Cycling holiday villas and apartments Province of Arezzo

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817 Holiday homes

Filters applied: Cycling holidays (817)

5

Province of Arezzo / Pergine Valdarno

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £173 / night

£1078 / week

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from £173 / night

24

Villa Bellavista - Civitella in Val di Chiana villa sleeps 9

Province of Arezzo / Civitella in Val di Chiana

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly
The setting of this villa is nothing short of spectacular, commanding unspoilt, panoramic views over the Chiana Valley and the hilltop town of Civitella from its privileged, elevated vantage-point on a wooded hillside. The spacious interiors are tastefully furnished in  …see more

from £222 / night

£1552 - £2462 / week

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from £222 / night

4

La Tuia Vacanze Country house close to the Chianti - Montevarchi villa sleeps 4

Province of Arezzo / Montevarchi

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 180 km
  • Child friendly
  • Private garden
Size: Sleeps up to 4, 2 bedrooms. Will consider: Long lets / Shorts breaks Access: Car essentialFamily friendly: Suitable for children of all agesNotes: No pets allowed / No smoking at this property / Self-cateringLa Tuia Vacanze is located in a great hilltop position w  …see more

from £104 / night

£725 / week

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from £104 / night

16

Tuscan hideaway: charming rural villa with pool and spectacular views, sleeps 4 - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
A special hide-away in Tuscany ! Casa Serena is a really charming little house/villa is set in the middle of olive grove and surrounded Tuscan woodland, and provides privacy and serenity for a truly relaxing vacation. During Autumn and winter, there are the spectacular  …see more

from £94 / night

£653 - £938 / week

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from £94 / night

(1) Excellent 

13

LE MURA ETRUSCHE - Cortona apartment sleeps 4

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
THE CHARM OF THE MIDDLE AGES-Etruscan walls, a wonderful and relaxing view over the Chiana Valley from the beautiful terrace, above the Etruscan walls.A building of 1200 decorated with love between ancient and modern, a garden that is based on the Etruscan walls, after  …see more

from £57 / night

£388 - £561 / week

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from £57 / night

13

Province of Arezzo / Pratovecchio

8 15 1 night min

  • 8 bedrooms
  • Sleeps 15
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £61 / night

£388 - £2742 / week

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from £61 / night

16

Casa Mila Garden Apartment - Sansepolcro apartment sleeps 2

Province of Arezzo / Sansepolcro

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Car not necessary
Casa Mila is in the center of the historic Renaissance walled town of Sansepolcro in Tuscany. This spacious ground floor 1 bedroom 1 bathroom self catering apartment is well equipped and has direct access to a large, tranquil garden ideal for relaxing with a wine after  …see more

from £74 / night

£436 / week

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from £74 / night

11

Appartamento Olivo - Anghiari apartment sleeps 2

Province of Arezzo / Anghiari

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 138 km
On the top of a hill, in the charming hamlet of Padonchia are 2 beautifully kept, 1 or 2 bedroom, traditional Tuscan apartments. The owners have restored them lovingly, maintaining original features and enhancing each room with antique furniture. Both have stunning vi  …see more

from £56 / night

£388 / week

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from £56 / night

(1) Excellent 

30

Casa Cornacchi Country House - Montebenichi hotel apartment sleeps 40

Bucine / Montebenichi

17 40 3 nights min

  • 17 bedrooms
  • Sleeps 40
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
Casa Cornacchi is a Tuscan country house located within a unique combination of picture-perfect landscape of golden, rolling hills, winding country roads lined with cypress trees and lush, hearty food, friendly people and a rich cultural legacy of Renaissance art, class  …see more

from £2788 / night

£14225 / week

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from £2788 / night

7

Province of Arezzo / Bucine

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £182 / night

£1268 / week

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from £182 / night

(2) Excellent 

22

Il Conventone - Anghiari apartment sleeps 6

Province of Arezzo / Anghiari

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 90 km
  • Child friendly
  • Car not necessary
Set in the heart of the historic centre of Anghiari, a beautiful, medieval, hill top town in Tuscany, this apartment has been renovated to an extremely high, luxurious standard, whilst respecting the history of the building, maintaining as many original features as poss  …see more

from £87 / night

£604 / week

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from £87 / night

(1) Excellent 

9

CASA FLORA - Lucignano house sleeps 6

Province of Arezzo / Lucignano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+
  • Ask about pets
  • Private garden
Located in building of the historical center Lucignano a few steps from St. Francesco Square and from the City Hall, where is kept the “tree of life”, best known as “Golden tree”, a reliquary unique in it's kind realized between 1438 and 1479. The house is  …see more

