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180 Holiday homes

1 / 12

Tuscany / Province of Siena / Poggibonsi

2 bedroomsSleeps 51 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Swimming pool; Suitable for children age 5+; Pets welcome;
 …see more

from £55 / night

£379 - £589 / week

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from £55 / night

1 / 12

Tuscany / Province of Siena / Poggibonsi

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Suitable for children age 5+; Pets welcome;
 …see more

from £49 / night

£337 - £547 / week

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from £49 / night

1 / 11

Tuscany / Province of Siena / Poggibonsi

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Suitable for children age 5+; Pets welcome;
 …see more

from £42 / night

£286 - £463 / week

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from £42 / night

(9) Excellent 

1 / 20

Tuscany / Province of Siena / Poggibonsi

2 bedroomsSleeps 83 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £110 / night

£765 - £1589 / week

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from £110 / night

(3) Excellent 

1 / 13

Tuscany / Province of Siena / Poggibonsi / Staggia Senese

2 bedroomsSleeps 31 night min stay

  • 2 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: Nearest beach 74 km; Great for children of all ages ; Car advised;
 …see more

from £59 / night

£395 / week

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from £59 / night

1 / 17

Tuscany / Province of Siena / Poggibonsi

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Not suitable for children; Pets welcome;
 …see more

from £64 / night

£369 - £575 / week

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from £64 / night

(1) Excellent 

1 / 14

Tuscany / Province of Siena / Poggibonsi

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £43 / night

£295 - £589 / week

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from £43 / night

1 / 52

Villa Senese - Staggia Senese villa sleeps 12

Tuscany / Province of Siena / Poggibonsi / Staggia Senese

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
Villa Senese is an ancient mansion dating back to the eighteenth century, located in the heart of Chianti Senese, just 17 km away from Siena and 45 Km from Florence. Villa Senese is an holiday villa in Tuscany, located in a vantage position on a hill above the old town  …see more

from £505 / night

£3530 - £4706 / week

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from £505 / night

(7) Very Good 

1 / 24

Villa Leoncini - Poggibonsi villa sleeps 8

Tuscany / Province of Siena / Poggibonsi

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
This Tuscan holiday home for rent is set in a dominant position with magnificent views of the rolling Chianti hills and the famous towers of San Gimignano, within an estate of olive groves and vine-yards. This Chianti holiday accommodation extends over three levels, wi  …see more

from £199 / night

£1387 - £2311 / week

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from £199 / night

1 / 24

Tuscany / Province of Siena / Poggibonsi / Staggia Senese

1 bedroomSleeps 5Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
 …see more

from £27 / night

£169 - £320 / week

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from £27 / night

(3) Excellent 

1 / 15

Tuscany / Province of Siena / Poggibonsi / Staggia Senese

1 bedroomSleeps 33 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; Air conditioning;
 …see more

from £76 / night

£0 / week

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from £76 / night

1 / 12

Tuscany / Province of Siena / Poggibonsi

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Pets welcome;
 …see more

from £74 / night

£429 - £848 / week

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from £74 / night

1 / 24

Poggibonsi SI - ITC907 - Poggibonsi villa sleeps 2

Tuscany / Province of Siena / Poggibonsi

1 bedroomSleeps 27 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Great for children of all ages ; No pets allowed;
This wonderful holiday home in Tuscany has 1 double bed and 1 bathroom, rendering it the ideal living space for a party of 2. For guests' relaxation, there are modern conveniences such as a TV and a washing machine. Couples will find this holiday home the  …see more

from £53 / night

£370 - £522 / week

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from £53 / night

1 / 20

Tuscany / Province of Siena / Poggibonsi

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Not suitable for children; Pets welcome;
 …see more

from £237 / night

£1384 - £2969 / week

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from £237 / night

1 / 31

Tuscany / Province of Siena / Poggibonsi

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Not suitable for children; Pets welcome;
 …see more

from £264 / night

£1535 - £2371 / week

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from £264 / night

1 / 12

APARTMENT 804 - Cedda apartment sleeps 4

Tuscany / Province of Siena / Poggibonsi / Cedda

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
60 sqm apartment located on the first floor, Podere Santa Filomena. It 'consists of large living room with fireplace, kitchen, one double bedroom and one twin bedroom. Bathroom with bath and shower. The rental price includes: bed linen and towels changed weekly, fi  …see more

