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

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Province of Arezzo

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65 Holiday homes

Filters applied: Cottage (65)

12

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £183 / night

£1272 - £2119 / week

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from £183 / night

(5) Excellent 

21

Holiday cottage in Sansepolcro

Province of Arezzo / Sansepolcro

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 90 km
  • Suitable for children age 5+
“Rustic and gorgeous” This place is quite unique. Imagine the smallest cutest most rustic cottage high up in the mountains with fabulous walks and views all around and this is it. We wanted something away from it all, and we got it. It's important to k  …see more

from £50 / night

£295 / week

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from £50 / night

(3) Very Good 

22

Cottage accommodation in Pieve di Chio

Castiglion Fiorentino / Pieve di Chio

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
“The Trip of a Lifetime!!” This was a beautiful experience! The house was out in the country but not too far away from all of the activities and conveniences. It was beautiful at night! A million stars and so very quiet! It was up on a hill so the  …see more

from £124 / night

£864 / week

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from £124 / night

(13) Excellent 

21

Holiday cottage in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 27 km
  • Swimming pool
  • Suitable for children age 5+
“Looking forward to next time” We thoroughly enjoyed our holiday at Borgo Tranquillita. It is the perfect place to stay whether you use it as a base for travelling the eastern part of Tuscany or just for a relaxing time at the top of picturesque hill.  …see more

from £106 / night

£611 - £674 / week

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from £106 / night

29

Cottage rental in Pietraia with swimming pool

Cortona / Pietraia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £103 / night

£721 - £1695 / week

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from £103 / night

(9) Very Good 

33

Holiday cottage with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 26 km
  • Swimming pool
  • Suitable for children age 5+
“Rustic charm and a five star pool with a breathtaking view” This was indeed a haven of peace high up in the hills with a lovely view across the valley to the hills on the other side. The well appointed cottages make you feel you are part of the local  …see more

from £115 / night

£634 - £717 / week

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from £115 / night

(1) Excellent 

27

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £84 / night

£551 - £806 / week

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from £84 / night

(9) Excellent 

38

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Tuscan Dream” I cannot say enough good things about this wonderful Tuscan Dream Villa. The owner Christine was on another continent went out of her way to make us feel at home and cater to our every need through email exchanges and her wonderful hou  …see more

from £245 / night

£1645 - £2023 / week

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from £245 / night

16

Holiday cottage in Camaldoli

Province of Arezzo / Camaldoli

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
CASA VACANZE ALL'INTERNO DEL PARCO NAZIONALE DELLE FORESTE CASENTINESI, NELLA VALLATA DEL CASENTINO DOVE LA STORIA E' STATA SCRITTA DA PERSONAGGI COME SAN FRANCESCO E DANTE ALIGHIERI. A 40 KM DA AREZZO E 65 KM DA FIRENZE E A 110 KM DA SIENA.CONTATTO CON LA NAT  …see more

from £60 / night

£339 / week

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from £60 / night

(2) Excellent 

22

Cottage rental in Cortona

Province of Arezzo / Cortona

1 6 7 nights min

  • 1 bedroom
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
The most important aspects of Il Glicine are: Location, Size, Silence, Privacy, Cleanliness  …see more

from £68 / night

£475 / week

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from £68 / night

18

Holiday cottage in Cortona

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £67 / night

£467 - £721 / week

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from £67 / night

(13) Excellent 

12

Holiday cottage in Moncioni

Montevarchi / Moncioni

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Air conditioning
  • Private garden
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 £72 / night