from £69 / night

£483 / week

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from £69 / night

16

Villa Ceppeto - La Limonaia - Monte San Savino barn sleeps 2

Province of Arezzo / Monte San Savino

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary
Vacation Home Villa Ceppeto was an old barn and it lies on a 17.30 acres (70.000 sq.meters) private property located on the border of Chianti: there are beautiful walks and mountain bike trails through 700 olive trees, woods and fields of irises. There is even a little  …see more

from £82 / night

£561 / week

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from £82 / night

12

Bibbiena / Casentino

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £87 / night

£604 / week

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from £87 / night

23

Farmhouse apartment "The Porch" w/pool & garden - Loro Ciuffenna apartment sleeps 4

Province of Arezzo / Loro Ciuffenna

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
** TRIP ADVISOR 2014 CERTIFICATE OF EXCELLENCE WINNER **THIS ADVERT SHOWS APARTMENT #2 "IL LOGGIATO: Beautiful, independent self-catering apartment in ancient Tuscan farmhouse with private swimming pool.The house is on a 30 acres property on the slopes of Pratomagn  …see more

from £81 / night

£338 - £533 / week

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from £81 / night

5

Province of Arezzo / Poppi

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly

 …see more

from £124 / night

£863 / week

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from £124 / night

(14) Excellent 

25

Casa Fantone - Poppi villa sleeps 12

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
The spacious villa, 250 square meters, can accomodate 10 + 2 people with 5 bedrooms and 3 bathrooms. It has a good level of furniture. It has modern kitchen, with stainless steel cutlery, and modern bathroom facilities, but it still gives one the feeling of stepping bac  …see more

from £195 / night

£914 - £1893 / week

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from £195 / night

(1) Very Good 

24

Villa Calcinaio - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
Awarded as one of the prettiest and most comfortable villas in Tuscany, Villa Calcinaio with its private swimming pool stands proudly in Cortona and offers amazing views over the Chiana Valley as well as the Church of "Santa Maria delle Grazie al Calcinaio", from which  …see more

from £68 / night

£470 - £595 / week

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from £68 / night

9

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 £121 / night

£776 - £949 / week

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from £121 / night

10

Arezzo / Capolona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £80 / night

£556 / week

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from £80 / night

(1) Excellent 

12

Large Tuscan farmhouse apartment in beautiful Cortona countryside, four bedrooms, pool access - Cortona farmhouse sleeps 6

Province of Arezzo / Cortona

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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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Pricing unknown

15

Province of Arezzo / Poppi

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Nearest beach 100 km
  • Child friendly
  • Pet friendly

 …see more

from £130 / night

£432 / week

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from £130 / night

24

Montemiliano - Fienile - Monterchi farmhouse sleeps 13

Province of Arezzo / Monterchi

3 13 Min stay varies

  • 3 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Private garden
The Fienile is part of Montemiliano Farmhouse, which is described in detail below. Formerly a hay barn, it is disposed on two floors both large apr. 50 square meters and with independent access. The upper one has two bedrooms and the lower one a self-contained apartment  …see more

from £173 / night

£1207 - £5906 / week

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from £173 / night

24

Province of Arezzo / Bucine

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

 …see more

from £124 / night

£863 / week

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from £124 / night

15

Province of Arezzo / Cortona

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £164 / night

£1147 / week

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from £164 / night

25

House in Val di Chiana Tuscany - Monte San Savino apartment sleeps 5

Province of Arezzo / Monte San Savino

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Private garden
The house in Alberoro - in the heart of the Chiana Valley The pink house is located in Alberoro, in the Arezzo province, immersed into the beautiful nature of the Chiana valley. The house is found in the middle of orchards, next to the warehouse of a fruit farm, which b  …see more

from £78 / night

£544 / week

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from £78 / night

19

Wonderful traditional Tuscan a - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
'Vecchio Frantoio' is a bright and spacious air-conditioned two-bedroom apartment reconstructed from an ancient olive mill. Chestnut beams, terracotta tiles and antique stone all in the Tuscan manner add to the character of this comfortable and beautiful apart  …see more

from £121 / night

£776 / week

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from £121 / night

15

PODERE SPINABBIO - Castiglion Fiorentino cottage sleeps 10

Province of Arezzo / Castiglion Fiorentino

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
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