from £70 / night

£484 / week

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from £70 / night

(5) Excellent 

1 / 24

Villa Vianci - Staggia Senese villa sleeps 12

Tuscany / Province of Siena / Poggibonsi / Staggia Senese

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
Villa Vianci is luxurious villa dating back to the eighteenth century, located in the heart of Chianti, just 17 Km away from Siena and 45 Km from Florence. It is located on hill overlooking the medieval Castle of Monteriggioni Recently subjected to an attentive renova  …see more

from £505 / night

£3530 / week

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from £505 / night

(1) Very Good 

1 / 51

Tuscany / Province of Siena / Poggibonsi

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £93 / night

£648 / week

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from £93 / night

1 / 36

Tuscany / Province of Siena / Poggibonsi

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Pets welcome;
 …see more

from £123 / night

£861 - £2237 / week

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from £123 / night

1 / 13

APARTMENT 805 - Cedda apartment sleeps 6

Tuscany / Province of Siena / Poggibonsi / Cedda

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; No pets allowed;
20 sqm apartment located on the first floor, Podere Santa Filomena. It 'consists of kitchen / living room, 3 bedrooms: one double bedroom and two twin bedrooms. Bathroom with bath and shower. Heating. The rental price includes: bed linen and towels changed weekly,  …see more

from £86 / night

£597 / week

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from £86 / night

(1) Excellent 

1 / 27

Tuscany / Province of Siena / Poggibonsi

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
 …see more

from £59 / night

£353 - £580 / week

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from £59 / night

1 / 7

15438-Apartment San Gimignano - Poggibonsi apartment sleeps 4

Tuscany / Province of Siena / Poggibonsi

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
Two Bedroom First Floor Apartment San Gimignano<br><br>Verona is a spacious apartment on a working farm situated in a fantastic elevated position with beautiful views of the countryside all around. A perfectly placed swimming pool also enjoys a lovely panora  …see more

from £61 / night

£425 - £797 / week

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from £61 / night

1 / 26

Enchanting Winery - Poggibonsi castle sleeps 14

Tuscany / Province of Siena / Poggibonsi

5 bedroomsSleeps 147 nights min stay

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Enchanting Winery At the top of a hill with 309 hectares between wood, olive trees and wine yards is located this enchanting winery, with it’s amazing medioeval castle, the pool villa, the farmhouse and a real good Chianti wine production. This property is the cherry  …see more

from £397 / night

£2774 - £4068 / week

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from £397 / night

1 / 20

Tuscany / Province of Siena / Poggibonsi

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £135 / night

£673 - £1009 / week

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from £135 / night

(1) Excellent 

1 / 24

villa between Florence-Siena - Poggibonsi villa sleeps 18

Tuscany / Province of Siena / Poggibonsi

7 bedroomsSleeps 187 nights min stay

  • 7 bedrooms
  • Sleeps 18
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
This beautiful villa with pool in Chianti is located near the town of Poggibonsi, surrounded by the gently rolling hills of this beautiful region. The accommodation is on two floors and can comfortably accommodate up to 18 people. Accommodation, 400 sqm : GROUND FLOOR  …see more

from £229 / night

£1597 - £4152 / week

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from £229 / night

1 / 23

Tuscany / Province of Siena / Poggibonsi

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
 …see more

from £76 / night

£436 - £765 / week

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from £76 / night

1 / 13

APARTMENT 1201 - Cedda apartment sleeps 5

Tuscany / Province of Siena / Poggibonsi / Cedda

3 bedroomsSleeps 57 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
The apartment is situated on the first floor and consists of a living room with satellite TV and fireplace, kitchen, one bedroom with a double bed, two bedrooms each with two single beds and a bathroom with toilet.Number of beds: 5Extra beds (for payment): 1No heating s  …see more

from £81 / night

£562 - £702 / week

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from £81 / night

(4) Very Good 

1 / 14

RONDINE apartment in beautiful countryside

Tuscany / Province of Siena / Poggibonsi

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Podere Oliveta , which translates as ' Olivegrove farm', offers the Rondine apartment which enjoy a pretty location up in the hills near Gavignano, about 10 km east of S.Gimignano. The apartment has its own independent entrance and own garden area with barb  …see more

