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  • Italy
  • Tuscany
  • Province of Arezzo
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  • Anghiari (2)
  • Arezzo (5)
  • Camaldoli (1)
  • Caprese Michelangelo (1)
  • Castel San Niccolo (2)
  • Castiglion Fiorentino (2)
  • Cortona (31)
  • Loro Ciuffenna (3)
  • Lucignano (2)
  • Monte San Savino (1)
  • Pratovecchio (1)
  • Rigutino (1)
  • San Giovanni Valdarno (1)
  • Sansepolcro (1)
  • Terranuova Bracciolini (1)
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56 Holiday homes

Filters applied: Nightlife (56)

(2) Very Good 

1 / 24

Province of Arezzo / Rigutino

2 4 Min stay varies

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

Pricing unknown

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(1) Excellent 

1 / 16

Relax in Penisola Sorrentina - Camaldoli apartment sleeps 8

Province of Arezzo / Camaldoli

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 5 km; Child friendly ;
The villa is located in a small,picturesque and very peaceful town called Patierno,in Vico Equense.Surrounded by vegetation,you enter the villa througt a garden full of flowers.The flat is at the first floor,about 110 m;it has two tastefully furnished bedrooms,two bat  …see more

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(21) Excellent 

1 / 27

Villa Mondello in Tuscany, great view on the hills

Province of Arezzo / Castel San Niccolo

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Villa Mondello is a stone construction, with frescoed interns and has been recently restored, having in total 6 bedrooms and 5 bathrooms. It is in the Tuscan countryside a few km from Florence and Arezzo, as well as the countless sites closer by, and is thus apt for tho  …see more

from £161 / night

£1725 - £3363 / week

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from £161 / night

Featured properties

1 / 14

Province of Arezzo / Arezzo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 100 km; Not suitable for children; Car not necessary;
 …see more

from £26 / night

£156 / week

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from £26 / night

(1) Good 

1 / 22

Bastia del Sole Manorhouse - Anghiari farmhouse sleeps 4

Province of Arezzo / Anghiari

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Sleeps 4 adults, 2 bedrooms, Bastia del Sole is situated on a hill, at just 3 kms from the medieval village of Anghiari, with wonderful views over the Upper Tiber Valley. 12x4 metre private swimming pool surrounded by garden with cypress, 1 hectare of olive trees, organ  …see more

from £207 / night

£1449 / week

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from £207 / night

1 / 47

Casa vacanze Alle porte del Chianti - San Giovanni Valdarno apartment sleeps 7

Province of Arezzo / San Giovanni Valdarno

2 7 2 nights min stay

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min stay
Key info: Nearest beach 120 km; Child friendly ; Car advised;
The Apartment is located in the heart of the historic centre of San Giovanni hometown of the famous painter Masaccio. The apartment is located in Tuscany, near the Chianti area, between Florence, Siena and Arezzo. The area is very quiet and is a suitable choice for a r  …see more

from £69 / night

£483 / week

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from £69 / night

(1) Excellent 

1 / 24

Il Moro Novo - Montalla apartment sleeps 3

Cortona / Montalla

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Equipped with chairs, shades, and beach beds.It has been restored with respect for the original stile and all the furniture are antique, you will have a warm and relaxing feeling when you enter Il Moro Novo.The house is located just outside a small country village, so i  …see more

from £61 / night

£317 - £618 / week

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from £61 / night

1 / 20

Charming Tuscan holiday farmhouse in the Castel San Niccolo commune, sleeps up to 8 and features private pool and jacuzzi

Province of Arezzo / Castel San Niccolo

3 8 5 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
La Magnana offers the perfect holidays to relax your body and mind while you'll be strolling in the fantastic National Park of « La Foresta Casentinese » on the Tuscan Apennines. You'll visit the closest cities : Firenze, Arezzo, Siena and Pisa. Or you'  …see more

from £61 / night

£388 - £518 / week

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from £61 / 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 £185 / night

£1294 - £3104 / week

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from £185 / night

(1) Excellent 

1 / 19

Le Casine - Olivo Apartment - Fratta Santa Caterina apartment sleeps 2

Cortona / Fratta Santa Caterina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £59 / night

£409 - £552 / week

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from £59 / night

1 / 10

Province of Arezzo / Monte San Savino

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Child friendly ; Car advised; No pets allowed;
 …see more

from £69 / night

£483 / week

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from £69 / night

(1) Excellent 

1 / 12

Large Tuscan farmhouse apartment in beautiful Cortona countryside, four bedrooms, pool access

