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1,077 Results  |  
7 Photos

Condo | 3 Bedrooms | sleeps 9

Short stays welcome

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from £117 /night

£815 - £1641 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Poggio Alle Monache is a peaceful place with the most fantastic panoramic view.  …see more

10 Photos

Hotel apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £63 /night

£439 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden.  …see more

23 Photos

Fort | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £155 /night

£1085 - £1185 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

Featured properties

22 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £271 /night

£1894 - £2581 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Magical Tuscan farmhouse with pool overlooking the stunning Siena countryside. Enjoying the most beautiful and tranquil of settings Le Contessine offers both a relaxing escape and a strategic location for touring the whole of Tuscany and Umbria with ease. 4 bedrooms.  …see more

14 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £163 /night

£1139 - £1577 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden.  …see more

22 Photos

Fort | 1 Bedroom | sleeps 3

3 Nights min stay

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from £108 /night

£751 - £834 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £107 /night

£745 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden.  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £182 /night

£1271 - £1534 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Charming farmhouse in Tuscany, the ideal starting point to visit the Val di Chiana and Val d'Orcia with its wonderful medieval towns such as Cortona, Montepulciano, San Quirico d'Orcia, Pienza, as well as Montalcino and San Gimignano and the beautiful art town of Siena. Situated in the heart of Tuscany, near the centre of the little town of Sinalunga.  …see more

8 Photos

Farmhouse | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £355 /night

£2480 - £3802 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
The Farm house Tinaione is an ideal locations for a riunion of big family or for a group holiday as it has all the comfort in the rustic simple tuscan way for 12 persons, the appartament is very charmy and the owner knows exately how to look after you. The infinity pool with the stunning views of the tuscan landscape is the perfect setting holiday!  …see more

13 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £756 /night

£5290 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Is the perfect mix of luxury and rustic Italian, with a relaxed feel perfect for a holiday with friends and family or for a special celebration! Stomennano's got so much character and charm and you'll be amazed by the beauty of the Villa and the gardens.  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £33 /night

£228 - £360 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Offering an outdoor pool and free bikes, Villa Sant'Alberto is located in Monteroni d'Arbia, in the heart of the Crete Senesi hills. Free Wi-Fi access is available in this farm stay. This farm stay is 15 km from Siena.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £107 /night

£745 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £63 /night

£439 - £526 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
tuscany farmhouse pool siena florence san gimignano voltera valdelsa chianti wine olive oil art palio uffizi michelangelo  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 8

2 Nights min stay

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from £51 /night

£351 - £482 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Il casale è situato a Montallese, piccolo paese nel comune di Chiusi, che si sviluppa lungo la statale 326, strada di collegamento con Siena. La posizione è strategica per arrivare in poco tempo nei paesi vicini (Chiusi, Chianciano Terme, Montepulciano, ecc.) Da visitare i centri termali dei dintorni e i numerosi ristoranti dove gustare la prelibatezze toscane.  …see more

22 Photos

Apartment | 3 Bedrooms | sleeps 4

3 Nights min stay

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from £114 /night

£798 - £1402 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
"Casa Serena" is located in a panoramic position, blessed with mesmerising views over the Chianti vineyards and enchanting hamlets. Quiet location but not isolated. Local assistant 24 H in case of need - english speaking  …see more

11 Photos

Farmhouse | 6 Bedrooms | sleeps 12

Min stay varies

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from £376 /night

£2629 - £3943 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Renaissance Villa with private swimming pool on the Tuscan hills.  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £56 /night

£386 - £877 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
The accommodation is very comfortable and well equipped.There are several tables and chairs outside where one can enjoy a meal and glass of wine watching the stunning view until darkness falls then watching the fireflies float around as you appreciate the calm serenity  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £142 /night

£992 - £1323 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Make Stomemmano the destination, not just the base for your Tuscan holiday!  …see more

18 Photos

Fort | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £108 /night

£751 - £834 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

23 Photos

Fort | 1 Bedroom | sleeps 3

3 Nights min stay

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from £108 /night

£751 - £834 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 8

Min stay varies

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from £101 /night

£701 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Siena apartment vacation by owner sunny rental homelidays housetrip Sienese countryside loggia quiet There are two little buses each 7' minutes that bring you in 5' minutes in Piazza del Campo or in Piazza del  …see more

24 Photos

House | 13 Bedrooms | sleeps 36

Very Good 4/5 

2 Nights min stay

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from £472 /night

£3300 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
On the sweet hills of the Chianti shire between vineyardand and olive groves, stands the "Podere il Pino". It offers a spectacular view on the beautiful medieval village of San Gimignano and it is very close to art cities as Florence, Siena, Pisa, Volterra and the sea.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 5

2 Nights min stay

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from £72 /night

£500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
On the sweet hills of the Chianti shire between vineyardand and olive groves, stands the "Podere il Pino". It offers a spectacular view on the beautiful medieval village of San Gimignano and it is very close to art cities as Florence, Siena, Pisa, Volterra and the sea.  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

2 Nights min stay

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from £60 /night

£420 - £735 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
On the sweet hills of the Chianti shire between vineyardand and olive groves, stands the "Podere il Pino". It offers a spectacular view on the beautiful medieval village of San Gimignano and it is very close to art cities as Florence, Siena, Pisa, Volterra and the sea. Fantastic swimming pool with amazing view of San Gimignano and Tuscany country side. It is very Relax Place!  …see more

14 Photos

Chateau | 3 Bedrooms | sleeps 6

Min stay varies

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from £354 /night

£2472 - £3554 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Very stylish and comfortable. Located in beautiful hamlet in Chianti. Very panoramic furnished terrace.  …see more

