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40 Results   |  
14 Photos

Certaldo / Il Pino

B&B / 4 Bedrooms / sleeps 8

1 night min stay

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from £79 / night

£550 - £800 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Paluffo features four independent apartments, each of them with a private garden – Torre, Stillo, Forno and Frantoio -, and the owner's Main House, with four rooms available for B&B.  …see more

13 Photos

Certaldo / Il Pino

Apartment / 2 Bedrooms / sleeps 6

2 Nights min stay

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from £129 / night

£900 - £1675 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Now it is composed of a living room with a fireplace, kitchen, one double bedroom with a loft with a single bed and private bathroom with shower, one double bedroom with en suite bathrooms with shower.  …see more

11 Photos

Certaldo / Il Pino

Apartment / 3 Bedrooms / sleeps 9

2 Nights min stay

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from £136 / night

£950 - £1950 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Frantoio house features a spacious living room with dining room and a loft to be used as studio with a single bedroom, 3 bedrooms (one with en-suite bathroom with shower and two bedrooms with the same bathroom with shower), 2 bathrooms, a big kitchen,  …see more

Featured properties

10 Photos

Certaldo / Il Pino

Apartment / 3 Bedrooms / sleeps 8

2 Nights min stay

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from £150 / night

£1050 - £2100 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. - First floor: double bedroom with private bathroom and studio with sofa bed. - Second floor: 2 double bedrooms with bathroom. Maximum capacity 8 people  …see more

12 Photos

Certaldo / Il Pino

Apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

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from £115 / night

£800 - £1350 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Forno house features a "double" kitchen (with cooking and washing area, fridge and pantry), a living room with a fireplace and 2 bedrooms (one large and one small perfect for children) both with en-suite bathrooms and a private garden  …see more

20 Photos

Certaldo / Certaldo Alto

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £490 / night

£3429 - £4858 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This is one of the most important Renaissance Villas in Chianti area, located in a few km from Certaldo village, exactly between Florence and Siena.  …see more

8 Photos

Certaldo / Certaldo Alto

Villa / 3 Bedrooms / sleeps 6

Short stays welcome

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from £179 / night

£1250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Tuscan Villa with amazing tuscan views  …see more

17 Photos

Certaldo / Il Pino

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £117 / night

£815 - £915 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
La Poggiolaia is surrounded by the stunning landscapes of Renaissance paintings. Infinite gradations of colors will amaze our guests at every footstep. You may walk or ride through endless fields of sunflowers and gravel paths surrounded by rows of cypresses. You can visit the wonderful churches and museums of Florence and Siena, just 20 and 15 miles away.  …see more

Excellent 5/5 

11 Photos

Province of Florence / Certaldo

Farmhouse / 3 Bedrooms / sleeps 8

Excellent 5/5 

7 Nights min stay

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from £133 / night

£929 - £1215 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
A villa immersed in the peace of the Chianti countryside with breathtaking panorama, spectacular sunsets, private garden and parking and all the conforts of a modern agriturism. Taking day trips or relaxing by the pool, you and your family will instantly feel at home. Easy to reach,paved roads.Shops and markets at few minutes by car. Dinners, oil tasting and cooking classes.  …see more

Excellent 5/5 

15 Photos

Province of Florence / Certaldo

Villa / 2 Bedrooms / sleeps 8

Excellent 5/5 

1 night min stay

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from £62 / night

£429 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Casa Vacanze Poggio ai Venti nel cuore della campagna toscana situata su di un poggio panoramico dalla quale si scorge in lontananza la città medioevale di San Gimignano .  …see more

Excellent 5/5 

14 Photos

from £77 / night

£536 - £600 / week

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Holiday b&b rental

Province of Florence / Certaldo

B&B / 2 Bedrooms / sleeps 4

Excellent 5/5 

2 Nights min stay

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from £77 / night

£536 - £600 / week

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Key info:

  • Suitable for children over 5
  • Air conditioning
  • Pets welcome
Ideal for those looking for art and culture in Tuscany, tranquility and silence, breathtaking landscape and traditional Tuscan cuisine. A large Italian garden with outdoor furniture is at disposal. Continental breakfast is served in the own living room. For detailed information see please our homepage: www.villahumbourg.it  …see more

Excellent 5/5 

17 Photos

Province of Florence / Certaldo

B&B / 2 Bedrooms / sleeps 4

Excellent 5/5 

2 Nights min stay

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from £77 / night

£536 - £600 / week

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Key info:

  • Suitable for children over 5
  • Air conditioning
  • Pets welcome
Ideal for those looking for art and culture in Tuscany, tranquility and silence, breathtaking landscape and a traditional Tuscan cuisine. Traditional building and fresco restoration with high tech, own solar panels and heat pump. Breakfast is served in the living room according to guest choices, a large classic garden is at disposal  …see more

16 Photos

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 4

2 Nights min stay

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from £49 / night

£339 - £411 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
"Poggio ai Venti" si trova nel cuore della Toscana, a poca distanza dal borgo medievale di Certaldo Alto e da altri luoghi d'arte come San Gimignano, Firenze, Siena, Volterra ecc... La struttura dispone di 2 ampi monolocali, il Papavero ed il Girasole, in stile toscano Pulizie finali e fornitura biancheria incluse nelle tariffe. Tassa di soggiorno da pagare in loco.  …see more

11 Photos

Certaldo / Certaldo Alto

Apartment / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £500 / night

£3500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Period house, wide garden, pool, perfect for holidays and wedding's, birthday's and business's party. Meeting hall, large kitchen with fireplace, dining room and living room, 9 double bedrooms, 6 bathrooms, balconies.  …see more

24 Photos

Province of Florence / Certaldo

Townhouse / 3 Bedrooms / sleeps 5

1 night min stay

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from £65 / night

£450 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
L'Agriturismo Cameli si trova immerso tra le colline del Chianti fiorentino, nel comune di Certaldo - paese natale del Boccaccio, in mezzo a vigneti e oliveti da cui si gode una bellissima vista su antichi borghi medioevali: Montaione, S. Gimignano, Volterra, Certaldo  …see more

19 Photos

Certaldo / Certaldo Alto

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £38 / night

£265 - £500 / week

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Key info:

  • Nearest beach 50 km
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Appartamento in campagna nel cuore della Toscana,tranquillo e sicuro ottimo per famiglie ,per visitare in treno o macchina la toscana.La ristrutturazione in stile lo rende caratteristico così come la sua posizione sotto il castello medievale. Nella casa non c è internet ma a 500mt c è la zona free wi.fi del comune  …see more

13 Photos

Certaldo / Certaldo Alto

Apartment / 1 Bedroom / sleeps 4

1 night min stay

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from £54 / night

£375 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Parking: free parking close to home for residents and guests From here you can go for long country walks to the Canonica park. In Certaldo Alto there are five restaurants, one pizzeria, handicraft, souvenirs and wines stores. In the modern town center (walking distan  …see more

23 Photos

Certaldo / Il Pino

Villa / 13 Bedrooms / sleeps 30

3 Nights min stay

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from £91 / night

£636 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Free Wi-Fi 11 apartments, 4 in the main building. Air conditioning in 4 apartments  …see more

10 Photos

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 2

1 night min stay

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from £41 / night

£286 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house, Certaldo,Tuscany, Italy, Florence, Siena, Pise, Lucca, Chianti, Function room, Lounge, Holiday home, Holiday cottages, Suite, Farmhouse, Hotel, self-catering accommodation, wifi, garden, swimming pool, barbecue,  …see more

24 Photos

Province of Florence / Certaldo

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £256 / night

£1786 - £4643 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
If you require superior accommodation with an unmistakable touch of class, this fully refurbished, early 19th century, two-storey villa will not disappoint you.  …see more