Province of Arezzo / Cortona

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
The apartment is independent, and has beautiful piece of ancient furniture own heating system, some of them has a fire-place. This has a own outside space and very well fitted out with garden furniture, all equipped with every thing necessary to be efficient and functi  …see more

Pricing unknown

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(1) Excellent 

1 / 11

Province of Arezzo / Arezzo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Not suitable for children; Car not necessary; Air conditioning;
 …see more

from £69 / night

£432 / week

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from £69 / night

1 / 42

La Bozza , country apartment with private garden

Cortona / Montalla

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 200 km; Swimming pool; Child friendly ;
Started officially as a busines in 1994 but with previous experience of property rental in the precedent 10 years, Agriturismo Fontelunga is now a reference poit for those searching for a true Tuscan experience.W own same of the nicest accommodation in the traditional  …see more

from £138 / night

£737 - £1405 / week

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from £138 / night

(9) Excellent 

1 / 33

Villa Rosa - Heaven in Tuscany|Pool|WiFi|Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
With essential private pool and (Free) Wi-Fi, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant Cortona. Couples love it, families love it. It is heaven. A two bedroom, two bathrooms, fully furnished beautiful  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

(1) Excellent 

1 / 10

Il ponticello - Cortona apartment sleeps 4

Province of Arezzo / Cortona

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; Car advised; Ask about pets;
The house takes its name from the bridge which gives access to the premises(il ponticello means, in fact,little bridge).The house is located in village Torreone, in the town of Cortona, which is only 2 km far, that can also be walked on foot. It's in the green,on a  …see more

from £44 / night

£259 - £380 / week

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from £44 / night

(6) Excellent 

1 / 40

Casa Terrazza: Grand Tuscan house in medieval village with large terrace for alfresco dining, sleeps 7

Province of Arezzo / Lucignano

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Child friendly ; Car not necessary; Air conditioning;
Casa Terrazza is located in Lucignano, one of the most outstanding examples of a fortified Tuscan mediaeval village. Casa Terrazza, is just a few steps away from restaurants and cafes.. Featuring a large terrace opening off main living area with views of the Val di Chi  …see more

from £129 / night

£845 - £1248 / week

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from £129 / night

(1) Excellent 

1 / 9

Province of Arezzo / Caprese Michelangelo

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £466 / night

£2673 / week

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from £466 / night

(1) Good 

1 / 17

Province of Arezzo / Pratovecchio

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Child friendly ; Car advised; Pet friendly;
 …see more

from £108 / night

£604 / week

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from £108 / night

1 / 19

Le Casine - Mela Apartment - Fratta Santa Caterina apartment sleeps 2

Cortona / Fratta Santa Caterina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £51 / night

£352 - £466 / week

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from £51 / night

1 / 79

Cortona / Centoia

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 16 km; Swimming pool;
 …see more

from £95 / night

£604 - £1026 / week

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from £95 / night

(9) Excellent 

1 / 32

Cortona, Tuscan Retreat, Serene, WiFi, Pool, Bliss

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Your holiday to Tuscany is special. You want a home that will provide you with the essential pool and of course the internet. You want to be close to the amenities but far enough away for privacy, seclusion and relaxation. We would love to welcome you to Villa Rosa w  …see more

from £135 / night

£1645 - £2023 / week

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from £135 / night

(2) Excellent 

1 / 10

Province of Arezzo / Cortona

2 5 4 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Child friendly ; No pets allowed; Private garden;
 …see more

from £87 / night

£604 - £1057 / week

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from £87 / night

1 / 23

Detached villa with private pool near Arezzo

Province of Arezzo / Arezzo

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
The villa lies in the heart of the Tuscan hills (12 Kms from the city of Arezzo), around 400 meters above the sea level, in a very quiet place with nice panoramic views. Ideally positioned to visit the most beautiful towns & villages of centre/southern Tuscany (as A  …see more

from £190 / night

£1242 - £2535 / week

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from £190 / night

(4) Excellent 

1 / 30

Tuscany, Cortona - Villa Under The Sun - Gorgeous

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan holiday. Complete with the essential private sparkling pool and Wi-Fi connection, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vib  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

(3) Excellent 

1 / 18

Tuscany Holiday House - Castiglion Fiorentino apartment sleeps 6

Province of Arezzo / Castiglion Fiorentino

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; Pet friendly;
Apartment with 2 bedrooms, 2 bathrooms, living room / kitchen, balcony, private entrance, internet free wi-fi h24. Completely renovated in 2008 respecting the characteristics of the classic Tuscan homes. Partly furnished with antiques expertly blended with modern conven  …see more

from £52 / night

£319 - £345 / week

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from £52 / night

(1) Very Good 

1 / 10

One bedroom apartment in classic Tuscan farmhouse, access to shared swimming pool, gardens and lake fishing

