Cycling holiday villas and apartments Province of Arezzo | Holiday Lettings

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Province of Arezzo

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787 Holiday homes

Filters applied: Cycling holidays (787)

(23) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Warm welcome, fabulous villa, idyllic setting.” Fantastic welcome from the family. Clean, spacious and full of character. Surrounded by woodland but also great views. On white road about 5km uphill from Poppi, roads a little narrow at times. Pool on  …see more

from £170 / night

£1017 - £2373 / week

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from £170 / night

(13) Excellent 

17

Holiday apartment rental

Province of Arezzo / Ambra

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Lovely accomodation, clean, modern and well looked after with a large pool” Had a lovely time at Vepri. Really enjoyed the lovely large pool. The accommodation was modern, spacious and very well looked after. Vepri is a small complex of apartments  …see more

from £43 / night

£295 - £479 / week

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from £43 / night

24

Castel Focognano holiday villa rental

Province of Arezzo / Castel Focognano

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
Relax in Tuscany. The Villa have been renovated with materiaI typical of Tuscany. The pool is open from June to 1 October. A bit further down the villa has a elegant pool, also in a dream Absolutely quiet and even with hot summer enjoying the fresh air of this fantasti  …see more

from £255 / night

£1526 - £3094 / week

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from £255 / night

(1) Excellent 

27

Holiday villa in Anghiari

Province of Arezzo / Anghiari

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa Monterosi has been renovated using traditional Tuscan and ecological material and yet has all the modern comforts. Outside you will find an original pizza oven, two furnished terraces with pergolas for eating al fresco, a private swimming pool and gorgeous garden.  …see more

from £170 / night

£848 - £1526 / week

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from £170 / night

22

Castiglion Fibocchi holiday apartment let

Province of Arezzo / Castiglion Fibocchi

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
A breathtaking view, an age-old sense of peace and unspoiled nature together with the high level of comfort of the three apartments make this house the ideal destination for those who wish to spend a relaxing holiday in Tuscany.  …see more

from £72 / night

£500 - £865 / week

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from £72 / night

35

Cortona / Bagnolo

5 12 3 nights min

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

 …see more

from £255 / night

£975 - £2162 / week

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from £255 / night

(2) Excellent 

26

Province of Arezzo / Sansepolcro

9 23 Min stay varies

  • 9 bedrooms
  • Sleeps 23
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £721 / night

£2119 - £4543 / week

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from £721 / night

(3) Excellent 

31

Province of Arezzo / Badia Agnano

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £212 / night

£1484 - £3382 / week

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from £212 / night

28

Holiday apartment rental

Province of Arezzo / Lucignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
Centro storico, attactions/cafes/restaurants right on your doorstep!2 bedroom apartment created from restored medieval olive oil millown garden for alfresco dining/relaxLucignano charming village, great access to all major Tuscan attractionTuscany village holidayPlease  …see more

from £71 / night

£450 - £634 / week

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from £71 / night

(33) Excellent 

25

Holiday villa rental

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £200 / night

£1399 - £2500 / week

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from £200 / night

(1) Excellent 

30

Arezzo / Antria

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £71 / night

£496 - £1089 / week

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from £71 / night

33

Province of Arezzo / Loro Ciuffenna

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

 …see more

from £36 / night

£246 - £424 / week

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from £36 / night

(12) Excellent 

30

Bibbiena holiday villa rental

Province of Arezzo / Bibbiena

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
The Villa, constructed at the end of the 18th century, offers a relaxing and comfortable stay to whoever wishes to spend their holidays in Tuscany. The Villa has been furnished in a very comfortable way with quality furniture, in part antique and in part in stile, creat  …see more

from £238 / night

£1272 - £3306 / week

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from £238 / 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 £145 / night

£1356 / week

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from £145 / night

(3) Excellent 

24

Chiusi della Verna holiday farmhouse rental

Province of Arezzo / Chiusi della Verna

4 5 Min stay varies

  • 4 bedrooms
  • Sleeps 5
  • 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 £85 / night

£551 - £1094 / week

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from £85 / night

22

Province of Arezzo / Arezzo

14 30 Min stay varies

  • 14 bedrooms
  • Sleeps 30
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £1356 / night

£5585 - £6229 / week

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from £1356 / night

(3) Excellent 

32

Holiday b&b in Ambra

Province of Arezzo / Ambra

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 127 km
  • Suitable for children age 5+
  • Ask about pets
A stay based in Ambra can be as busy or relaxed as wished and caters for all visitor needs, great eating places. Friendly local folk, lots to see and do. There is a outdoor pool complex & hot springs nearby. The countryside is glorious and is wonderful for walking.A  …see more

from £100 / night

£700 / week

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from £100 / night

10

Province of Arezzo / Sansepolcro

1 3 Min stay varies

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

 …see more

from £51 / night

£297 / week

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from £51 / night

(3) Very Good 

10

Province of Arezzo / Bibbiena

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £50 / night

£509 / week

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from £50 / night

(4) Excellent 

9

Holiday apartment with shared pool in Castel San Niccolo

Province of Arezzo / Castel San Niccolo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Residence Borgo Caiano: a special place for rural and countryside retreats!Relaxing holiday, vacation and holiday children's families. Swimming and trekking.. a place to feel at home!  …see more