13 Photos

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 3

7 Nights min stay

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from £122 / night

£850 - £922 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • 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.  …see more

11 Photos

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

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from £81 / night

£565 - £636 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • 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.  …see more

9 Photos

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £81 / night

£565 - £636 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • 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.  …see more

11 Photos

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

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from £111 / night

£772 - £893 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
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.  …see more

12 Photos

Province of Florence / Certaldo

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £132 / night

£922 - £993 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany.  …see more

23 Photos

Province of Florence / Certaldo

Farmhouse / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £295 / night

£2065 - £2136 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This elegant farmstead is located in the most coveted region of central Tuscany.  …see more

11 Photos

Province of Florence / Certaldo

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £132 / night

£922 - £993 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany.  …see more

5 Photos

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

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from £96 / night

£672 - £736 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany.  …see more

11 Photos

Province of Florence / Certaldo

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £132 / night

£922 - £993 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany.  …see more

21 Photos

Province of Florence / Certaldo

Farmhouse / 4 Bedrooms / sleeps 9

Min stay varies

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from £428 / night

£2993 - £3922 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Il Podere is a beautiful farmhouse located halfway between Florence and Siena, in the heart of the Chianti Hills.  …see more

Very Good 4.5/5 

17 Photos

Province of Florence / Certaldo

B&B / 4 Bedrooms / sleeps 8

Very Good 4.5/5 

2 Nights min stay

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from £80 / night

£554 - £1461 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
In the Chianti hills in Tuscany, in the country not far from Florence, S. Gimignano, Siena, Pisa, Lucca, you can holiday with us. A four rooms Bed & Breakfast have been created in a 15th century historical building that belongs to our family from more than 350 years, which has been beautifully restored in 2010 respecting tradition and bio architecture criteria. All rooms has original furnitures and decorations with contemporary Italian design confortable bathrooms.All matrasses and pillow are pure latex for best sleeping comfort, AC, wifi 1Mb internet are included, the use of the bio-swimming pool, parking, bycicle is free for guests. The bio swimming pool, surrounded by flowers and natural perfumes, use only plants for water regeneration; the Paluffo is an eco friendly lodge with about the 100% of carbon footprint compensated by renewable energies (Travelife certified). We produce our own organic Extra virgin Olive oil and honey. In Paluffo you will find an embarrassing wealth of options of things to do. If you stay with us, you will find ideal conditions to relax, enjoy local trattorie, take photos, swim in the natural pool walk following traked paths or you could attend one of our cooking courses or guided wine and oil degustation. From Paluffo you can reach in less than 1 hour drive the most important destinations as: Firenze, Siena, Lucca, Pisa, S. Gimignano, Certaldo, Volterra, Cortona.  …see more

