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1,166 Holiday homes

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(6) Excellent 

1 / 16

Elegant Tuscan-style villa in magnificent setting, ideal place for a relaxing holiday - Subbiano villa sleeps 2

Province of Arezzo / Subbiano

11 2 Min stay varies

  • 11 bedrooms
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
The villa is an original construction of the Middle Ages, over time adapted to the needs of everyday life. Tregognano was renovated in 2003 with an elegant Tuscan style, with full respect for its ancient origin and characteristics.The villa is beautifully located 550 me  …see more

from £60 / night

£334 / week

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from £60 / night

1 / 12

Beautiful Furnishing House Accommodate for2-3 Per. - Lucignano house sleeps 3

Province of Arezzo / Lucignano

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Child friendly ; Ask about pets; Private garden;
Country House for 2-3 PersonsComfortable and Beautiful Furnishing House Accommodate for 2-3 PersonsThis Country House will make you stay in touch with nature with its terracotta floors and stone walls with exposed face. This is the true way of life of a farmer time but  …see more

from £50 / night

£345 - £374 / week

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from £50 / night

(2) Very Good 

1 / 32

Nice villa in Tuscany hills with large garden and private pool, sleeps 9 - Capolona villa sleeps 9

Arezzo / Capolona

3 9 7 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Villa Caterina is a nice villa with large garden and private swimming pool. Located in Casavecchia (Capolona) a few Km far from Arezzo on Tuscany hills, Villa Caterina enjoys a spectacular view over the city of Arezzo.Villa Caterina is equipped with 3 spacious bedrooms  …see more

from £110 / night

£770 - £983 / week

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from £110 / night

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1 / 11

Province of Arezzo / Sansepolcro

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £68 / night

£471 / week

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from £68 / night

1 / 7

Holiday Farmhouse - San Giovanni Valdarno farmhouse sleeps 6

Province of Arezzo / San Giovanni Valdarno

6 6 Min stay varies

  • 6 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
The farmhouse is located on the oriental Chianti's hills, it lies in the peaceful, calm and typical Tuscany landscape. The strategic position of property, in the middle of triangle Siena (40 km) Arezzo (35 km) Firenze (40 km), gives the opportunity to discover many  …see more

from £94 / night

£503 - £683 / week

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from £94 / night

(8) Excellent 

1 / 24

Peaceful 6 bedroom Tuscan villa with private outdoor pool and amazing views - Monte San Savino villa sleeps 11

Province of Arezzo / Monte San Savino

6 11 7 nights min stay

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Villa al Monte is uniquely situated on the edge of the medieval hamlet Monte San Savino, in a peaceful panoramic position with views of 180° of the surrounding countryside. This ancient home has been finely and elegantly restored with every modern comfort and lies in a  …see more

from £135 / night

£945 - £4445 / week

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from £135 / night

(5) Very Good 

1 / 24

Picturesque villa in Tuscany with lovely gardens, private pool and patios - Monte San Savino villa sleeps 4

Province of Arezzo / Monte San Savino

2 4 6 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Arezzo, Cortona triangle, a lovely picturesque corner of Tuscany, which will leave you spellbound. Characterised by the soft rolling hills, ancient castles, charming little hamlets and breathtaking scenery.Many are the cultural and artistic treasures in the area.An idea  …see more

from £167 / night

£1000 / week

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from £167 / night

1 / 17

Tuscan charm-Historical center - Castiglion Fiorentino apartment sleeps 2

Province of Arezzo / Castiglion Fiorentino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Pet friendly;
The house is a typical "mansarda" wonderfully furnished with original antique pieces that belonged to my grandparents and have been in the family for generations. This little gem is located in the historical center of Castiglion Fiorentino (Arezzo). This charm  …see more

Pricing unknown

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1 / 7

Province of Arezzo / Badia Tedalda

5 10 1 night min stay

  • 5 bedrooms
  • Sleeps 10
  • 1 night min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £214 / night

£1496 / week

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from £214 / night

1 / 13

Casa Maria Luisa - Castelfranco di Sopra house sleeps 2

Province of Arezzo / Castelfranco di Sopra

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Car advised;
Casa Maria Luisa is a very charming dwelling that is entered via an enchanting row of cypress trees. A house with welcoming charm, it is furnished with luxury fabrics and period pieces, framed with exposed beams and hand-made terracotta floors.The exterior is characteri  …see more

from £93 / night

£647 / week

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from £93 / night

(22) Excellent 

1 / 24

Holiday apartment on the ground floor of stunning stone built home in Arezzo, Tuscany, sleeps 4 - Arezzo apartment sleeps 4