Pricing unknown

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Pricing unknown

24

Pergine Valdarno / Pieve A Presciano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £527 / night

£3683 / week

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from £527 / 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 £67 / night

£468 - £878 / week

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from £67 / night

(3) Very Good 

17

Stia holiday apartment rental

Province of Arezzo / Stia

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Casa Teresa is a romantic holiday cottage situated in 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 br  …see more

from £49 / night

£339 - £424 / week

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from £49 / night

14

Holiday villa with swimming pool in Lucignano

Province of Arezzo / Lucignano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly
Villa Ulivi is a luxury villa for rent in Tuscany; the villa was completely restored in the last years and whilst the exterior is very in keeping with the local architecture, the interiors are modern and comfortable with every thing new, fresh and carefully considered t  …see more

from £382 / night

£2670 - £3814 / week

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from £382 / night

(1) Excellent 

19

Holiday apartment with shared pool in Fratta Santa Caterina

Cortona / Fratta Santa Caterina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
We can arrange special days or tours such as;Wine TastingCookingCyclingPaintingWalkingWeddings  …see more

from £59 / night

£409 - £552 / week

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from £59 / night

17

Province of Arezzo / Sansepolcro

10 26 Min stay varies

  • 10 bedrooms
  • Sleeps 26
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

 …see more

from £594 / night

£3191 / week

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from £594 / night

16

Province of Arezzo / Anghiari

3 6 2 nights min

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

 …see more

from £85 / night

£467 / week

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from £85 / night

4

Holiday villa in Arezzo

Province of Arezzo / Arezzo

8 1 3 nights min

  • 8 bedrooms
  • Sleeps 1
  • 3 nights min
  • Child friendly
  • Pet friendly
' is  …see more

from £678 / night

£2458 / week

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from £678 / 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

(36) Excellent 

35

Province of Arezzo / Poppi

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £43 / night

£297 / week

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from £43 / night

(2) Excellent 

60

Holiday villa with shared pool in Ambra

Province of Arezzo / Ambra

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Fantastic place in the heart of Tuscany.Ideal for relax and to visit Florence, Siena, Arezzo, towns and landscape unique in the world (Chianti, Val d'Orcia) famous for wines, olive oil and cheese. Reacheable by public transport.  …see more

from £85 / night

£594 - £683 / week

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from £85 / night

(55) Excellent 

32

Arezzo holiday villa rental

Province of Arezzo / Arezzo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Luxury villa located in the heart of Tuscany with wellness centre, large private park, heated swimming pool and fully stocked wine cellar5 suite and 1 standard bedroom, it can give hospitality up to 12+4 persons. Wi-Fi internet connection.  …see more

from £303 / night

£2119 - £4238 / week

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from £303 / 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

23

Holiday farmhouse with shared pool in Foiano Della Chiana

Province of Arezzo / Foiano Della Chiana

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Traditional brick farmhouse, situated at the top of a hill, where there is always a cool breeze, and where one can enjoy a magnificent view of the Valdichiana. The original building has been divided into three delightful apartments.  …see more

from £73 / night

£509 - £865 / week

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from £73 / night

(2) Excellent 

21

Holiday farmhouse with swimming pool in Cortona

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
“Stunning views, lovely house, helpful owner.” Cortona is a very picturesque medieval town and this villa is a longish walk from the town itself up a very windy road. The house is only a few years old but built in the style of the old houses. It has la  …see more

from £146 / night

£1017 - £1653 / week

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from £146 / night

(1) Excellent 

28

Province of Arezzo / Foiano Della Chiana

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £42 / night

£351 - £529 / week

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from £42 / night

23

Holiday villa in Arezzo

Province of Arezzo / Arezzo

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Detached villa with private pool in hilly and quiet location near Arezzo (southern Tuscany). 9 sleeps + double sofa bed. Large porch with table, chairs, barbecue and cooking corner near the pool.  …see more

from £175 / night

£1221 - £2492 / week

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from £175 / night

(14) Excellent 

25

Holiday villa rental

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Lovely place to relax” Expected alot from the reviews and pictures. And certainly expectations were met. A Delight for the senses . Very nice property, well maintained, with fantastic views. Lovely to sit by the pool watching the birds, the flight of  …see more

from £192 / night

£899 - £1861 / week

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from £192 / night

(2) Excellent 

11

Holiday villa in Cortona

Province of Arezzo / Cortona

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The garde  …see more

from £165 / night

£1150 / week

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from £165 / night

23

Province of Arezzo / Marciano della Chiana

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly

 …see more

from £339 / night

£2119 - £3645 / week

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from £339 / 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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