Province of Arezzo cottages: Stay in luxury Province of Arezzo cottages with Holidaylettings.co.uk

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  • Tuscany
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  • Alberoro (1)
  • Anghiari (2)
  • Arezzo (3)
  • Bucine (3)
  • Camaldoli (1)
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  • Castiglion Fiorentino (15)
  • Chiaveretto (1)
  • Civitella in Val di Chiana (2)
  • Cortona (19)
  • Loro Ciuffenna (2)
  • Lucignano (6)
  • Monte San Savino (1)
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  • Palazzo del Pero (1)
  • Pergine Valdarno (1)
  • Sansepolcro (2)
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66 Holiday homes

Filters applied: Cottage (66)

1 / 8

Casa Mercedes - Castelfranco di Sopra cottage sleeps 2

Province of Arezzo / Castelfranco di Sopra

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Air conditioning; No pets allowed;
“Mercedes” is in a strategic position on top of a small hill and overlooks the entire farm. On the ground floor you will find a bright and enchanting day area with an ancient stone fireplace and a kitchenette made of brick and fine wood. In the basement there is a p  …see more

Pricing unknown

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(13) Excellent 

1 / 12

Podere La Rota Chianti Cottage for 2 - Discounts!

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

£509 - £595 / week

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from £73 / night

1 / 15

Casa Carina - Montecchio - San Lorenzo cottage sleeps 2

Cortona / Montecchio, San Lorenzo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Car advised;
Casa Carina is a cozy detached cottage with chestnut beams, terracotta tiles, and views towards Cortona and the surrounding countryside, with shared swimming pool (open June to September). Set amongst working farmland, and in the Summer surrounded by fields of sunflowe  …see more

from £69 / night

£432 - £539 / week

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from £69 / night

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(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 / 16

IL MOLINO DI SERRAVALLE - Camaldoli cottage sleeps 4

Province of Arezzo / Camaldoli

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Ask about pets; Private garden;
Casa Vacanze Il Molino di Serravalle a 2 km dal Monastero di Camaldoli , immersa nel Parco delle Foreste Casentinesi, dove si respira l'incanto della natura in ogni stagione. L'appartamento lo Scoiattolo è dotato di focolare, riscaldamento autonomo e barbecu  …see more

from £61 / night

£345 / week

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from £61 / night

(2) Excellent 

1 / 22

Tuscany cottage with Private Pool, BBQ, & Parking

Castiglion Fiorentino / Pieve di Chio

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
Charming Restored character stone cottage with beautiful views across the Val Di Chio. Private swimming pool with Stone BBQ. Ideal location for day trips across Tuscany & Umbria, Siena, Montepulciano, Cortona, Perugia & Assisi. 15 minutes to Medieval town with train S  …see more

from £124 / night

£864 - £1296 / week

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from £124 / night

(13) Excellent 

1 / 24

Borgo Tranquiitta - Il Sole - Castiglion Fiorentino cottage sleeps 4

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 27 km; Swimming pool; Suitable for children age 5+;
The charming estate of Borgo Tranquiitta is surrounded by wooded hills of olives and bucolic charm that surround it like a natural garden enclosing the village in beautiful countryside with extended views of the valley and beyond.Here are three, lovely detached cottages  …see more

from £98 / night

£683 - £729 / week

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from £98 / night

1 / 8

Province of Arezzo / Lucignano

4 10 2 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £250 / night

£940 / week

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from £250 / night

(1) Very Good 

1 / 21

Casa Matilde, Private Pool Cosy Tuscan Family Home

Province of Arezzo / Castiglion Fiorentino

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Suitable for children age 5+; Ask about pets;
Casa Matilde. Family Home for 3-4 guests. Private Pool. Cottage Matilde is an independent cottage within a small hamlet. It offers a private pool and some lovely views of the surrounding countryside. With two bedrooms, sitting room and kitchen, it offers a great opport  …see more

from £86 / night

£600 / week

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from £86 / night

(3) Excellent 

1 / 30

Poggiobello - Cortona cottage sleeps 5

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
The cottage is immersed in the splendid countryside with breathtaking views all around. It is surrounded by the lovelyundulating hills covered with sunflowers, olive groves and cypresses, you will find yourself totally immersed in an enchanted atmosphere frozen in time.  …see more

Pricing unknown

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Pricing unknown

(9) Excellent 

1 / 27

Borgo Tranquiitta - Le Stella - Castiglion Fiorentino cottage sleeps 4

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 25 km; Swimming pool; Suitable for children age 5+;
* Early Bird Saver * Via Holiday-lettings.. 8% saving for reservations made for summer 2016 made before january 30. (Mention this offer) The charming estate of Borgo Tranquiitta is surrounded by wooded hills of olives and bucolic charm that surround it like a natura  …see more

from £100 / night

£698 - £742 / week

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from £100 / night

1 / 24

DODO VILLAGE - Civitella in Val di Chiana cottage sleeps 6

Province of Arezzo / Civitella in Val di Chiana

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Offering stunning views of the Tuscan countryside, Dodo Village features a traditional restaurant and a summer swimming pool. Just outside Civitella in Val di Chiana, it is 15 minutes' drive from Arezzo.The apartments are located in detached wooden houses and have  …see more