Province of Arezzo / Arezzo

1 4 4 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay
Key info: Nearest beach 120 km; Child friendly ; Car essential;
Holiday apartment on the ground floor of owner's house. French windows lead onto a patio with lovely views of the hilltop village of Lucignano, 2 minutes drive away. The living/dining room has a fireplace and an open, modern, kitchen. The bathroom has a bidet & shower a  …see more

from £43 / night

£274 / week

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from £43 / night

1 / 13

Province of Arezzo / Chiaveretto

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

Pricing unknown

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Pricing unknown

1 / 15

Province of Arezzo / Camaldoli

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
 …see more

from £120 / night

£838 / week

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from £120 / night

1 / 12

Quintani Sole - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Child friendly ; Ask about pets;
THE APARTMENT Apartment for 2 person and 1/2, compose by one bedroom + lounge with kitchen + 2 bathroom. internet wifi, TV led, microwave, washing machine, toaster, kettle, spinner, central heating is providing, in the summer months cool fresh air is inside. Central po  …see more

from £60 / night

£428 / week

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from £60 / night

1 / 12

Province of Arezzo / Creti

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £95 / night

£556 / week

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from £95 / night

1 / 89

Querce/luxury. Private village. Sleeps 5 - Montecchio house sleeps 5

Cortona / Montecchio

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
QUERCE COTTAGE is one of two dwellings in a large cottage, overlooking the private village, Garden Of Eden, the hills, dales, olive groves and vineyards as the vista spirals into a haze of greens, dotted with colours, an infinity of brightly coloured patchwork, against  …see more

from £20 / night

£135 - £941 / week

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from £20 / night

1 / 13

Cortona / Montecchio

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Child friendly ; Pet friendly;
 …see more

from £127 / night

£889 - £1556 / week

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from £127 / night

(2) Excellent 

1 / 6

ViaPescaia - Holiday House - Rigutino apartment sleeps 3

Province of Arezzo / Rigutino

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Suitable for children age 5+; Ask about pets;
Nel cuore della città di Arezzo, a 50 metri da Piazza Grande e dalla Pieve di Santa Maria ed a 100 metri da Piazza San Francesco si trova l'appartamento ViaPescaia, facilmente raggiungibile a soli 10 minuti a piedi dalla stazione ferroviaria e dalla terminal degli  …see more

from £103 / night

£718 / week

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from £103 / night

1 / 24

Arezzo / Capolona

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £69 / night

£453 / week

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from £69 / night

1 / 28

Province of Arezzo / Pieve Santo Stefano

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
 …see more

from £43 / night

£257 / week

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from £43 / night

(13) Excellent 

1 / 12

Podere La Rota Chianti Cottage for 2 - Discounts! - Moncioni cottage sleeps 2

Montevarchi / Moncioni

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Not suitable for children; Car advised; Air conditioning;
If you love walking, peaceful rusticity, organically grown olive oil and all the joys of glorious Tuscany then this cottage is for you! Podere La Rota is a delightful cottage set among peaceful olive groves, barely a ten minute stroll from the village of Moncioni, whic  …see more

from £73 / night

£505 - £590 / week

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from £73 / night

1 / 12

Province of Arezzo / Terontola

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Pet friendly;
 …see more

from £52 / night

£257 - £436 / week

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from £52 / night

(3) Very Good 

1 / 23

3 bedroom hilltop farmhouse with stunning views of Tuscan landscape, private swimming pool, shaded terrace, children welcome - Anghiari farmhouse sleeps 6

