Cycling holiday villas and apartments Province of Arezzo

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Province of Arezzo

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781 Holiday homes

Filters applied: Cycling holidays

Travellers going to Province of Arezzo are booking June dates now. Secure your holiday home today and have the perfect trip.

(2) Very Good 

53

Province of Arezzo / Cortona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets

 …see more

from £77 / night

£539 / week

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from £77 / night

26

Terranuova Bracciolini holiday home rental

Province of Arezzo / Terranuova Bracciolini

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Country house with private swimming pool. Ideal for families seeking relaxation.<br />A perfect place where to spend your holidays close to the most beautiful cities and towns in Tuscany.  …see more

from £120 / night

£812 - £1539 / week

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from £120 / night

(1) Excellent 

18

Holiday apartment rental

Province of Arezzo / Anghiari

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
~300 year old stone farmhouse ~Countryside location, a short drive from Anghiari ~Easy reach of major attractions in Tuscany & Umbria ~Large garden with swimming pool ~Flexible change-over day and length of stay A traditional 18th Century stone farmhouse situated i  …see more

from £160 / night

£890 - £1190 / week

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from £160 / night

(3) Excellent 

4

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Good value Tuscan Home for families or friends, Private pool, beautiful views, lots of space both inside and out. Additional facilities can be provided - A chef to prepare a lovely lunch or dinner for that special occasion, a concierge serve with local insight,  …see more

from £178 / night

£1240 - £2351 / week

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from £178 / night

11

Holiday villa with shared pool in Pian di Sco

Castelfranco Piandisco / Pian di Sco

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Set in a beautiful farming estate, which has transformed its charming XVIIth century convent into an ultra stylish rural hideaway, it is the perfect retreat for discerning guests who love the countryside, art, food and wine of Italy. Besides villa La Leccina, this ancie  …see more

from £449 / night

£3137 - £4274 / week

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from £449 / night

(4) Excellent 

13

Province of Arezzo / Castiglion Fibocchi

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £86 / night

£599 / week

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from £86 / night

(3) Very Good 

42

Holiday apartment with shared pool in Montalla

Cortona / Montalla

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 traditio  …see more

from £137 / night

£730 - £1393 / week

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from £137 / night

(36) Excellent 

24

Poppi holiday villa rental

Province of Arezzo / Poppi

8 20 7 nights min

  • 8 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
“Amazing Villa!” This villa was amazing! The house and the garden were much more beautiful than in the pictures. The view from the house was spectacular. Francesca was very helpful and she arranged as horse back riding, fresh breakfast breds, pizzas, c  …see more

from £269 / night

£1881 - £3847 / week

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from £269 / night

87

Holiday villa in Antria

Arezzo / Antria

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
Villa Poggio del Gallo offers a luxury accommodation in Tuscany; the villa is set on a secluded ridge, overlooking vineyards and olive groves, with the historical hilltop town of Arezzo in the background. This privileged location combines the advantages of utmost privac  …see more

from £250 / night

£1744 - £2616 / week

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from £250 / night

59

Province of Arezzo / Monte San Savino

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £146 / night

£1368 / week

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from £146 / night

(8) Excellent 

20

Holiday apartment in Anghiari

Province of Arezzo / Anghiari

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 130 km
A beautiful apartment offering comfort and elegance in a stunning Tuscan medieval hill town. Spectacular views combined with access to airports at Perugia, Florence, Bologna and Pisa. A perfect base to enjoy the rich culture of Tuscany and Umbria.<br />Swimming po  …see more

from £42 / night

£300 / week

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from £42 / night

28

Province of Arezzo / Castiglion Fibocchi

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £26 / night

£180 / week

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from £26 / night

(2) Excellent 

16

Province of Arezzo / Chiusi della Verna

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £69 / night

£479 / week

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from £69 / night

42

Province of Arezzo / Cortona

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £68 / night

£471 / week

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from £68 / night

17

Apartment rental in Foiano Della Chiana with shared pool

Province of Arezzo / Foiano Della Chiana

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Beautiful country estate situated in the vicinity of Cortona, a charming medieval town in the south of Tuscany, close to the well-known cities full of art of Siena, Arezzo and Perugia. Surrounded by picturesque Tuscan countryside, this property comprises three typical s  …see more

from £68 / night

£472 - £885 / week

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from £68 / night

(1) Excellent 

28

Province of Arezzo / Foiano Della Chiana

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £42 / night

£354 - £534 / week

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from £42 / night

35

Holiday villa with swimming pool in Loro Ciuffenna

Loro Ciuffenna / Malva

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
For those who love nature and the Tuscany countryside, our country villa “Oliveta” is the ideal holiday destination in Tuscany. The villa is located on the Aretine Chianti hills, in a lovely countryside area at the foot of Pratomagno mountain and along to th  …see more

from £124 / night

£941 / week

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from £124 / night

(1) Excellent 

27

Holiday villa in Cortona

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
“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 characte  …see more

from £141 / night

£983 - £2180 / week

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from £141 / night

18

Apartment rental in Civitella in Val di Chiana

Province of Arezzo / Civitella in Val di Chiana

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Private garden
Just 40mins from Florence, Siena and Cortona and 20mins from Arezzo. Conveniently situated for many beautiful Tuscan hill towns. We produce our own wine, also our wine tour will introduce you to some of the great wines of the region. We're happy to help and advise  …see more

from £110 / night

£770 / week

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from £110 / night

14

Castiglion Fiorentino / Montecchio Vesponi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £56 / night