from £51 / night

£353 - £505 / week

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from £51 / night

1 / 41

Tuscany / Province of Siena / Poggibonsi

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
 …see more

from £68 / night

£421 - £648 / week

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from £68 / night

1 / 100

Beata - Poggibonsi villa sleeps 12

Tuscany / Province of Siena / Poggibonsi

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 75 km; Swimming pool; Great for children of all ages ;
ExteriorThe fantastic location of this independant manor affords guests the pleasure of many great towns and cities nearby, all perfect for a day trip. Whether you want to explore Siena, Volterra , Florence or San Gimignano or the extremely close Poggibonsi, this p  …see more

from £529 / night

£3700 - £6389 / week

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from £529 / night

1 / 12

APARTMENT 1203 - Cedda apartment sleeps 4

Tuscany / Province of Siena / Poggibonsi / Cedda

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
The apartment is on two floors with an entrance on the first floor and it consists of a living room with satellite TV and fireplace, kitchen, one bedroom with a double bed, bedroom with two single beds and a bathroom with toilet.No heating system.Number of beds: 4Extra  …see more

from £72 / night

£498 - £622 / week

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from £72 / night

(3) Very Good 

1 / 20

Vernianello "Riccio" - Cedda farmhouse sleeps 4

Tuscany / Province of Siena / Poggibonsi / Cedda

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Agriturismo VERNIANELLO is a small farm set in the heart of the Chianti hills, surrounded by forests, vineyards and olive groves. Relax , peace and a wonderful panorama view in a pleasant and comfortable homely atmospere will give you the possibility to enjoy your ho  …see more

from £76 / night

£462 - £722 / week

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from £76 / night

1 / 23

Tuscany / Province of Siena / Poggibonsi

1 bedroomSleeps 31 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £68 / night

£471 / week

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from £68 / night

1 / 11

APARTMENT 1205 - Cedda apartment sleeps 4

Tuscany / Province of Siena / Poggibonsi / Cedda

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
The apartment is on the first floor and consists of a living room with satellite TV and fireplace, kitchen, one bedroom with a double bed, a bedroom with two single beds and a bathroom with toilet.No heating system.Number of beds: 4extra beds (for payment): 1112 sqmMe a  …see more

from £72 / night

£498 - £622 / week

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from £72 / night

1 / 18

Vernianello "Volpe" - Poggibonsi farmhouse sleeps 4

Tuscany / Province of Siena / Poggibonsi

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
The TUSCAN COUNTRYSIDE with its aligned vineyards, the olive trees that cover the hills, groves, the cypresses... It is a landscape that takes your breath away and gives you peace and quiet. And so dawns the realization that the most beautiful things in life are the sim  …see more

from £80 / night

£521 - £806 / week

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from £80 / night

1 / 17

Tuscany / Province of Siena / Poggibonsi

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £43 / night

£295 - £589 / week

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from £43 / night

1 / 11

Tuscany / Province of Siena / Poggibonsi / Staggia Senese

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Car advised; Pets welcome;
 …see more

from £80 / night

£379 / week

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from £80 / night

1 / 14

Tuscany / Province of Siena / Poggibonsi

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £145 / night

£1009 / week

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from £145 / night

1 / 8

Tuscany / Province of Siena / Poggibonsi

1 bedroomSleeps 31 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £68 / night

£471 / week

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from £68 / night

1 / 26

Tuscany / Province of Siena / Poggibonsi

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £152 / night

£1059 / week

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from £152 / night

Top Destination reviews

Villa Vianci
Best vacation ever!

Our entire experience at Villa Vianci was beyond expectations. We travelled with 4 generations, ages 3 1/2 to 85! The villa was spectacular, spacious & immaculate. The pictures on line don't do it justice. Tommasso & Chiara were the best, any que … see more
Pink Holiday-apartment with pool in Chianti
Wanderful stayin

The location of the house is in a very typical Tuscan environment: hills, vineyards, olive trees. Even if you might thing to be in a faraway place, the location is very convenient to Siena, San Giminiano, Firenze, and to other spots, such as Pisa an … see more

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