Province of Arezzo / Anghiari

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
It is in an outstanding hilltop position 500 metres above sea level with stunning views of up to 30-40 miles in 3 directions to distant hills and mountains. It stands in 4 acres of grounds of which one acre is woods.Meaccino is a very beautiful stone farmhouse dating fr  …see more

from £35 / night

£250 - £1000 / week

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from £35 / night

1 / 24

Pergine Valdarno / Pieve A Presciano

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £531 / night

£3714 / week

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from £531 / night

(1) Very Good 

1 / 22

Villino Laura - Montecchio villa sleeps 4

Cortona / Montecchio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 155 km; Swimming pool; Child friendly ;
Villino Laura is an old mill immersed in the picturesque green Tuscan countryside only few kilometres from Cortona and has been completely restored maintaining its original charm. The furnishing of this property makes it one of a kind for its class, due to its precious  …see more

from £134 / night

£778 - £1112 / week

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from £134 / night

1 / 32

Province of Arezzo / Alberoro

2 8 4 nights min stay

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

from £154 / night

£1069 / week

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from £154 / night

1 / 16

Palazzo Cinotti Suite Giulio - Cantalena apartment sleeps 2

Cortona / Cantalena

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; No pets allowed;
Suite Giulio is a beautiful apartment right in the city centre of Siena, between the Cathedral and Piazza Il Campo. Renewed in 2013 offer all the modern comfort, tv sat, wi fi, air conditioned, new bed etc. The aparment is full of light, has frescoes, a big living room  …see more

from £163 / night

£975 / week

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from £163 / night

(2) Excellent 

1 / 24

Villa Emiliano - Palazzo del Pero cottage sleeps 4

Province of Arezzo / Palazzo del Pero

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 22 km; Child friendly ; Car essential;
Beautiful Casolare (stone cottage) of the 1857, in typical Tuscan style, located on a hill top with a breathtaking view. 16 km far from Arezzo give you the chance to esperience real rural Tuscany but at 15 minutes by car from a main city center. Private garden, CAR park  …see more

Pricing unknown

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1 / 24

Castelnuovo - Pieve Santo Stefano house sleeps 14

Province of Arezzo / Pieve Santo Stefano

7 14 7 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
This tastefully set out, spacious holiday villa is for those who like something a bit out of the ordinary. The property has a very unique atmosphere and is situated in a peaceful part of the Tiber valley where, from this spot, you can enjoy perfect relaxation. Guests wi  …see more

from £126 / night

£877 - £2236 / week

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from £126 / night

(2) Excellent 

1 / 24

Villa Vallibona - Castiglion Fiorentino villa sleeps 11

Province of Arezzo / Castiglion Fiorentino

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Nearest beach 128 km; Swimming pool; Child friendly ;
Villa Vallibona is situated in the midst of peace and greenery in the gentle hills between Castiglion Fiorentino and Cortona, among olive groves and fruit trees, in a splendid panoramic position. The extensive property includes the main villa and the pool. Villa Vallibo  …see more

from £183 / night

£1283 - £3077 / week

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from £183 / night

1 / 29

Il nido, lovely tuscan cottage with pool - Pietraia cottage sleeps 4

Cortona / Pietraia

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Child friendly ; Pet friendly;
Nestled in the colourful Tuscan countryside, just 8km away from the old town of Cortona, Il Nido is a lovely small villa recently restored and finely appointed with a contemporary country-chic style. The skillful ability in matching the soft tones and the tasteful reca  …see more

from £105 / night

£727 - £1710 / week

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from £105 / night

(5) Excellent 

1 / 24

Province of Arezzo / Terranuova Bracciolini

5 17 Min stay varies

  • 5 bedrooms
  • Sleeps 17
  • Min stay varies
Key info: Nearest beach 160 km; Swimming pool; Child friendly ;
 …see more

from £385 / night

£1945 - £2992 / week

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from £385 / night

1 / 84

Fienile/luxury. Private village. Sleeps 5 - Montecchio house sleeps 5

Cortona / Montecchio

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Fienile Cottage is a cute detached cottage, situated in its own private garden, with sensational views of olive groves, vineyards, meadows full of sunflowers, poppies and purple cornflowers, spiralling infinitely into the valleys below. It has 1 double bedroom + 1 singl  …see more

from £116 / night

£812 - £941 / week

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from £116 / night

1 / 5

Apartment Gradini - Romena Resort - Pratovecchio apartment sleeps 6

Province of Arezzo / Pratovecchio

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
Apartment Gradini is perfect for 4 + 2 persons. It is located on the first floor. It is composed of a lounge with sofa bed and a fully equipped kitchenette, a bedroom with two beds, a bathroom with shower and a double bedroom in the pigeon tower. The property is located  …see more

from £86 / night

£513 / week

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from £86 / night

1 / 24

Vintage Apt Tuscany/pool/Wi-Fi - Montevarchi apartment sleeps 5

Province of Arezzo / Montevarchi

2 5 3 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Country chic recently restructured apartment with a vintage feel immersed in the Tuscan countryside. This place is perfect for people who want to be in nature and the Tuscan hillsides. A beautiful path immersed in nature and dominated by pine trees, cipresses and v  …see more

from £103 / night

£684 / week

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from £103 / night

(11) Excellent 

1 / 42

Tuscan villa in spectaular location with incredible heated pool, gym and jacuzzi - Castel San Niccolo villa sleeps 7