29 Photos

Province of Florence / Certaldo

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £96 / night

£672 - £993 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
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. Surrounded by vast groves of olive trees this property will impress you with stunning views of the gently rolling hills leading to the ancient towers of San Gimignano. The silver-grey of the olives blends with the dark green of cypresses, creating a spectacular show of colours. The surrounding landscape resembles the background of Renaissance paintings admired in the paintings of Leonardo, Botticelli and Benozzo Gozzoli. The guests are free to stroll through the olive groves and adjacent vineyards, and sample the Chianti wines and olive oil produced by the family-owned farm. The farm organises wine tastings free of charge in the nearby wine cellar, and the recently awarded Super Tuscan wine is excellent. The property consists of three buildings: the villa with tower of the property owner in the middle, adjecting to it a farmhouse with pergola transformed into four guest apartments on the right and a detached former barn some metres distant on the left (Capanna Olivo / also featured in our portfolio). The four apartments are an atmospheric ambience designed with loving care for details. The layout and the decoration was a project of the property owner Paola. She invested a lot of time and love in choosing the right marble, tiles and light fixtures for the kitchens and the bathrooms, and in finding the right material for the sofas and armchairs as well as having a few choice pieces of antique family furniture restored. With sun pouring in through the French windows, its pastel colours and stunning views we think this estate is a the perfect place for an unforgettable vacation. Amenities include air conditioning (although you'll rarely need it, as the hilltop location allows for maximum circulation of Tuscan breezes), satellite TV, radio, cooker, fridge, microwave, electric kettle, toaster, American coffee machine and hair dryer. A beautiful garden path decked with flowers leads to a magnificent Mediterranean style swimming pool with Roman steps. On return from a day out, you can relax here whiling away late summer afternoons with a favourite novel. At walking distance there are a family-owned Tuscan Restaurant (bring a torch if you like to walk - as the street is not illuminated), a mini-market and one of the oldest churches of the region. Just a few miles down the hill there is Certaldo Alto, the picturesque, walled medieval hilltop town renowned for being the birthplace of the poet and writer Giovanni Boccaccio, the author of "The Decameron". Here you can dine in one of the many local restaurants known for their delicious Tuscan food. In Certaldo the guests may attend music concerts und cultural festivals. For longer day trips and lovers of the Italian Renaissance, Florence, Volterra, Siena and Pisa are all within one hour driving distance. The villa's location only 8 km from the railway station of Certaldo is a good base to visit Florence and Siena even without a car: You can park your car in Certaldo (free parking behind the railway station) and take the train in both directions. During the week, trains to Florence/Siena and back go regularly (approx. every 1.5 or 2 hours). The train ride takes less than one hour. In Florence the train will take you to the main train station which is right in the centre of Florence - it is just a short walk from the station "Santa Maria Novella" to the Cathedral or the Uffizi. In Siena the railway station is located approx. 3 km from centre, and you have to take a bus to reach the old town on top of the hill. One hour of driving takes you to the sea. Additional amenities include: cooker, electric kettle, olive groves and vineyards surrounding the villa, american coffee machine, mediterranean-style swimming pool with roman steps and breathtaking views, hair dryer and outdoor area in front of each unit, for communal use: laundry with washing machine.  …see more

43 Photos

Province of Florence / Certaldo

House / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £96 / night

£672 - £993 / week

View

Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
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. Surrounded by vast groves of olive trees this property will impress you with stunning views of the gently rolling hills leading to the ancient towers of San Gimignano. The silver-grey of the olives blends with the dark green of cypresses, creating a spectacular show of colours. The surrounding landscape resembles the background of Renaissance paintings admired in the paintings of Leonardo, Botticelli and Benozzo Gozzoli. The guests are free to stroll through the olive groves and adjacent vineyards, and sample the Chianti wines and olive oil produced by the family-owned farm. The farm organises wine tastings free of charge in the nearby wine cellar, and the recently awarded Super Tuscan wine is excellent. The property consists of three buildings: the villa with tower of the property owner in the middle, adjecting to it a farmhouse with pergola transformed into four guest apartments on the right and a detached former barn some metres distant on the left (Capanna Olivo / also featured in our portfolio). The four apartments are an atmospheric ambience designed with loving care for details. The layout and the decoration was a project of the property owner Paola. She invested a lot of time and love in choosing the right marble, tiles and light fixtures for the kitchens and the bathrooms, and in finding the right material for the sofas and armchairs as well as having a few choice pieces of antique family furniture restored. With sun pouring in through the French windows, its pastel colours and stunning views we think this estate is a the perfect place for an unforgettable vacation. Amenities include air conditioning (although you'll rarely need it, as the hilltop location allows for maximum circulation of Tuscan breezes), satellite TV, radio, cooker, fridge, microwave, electric kettle, toaster, American coffee machine and hair dryer. A beautiful garden path decked with flowers leads to a magnificent Mediterranean style swimming pool with Roman steps. On return from a day out, you can relax here whiling away late summer afternoons with a favourite novel. At walking distance there are a family-owned Tuscan Restaurant (bring a torch if you like to walk - as the street is not illuminated), a mini-market and one of the oldest churches of the region. Just a few miles down the hill there is Certaldo Alto, the picturesque, walled medieval hilltop town renowned for being the birthplace of the poet and writer Giovanni Boccaccio, the author of "The Decameron". Here you can dine in one of the many local restaurants known for their delicious Tuscan food. In Certaldo the guests may attend music concerts und cultural festivals. For longer day trips and lovers of the Italian Renaissance, Florence, Volterra, Siena and Pisa are all within one hour driving distance. The villa's location only 8 km from the railway station of Certaldo is a good base to visit Florence and Siena even without a car: You can park your car in Certaldo (free parking behind the railway station) and take the train in both directions. During the week, trains to Florence/Siena and back go regularly (approx. every 1.5 or 2 hours). The train ride takes less than one hour. In Florence the train will take you to the main train station which is right in the centre of Florence - it is just a short walk from the station "Santa Maria Novella" to the Cathedral or the Uffizi. In Siena the railway station is located approx. 3 km from centre, and you have to take a bus to reach the old town on top of the hill. One hour of driving takes you to the sea. Additional amenities include: cooker, electric kettle, olive groves and vineyards surrounding the villa, american coffee machine, mediterranean-style swimming pool with roman steps and breathtaking views, hair dryer and outdoor area in front of each unit, for communal use: laundry with washing machine.  …see more

