South Siena

10% for all available weeks until 26th July 2025!
Ambassador

Charming cottage in Southern Tuscany, village in walking distance

As from
1400
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
2550
per week
  • sleeps 5/8 Guests
  • bedrooms 3/4 Bedrooms
  • bathrooms 2/4 Bathrooms
  • sqm 160/200 m2 m2
10% discount for all available weeks in 2025!
Casa di Giulia

Cottage with private garden and in walking distance of a village

As from
1680
per week
  • sleeps 5 Guests
  • bedrooms 3 Bedrooms
  • bathrooms 2 Bathrooms
  • sqm 100 m2 m2
20% for all available weeks until 31st May 2025!
Casoro

Airy country villa in walking distance to a hilltop town

As from
5650
per week
  • sleeps 8 Guests
  • bedrooms 4 Bedrooms
  • bathrooms 4+1 WC Bathrooms
  • sqm 330 m2 m2
Castello dei Bastioni

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

As from
15320
per week
  • sleeps 22 Guests
  • bedrooms 11 Bedrooms
  • bathrooms 8+1 WC Bathrooms
  • sqm 1500 m2 m2
La Chiara

6 generous apartments built around a magical courtyard

As from
1190
per week
  • sleeps 2/4/6 Guests
  • bedrooms 1/2/3 Bedrooms
  • bathrooms 1/1/2 Bathrooms
  • sqm 70-145 m2 m2
10% discount on all available weeks in April 2025!
La Dimora

Great designer villa with beautiful views in Southern Tuscany

As from
20190
per week
  • sleeps 20 Guests
  • bedrooms 10 Bedrooms
  • bathrooms 11 Bathrooms
  • sqm 733 m2 m2
Price reduction if rented for groups up to 4!
20% for all available weeks until 24th May 2025!
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
5700
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
15% for all available weeks in 2025!
Mulino

A converted mill on organic estate between Siena and Arezzo

As from
4490
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
4900
per week
  • sleeps 10 Guests
  • bedrooms 5 Bedrooms
  • bathrooms 6+1 WC Bathrooms
  • sqm 320 m2 m2
20% for all available weeks until 24th May 2025!
10% for all available weeks commencing 24th May 2025!
Tenuta Senese

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

As from
4150
per week
  • sleeps 9+1 Guests
  • bedrooms 5 Bedrooms
  • bathrooms 5+1 WC Bathrooms
  • sqm 400 m2 m2
15% discount from 1st April to 3rd May 2025!
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

top