30

Province of Arezzo / Montevarchi

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £130 / night

£906 / week

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from £130 / night

22

The Orangery: Cortona holiday villa with private pool and garden - Cortona villa sleeps 5

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The Orangery” is a charming and cosy detached house wisely set in a large property against a breathtaking landscape that includes an additional accommodation facilities. Each one has its own private garden, swimming pool and spaces for exclusive use to completely r  …see more

from £169 / night

£733 - £1117 / week

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from £169 / night

7

LA TESA Olivo - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
You will find 4 spacious apartments for your stay in Cortona, bright and comfortable and an outbuilding between the olive trees.Farmhouse La Tesa is the best that a country house can give you for your holiday in the heart of Tuscany. You will experience a rejuvenating e  …see more

from £35 / night

£475 / week

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from £35 / night

(4) Very Good 

23

Casa La Quercia County apt with views and pool - Cortona villa sleeps 6

Province of Arezzo / Cortona

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded  …see more

from £87 / night

£733 - £1121 / week

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from £87 / night

(5) Excellent 

15

Villa Maria. Nonna, Tuscany - Castiglion Fiorentino apartment sleeps 5

Province of Arezzo / Castiglion Fiorentino

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
Tucked away in a quiet corner of Tuscany lies Villa Maria offering great value family vacations.The villa offers two lovely independent apartments which are perfect for family and friends offering a huge pool with water fall and unspoilt vistas of the historic valley of  …see more

from £82 / night

£572 - £707 / week

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from £82 / night

24

Montemiliano - La Rimessa - Monterchi farmhouse sleeps 4

Province of Arezzo / Monterchi

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 130 km
  • Swimming pool
  • Private garden
La Rimessa is part of Montemiliano Farmhouse, which is described in detail below. Surrounded by a green garden, it has become a charming studio apartment with cooking area, small fireplace, and bathroom. Can accommodate up to 4 people. Garden, with table and , chairs, l  …see more

from £69 / night

£432 - £475 / week

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from £69 / night

(12) Excellent 

25

Villa Senaia - Castiglion Fiorentino villa sleeps 8

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Senaia In stunning Tuscany, along its endless artistic heritage and countryside, where stretches of silvery olive trees stand after vineyards and cypress trees, lies the Villa Senaia. An ancient stone farmhouse, located in a strategic position where it is easy t  …see more

from £328 / night

£1250 - £2742 / week

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from £328 / night

39

La Torre degli Elci - Cortona villa sleeps 12

Province of Arezzo / Cortona

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Torre degli Elci is set in the greens of the Tuscan countryside, midst olives and cypress trees and just 4 km from Cortona. The name of the Villa derives from the old sighting tower which has testimonials from 13th and 14th century and which became a monastery and  …see more

from £296 / night

£2069 - £3535 / week

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from £296 / night

(3) Excellent 

21

Tuscan Family Villa Castiglioni, Pool easy access - Cortona villa sleeps 12

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 26 km
  • Swimming pool
  • Child friendly
This exceptional, luxurious and impeccable private estate in Castiglion Fiorentino offers seamless indoor-outdoor living in absolute comfort. Extraordinary views of both the famed Montechio Castle and, the Eternal Tuscan hill town of Castiglion Fiorentino can be easily  …see more

from £462 / night

£3228 - £4371 / week

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from £462 / night

(1) Excellent 

25

Province of Arezzo / Anghiari

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 145 km
  • Child friendly
  • Ask about pets

 …see more

from £52 / night

£311 / week

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from £52 / night

(2) Excellent 

32

Il Mulino - Farmhouse with pool near Lucignano - Lucignano farmhouse sleeps 10

Province of Arezzo / Lucignano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Mulino in Italian means Mill and this house used to be the mill of the estate. It still retains some of the original features including the two long stone walls which used to channel the water from a nearby stream towards the mill. Today these two walls form a natural e  …see more

from £448 / night

£3130 - £3819 / week

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from £448 / night

27

Elves Paolo Fabia - Poppi villa sleeps 8

Province of Arezzo / Poppi

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
In the heart of the National Park of Casentino Forests is this original Tuscan house reformed according to the highest standards to live a long time and not only for tourism uses and now destinated to tourist rent. At 800 m. height of the summer weather conditions are p  …see more

from £161 / night

£1121 - £2156 / week

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from £161 / night

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