43 Photos

Province of Florence / Certaldo

House / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £96 / night

£672 - £993 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
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. Surrounded by vast groves of olive trees this property will impress you with stunning views of the gently rolling hills leading to the ancient towers of San Gimignano. The silver-grey of the olives blends with the dark green of cypresses, creating a spectacular show of colours. The surrounding landscape resembles the background of Renaissance paintings admired in the paintings of Leonardo, Botticelli and Benozzo Gozzoli. The guests are free to stroll through the olive groves and adjacent vineyards, and sample the Chianti wines and olive oil produced by the family-owned farm. The farm organises wine tastings free of charge in the nearby wine cellar, and the recently awarded Super Tuscan wine is excellent. The property consists of three buildings: the villa with tower of the property owner in the middle, adjecting to it a farmhouse with pergola transformed into four guest apartments on the right and a detached former barn some metres distant on the left (Capanna Olivo / also featured in our portfolio). The four apartments are an atmospheric ambience designed with loving care for details. The layout and the decoration was a project of the property owner Paola. She invested a lot of time and love in choosing the right marble, tiles and light fixtures for the kitchens and the bathrooms, and in finding the right material for the sofas and armchairs as well as having a few choice pieces of antique family furniture restored. With sun pouring in through the French windows, its pastel colours and stunning views we think this estate is a the perfect place for an unforgettable vacation. Amenities include air conditioning (although you'll rarely need it, as the hilltop location allows for maximum circulation of Tuscan breezes), satellite TV, radio, cooker, fridge, microwave, electric kettle, toaster, American coffee machine and hair dryer. A beautiful garden path decked with flowers leads to a magnificent Mediterranean style swimming pool with Roman steps. On return from a day out, you can relax here whiling away late summer afternoons with a favourite novel. At walking distance there are a family-owned Tuscan Restaurant (bring a torch if you like to walk - as the street is not illuminated), a mini-market and one of the oldest churches of the region. Just a few miles down the hill there is Certaldo Alto, the picturesque, walled medieval hilltop town renowned for being the birthplace of the poet and writer Giovanni Boccaccio, the author of "The Decameron". Here you can dine in one of the many local restaurants known for their delicious Tuscan food. In Certaldo the guests may attend music concerts und cultural festivals. For longer day trips and lovers of the Italian Renaissance, Florence, Volterra, Siena and Pisa are all within one hour driving distance. The villa's location only 8 km from the railway station of Certaldo is a good base to visit Florence and Siena even without a car: You can park your car in Certaldo (free parking behind the railway station) and take the train in both directions. During the week, trains to Florence/Siena and back go regularly (approx. every 1.5 or 2 hours). The train ride takes less than one hour. In Florence the train will take you to the main train station which is right in the centre of Florence - it is just a short walk from the station "Santa Maria Novella" to the Cathedral or the Uffizi. In Siena the railway station is located approx. 3 km from centre, and you have to take a bus to reach the old town on top of the hill. One hour of driving takes you to the sea. Additional amenities include: cooker, electric kettle, olive groves and vineyards surrounding the villa, american coffee machine, mediterranean-style swimming pool with roman steps and breathtaking views, hair dryer and outdoor area in front of each unit, for communal use: laundry with washing machine.  …see more

