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77 Holiday homes

Filters applied: Non-Smoking property (77)

Travellers going to Certaldo are booking September dates now. Secure your holiday home today and have the perfect trip.

1 / 10

Casale del Vacanziere - Certaldo apartment sleeps 2

Province of Florence / Certaldo

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car essential;
Nestling in the green heart of Tuscany, an Area of Outstanding Natural Beauty, The house is a self-contained self-catering apartment. Step outside your door and you have unparalleled access in every direction of footpaths that crisscross their wineyards and oliveyards  …see more

from £87 / night

£518 / week

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from £87 / night

(18) Excellent 

1 / 13

Apartment with pool, near Certaldo and Barberino

Province of Florence / Certaldo

2 4 6 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
A rustic 1st floor apartment in a villa set amongst vineyards and olive groves in one of the most beautiful corners of the Chianti region. Use of shared garden and pool and allocated outside eating area.Located halfway between Florence and Siena, not only it provides an  …see more

from £75 / night

£500 - £700 / week

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from £75 / night

1 / 20

Province of Florence / Certaldo

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Nearest beach 50 km; Child friendly ; Car advised;
 …see more

from £77 / night

£363 / week

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from £77 / night

1 / 9

Certaldo / Marcialla

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Not suitable for children; No pets allowed; Private garden;
 …see more

from £104 / night

£690 - £1156 / week

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from £104 / night

1 / 14

Province of Florence / Certaldo

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Ask owner if suitable for children; Ask about pets;
 …see more

from £39 / night

£259 / week

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from £39 / night

1 / 10

Certaldo / Certaldo Alto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car not necessary; Pet friendly;
 …see more

Pricing unknown

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Pricing unknown

1 / 12

Certaldo / Il Pino

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £138 / night

£966 - £1630 / week

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from £138 / night

(3) Excellent 

1 / 18

Villa Humbourg, Tuscany, Apartment Albicocca

Province of Florence / Certaldo

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 80 km; Suitable for children age 5+; Car essential;
Albicocca is a luxury apartment on the first floor of a classic Tuscan manor house in an old park among vineyard and olive groves. Guests have at disposal spacious and bright rooms, furnished with antique Tuscan furniture, creating a romantic atmosphere. Building arti  …see more

from £95 / night

£725 / week

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from £95 / night

1 / 4

Province of Florence / Certaldo

2 4 4 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Swimming pool; Not suitable for children; No pets allowed;
 …see more

from £74 / night

£432 / week

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from £74 / night

(1) Excellent 

1 / 17

Certaldo / Il Pino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £158 / night

£1104 / week

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from £158 / night

(2) Excellent 

1 / 24

Palace Stiozzi Ridolfi - Certaldo Alto apartment sleeps 6

Certaldo / Certaldo Alto

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 85 km; Child friendly ; Car advised;
The apartment has two entrances and a large courtyard where you can park your car. Certaldo High is a medieval village still intact, is ideal for a holiday of peace, art and history. Here you can visit the house, the tower and the church with the tomb of Giovanni Boccac  …see more

from £62 / night

£432 / week

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from £62 / night

(2) Excellent 

1 / 21

Villa Humbourg, Tuscany, Apartment Mirtillo

Province of Florence / Certaldo

2 5 3 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 70 km; Suitable for children age 5+; Car essential;
Mirtillo is a luxury apartment on the first floor of a classic 18th century Tuscan manor house in an old park amongst vineyards and olive groves. It is located in the heart of Tuscany, midway between Florence and Siena in the most characteristic Chianti landscape. The  …see more

from £104 / night

£716 - £725 / week

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from £104 / night

1 / 24

Province of Florence / Certaldo

3 5 1 night min stay

  • 3 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £78 / night

£544 / week

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from £78 / night

1 / 16

Apartment between Florence-Siena close S Gimignano

Province of Florence / Certaldo

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Not suitable for children; No pets allowed;
It is a large flat close the centre of Certaldo, but in the border in a quite zone, parking free available everywhere around.Sunny and finely furnished, right in the heart of the green Tuscany. It has three bedrooms for 6 sleeping place: two double bedrooms with king-s  …see more

from £69 / night

£483 / week

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from £69 / night

1 / 17

Certaldo / Certaldo Alto

2 5 2 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Not suitable for children; Car not necessary; Air conditioning;
 …see more

from £87 / night

£604 / week

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from £87 / night

(1) Excellent 

1 / 15

Locanda Linando II B&B in a 14th Century House

Province of Florence / Certaldo

4 9 2 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min stay
Key info: Child friendly ; Pet friendly; Private garden;
Our Locanda has been open to guests since 1987, is an epoch home dating back to approximately the XIV century. The interior has been restructured with extreme care and the furnishings, fabrics and various objects carefully chosen after a lengthy and scrupulous historic  …see more

from £87 / night

£483 - £1992 / week

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from £87 / night

1 / 5

Casa Dante - Certaldo apartment sleeps 8

Province of Florence / Certaldo

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Child friendly ; Car essential; No pets allowed;
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

