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47 Holiday homes

Filters applied: City breaks (47)

(7) Excellent 

88

Certaldo / Certaldo Alto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £57 / night

£302 - £518 / week

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from £57 / night

13

Province of Florence / Certaldo

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £173 / night

£949 - £1725 / week

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from £173 / night

15

Province of Florence / Certaldo

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £35 / night

£259 - £380 / week

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from £35 / night

(1) Excellent 

100

Certaldo / Certaldo Alto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from £61 / night

£285 - £345 / week

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from £61 / night

17

Certaldo / Certaldo Alto

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Car not necessary
  • Air conditioning

 …see more

from £87 / night

£604 / week

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from £87 / night

(4) Excellent 

15

Agriturismo Casa Pietraia - Certaldo farmhouse sleeps 8

Province of Florence / Certaldo

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Organic farm producing extra virgin olive oil. Located atop a hill on the ruins of the ancient city of Semifonte, it offers an apartment of 150 sqm on the first floor, equipped with all comforts and a private 15m infinity pool. Half way from Florence, Siena and S. Gimi  …see more

from £212 / night

£1479 - £1682 / week

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from £212 / night

23

Province of Florence / Certaldo

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 80 km
  • Child friendly
  • Pet friendly

 …see more

from £63 / night

£380 / week

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from £63 / night

(2) Excellent 

79

Province of Florence / Certaldo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £69 / night

£363 - £668 / week

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from £69 / night

(2) Very Good 

23

Province of Florence / Certaldo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

 …see more

from £44 / night

£302 - £608 / week

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from £44 / night

(1) Very Good 

40

Apt 8 La Certaldina "Visit & relax in Tuscany" - Certaldo apartment sleeps 4

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
La Certaldina Holidays House is a few steps from Florence and Siena, with self catering apartment overlooking the wonderful Chianti countryside. The Villa is sourrended of gardens, orchad and a pool overlooking vineyards and olive groves and the position is perfect  …see more

from £56 / night

£387 / week

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from £56 / night

(1) Very Good 

32

Apt 10 La Certaldina "Relax & Visit Tuscany" - Certaldo apartment sleeps 4

Province of Florence / Certaldo

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
La Certaldina Holiday Villa overlooking the Chianti country side, has 8 self-catering apartments with private gardens and a swimming - pool. The Villa is situated in the heart of Tuscany, the position is perfect for visiting the most important Tuscan cities like, Fl  …see more

from £52 / night

£363 / week

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from £52 / night

(1) Very Good 

80

Certaldo / Certaldo Alto

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £61 / night

£319 - £363 / week

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from £61 / night

(3) Very Good 

104

Certaldo / Certaldo Alto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from £60 / night

£319 - £371 / week

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from £60 / night

(5) Excellent 

20

Province of Florence / Certaldo

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £156 / night

£1121 - £2104 / week

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from £156 / night

(3) Very Good 

21

Province of Florence / Certaldo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £69 / night

£432 - £949 / week

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from £69 / night

5

Certaldo / Marcialla

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £61 / night

£363 / week

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from £61 / night

65

Province of Florence / Certaldo

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £57 / night

£354 / week

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from £57 / night

(1) Very Good 

12

Province of Florence / Certaldo

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £44 / night

£259 - £388 / week

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from £44 / night

67

Province of Florence / Certaldo

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £57 / night

£354 / week

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from £57 / night

10

Certaldo / Marcialla

7 18 1 night min

  • 7 bedrooms
  • Sleeps 18
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £518 / night

£3621 / week

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from £518 / night

10

Certaldo / Certaldo Alto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

Pricing unknown

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Pricing unknown

5

Casa Dante - Certaldo apartment sleeps 8

Province of Florence / Certaldo

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
In the pinewood, close to Villa Bacìo, a finely furnished first floor apartment consisting of a wide living-room with kitchenette, 4 bedrooms, 2 bathrooms, and a little storage room. The surrounding pinewood gives the guests the opportunity of living in a peaceful area  …see more

from £172 / night

£1200 / week

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from £172 / night

20

Province of Florence / Certaldo

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 50 km
  • Child friendly
  • Ask about pets

 …see more

from £77 / night

£363 / week

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from £77 / night

14

Casa Oliveta - Tuscany Cook - Il Pino apartment sleeps 4

Certaldo / Il Pino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Located at 30 metres distance from a beautiful 19th tipycal Tuscan Villa Bacìo, this nice farm house surrounded by olive groves has been restored in the authentic Tuscan style. Downstairs there is a large living room with characteristic fire place used in the past by t  …see more

from £616 / night

£4311 / week

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from £616 / night

74

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets

 …see more

from £44 / night

£259 - £345 / week

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from £44 / night

17

Province of Florence / Certaldo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £39 / night

£259 - £345 / week

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from £39 / night

12

Province of Florence / Certaldo

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £78 / night

£518 / week

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from £78 / night

29

Province of Florence / Certaldo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £48 / night