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1 / 15

PODERE SPINABBIO - Castiglion Fiorentino cottage sleeps 10

Province of Arezzo / Castiglion Fiorentino

4 10 7 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Spinabbio è un antico casale ristrutturato secondo il suo originale stile rustico toscano, situato a 700 mt. S.l.m., immerso tra il verde di secolari boschi di querce e castagni, domina sullo splendido panorama della Val di Chiana. La particolare posizione consente il  …see more

from £185 / night

£1294 / week

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from £185 / night

(9) Very Good 

1 / 24

Borgo Tranquiitta - La Luna - Castiglion Fiorentino cottage sleeps 5

Province of Arezzo / Castiglion Fiorentino

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 26 km; Swimming pool; Suitable for children age 5+;
Great Family holiday home. The charming estate of Borgo Tranquiitta is surrounded by wooded hills of olives and bucolic charm that surround it like a natural garden enclosing the village in beautiful countryside with extended views of the valley and beyond.Here are thre  …see more

from £82 / night

£644 - £756 / week

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from £82 / night

(3) Very Good 

1 / 32

Province of Arezzo / Castelfranco di Sopra

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £82 / night

£561 / week

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from £82 / night

(5) Excellent 

1 / 21

Tuscan Mountain Cottage - Sansepolcro cottage sleeps 4

Province of Arezzo / Sansepolcro

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 90 km; Suitable for children age 5+; Car essential;
The house is part of a historic built farmhouse, set on a mountainside (840m) in an area full of natural parks, forest and walking trails ("sentieri"). Although it is in a wonderfully quiet position, the house is in fact only 5 minutes' drive from the E45 motorway, 500  …see more

from £50 / night

£295 / week

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from £50 / night

1 / 27

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £86 / night

£561 - £1294 / week

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from £86 / 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

(1) Excellent 

1 / 30

Province of Arezzo / Lucignano

4 8 Min stay varies

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

from £147 / night

£940 - £1113 / week

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from £147 / night

(1) Excellent 

1 / 22

House in Central Cortona with Private Garden

Province of Arezzo / Cortona

1 6 3 nights min stay

  • 1 bedroom
  • Sleeps 6
  • 3 nights min stay
Key info: Child friendly ; Pet friendly; Private garden;
Our house is spacious and full of light - a perfect cool retreat after a warm summer day's exploration in Tuscany. Great for two love birds or a couple with a child, this accommodation in Cortona even has its own little walled garden, where you can sit and chat in  …see more

from £69 / night

£483 / week

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from £69 / night

1 / 18

Casa Vanda - Arezzo cottage sleeps 10

Province of Arezzo / Arezzo

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; Car advised; Ask about pets;
La casa Vanda e un'antica dimora familiare di vaste dimensioni inseritain un ambiente tranquillo dominato dal verde e sorge presso un torrente.La casa e facilmente accessibile dalla via provinciale per la rassegnata acirca 3 km dall'abitato di palazzo del pero  …see more

Pricing unknown

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(2) Excellent 

1 / 20

Ca de Muito, a peaceful Tuscan cottage with breathtaking views and a private outdoor pool

Cortona / Mercatale di Cortona

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 20 km; Swimming pool; Child friendly ;
Charming Ca de Muito has an idyllic position on the Tuscany side of the Niccone Valley. The views of the stunning countryside are breath-taking, they stretch over the Niccone Valley including 2 picturesque castles, to the village of Preggio on the opposite hillside. W  …see more

from £146 / night

£1021 - £1433 / week

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from £146 / night

1 / 12

Col di leccio, beautiful panoramic stone cottage

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Car essential;
Col di Leccio is a beautiful property made up of two stone cottages which enjoy a wonderful hilly position, a few minutes from the medieval town Cortona. Each house consists of two floors which host a cosy siting room with sofa and tv, dining area, fully fitted kitchen,  …see more

from £186 / night

£1294 - £2156 / week

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from £186 / night

1 / 18

Acero, pleasing hilly cottage among olive grove

Province of Arezzo / Cortona

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Car essential;
Acero is a cosy apartment that belongs to a beautiful hillside property, Col di Leccio, an authentic farmhouse where nature and silence dominate. Acero is made up of a double bedroom, a bedroom with twin beds, a bathroom with a shower, a kitchen and a living room. There  …see more

from £69 / night

£475 - £733 / week

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from £69 / night

1 / 65

Garden of Eden : Mulino - nr Cortona & Trasimeno

Province of Arezzo / Cortona

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 7 km; Swimming pool; Child friendly ;
Mulino Cottage is a detached cottage, set on its own private plot, in the middle of the village. It has a large garden at the back of the cottage, with fantastic views overlooking the hills and the dales, the meadows, the vineyards, the olive groves, peppered with ever  …see more