Excellent 5/5 

42 Photos

Province of Florence / Certaldo

House / 1 Bedroom / sleeps 2

Excellent 5/5 

7 Nights min stay

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from £96 / night

£672 - £743 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
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. Surrounded by vast groves of olive trees this property will impress you with stunning views of the gently rolling hills leading to the ancient towers of San Gimignano. The silver-grey of the olives blends with the dark green of cypresses, creating a spectacular show of colours. The surrounding landscape resembles the background of Renaissance paintings admired in the paintings of Leonardo, Botticelli and Benozzo Gozzoli. The guests are free to stroll through the olive groves and adjacent vineyards, and sample the Chianti wines and olive oil produced by the family-owned farm. The farm organises wine tastings free of charge in the nearby wine cellar, and the recently awarded Super Tuscan wine is excellent. The property consists of three buildings: the villa with tower of the property owner in the middle, adjecting to it a farmhouse with pergola transformed into four guest apartments on the right and a detached former barn some metres distant on the left (Capanna Olivo / also featured in our portfolio). The four apartments are an atmospheric ambience designed with loving care for details. The layout and the decoration was a project of the property owner Paola. She invested a lot of time and love in choosing the right marble, tiles and light fixtures for the kitchens and the bathrooms, and in finding the right material for the sofas and armchairs as well as having a few choice pieces of antique family furniture restored. With sun pouring in through the French windows, its pastel colours and stunning views we think this estate is a the perfect place for an unforgettable vacation. Amenities include air conditioning (although you'll rarely need it, as the hilltop location allows for maximum circulation of Tuscan breezes), satellite TV, radio, cooker, fridge, microwave, electric kettle, toaster, American coffee machine and hair dryer. A beautiful garden path decked with flowers leads to a magnificent Mediterranean style swimming pool with Roman steps. On return from a day out, you can relax here whiling away late summer afternoons with a favourite novel. At walking distance there are a family-owned Tuscan Restaurant (bring a torch if you like to walk - as the street is not illuminated), a mini-market and one of the oldest churches of the region. Just a few miles down the hill there is Certaldo Alto, the picturesque, walled medieval hilltop town renowned for being the birthplace of the poet and writer Giovanni Boccaccio, the author of "The Decameron". Here you can dine in one of the many local restaurants known for their delicious Tuscan food. In Certaldo the guests may attend music concerts und cultural festivals. For longer day trips and lovers of the Italian Renaissance, Florence, Volterra, Siena and Pisa are all within one hour driving distance. The villa's location only 8 km from the railway station of Certaldo is a good base to visit Florence and Siena even without a car: You can park your car in Certaldo (free parking behind the railway station) and take the train in both directions. During the week, trains to Florence/Siena and back go regularly (approx. every 1.5 or 2 hours). The train ride takes less than one hour. In Florence the train will take you to the main train station which is right in the centre of Florence - it is just a short walk from the station "Santa Maria Novella" to the Cathedral or the Uffizi. In Siena the railway station is located approx. 3 km from centre, and you have to take a bus to reach the old town on top of the hill. One hour of driving takes you to the sea. Additional amenities include: cooker, electric kettle, olive groves and vineyards surrounding the villa, american coffee machine, mediterranean-style swimming pool with roman steps and breathtaking views, hair dryer and outdoor area in front of each unit, for communal use: laundry with washing machine.  …see more

