Cycling holiday villas and apartments Province of Arezzo

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  • Italy
  • Tuscany
  • Province of Arezzo

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  • Alberoro (4)
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  • Anghiari (36)
  • Arezzo (90)
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  • Badia Tedalda (1)
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  • Bucine (25)
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  • Castiglion Fiorentino (55)
  • Cavriglia (10)
  • Chiusi della Verna (4)
  • Cicogna (2)
  • Civitella in Val di Chiana (13)
  • Cortona (199)
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  • Foiano Della Chiana (21)
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  • Talla (5)
  • Terranuova Bracciolini (8)
  • Tregozzano (2)
  • Val di Chiana (1)

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804 Holiday homes

Filters applied: Cycling holidays (804)

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

(23) Excellent 

1 / 31

Townhouse rental in Cortona

Province of Arezzo / Cortona

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies

from $62 / night

$368 - $629 / week

Book Book View

from $62 / night

(10) Excellent 

1 / 24

Apartment rental in Ruffignano with swimming pool

Cortona / Ruffignano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $145 / night

$976 - $2308 / week

Book Book View

from $145 / night

(8) Excellent 

1 / 18

Holiday apartment in Cortona

Province of Arezzo / Cortona

1 bedroomSleeps 33 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay

from $79 / night

$513 - $558 / week

Book Book View

from $79 / night

Featured properties

1 / 20

Cortona holiday villa rental

Province of Arezzo / Cortona

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies

from $223 / night

$1449 - $3188 / week

Book Book View

from $223 / night

1 / 20

Arezzo holiday b&b rental

Province of Arezzo / Arezzo

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $179 / night

$1226 - $1839 / week

Book Book View

from $179 / night

(1) Excellent 

1 / 21

Holiday villa with swimming pool in Loro Ciuffenna

Province of Arezzo / Loro Ciuffenna

11 bedroomsSleeps 207 nights min stay

  • 11 bedrooms
  • Sleeps 20
  • 7 nights min stay

from $277 / night

$1936 - $3872 / week

Book Book View

from $277 / night

1 / 19

Cortona holiday apartment let

Province of Arezzo / Cortona

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $157 / night

$1004 - $1327 / week

Book Book View

from $157 / night

(7) Very Good 

1 / 30

Holiday apartment with shared pool in Pergine Valdarno

Province of Arezzo / Pergine Valdarno

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from $175 / night

$1226 - $1873 / week

Book Book View

from $175 / night

(2) Excellent 

1 / 28

Holiday villa with swimming pool, golf nearby in Arezzo

Province of Arezzo / Arezzo

5 bedroomsSleeps 117 nights min stay

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min stay

from $287 / night

$2007 - $3233 / week

Book Book View

from $287 / night

(6) Very Good 

1 / 53

Holiday villa with swimming pool in Caprese Michelangelo

Province of Arezzo / Caprese Michelangelo

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $79 / night

$552 - $4570 / week

Book Book View

from $79 / night

(2) Excellent 

1 / 43

Holiday villa in Cortona

Province of Arezzo / Cortona

4 bedroomsSleeps 103 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay

from $67 / night

$446 - $914 / week

Book Book View

from $67 / night

1 / 23

Holiday farmhouse rental

Province of Arezzo / Anghiari

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $303 / night

$2118 - $2452 / week

Book Book View

from $303 / night

(1) Excellent 

1 / 30

Holiday hotel apartment in Montebenichi

Bucine / Montebenichi

17 bedroomsSleeps 403 nights min stay

  • 17 bedrooms
  • Sleeps 40
  • 3 nights min stay

from $3605 / night

$18390 / week

Book Book View

from $3605 / night

(2) Excellent 

1 / 18

Holiday villa in Sansepolcro

Province of Arezzo / Sansepolcro

13 bedroomsSleeps 311 night min stay

  • 13 bedrooms
  • Sleeps 31
  • 1 night min stay

from $781 / night

$0 / week

Book Book View

from $781 / night

1 / 28

Holiday villa in Arezzo

Province of Arezzo / Arezzo

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $217 / night

$1516 - $3288 / week

Book Book View

from $217 / night

1 / 101

Holiday farmhouse with swimming pool in Cortona

Province of Arezzo / Cortona

10 bedroomsSleeps 207 nights min stay

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min stay

from $629 / night

$4403 - $5573 / week

Book Book View

from $629 / night

(2) Excellent 

1 / 15

Terranuova Bracciolini holiday farmhouse rental

Province of Arezzo / Terranuova Bracciolini

8 bedroomsSleeps 12Min stay varies

  • 8 bedrooms
  • Sleeps 12
  • Min stay varies

from $279 / night

$1895 - $3567 / week

Book Book View

from $279 / night

1 / 33

