South Siena

Listed by region

Ambassador

Charming cottage in Southern Tuscany, village in walking distance

As from
1620
per week
  • sleeps 4 Guests
  • bedrooms 2 Bedrooms
  • bathrooms 2 Bathrooms
  • sqm 97 m2 m2
Belguardo

2 generous apartments full of rustic charm and a magnificent view

As from
2190
per week
  • sleeps 5/8 Guests
  • bedrooms 3/4 Bedrooms
  • bathrooms 2/4 Bathrooms
  • sqm 160/200 m2 m2
Casa di Giulia

Cottage with private garden and in walking distance of a village

As from
1530
per week
  • sleeps 5 Guests
  • bedrooms 3 Bedrooms
  • bathrooms 2 Bathrooms
  • sqm 100 m2 m2

Airy country villa in walking distance to a hilltop town

As from
5200
per week
  • sleeps 8 Guests
  • bedrooms 4 Bedrooms
  • bathrooms 4+1 WC Bathrooms
  • sqm 330 m2 m2
20% discount for bookings of two weeks in June and July!
Castel Senese

A beautifully restored farmhouse on an organic wine estate near Montalcino

As from
8550
per week
  • sleeps 20 Guests
  • bedrooms 10 Bedrooms
  • bathrooms 8 Bathrooms
  • sqm 450 m2 m2
Castello dei Bastioni

A fairy tale castle in the country of Saint Francis - Class listed/landmarked building

As from
10740
per week
  • sleeps 16+3 Guests
  • bedrooms 9 Bedrooms
  • bathrooms 8+1 WC Bathrooms
  • sqm 1500 m2 m2
La Chiara

6 generous apartments built around a magical courtyard

As from
1150
per week
  • sleeps 2/4/6 Guests
  • bedrooms 1/2/3 Bedrooms
  • bathrooms 1/1/2 Bathrooms
  • sqm 70-145 m2 m2
5% discount on all available weeks during 2024!
La Dimora

Great designer villa with beautiful views in Southern Tuscany

As from
18100
per week
  • sleeps 20 Guests
  • bedrooms 10 Bedrooms
  • bathrooms 11 Bathrooms
  • sqm 733 m2 m2
Price reduction if rented for groups up to 4!
La Romantica

Delightful 3 bedroom villa with great pool between Siena and Arezzo

As from
2850
per week
  • sleeps 6 Guests
  • bedrooms 3 Bedrooms
  • bathrooms 3 Bathrooms
  • sqm 180 m2 m2
La Valle

Fragrant herbs and roses surround this authentic and beautifully restored farm building

As from
5350
per week
  • sleeps 10 Guests
  • bedrooms 5 Bedrooms
  • bathrooms 4 Bathrooms
  • sqm 300 m2 m2
Montebello

Restored farmhouse south of Siena with pool and views onto the vineyards of Montalcino

As from
3190
per week
  • sleeps 8 Guests
  • bedrooms 4 Bedrooms
  • bathrooms 4 Bathrooms
  • sqm 280 m2 m2
Price reduction if rented for groups up to 7!
Mulino

A converted mill on organic estate between Siena and Arezzo

As from
4390
per week
  • sleeps 10 Guests
  • bedrooms 6 Bedrooms
  • bathrooms 5 Bathrooms
  • sqm 240 m2 m2
Olivella

Farmhouse in walking distance to a village, perfect for two families traveling together

As from
4790
per week
  • sleeps 10 Guests
  • bedrooms 5 Bedrooms
  • bathrooms 6+1 WC Bathrooms
  • sqm 320 m2 m2
Price reduction if rented for groups up to 7!
Tenuta Senese

Comfortable villa with great pool on wine estate near Montepulciano and Pienza

As from
4190
per week
  • sleeps 9+1 Guests
  • bedrooms 5 Bedrooms
  • bathrooms 5+1 WC Bathrooms
  • sqm 400 m2 m2
10% discount on the available weeks during June 2024!
Valle Ambra

Masterly restored country house with pool and sauna

As from
5890
per week
  • sleeps 8 Guests
  • bedrooms 4 Bedrooms
  • bathrooms 4+2 WC Bathrooms
  • sqm 380 m2 m2