£500 - £585 / week

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from £72 / night

42

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £67 / night

£467 - £594 / week

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from £67 / night

(2) Excellent 

17

Holiday cottage rental

Province of Arezzo / Stia

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
“Enchanted” Porciano is absolute magic. I've stayed in both Casa Teresa (solo) and Casa Scaletta (with a friend) and both are comfortable and well equipped. The management is very helpful and knowledgeable. The air is clear, the views gorgeous, a perf  …see more

from £67 / night

£467 - £551 / week

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from £67 / night

(4) Excellent 

32

Province of Arezzo / Castelfranco di Sopra

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £81 / night

£551 / week

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from £81 / night

(2) Excellent 

20

Holiday cottage rental

Cortona / Mercatale di Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly
Baby-sitters or cooks on request for an additional cost. We run wine tastings to which you will be invited.  …see more

from £177 / night

£884 - £1508 / week

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from £177 / night

(9) Excellent 

42

Holiday cottage with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children age 5+
“Romantic, clean cottage, splendid view, lovely silence; unique location.” Whenever we plan a vacation we have following criteria in mind: comfortable, clean housing, privacy, far from all noise, nice view, close to cultural highlights, pleasant climat  …see more

from £106 / night

£615 - £700 / week

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from £106 / night

65

Holiday cottage with shared pool in Cortona

Province of Arezzo / Cortona

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • 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 £91 / night

£636 - £933 / week

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from £91 / night

(3) Excellent 

30

Holiday cottage in Cortona

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“PEACEFUL” Everything you could want from a holiday home in Tuscany. Very clean accommodation. Plenty of kitchen accessories. Air conditioning. Clean pool. Great food prepared by the owner upon request. Pizzas from heaven!  …see more

Pricing unknown

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Pricing unknown

(2) Excellent 

24

Palazzo del Pero holiday cottage rental

Province of Arezzo / Palazzo del Pero

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 22 km
  • Child friendly
  • Ask about pets
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 experience real Tuscany but at 15 minutes by car from a cityr. Private garden, CAR park, motorboatUnico  …see more

Pricing unknown

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Pricing unknown

(1) Average 

24

Province of Arezzo / Cortona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £56 / night

£386 / week

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from £56 / night

(1) Excellent 

30

Province of Arezzo / Lucignano

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £187 / night

£1187 / week

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from £187 / night

15

Holiday cottage with swimming pool in Montecchio, San Lorenzo

Cortona / Montecchio, San Lorenzo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
Character detached chestnut beamed cottage just below Cortona with terracotta tiles to sleep two with shared pool.  …see more

Pricing unknown

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Pricing unknown

22

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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,  …see more

from £112 / night

£780 - £1433 / week

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from £112 / night

8

Province of Arezzo / Lucignano

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £246 / night

£924 / week

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from £246 / night

24

Holiday cottage rental

Province of Arezzo / Civitella in Val di Chiana

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
PANORAMIC POOL,COTTAGE, APPARTMENTS WITH GARDEN,GLAMPING,RESTAURANT,CAMPING,IN TUSCANY AT 10KM FROM AREZZO AND CORTONA, IMERSED ON THE GREEN HILLS OF TUSCANY DODO VILLAGE WELCOMES YOU  …see more

Pricing unknown

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Pricing unknown

(1) Very Good 

21

Holiday cottage with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets
“Peace and tranquility” We had a great time, the pool was most welcome and the peace and tranquility much appreciated (only noise was the chickens next door!). It is quite remote but the stars were great and we even saw a porcupine.  …see more

from £84 / night

£589 / week

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from £84 / night

8

Holiday cottage in Castelfranco di Sopra

Province of Arezzo / Castelfranco di Sopra

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Donna Mercedes is situated on the top of a small hill, overlooking a small farm and orchard. Casa Mercedes is located in Podere Le Grillae, independent and close to the beautiful swimming pool.  …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