23 Photos

Province of Florence / Certaldo

Townhouse / 1 Bedroom / sleeps 4

2 Nights min stay

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from £48 / night

£336 - £408 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
"Poggio ai Venti" si trova nel cuore della Toscana, a poca distanza dal borgo medievale di Certaldo Alto e da altri luoghi d'arte come San Gimignano,Firenze,Siena,Volterra ecc... La struttura dispone di 2 ampi monolocali, il Papavero ed il Girasole. Pulizie finali e fornitura biancheria incluse nelle tariffe. Tassa di soggiorno da pagare in loco.  …see more

17 Photos

Province of Florence / Certaldo

House / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £830 / night

£5804 - £8483 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Six Bedroom Independent Villa Chianti Villa Il Castello, whose origins date back to 13th Century, is an elegant country villa in a perfect position enjoying fabulous unspoilt views over the sweeping Chianti countryside. Surrounded by gardens with lawns and terraces, the villa has its own private swimming pool and chapel. Carefully restored to its former splendour, the villa retains the original characteristics of a historic country residence with added modern comforts to discreetly provide unique and exclusive accommodation. Originally the residence of a noble Tuscan family, the villas interiors are spacious and beautifully furnished with antiques and family heirlooms. On the ground floor there are two large living rooms with fireplaces, comfortable settees and armchairs, a sumptuous dining room with fireplace and French windows opening onto the courtyard, a fully equipped eat in kitchen where breakfast is served, a study with computer/internet connection and a washroom with basin and w.c. On the same floor is also a double bedroom with ensuite bathroom. On the first floor of the villa are four more beautiful bedrooms and four bathrooms. Across the courtyard is the original 12th century tower which now forms a suite, with a lounge on the ground floor, a double bedroom and shower room on the first floor and a roof terrace. Close to the villa is its private chapel and adjacent 'Limonaia' a casual sitting room which has beautiful arched windows and a roof terrace with a magnificent panorama. The Limonaia opens onto a large patio with table and chairs for dining al fresco. Set in a private position on its own terrace below the villa, is its private swimming pool (10m x 5m) which is surrounded by lawns and shaded on one side by a covered loggia. Although situated in the heart of the unspoilt Chianti countryside Villa Il Castello is only 4km from the town of Castelfiorentino. Florence,Siena and San Gimignano are easily accessible. The resident caretakers live in a private apartment in a wing of the villa, they maintain and service the property, prepare breakfast, and are happy to arrange lunches, dinners, and other services on request. Dishwasher, major cooking appliances and washing machine may only be used/operated by villa staff. 300kw per week electricity included. Extra consumption is payable locally. Maximum 4 children per group accepted. DETAILS Ground Floor: Large entrance living room with sitting area with settee, armchairs and fireplace > Studio with computer and internet access > Large dining room with fireplace, table and chairs > Large lounge with fireplace, settees and armchairs > Large 'eat in' kitchen with cooker (5 gas rings and electric oven), fridge/freezer, dishwasher, table and chairs > Washroom with basin and w.c > Double bedroom with ensuite bathroom with hydro massage bath, basin, bidet and w.c. First Floor: Double bedroom with ensuite bathroom with hydro massage bath and shower, w.c, > 2 Twin bedrooms > 2 bathrooms with bath (one hydro massage), shower, w.c > Double bedroom with fireplace, bathroom with hydro massage bath, shower, w.c, and balcony overlooking courtyard. 12th Century Tower suite: Ground floor lounge > First floor double bedroom with ensuite shower room with shower, basin, bidet and w.c > Panoramic roof terrace. Welcome dinner on arrival > Breakfast (Sundays excluded but avaiable on request) > Maid service 3 hours a day > Weekly linen change > Air conditioning > Central heating* > Satellite television > VCR and DVD player > Telephone* > Washing machine > 300 kw per week of electricity included. Extra consumption payable locally* > Large garden and grounds > Patio > Barbecue > Swimming pool > Parking > Cook on request > Chapel > Annex with lounge and roof terrace > 4km from Castelfiorentino with its shops and restaurants. *Facilities payable locally Additional amenities include: info TV, independent.  …see more