Holiday farmhouse letting

Province of Arezzo / Castiglion Fiorentino

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $158 / night

$1104 - $2107 / week

Book Book View

from $158 / night

(1) Excellent 

1 / 24

Capezzine holiday apartment let

Cortona / Capezzine

2 bedroomsSleeps 71 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay

from $151 / night

$1059 / week

Book Book View

from $151 / night

1 / 24

Cortona holiday villa let

Province of Arezzo / Cortona

5 bedroomsSleeps 9Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies

from $108 / night

$653 - $2207 / week

Book Book View

from $108 / night

(3) Excellent 

1 / 43

Holiday villa with swimming pool in Arezzo

Province of Arezzo / Arezzo

5 bedroomsSleeps 11Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies

from $446 / night

$2842 - $5963 / week

Book Book View

from $446 / night

1 / 39

Villa rental in Pian di Sco with swimming pool

Province of Arezzo / Pian di Sco

6 bedroomsSleeps 15Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies

from $168 / night

$1115 - $4737 / week

Book Book View

from $168 / night

1 / 35

Holiday villa with swimming pool in Loro Ciuffenna

Loro Ciuffenna / Malva

5 bedroomsSleeps 14Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies

from $190 / night

$1226 - $2564 / week

Book Book View

from $190 / night

(1) Very Good 

1 / 22

Holiday farmhouse with indoor pool in Arezzo

Province of Arezzo / Arezzo

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $159 / night

$1108 - $2062 / week

Book Book View

from $159 / night

(2) Very Good 

1 / 12

Holiday villa with shared pool in Cortona

Province of Arezzo / Cortona

3 bedroomsSleeps 57 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay

from $136 / night

$949 - $1592 / week

Book Book View

from $136 / night

1 / 42

Holiday cottage rental

Province of Arezzo / Cortona

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $89 / night

$613 - $1115 / week

Book Book View

from $89 / night

1 / 36

Holiday villa in Cortona

Province of Arezzo / Cortona

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $180 / night

$1260 - $2140 / week

Book Book View

from $180 / night

(1) Very Good 

1 / 24

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $294 / night

$603 - $2058 / week

Book Book View

from $294 / night

1 / 14

Home rental in Cortona with shared pool

Province of Arezzo / Cortona

3 bedroomsSleeps 84 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min stay

from $365 / night

$2183 / week

Book Book View

from $365 / night

(1) Excellent 

1 / 87

Cortona holiday apartment rental

Province of Arezzo / Cortona

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $112 / night

$758 - $870 / week

Book Book View

from $112 / night

1 / 42

Holiday apartment with shared pool in Montalla

Cortona / Montalla

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $179 / night

$952 - $1586 / week

Book Book View

from $179 / night

(1) Excellent 

1 / 38

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $228 / night

$1594 - $3667 / week

Book Book View

from $228 / night

1 / 30

Holiday home in Cortona

Province of Arezzo / Cortona

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $72 / night

$453 - $951 / week

Book Book View

from $72 / night

(3) Excellent 

1 / 23

Holiday villa with swimming pool in Capolona

Arezzo / Capolona

9 bedroomsSleeps 187 nights min stay

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min stay

from $383 / night

$2675 - $4347 / week

Book Book View

from $383 / night

(2) Excellent 

1 / 20

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

6 bedroomsSleeps 167 nights min stay

  • 6 bedrooms
  • Sleeps 16
  • 7 nights min stay

from $743 / night

$5199 - $7632 / week

Book Book View

from $743 / night

(3) Excellent 

1 / 21

Villa rental in Sansepolcro with swimming pool

Province of Arezzo / Sansepolcro

13 bedroomsSleeps 30Min stay varies

  • 13 bedrooms
  • Sleeps 30
  • Min stay varies

from $1004 / night

$3823 - $5016 / week

Book Book View

from $1004 / night

1 / 22

Bagnolo holiday villa rental

Cortona / Bagnolo

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $335 / night

$1282 - $3400 / week

Book Book View

from $335 / night

(1) Excellent 

1 / 32

Holiday villa with swimming pool in Capolona

Arezzo / Capolona

3 bedroomsSleeps 97 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $144 / night

$1004 - $1839 / week

Book Book View

from $144 / night

(31) Excellent 

1 / 21

Holiday villa rental

Cortona / Montanare

4 bedroomsSleeps 105 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min stay

from $332 / night

$2102 - $2766 / week

Book Book View

from $332 / night

1 / 54

Holiday villa with swimming pool in Arezzo

Province of Arezzo / Arezzo

5 bedroomsSleeps 11Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies

from $446 / night

$2842 - $5684 / week

Book Book View

from $446 / night

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