20

Province of Arezzo / Castiglion Fiorentino

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £77 / night

£534 - £594 / week

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from £77 / night

15

Holiday cottage with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Spinabbio il luogo ideale per passare al meglio le vostre vacanze tra relax e cultura.Potrete visitare la vicinissima Cortona,Arezzo,Siena e Perugia.  …see more

from £182 / night

£1272 / week

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from £182 / night

14

Holiday cottage with swimming pool in San Leolino

Bucine / San Leolino

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets
Holidays in an active winery, renowned for its wines, enjoying astounding panoramic views by the terrace with all comforts with your family or selected friends. Ideal for a romantic stay or for the discovery of central Tuscany's secret places, art and historyDiscov  …see more

from £272 / night

£1755 / week

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from £272 / night

22

Province of Arezzo / Arezzo

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £98 / night

£683 / week

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from £98 / night

24

Province of Arezzo / Alberoro

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £60 / night

£424 / week

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from £60 / night

(2) Excellent 

13

Holiday cottage accommodation

Province of Arezzo / Civitella in Val di Chiana

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Suitable for children age 5+
  • Ask about pets
  • Private garden
If you are looking for a place to rest surrounded by nature and quite of Tuscany, this is the place for you. Sun, olive plants and a nice BBQ to prepare your special meals! In addition, a number of charming villages not far away to visit  …see more

Pricing unknown

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Pricing unknown

18

Holiday cottage in Arezzo

Province of Arezzo / Arezzo

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Si tratta di un immobile tipico rurale toscano con grande spazio all'aperto in posizione strategica per visita citt d'arte e attivit all'area aperta.  …see more

Pricing unknown

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Pricing unknown

20

Holiday cottage with shared pool in Sansepolcro

Province of Arezzo / Sansepolcro

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Peaceful setting in Tuscan hills. Easy access to shops, museums art and culture.  …see more

from £64 / night

£445 / week

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from £64 / night

19

Holiday cottage in Chiaveretto

Province of Arezzo / Chiaveretto

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Private garden
Our place is homey, cozy and will permit you to relax, enjoy the beautiful countryside that Tuscany has to offer in every season, take advantage of the numerous restaurants selling delicious food and tasty wine, together with visiting historical towns.  …see more

from £65 / night

£390 / week

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from £65 / night

10

Holiday cottage rental

Province of Arezzo / Anghiari

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Private garden
Art, History, Italian renaissance, Good living, Nature, Silence, Rest, Family holidays, walks, biking, Saint Francis convents, Piero della Francesca paintings,  …see more

from £119 / night

£712 / week

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from £119 / night

22

Cottage rental in Cortona with swimming pool

Province of Arezzo / Cortona

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
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.  …see more

from £424 / night

£1865 / week

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from £424 / night

21

Province of Arezzo / Arezzo

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £51 / night

£416 - £475 / week

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from £51 / night

Top Destination reviews

Casa dei Sogni, Stefano - An attractive air conditioned stone farmhouse with Private Pool - set within a  small Tuscan borgo
Not to be missed

This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and villages to be explored … see more
Casa Dei Sogni, Tuscan Villa, Private Pool, A/C
Not to be missed

This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and villages to be explored … see more
Sansepolcro Garden apartment
Revisiting the magic of Sansepolcro

Though this was our first stay at Louise and Franco's wonderful house, it was our third visit to Sansepolcro. The garden apartment was spacious,comfortable and quintessentially Italian and though the March weather didn't lend itself to our using the … see more
Tuscany cottage with Private Pool, BBQ, & Parking
The Trip of a Lifetime!!

This was a beautiful experience! The house was out in the country but not too far away from all of the activities and conveniences. It was beautiful at night! A million stars and so very quiet! It was up on a hill so the view was lovely; vineyar … see more
B&B Casa al Moro, romantic flat in a quaint hamlet
Beautiful tuscan countryside and fantastic family

Cannot rate our stay with Norma and her family highly enough, they looked after us so well, even giving us bread they had baked. The flat is perfect, modern (but keeping with tuscan tradition) and very clean and comfortable with a cooker and a fridge … see more
Grace Hayloft-Il Fienile di Grazia
Utterly Idyllic. We will return

I stayed at the Grace Hayloft - Il Fienile di Grazia with my partner in June and it was indescribably wonderful. The hayloft is basically the most adorable rustic cottage imaginable which was perfect for the 2 of us. There is room to sleep 3 more a … see more

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