(2) Excellent 

1 / 6

Province of Florence / Certaldo

19 40 1 night min stay

  • 19 bedrooms
  • Sleeps 40
  • 1 night min stay
Key info: Swimming pool; Not suitable for children; No pets allowed;
 …see more

from £3018 / night

£17242 / week

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from £3018 / night

1 / 11

Certaldo / Il Pino

3 9 2 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £164 / night

£1147 - £2354 / week

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from £164 / night

1 / 13

Certaldo / Il Pino

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £156 / night

£1087 - £2022 / week

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from £156 / night

(5) Very Good 

1 / 11

Certaldo / Certaldo Alto

2 4 4 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Nearest beach 50 km; Child friendly ; Car advised;
 …see more

from £68 / night

£475 - £561 / week

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from £68 / night

1 / 23

Certaldo / Il Pino

13 30 Min stay varies

  • 13 bedrooms
  • Sleeps 30
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

Pricing unknown

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Pricing unknown

1 / 10

Certaldo / Il Pino

3 8 2 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £182 / night

£1268 - £2022 / week

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from £182 / night

1 / 16

Villa Sticci - Certaldo villa sleeps 18

Province of Florence / Certaldo

8 18 2 nights min stay

  • 8 bedrooms
  • Sleeps 18
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
Staying at Farmhouse Villa Sticci, if even only for a few days, will allow you to spend valuable time indulging yourself and sharing special moments with your loved ones.Enjoy the birdsong, loose yourself in the marvelous sunset and taste this wonderful land through our  …see more

from £888 / night

£3552 - £4250 / week

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from £888 / night

1 / 34

Apt 5 La Certaldina "Relax and visit Tuscany"

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Panoramic Villa in the Chianti between Florence and Siena with a pool sourrounded of olive grove . Ideal for a relaxing holiday and as starting point for visiting the Tuscan important cities. The bright and tastfully furnidhed 2 rooms apartment is at the first floo  …see more

from £56 / night

£599 - £659 / week

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from £56 / night

1 / 100

Certaldo 60136 - Certaldo villa sleeps 6

Province of Florence / Certaldo

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
Welcoming country house with private pool situated in quiet location on the Chianti hills, a short distance away from the charming medieval villages of Certaldo (5 km away) and San Gimignano (18 km away). This villa has been recently restored and provides nice, tasteful  …see more

from £140 / night

£978 - £1709 / week

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from £140 / night

1 / 100

Certaldo 64797 - Certaldo villa sleeps 8

Province of Florence / Certaldo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Beautiful former barn situated in quiet and panoramic location on the Chianti hills. This house has been recently and carefully restored and turned into a charming country house offering welcoming, tastefully furnished interiors. Outside guests can enjoy use of a beauti  …see more

from £248 / night

£1450 - £2667 / week

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from £248 / night

(1) Terrible 

1 / 13

La Canonica - Apt. Canonica n.10 - Certaldo apartment sleeps 4

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
The elegance of a Resort and the family atmosphere of a Holiday Farm. Nestled away in the splendid Tuscan countryside, surrounded by olive groves and vineyards, the La Canonica Holiday Farm is located in an ideal position for reaching Tuscany's major historic and c  …see more

from £130 / night

£679 - £860 / week

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from £130 / night

1 / 9

Villa della Torre - Nido - Certaldo apartment sleeps 4

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, oli  …see more

from £134 / night

£932 - £1078 / week

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from £134 / night

1 / 13

Villa della Torre - Terrazza - Certaldo apartment sleeps 3

Province of Florence / Certaldo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, oli  …see more

from £147 / night

£1026 - £1113 / week

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from £147 / night

1 / 11

Villa Olivo - Lavanda - Certaldo villa sleeps 4

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill looking out onto the panoramic valley to south-west. Surrounde  …see more

from £159 / night

£1113 - £1199 / week

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from £159 / night

1 / 12

Villa della Torre - Le Volte - Certaldo apartment sleeps 2

Province of Florence / Certaldo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, oli  …see more

from £98 / night

£682 / week

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from £98 / night

1 / 22

Casale Elsa - Loggia - Certaldo apartment sleeps 4

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and  …see more

from £110 / night

£768 - £940 / week

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from £110 / night

1 / 8

Villa della Torre - Oleandri - Certaldo apartment sleeps 2

Province of Florence / Certaldo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, oli  …see more

from £98 / night

£682 - £768 / week

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from £98 / night

1 / 23

Casale Elsa - Forno - Certaldo apartment sleeps 4

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and  …see more

from £105 / night

£733 - £897 / week

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from £105 / night

1 / 11

Villa della Torre - Torre - Certaldo apartment sleeps 2

Province of Florence / Certaldo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, oli  …see more

from £98 / night

£682 - £768 / week

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from £98 / night

1 / 21

Il Podere - Certaldo farmhouse sleeps 9

Province of Florence / Certaldo

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Il Podere is a beautiful farmhouse located halfway between Florence and Siena, in the heart of the Chianti Hills. This is one of the most popular regions in central Tuscany, and the scenery around this house is of incredible beauty. Vineyards, olive groves and fields fo  …see more

from £517 / night

£3613 - £4733 / week

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from £517 / night

1 / 17

Casale Elsa - Archetto - Certaldo apartment sleeps 4

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and  …see more

from £105 / night

£733 - £897 / week

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from £105 / night

1 / 21

Casale Elsa - Torrino - Certaldo apartment sleeps 4

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and  …see more

from £105 / night

£733 - £897 / week

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from £105 / night

1 / 23

Capanna Olivo - Certaldo farmhouse sleeps 6

Province of Florence / Certaldo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
This elegant farmstead is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill. Capanna Olivo takes its name from the vast groves of olive trees that su  …see more

from £356 / night

£2492 - £2578 / week

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from £356 / 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

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