > 8+ € 5190 - 6590 per week
    Villa San Giovanni

    Spacious 15th century villa in a village. Class listed/landmarked building. Sleeps 16, rented together with a nearby cottage sleeps 21.

    • 500sqm
    • 7baths
    • Air con
    • Chef
    • Fireplace
    • Garden
    • Internet
    • Pool
    • Terrace
    • TV
    • Airport distance:
      Florence 125 km
      Pisa 190 km
      Rome 250 km