£342 - £539 / week

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from £56 / night

(2) Excellent 

21

Stia holiday apartment rental

Province of Arezzo / Stia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Appartamento GIRASOLELa Fagiana Holiday Rental is in an optimal position. You will be able to fully enjoy the peace and the quietness of the region as well as being in a good position for numerous outdoor activities, such as horse riding, golf, tennis, mountain  …see more

from £90 / night

£629 - £1107 / week

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from £90 / night

(3) Excellent 

24

Chiusi della Verna holiday farmhouse rental

Province of Arezzo / Chiusi della Verna

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
wonderful surroundings, inmidst nature, pool, calm, great garden/lawn, perfect place to spend your holidays with a mixture of relax and cultural tripideal for family or group of friendshiking, mountainbiking, relax, silence, nature, sightseeing, cultural events  …see more

from £86 / night

£599 - £1103 / week

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from £86 / 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 £107 / night

£611 - £759 / week

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from £107 / night

16

Bagnolo holiday villa rental

Cortona / Bagnolo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria.  …see more

from £149 / night

£1039 - £1406 / week

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from £149 / night

(5) Excellent 

43

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £65 / night

£449 / week

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from £65 / night

(4) Excellent 

32

Castelfranco Piandisco / Castelfranco di Sopra

2 4 1 night min

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

 …see more

from £84 / night

£573 - £642 / week

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from £84 / night

21

Holiday villa in Lucignano

Province of Arezzo / Lucignano

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Casa Luisa is a completely refurbished 3 bedroom property. It is located between Lucignano and Sinalunga, about 10 mins from the A1 Betolle toll. The houses in the tiny hamlet are mainly farms and the sheep one can hear in the distance have bells around their necks and  …see more

from £108 / night

£750 - £2200 / week

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from £108 / night

20

Castle rental in Stia

Province of Arezzo / Stia

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Ask about pets
  • Private garden
Medieval Little Guard Tower situated in a beautiful and undiscovered corner of Tuscany, the Casentino Valley, between Arezzo and Florence. Enjoy the beauty and peace of the ancient hamlet of Porciano with its stone paved walkways, centuries old church and breathtaking v  …see more

from £52 / night

£321 - £342 / week

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from £52 / night

(1) Excellent 

28

Holiday farmhouse rental

Province of Arezzo / Anghiari

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
Fabulous Tuscan retreat. Private pool - outdoor oven - private woodland - the perfect place to get away from it all.  …see more

from £245 / night

£1710 / week

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from £245 / night

(1) Excellent 

24

Holiday villa in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 23 km
  • Swimming pool
  • Suitable for children age 5+
Luxury Tuscan Villa . Villa for family reunions in Tuscany and for those looking for a stylish retreat.  …see more

from £465 / night

£3250 / week

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from £465 / night

(3) Very Good 

24

Holiday apartment with shared pool in Chiusi della Verna

Province of Arezzo / Chiusi della Verna

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
wonderful surroundings, inmidst nature, pool, calm, great garden/lawn, perfect place to spend your holidays with a mixture of relax and cultural tripideal for families or group of friendshiking, mountainbiking, relax, silence, nature, sightseeing, cultural events  …see more

from £49 / night

£317 - £471 / week

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from £49 / night

22

Apartment rental in Anghiari with shared pool

Province of Arezzo / Anghiari

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Our properties are inserted in the historical farmhouse Fattoria La Scheggia, a small rural hamlet dating back to the 15th century and located in Arezzo province - Tuscany, Italy.In the restructured places, the modern comfort doesn't displace the rural old styl  …see more

from £92 / night

£642 / week

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from £92 / night

(6) Excellent 

40

Lucignano holiday home accommodation

Province of Arezzo / Lucignano

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
A separate two bedroom garden apartment can be combined with Casa Terrazza to provide total accom for 11.  …see more

from £128 / night

£838 - £1083 / week

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from £128 / night

(6) Very Good 

44

Holiday apartment rental

Cortona / Centoia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
Delightful spacious self catering apartment in beautifully restored 18th century Tuscan farmhouse with pool. Rural, quiet & relaxing yet close to the charming Etruscan town of Cortona & within easy reach of the major art & cultural centres of Tuscany & U  …see more

from £60 / night

£385 - £676 / week

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from £60 / night

(2) Excellent 

25

Mercatale di Cortona holiday home rental

Cortona / Mercatale di Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 22 km
  • Swimming pool
  • Child friendly
Charming stone farmhouse with original features. Perfect for family holidays. Private fenced pool, table tennis and Wifi Beautiful countryside views. Only 2 kilometres from a village with shops and restaurant. Sought after location on the Tuscany-Umbria border.  …see more

from £150 / night

£884 - £1550 / week

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from £150 / night

(2) Very Good 

32

Holiday villa with swimming pool in Capolona

Arezzo / Capolona

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Caterina is a nice villa with large garden and private swimming pool.Villa Caterina enjoys a spectacular view over the city of Arezzo.  …see more

from £110 / night

£770 / week

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from £110 / night

20

Holiday apartment in Bucine

Province of Arezzo / Bucine

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Podere Le Fornaci is situated just outside the village of Bucine, located along the stream Ambra and where the Chianti hills meet the upper valley of the river Arno. Due to its strategic position Bucine has been an important area of transit since the Roman period, as te  …see more

from £54 / night

£377 - £684 / week

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from £54 / night

20

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

5 15 7 nights min

  • 5 bedrooms
  • Sleeps 15
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Luxurious detached villa with private pool in southern Tuscany near Cortona. Panoramic and quiet location. 5 bedrooms, 11 bed places + 2 double sofa beds. Air conditioning and Wi-fi internet connection.  …see more

from £428 / night

£2992 / week

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from £428 / night

10

Province of Arezzo / Anghiari

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £120 / night

£770 - £941 / week

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from £120 / night

(1) Excellent 

11

Province of Arezzo / Loro Ciuffenna

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Ask about pets

 …see more

from £83 / night

£582 - £1154 / week

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from £83 / night