Province of Arezzo / Castel San Niccolo

3 7 7 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Suitable for children age 5+;
We are spectacularly located in a prominent elevated position in a South facing valley which brings long hours of sunshine and a favourable micro climate. The house is approached by a lane which winds its way from the main road, crossing over a river by an ancient bridg  …see more

from £103 / night

£718 - £4640 / week

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from £103 / night

(1) Excellent 

1 / 23

CASA VACANZE VILLA GIUSTERNA - Ambra villa sleeps 17

Province of Arezzo / Ambra

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
The Villa includes 8 double rooms, each with private bathroom, a spacious living room and a smaller one with TV Sat, a large dining room with fireplace of the time, a perfectly equipped kitchen for self catering with dishwasher, a laundry room and a marvelous covered te  …see more

from £404 / night

£2821 - £5342 / week

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from £404 / night

1 / 16

Villa Ceppeto - La Limonaia - Monte San Savino barn sleeps 2

Province of Arezzo / Monte San Savino

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
Vacation Home Villa Ceppeto was an old barn and it lies on a 17.30 acres (70.000 sq.meters) private property located on the border of Chianti: there are beautiful walks and mountain bike trails through 700 olive trees, woods and fields of irises. There is even a little  …see more

from £82 / night

£556 / week

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from £82 / night

(12) Excellent 

1 / 21

Rustic Tuscan farmhouse in the town of Cortona with gorgeous views, swimming pool, private garden and barbecue - Cortona farmhouse sleeps 8

Province of Arezzo / Cortona

5 8 7 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 20 km; Swimming pool;
This charming Tuscan Farmhouse is set in a lovely, unspoilt region near the Etruscan hill town of Cortona, amongst olive groves and sunflower fields. Casa Al Campo has 2 acres of unfenced land including its own private vineyard, two terraces and plenty of shaded seating  …see more

from £212 / night

£1479 - £3248 / week

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from £212 / night

1 / 4

Casa Belvedere - Arezzo villa sleeps 6

Province of Arezzo / Arezzo

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Child friendly ; No pets allowed;
The apartment we have for rent is composed by a large, bright living-dining room with big windows leading to balconies that have a stunning view on the city of Arezzo and the countryside. The living room has a sofa bed where two people can sleep. The other 4 beds are d  …see more

from £86 / night

£513 / week

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from £86 / night

Top Destination reviews

Stunning Tuscan villa with five bedrooms, private
A true TUSCAN experience. Better than words can describe.

It is quite a challenge to put into words a description of this place, the family and the amazing time we had at Vila Papale. The house and the entire property has so much history and character making this place a unforgettable experience. The garden … see more
villa ai cedri
A marvellous house with a beautiful panorama view

A beautiful house in a peaceful area with a wonderful view to the valley. There are lovely rooms with tasteful furniture. Although the owners live next door, they do not disturb at all, they are really friendly and helpful any time you need somethin … see more
Luxury villa with private swimming pool
AMAZING!!!

I've had the most wonderful stay in this Tuscan gem! Jacopo is such a great host and was always there to answer my questions. The villa is just beautiful! Each room and corner has something unique about it. The gardner Giancarlo came to make sure the … see more
Fattoria Vecchia Quercia
Unforgettable

We came to Italy from Canada to get married. As everyone knows, or can imagine, the experience of planning a wedding can be quite stressful...especially if you're trying to do it halfway across the globe and in a different language. After much rese … see more
Casa Leana - Farmhouse - HEATED Pool & Games Room
Utterly Fabulous!

Casa Leana is just amazing! The house is beautifully furnished and styled in a typically Tuscan style but with every modern convenience you could want and with additions that we didn't even know we wanted before we arrived .... Wine cellar and librar … see more
To Stones
Amazing Home Away From Home

The best first impression was to be greeted late at night by Ester and her partner in the dark and in poor weather just so we could find a parking spot and get situated in the property. Ester was amazing and has gone to great lengths to ensure her ho … see more

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