20 Photos

Farmhouse | 6 Bedrooms | sleeps 10

Min stay varies

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from £553 /night

£3868 - £6604 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Breathtaking views over the Chianti Classico valleys. Very tastefully restored and lovely furnished. Attractive and panoramic swimming pool area.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £58 /night

£405 - £868 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Rustic and romantic apartment for up to 7 people (5+2) with swimming pool (1 May-30 Sep), four-poster beds, rustic, classic furniture, garden, terrace, private sunbeds/umbrellas.Situated near San Gimignano with breathtaking views all the way to Volterra Air-cond in every room, very well equipped kitchen, garden + terrace. Internetcafé + Wifi in Montaione 10 km  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 16

Min stay varies

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from £682 /night

£4769 - £7860 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Very stylish and beautiful villa in the heart of the famous Montalcino vine-yards. Featured in books and magazines.  …see more

18 Photos

Farmhouse | 5 Bedrooms | sleeps 9

Min stay varies

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from £490 /night

£3430 - £5372 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
In the heart of Chianti Classico. Very close to the village of Radda. Furnished in refined country style.  …see more

16 Photos

Farmhouse | 6 Bedrooms | sleeps 11

Min stay varies

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from £573 /night

£4009 - £6017 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Breathtaking views over the Chianti Classico valleys. Attractive and panoramic terrace.  …see more

7 Photos

Farmhouse | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £151 /night

£1052 - £2015 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Silence, nice countryside, good food.Relax  …see more

15 Photos

Farmhouse | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £151 /night

£1052 - £1928 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Silence privancy  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 3

4 Nights min stay

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from £63 /night

£439 - £701 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This charming apartment lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away. It is a lovely location for enjoying country walks and relaxing. Next to the garden and enjoying a spectacular panorama is the splendid new swimming pool (12m x 5m)  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £88 /night

£614 - £964 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This charming apartment lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away Next to the garden and enjoying a spectacular panorama is the splendid new swimming pool (12m x 5m)  …see more

7 Photos

Cottage | 1 Bedroom | sleeps 3

4 Nights min stay

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from £76 /night

£526 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Relax silence  …see more

7 Photos

Farmhouse | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £138 /night

£964 - £1928 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Silence, privancy  …see more

10 Photos

Apartment | 3 Bedrooms | sleeps 7

4 Nights min stay

Add to shortlist

from £138 /night

£964 - £1928 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
.This charming accommodation lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away. It is a lovely location for enjoying country walks and relaxingr The pool and the garden are not shared  …see more

19 Photos

Apartment | 10 Bedrooms | sleeps 22

Min stay varies

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from £564 /night

£3943 - £6571 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
The whole property Sassi Bianchi is ideal for large groups, because there are four farmhouses, each family live in its farmhouse and you can be together for dinner or to another at Lilium farmhouse Also swimming pool, tennis court, booling green is only for you  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £83 /night

£579 - £620 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Enjoy Tuscany, in a unique village in a UNESCO world heritage site: access to art, good food and excellent wine.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £91 /night

£636 / week

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Key info:

  • Nearest beach 50 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This house is set in a very convenient location for touring the cities of Tuscany. Siena, Florence and Pisa are all easily accessible by car or public transport.  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £490 /night

£3426 - £4490 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Cottage in the tuscan countryside close to Siena and Florence, in the Chianti shire. Typical tuscan style and very comfortable place. Swimming pool and huge garden.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £63 /night

£439 - £1840 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
www.ilcellese.it  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £151 /night

£1052 / week

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Key info:

  • Nearest beach 65 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Completely restored old country villa surrounded by private garden with superb views on one of the most pristine parts of Tuscany.  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 7

Excellent 5/5 

Min stay varies

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from £176 /night

£1227 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
apartments Montepulciano, accommodation Montepulciano, Holiday rental tuscany, tuscan Holiday, In the historical center of Montepulciano, apartments have a kitchen - living room and one to three bedrooms  …see more

17 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £76 /night

£530 - £944 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
2 bedroom beautiful 500 year old restored farmhouse. 7km outside of Montepulciano. Pool, terrace, garden area, patio, and BBQ. 5 minute drive to nearest supermarket, shops, bars and restaurants.  …see more

20 Photos

House | 4 Bedrooms | sleeps 5

Very Good 4/5 

7 Nights min stay

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from £89 /night

£622 - £1288 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
CASALTA di PESA: Beautiful stone Tuscan hamlet in the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and drew inspiration from the beauties of the surrounding landscape. Casalta di Pesa is an Holiday Home surrounded by vineyards, just outside Castellina in Chianti  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £188 /night

£1315 - £2720 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Typical Tuscany stone house with private swimming pool, large fenced garden and tennis court. Easy day trips to Florence, Siena, San Gimignano and many Tuscan villages. Cooking lessons and dinners at home on request. Countryside villa in silent and strategic position. Very spacious rooms, sleeps up to 7/8 persons.  …see more

14 Photos

Farmhouse | 1 Bedroom | sleeps 4

Min stay varies

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from £76 /night

£526 - £1271 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
WINE , CHIANTI CLASSICO , CHIANTI , COOKING CLASS , VIEWS , LANDSCAPE  …see more

18 Photos

Farmhouse | 1 Bedroom | sleeps 3

Min stay varies

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from £51 /night

£351 - £1052 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
CHIANTI , SWIMMING POOL , VIEW , COOKING CLASS, AGRITURISMO , NATURE , RELAX , LANDSCAPE , WINE  …see more

13 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £76 /night

£526 - £1315 / week

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Late Deal: save up to €402 (approx. £332)

Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
CHIANTI , TOSCANA , AGRITURISMO , WINE , COOKING CLASS , LANDSCAPE , VIEW , SWIMMING POOL  …see more