46 Photos

Province of Florence / Certaldo

House / 6 Bedrooms / sleeps 10

2 Nights min stay

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from £216 / night

£1508 - £3015 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
A holiday at Villa Elsa is a unique experience. Guests will spend their stay in a traditional Florentine residence surrounded by the stunning Tuscan countryside and truly immerse themselves in Italian life. The property consists of four large and well-lit apartments to provide flexible and independent accommodation. They are elegantly renovated with wooden ceilings, stone staircases and brick floors. A great property with flexible accommodation options and close to Tuscany's best attractions. Additional amenities include: ideal for teens, tennis court on site, walking/hiking paths, lots to see: outstanding landscapes, recommended, wine tasting, caretaker/owner lives on site, lots to visit: tourist towns & villages, rural location, lots to do: outdoor pursuit & activities.  …see more

Excellent 5/5 

26 Photos

Province of Florence / Certaldo

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

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from £295 / night

£2065 - £2279 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
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 surround it in every direction, and will impress its guests with stunning views. Every window boasts an incomparable view of the surrounding landscape. Whether lying in bed or at the pool you will enjoy views of the gentle rolling hills leading to the ancient towers of San Gimignano. The silver-grey of the olives blends with the dark green of cypresses, creating a spectacular show of colours. The surrounding landscape resembles the background of Renaissance paintings admired in the paintings of Leonardo, Botticelli and Benozzo Gozzoli. The guests are free to stroll through the olive groves and adjacent vineyards, and sample the Chianti wines and olive oil produced by the family-owned farm. The farm organises wine tastings free of charge in the nearby wine cellar, and the recently awarded Super Tuscan wine is excellent. The property consists of three buildings: the detached house Capanna Olivo offered here, the villa with tower of the property owner and adjecting to it a farmhouse transformed into four apartments (Villa Olivo / also featured in our portfolio). Capanna Olivo with sun pouring in through the French windows, its pastel colours and stunning views is the perfect place for an unforgettable vacation. The large terrace is wonderful for al fresco dining, and every day the sunset is the very special event. A private path leads to a magnificent Mediterranean style swimming pool with roman steps. The pool is conjointly used with the guests of Villa Olivo. On return from a day out, you can relax here whiling away late summer afternoons with a favourite novel. At walking distance there are a family-owned Tuscan Restaurant (bring a torch if you like to walk - as the street is not illuminated), a mini-market and one of the oldest churches of the region. Just a few miles down the hill there is Certaldo Alto, the picturesque, walled medieval hilltop town renowned for being the birthplace of the poet and writer Giovanni Boccaccio, the author of "The Decameron". Here you can dine in one of the many local restaurants known for their delicious Tuscan food. In Certaldo the guests may attend music concerts und cultural festivals. For longer day trips and lovers of the Italian Renaissance, Florence, Volterra, Siena and Pisa are all within one hour driving distance. The villa's location only 8 km from the railway station of Certaldo is a good base to visit Florence and Siena even without a car: You can park your car in Certaldo (free parking behind the railway station) and take the train in both directions. During the week, trains to Florence/Siena and back go regularly (approx. every 1.5 or 2 hours). The train ride takes less than one hour. In Florence the train will take you to the main train station which is right in the centre of Florence - it is just a short walk from the station "Santa Maria Novella" to the Cathedral or the Uffizi. In Siena the railway station is located approx. 3 km from centre, and you have to take a bus to reach the old town on top of the hill. One hour of driving takes you to the sea. Additional amenities include: piano, cooker, private access with electronic entrance gate, large terrace with pergola, on the estate there is a washing machine for shared use, american coffee machine, cd-player, electric kettle, private path to the shared pool, a hair dryer.  …see more

28 Photos

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 8

1 night min stay

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from £46 / night

£321 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
 …see more

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