£332 - £388 / week

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from £48 / night

26

Apt 2 La Certaldina "Relax & Visit Tuscany" - Certaldo apartment sleeps 4

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
La Certaldina Holiday Villa overlooking vineyards is on the top of a hill in the Chianti country side, with private gardens and a swimming - pool. The Villa is situated in the heart of Tuscany, the position is perfect for visiting the most important Tuscan cities;  …see more

from £52 / night

£363 / week

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from £52 / night

5

Oliveta - Certaldo apartment sleeps 5

Province of Florence / Certaldo

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
Located at 30 metres distance from Villa Bacìo, this nice farm house surrounded by olive groves has been restored in the authentic Tuscan style. Downstairs there is a large living room with characteristic fire place used in the past by the old farmers, a sofa bed and a  …see more

from £108 / night

£750 / week

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from £108 / night

12

La Casina - Tuscany Cook - Il Pino apartment sleeps 2

Certaldo / Il Pino

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
In oasis of peace, 30 m distance from the Farmhouse of a 19th Century Villa, lies a fine small red brick house surrounded by olive groves.From the big terrace, with its tiled floor there is a beautiful view of the Tuscan hills.The apartment is composed of a living room  …see more

from £333 / night

£2328 / week

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from £333 / night

3

Casina - Certaldo apartment sleeps 2

Province of Florence / Certaldo

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
In oasis of peace, 30 m distance from Fattoria Bacìo, lies a fine small red brick house surrounded by olive groves. From the big terrace, with its tiled floor there is a beautiful view of the Tuscan hills. The apartment is composed of a living room with a kitchen corne  …see more

from £72 / night

£500 / week

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from £72 / night

5

Cascinale - Certaldo apartment sleeps 6

Province of Florence / Certaldo

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
This beautifully restored farm house is situated in the garden of Villa Bacìo, the main building. Woodbeamed ceilings, whitewashed walls and terracotta floors provide the Tuscan touch. The apartment is composed of a wide living-room with sofas and a characteristic fire  …see more

from £124 / night

£863 / week

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from £124 / night

4

Casa Lorenzo - Certaldo apartment sleeps 4

Province of Florence / Certaldo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
Very close to The Cascinale, sharing the same big garden of Villa Bacìo, this apartment with woodbeamed ceilings and terracotta floors is nicely furnished. It includes a living room with kitchen corner, 2 double bedrooms, 1 bathroom with shower. It comes with a baking  …see more

from £87 / night

£604 / week

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from £87 / night

12

Casa Palavigne Small - Tuscany Cook - Il Pino apartment sleeps 2

Certaldo / Il Pino

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
mmersed in the characteristic countryside of Tuscany, amongst olive groves, cypresses and vineyards, at 300m distance from the Farmhouse of a 19th Century Tuscan Villa , this small wonderfully restored stone house with woodbeamed ceilings and terracotta floors is ideal  …see more

from £333 / night

£2328 / week

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from £333 / night

4

Casa Azalea - Certaldo Alto apartment sleeps 4

Certaldo / Certaldo Alto

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
This lovely restored farm house with woodbeamed ceilings and tiled floors is situated in the garden of Villa Bacìo the main building. Although Casa Azalea shares the same big garden with other guests, the beautiful Azaleas give the opportunity for creating one's o  …see more

from £100 / night

£700 / week

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from £100 / night

11

Villa Bacìo - Certaldo Alto apartment sleeps 18

Certaldo / Certaldo Alto

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The prestigious period house surrounded by a garden with beautiful trees sits on top of a hill on a splendid scenic site. From there you can admire groups of cypress trees, vineyards, olive groves, wheat and sunflower fields, woodlands and, in the distance, even San Gim  …see more

from £500 / night

£3500 / week

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from £500 / night

10

Casa Azalea - Tuscany Cook - Il Pino apartment sleeps 4

Certaldo / Il Pino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets
This lovely restored farm house with woodbeamed ceilings and tiled floors is situated in the garden of a beautiful 19th scentury Tuscan Villa the main building. Although Casa Azalea shares the same big garden with other guests, the beautiful Azaleas give the opportunit  …see more

from £616 / night

£4311 / week

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from £616 / night

11

Casa Lorenzo - Tuscany cook - Il Pino apartment sleeps 4

Certaldo / Il Pino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Very close to The Cascinale, sharing the same big garden of the beautiful 19th century Villa Bacìo, this apartment with woodbeamed ceilings and terracotta floors is nicely furnished. It includes a living room with kitchen corner, 2 double bedrooms, 1 bathroom with show  …see more

from £616 / night

£4311 / week

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from £616 / night

11

Province of Florence / Certaldo

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 70 km
  • Child friendly
  • Air conditioning

 …see more

from £308 / night

£2156 - £3880 / week

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from £308 / night

Top Destination reviews

Talbot House-Casa il Giglio-Certaldo Alto
Quiet and Romantic

View was spectacular. The residence although was small it was quite comfortable and more importantly quiet at night. It was only a short walk down the hill to the main piazza and the train station. The restaurant around the corner served up excellen … see more
Le stanze del Boccaccio Certaldo Alto-medieval
excellent place

Dept. in the house of Boccaccio, what more do you want? Right in the old city of Certaldo, a good spot to explore Toscana by car on day trips.We loved it. Restaurants only a few steps away. But not recommended to people who look for a quite place, r … see more
Palace Stiozzi Ridolfi
Beautiful apartment in beautiful location.

We have just returned from an 8 night stay at Palace Stiozzi Ridolfi and we were not disappointed, in fact the pictures on here do not it justice. We were blown away by the property and Certaldo. From the moment the huge palace gates opened for us to … see more

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