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498 Holiday homes in Siena Province

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Filters applied: High chair (498)

498 Results  |  
18 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £74 /night

£517 - £1034 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
At only ten minutes' drive from Sinalunga town-centre and yet surrounded by peaceful, unspoilt countryside, this fully restored 17th century Tuscan farmhouse combines the best of both worlds.  …see more

23 Photos

Villa | 7 Bedrooms | sleeps 19

7 Nights min stay

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from £296 /night

£2067 - £5290 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Podere Sant'Albino is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves.  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £99 /night

£690 - £868 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This Tuscan 17th century farmhouse with 2 bedrooms, Villa Arpicella, is located very close to Pienza and it enjoys the stunning countryside setting with spectacular wide open views.  …see more

Featured properties

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £178 /night

£1240 - £1984 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
A cypress tree lined road will lead you to Villino le Tortore and it represents a perfect introduction to this amazing Tuscany villa located just 15 minutes walking from Piazza del Campo, the very heart of Siena.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £142 /night

£992 - £1653 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
It is the most photographed house in the area, a symbol of the Tuscany countryside, featured on many postcards and calendars simply because it has maintained the charm of the old farmhouse and the surrounding fields, without any new buildings as far as the eye can see.  …see more

24 Photos

Villa | 14 Bedrooms | sleeps 27

7 Nights min stay

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from £2630 /night

£18410 - £24546 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
This exclusive luxury villa nestled in the hills of the Tuscan countryside in the south of the province of Siena offers top-quality accommodation completed by first-class services and panoramic views in a natural biogenetic reserve in the Val di Merse.  …see more

22 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £178 /night

£1240 - £2315 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Filippo, is a delicious apartment and it is part of a farmhouse divided in 3 units located close to Montalcino. This apartment can accommodate 6 persons in 3 bedrooms and 2 bathrooms.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £355 /night

£2480 - £3720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This elegant villa, with cream-washed external walls, dates back to the late 16th century, when it served as the summer residence and hunting lodge of the noble Tolomei family.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £473 /night

£3306 - £5372 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 16

7 Nights min stay

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from £517 /night

£3616 - £5682 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Villa San Biagio is situated close to Montepulciano. This magnificent country house is known for being the most exclusive and stunning farmhouse you can find in this area. It is the perfect choice if you are looking for a peaceful and relaxing holiday.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £142 /night

£992 - £1612 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Immersed in the green countryside on the outskirts of Siena, Villa Palio offers all the quiet of its natural setting just a stone throw from the very center of the town of Siena.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £473 /night

£3306 - £4877 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Villa La Torre is a medieval lookout tower, built more than 8 centuries ago on Etruscan foundations, and at a later date incorporated into the farmhouse structure.  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £107 /night

£744 - £2058 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Villa Le Tolfe is so close to Siena you can almost touch it (only 3 kilometres away). With stunning views and beautiful antique gardens this villa is perfect for relaxed stress free holidays.  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £225 /night

£1571 - £2976 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

Very Good 4/5 

7 Nights min stay

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from £224 /night

£1562 - £3430 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
The building of Villa Brolio was originally an old XII century watchtower later transformed into a mill and finally restored to become a villa.  …see more

22 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £124 /night

£868 - £1240 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
This little, two-storey, converted Tuscany farmhouse has been meticulously restored in a simple, rustic style, employing high-quality traditional materials.  …see more

19 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £473 /night

£3306 - £4959 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Villa La Corte is a large farmhouse from the early 15th century, built around a thousand-year-old lookout Lombard tower and set inside six hectares of private grounds amidst the hills covered in vineyards and olive trees, just outside of San Gimignano.  …see more

18 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £142 /night

£992 - £3306 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Demata is the beloved holiday home of a Florentine family with strong American connections as well as a great appreciation for the Tuscan country side and it's pleasures.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £148 /night

£1034 - £1529 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Casa Oriolo is an elegant apartment with 3 bedrooms and it is part of a small complex with 3 apartments total sharing a pool. Here you can enjoy a sojourn in contact with nature in a protected and uncontaminated oasis.  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £101 /night

£703 - £1009 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villino Montisi is a splendid two-story ancient farmhouse surrounded by meadows with breathtaking views over the sweet hills of Tuscany. Recently restored following the architectural Tuscan style with the pale Tuscan stone of the façade.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £591 /night

£4133 - £4546 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Villa Bossona is an impressive villa which dates back to the eighteenth century. Ideal for quiet and relaxing holidays it is located in the sweet Montepulciano hills few minutes from the town.  …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

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

20 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £152 /night

£1060 - £1696 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Private viila and swimming pool deeped in nature and quiet.We rent out the whole house,so you could enjoy your holiday without any disturb.  …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

24 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £179 /night

£1247 - £1986 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
The old style restoerd flats can offer a perfect feeling of Tuscany. The large garen with view will grant you of unforgettable sunsets over the hills. A large garden with 6x12 mt swimming pool and a very nice barbeque area are at the guest's disposal. In summertime is absolutely nice to go by bike/walking/jogging, it's very easy to find people doing the same  …see more

19 Photos

Farmhouse | 6 Bedrooms | sleeps 12

1 night min stay

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from £126 /night

£877 - £2191 / 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
Beautiful Tuscan country house and cottage set on a natural terrace with commanding views of the Tuscan hills. Deep in the countryside with easy day trips to Florence, Sienna and Perugia.  …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

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

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

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

11 Photos

House | 2 Bedrooms | sleeps 7

3 Nights min stay

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from £62 /night

£430 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Extraordinary typical tuscan historic eighteenth-century residence, all restored, all high standard confort, located on a hilltop in the Siena countryside, in the charming medieval village Sinalunga. You will love your holidays there! Come and live the tuscan way of life : relaxing, friendly, refined.  …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

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

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

8 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £296 /night

£2067 - £2728 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for over 5s only
  • Car advised
  • May take pets – please enquire
If you are searching for something very special, with charm, history and love for details- thats the place to be. It it the perfect hub to discover the jewels of tuscany (if you want to stay in lovely apartments with your friends) or to celebrate a ferry tale wedding-  …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 | 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

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

22 Photos

Guest house | 1 Bedroom | sleeps 12

1 night min stay

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from £62 /night

£430 - £2318 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Come and enjoy a taste of authentic Tuscan country life in stunning settings, amidst olive groves and vineyards tendered by a most hospitable family who run this organic farm and live in your hosts' homestead or in newly refurbished independent apartments.  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

5 Nights min stay

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from £81 /night

£565 - £850 / week

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Key info:

  • Nearest beach 66 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Holiday apartment with shared pool. Its rural position offers complete relaxation and a wonderful panoramic view. Near Volterra and San Gimignano, it's a perfect base to visit Florence, Pisa and Siena. Perfect for families and couples. The area boasts some of the best views Tuscany has the offer, the entire area being a national park.  …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

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

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

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

11 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £88 /night

£614 - £701 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
During the week that you will be in the centre of St. Gimignano at the apt Antica Posta, you can live the magic atmosphere of the medioevo, among the plazas full of music and the calm evenings in an atmosphere out of the time  …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

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

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

10 Photos

Apartment | 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 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