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
This apartment has own outside space and very well fitted out with garden furniture, all equipped with every thing necessary to be efficient and functional. 1 bedroom, living room with kitchenette and sofa bed, bathroom with shower.For the people that are fond of fishin  …see more

Pricing unknown

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Pricing unknown

1 / 14

Province of Arezzo / Loro Ciuffenna

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
 …see more

from £52 / night

£371 - £578 / week

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from £52 / night

(8) Excellent 

1 / 38

Tuscan Dream|Private|Pool|Walk to Cortona|FreeWiFi

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
A dream home just for you. We created our home in Cortona with all the essential mod cons. Music, Kitchen, comfy beds, and of course with the essential pool and (FREE) Wi-Fi. Villa Rosa is nestled into the Cortona (Tuscan) hillside with only a few minutes drive to  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

(5) Excellent 

1 / 33

Two villas at the top of Tuscan hills, near Arezzo

Province of Arezzo / Arezzo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Located on top of a small hill, set in beautiful unspoiled Tuscan countryside and within walking distance from the charming medieval town of Arezzo, this beautiful property (and swimming pool) commands amazing views from its terraces and gardens. Composed by Casa PADRON  …see more

from £138 / night

£906 - £1207 / week

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from £138 / night

(1) Excellent 

1 / 48

Podere Le Cantine - Lucignano farmhouse sleeps 28

Province of Arezzo / Lucignano

10 28 Min stay varies

  • 10 bedrooms
  • Sleeps 28
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Child friendly ;
This recently renovated, converted farmhouse in warm, honey-coloured Tuscan stone and brick, stands in an elevated position overlooking the lawns of the pool terrace below and open fields and woodland dotted with Cypress trees beyond, with no other buildings in sight. I  …see more

Pricing unknown

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(1) Excellent 

1 / 11

Province of Arezzo / Loro Ciuffenna

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 150 km; Swimming pool; Not suitable for children;
 …see more

from £84 / night

£587 - £940 / week

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from £84 / night

(2) Excellent 

1 / 65

17th century farmhouse with pool, A/C and Wi-Fi

Province of Arezzo / Tregozzano

4 10 7 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
La Rustica is an old farmhouse originally built in stone in 1695 and situated on the outskirts of Arezzo which can be easily reached by public transport giving the guests the double advantage of country living and a urban environment. It is a villa rich of history equip  …see more

from £107 / night

£742 - £1725 / week

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from £107 / night

1 / 15

Le Casine - Papavero Apartment - Fratta Santa Caterina apartment sleeps 2

Cortona / Fratta Santa Caterina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £54 / night

£371 - £495 / week

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from £54 / night

1 / 14

Le Casine - Bugia Apartment - Fratta Santa Caterina apartment sleeps 2

Cortona / Fratta Santa Caterina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £51 / night

£352 - £466 / week

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from £51 / night

(1) Excellent 

1 / 21

Province of Arezzo / Loro Ciuffenna

11 20 7 nights min stay

  • 11 bedrooms
  • Sleeps 20
  • 7 nights min stay
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
 …see more

from £216 / night

£1509 - £2414 / week

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from £216 / night

(1) Excellent 

1 / 83

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 18 km; Swimming pool; Child friendly ;
 …see more

from £87 / night

£518 - £604 / week

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from £87 / night

1 / 16

Le Casine - Girasole Apartment - Fratta Santa Caterina apartment sleeps 4

Cortona / Fratta Santa Caterina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £59 / night

£409 - £552 / week

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from £59 / night

(34) Excellent 

1 / 25

Il Villino di Cortona (Property at exclusive use)

Province of Arezzo / Cortona

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
"Il Villino di Cortona", cosy holiday home nestled in the green heart of the Chiana Valley in Cortona (Tuscany), an oasis of peace, tranquility and relaxation. Your holiday in contact with nature ... "Il Villino di Cortona”, is a small holiday home, nestled in the Va  …see more

from £82 / night

£526 - £742 / week

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from £82 / night

(50) Excellent 

1 / 51

Casa Leana - Farmhouse - HEATED Pool & Games Room

Province of Arezzo / Anghiari

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 66 km; Swimming pool; Child friendly ;
Currently offering 15% discount for the only week left in 2016. Casa Leana is over 350 years old and brimming with gorgeous original features from chunky beamed, wood ceilings and exposed stone walls to the traditional tiled kitchen. We have also lavished a whole lot  …see more

from £248 / night

£1730 - £2630 / week

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from £248 / night

Top Destination reviews

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
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
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
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
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

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