from £93 / night

£647 - £949 / week

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from £93 / night

1 / 22

cortona holiday villa with swimming pool and wi fi

Province of Arezzo / Cortona

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
This beautiful holiday home near Cortona, is located at a 15 min drive (15km) from this famed Etruscan and medieval town, main cultural and artistic centre of the Val di Chiana after Arezzo. The cottage is the outbuilding of an old farmhouse, dating back to the 18th cen  …see more

from £115 / night

£802 - £1457 / week

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from £115 / night

1 / 42

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £69 / night

£475 - £863 / week

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from £69 / night

(1) Good 

1 / 24

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
 …see more

from £57 / night

£621 - £785 / week

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from £57 / night

1 / 24

Province of Arezzo / Alberoro

1 2 3 nights min stay

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

from £61 / night

£432 / week

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from £61 / night

1 / 30

Rocchetto - villa with private pool near Lucignano

Province of Arezzo / Lucignano

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
Small villas (this one sleeps 4 to 6 guests) with private pools are a rarity. Rocchetto is perfectly located, has great charm, and a lovely pool.Over the last two years we have been following the renaissance of this charming old farmbuilding which has been restored with  …see more

from £252 / night

£1759 - £2992 / week

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from £252 / night

1 / 29

Il nido, lovely tuscan cottage with pool

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 £106 / night

£733 - £1725 / week

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from £106 / night

1 / 22

Province of Arezzo / Arezzo

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; Car essential; Pet friendly;
 …see more

from £100 / night

£694 / week

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from £100 / night

1 / 16

Castiglion Fiorentino / Pieve di Chio

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Child friendly ; Pet friendly;
 …see more

from £78 / night

£544 - £604 / week

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from £78 / night

(2) Excellent 

1 / 13

La Casina - Civitella in Val di Chiana cottage sleeps 3

Province of Arezzo / Civitella in Val di Chiana

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Suitable for children age 5+; Car essential; Ask about pets;
The little house La Casina is immersed in the harmonious landscape of Valdarno, a valley of memories framed by a unique shade of green, under a cloudless sky similar to the wise and simple soul of its inhabitants. A place with important features that in the years has ma  …see more

from £53 / night

£366 - £488 / week

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from £53 / night

1 / 19

Country cottage set among the Tuscan hills

Province of Arezzo / Chiaveretto

2 8 3 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Child friendly ; No pets allowed; Private garden;
Set among the beautiful hills of Casentino, our house is ideal for families or groups of friends who want to relax in a warm and friendly atmosphere. A great starting point for visiting Arezzo, Florence, Siena and the Tuscan hills.The SpaceThe house consists of 2 bedroo  …see more

from £65 / night

£390 / week

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from £65 / night

1 / 10

La Capanna: starting point for yr trip to Tuscany

Province of Arezzo / Anghiari

2 4 5 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Not suitable for children; Car essential; No pets allowed;
La Capanna is an individual house with a private garden. Nice sight on Tiber valley.At the ground floor a large living room with fireplace and a separated kitchen corner.At the first floor 2 double bedrooms ( double bed or twins). 1 bathroom with tub/shower.La Fattoria  …see more

from £121 / night

£725 / week

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from £121 / night

1 / 20

La Penna - Sansepolcro cottage sleeps 6

Province of Arezzo / Sansepolcro

2 6 5 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min stay
Key info: Nearest beach 110 km; Swimming pool; Child friendly ;
La Penna is situated in the hills above the walled town of Sansepolcro. The two storey stone house was recently restored by the owner who lives 80 metres away. The house nestles in woodland and meadows with great views of Lago di Montedoglio. Although located in the  …see more

from £65 / night

£453 - £785 / week

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from £65 / night

1 / 14

Costa Cottage, Petrolo winery - San Leolino cottage sleeps 8

Bucine / San Leolino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Ask about pets;
I believe Costa to be among the best positioned cottages of the Petrolo winery. The most spectacular views can be enjoyed from it's natural terrace on the Chianti hills at 400 meters asl. The main garden, swimming pool and bedrooms face the Valley of river Arno (Va  …see more

from £276 / night

£1785 - £2250 / week

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from £276 / night

1 / 19

IL CERRO Cortona - Cortona cottage sleeps 8

Province of Arezzo / Cortona

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Restored carefully to its old splendour this country cottage is composed of the manor house and two dependences one of which is about 70 m. far from the main house. The three houses are comfortably furnished with traditional country antiques. Hidden amongst the wooded s  …see more

from £101 / night

£707 - £1621 / week

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from £101 / night

1 / 22

Cortona Cottage - Cortona cottage sleeps 10

Province of Arezzo / Cortona

5 10 3 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
A recently renovated holiday home in pristine natural surroundings where you can enjoy the regions of Tuscany and Umbria. You can always find the peace and quiet here you often forget in the hustle and bustle of daily life. The old Etruscan city of Cortona and a number  …see more

from £432 / night

£1897 / week

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from £432 / 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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