Cycling holiday villas and apartments Tuscany

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  • Italy
  • Tuscany

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  • Maremma (7)
  • Province of Arezzo (806)
  • Province of Florence (1,087)
  • Province of Grosseto (422)
  • Province of Livorno (322)
  • Province of Lucca (877)
  • Province of Massa Carrara (178)
  • Province of Pisa (599)
  • Province of Pistoia (180)
  • Province of Prato (22)
  • Province of Siena (1,002)

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5,503 Holiday homes

Filters applied: Cycling holidays (5,503)

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

(5) Excellent 

1 / 57

Holiday apartment with shared pool in Tuscany

Province of Pisa / Volterra

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $110 / night

$770 - $1622 / week

Book Book View

from $110 / night

(1) Excellent 

1 / 27

Tuscany holiday apartment rental

Florence / Central Florence

2 bedroomsSleeps 102 nights min stay

  • 2 bedrooms
  • Sleeps 10
  • 2 nights min stay

from $307 / night

$1756 / week

Book Book View

from $307 / night

(2) Excellent 

1 / 52

Forte Dei Marmi holiday apartment rental

Province of Lucca / Forte Dei Marmi

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $56 / night

$324 - $1617 / week

Book Book View

from $56 / night

Featured properties

(17) Excellent 

1 / 49

Tuscany holiday apartment rental

San Gimignano / Castel San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $112 / night

$613 - $948 / week

Book Book View

from $112 / night

(5) Excellent 

1 / 46

Holiday farmhouse rental

San Gimignano / Montauto

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $259 / night

$1895 - $2564 / week

Book Book View

from $259 / night

(3) Excellent 

1 / 24

Farmhouse rental in Tuscany with shared pool

Province of Florence / Greve in Chianti

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $101 / night

$691 - $6041 / week

Book Book View

from $101 / night

(1) Excellent 

1 / 30

Home rental in Ansedonia with shared pool

Orbetello / Ansedonia

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $96 / night

$669 - $1672 / week

Book Book View

from $96 / night

(15) Excellent 

1 / 23

Holiday apartment in Lucca

Province of Lucca / Lucca

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $100 / night

$614 - $906 / week

Book Book View

from $100 / night

(11) Very Good 

1 / 30

Montescudaio holiday villa rental

Province of Pisa / Montescudaio

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $197 / night

$1377 - $3801 / week

Book Book View

from $197 / night

(1) Excellent 

1 / 29

Tuscany holiday farmhouse rental

Province of Florence / Greve in Chianti

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $134 / night

$891 - $1438 / week

Book Book View

from $134 / night

1 / 17

Holiday villa in Tuscany

Province of Lucca / Forte Dei Marmi

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $223 / night

$1672 - $1951 / week

Book Book View

from $223 / night

(2) Excellent 

1 / 49

Holiday farmhouse accommodation

Province of Lucca / Lucca

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $223 / night

$1226 - $3121 / week

Book Book View

from $223 / night

(6) Excellent 

1 / 15

Holiday home with swimming pool in Tuscany

Bagni Di Lucca / Guzzano-Pieve di Controne

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $219 / night

$1533 - $2190 / week

Book Book View

from $219 / night

(1) Very Good 

1 / 17

Tuscany holiday apartment rental

Province of Massa Carrara / Montignoso

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $79 / night

$0 / week

Book Book View

from $79 / night

(1) Excellent 

1 / 24

Tuscany holiday home rental

Province of Grosseto / Castiglione Della Pescaia

4 bedroomsSleeps 111 night min stay

  • 4 bedrooms
  • Sleeps 11
  • 1 night min stay

from $274 / night

$1912 / week

Book Book View

from $274 / night

(3) Very Good 

1 / 17

Tuscany holiday villa accommodation

Province of Siena / San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $136 / night

$949 - $1314 / week

Book Book View

from $136 / night

(3) Very Good 

1 / 24

Holiday villa with swimming pool in Tuscany

Province of Pisa / Montopoli in Val d'Arno

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $324 / night

$1784 - $3121 / week

Book Book View

from $324 / night

(1) Excellent 

1 / 22

Apartment accommodation in Tuscany

Province of Florence / Florence

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $123 / night

$781 - $1338 / week

Book Book View

from $123 / night

(8) Excellent 

1 / 32

Lucca holiday home rental

Province of Lucca / Lucca

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $112 / night

$669 - $1338 / week

Book Book View

from $112 / night

1 / 22

Tuscany holiday apartment rental

Florence / Ponte Vecchio

2 bedroomsSleeps 71 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay

from $313 / night

$1338 / week

Book Book View

from $313 / night

(1) Excellent 

1 / 11

Tuscany holiday hotel apartment accommodation

Orbetello / Fonteblanda

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $134 / night

$812 - $1498 / week

Book Book View

from $134 / night

(19) Excellent 

1 / 31

Tuscany holiday villa rental

Bagni Di Lucca / Guzzano-Pieve di Controne

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay

from $103 / night

$716 - $1012 / week

Book Book View

from $103 / night

(2) Very Good 

1 / 18

Holiday apartment rental

Castiglione Della Pescaia / Pian di Rocca

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $128 / night

$892 - $1115 / week

Book Book View

from $128 / night

(3) Very Good 

1 / 57

Holiday cottage in Tuscany

Province of Florence / Florence

1 bedroomSleeps 36 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 6 nights min stay

from $145 / night

$0 / week

Book Book View

from $145 / night

(1) Excellent 

1 / 35

Holiday b&b with golf nearby in Tuscany

Province of Lucca / San Martino in Freddana

3 bedroomsSleeps 12Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies

from $56 / night

$368 - $2742 / week

Book Book View

from $56 / night

(1) Excellent 

1 / 24

Holiday apartment in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

5 bedroomsSleeps 9Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies

from $207 / night

$1282 - $3322 / week

Book Book View

from $207 / night

1 / 19

Holiday villa with shared pool in Tuscany

Province of Lucca / Forte Dei Marmi

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $252 / night

$1640 - $3825 / week

Book Book View

from $252 / night

(4) Very Good 

1 / 100

Holiday apartment with shared pool in Tuscany

Province of Lucca / Forte Dei Marmi

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $67 / night

$391 - $1617 / week

Book Book View

from $67 / night

(7) Excellent 

1 / 25

Tuscany holiday villa rental

Province of Lucca / Coreglia Antelminelli

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $201 / night

$1338 - $2007 / week

Book Book View

from $201 / night

(7) Excellent 

1 / 24

Farmhouse rental in Tavarnelle Val di Pesa with swimming pool

Province of Florence / Tavarnelle Val di Pesa

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $140 / night

$976 - $1438 / week

Book Book View

from $140 / night

(1) Excellent 

1 / 24

Florence holiday penthouse rental

Province of Florence / Florence

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay

from $145 / night

$892 - $1282 / week

Book Book View

from $145 / night

(4) Excellent 

1 / 68

Holiday villa in San Lorenzo a Vaccoli

Province of Lucca / San Lorenzo a Vaccoli

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $179 / night

$1449 - $2230 / week

Book Book View

from $179 / night

(7) Very Good 

1 / 24

Holiday villa with swimming pool in Tuscany

Province of Arezzo / Cortona

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $287 / night

$2007 - $3233 / week

Book Book View

from $287 / night

(3) Excellent 

1 / 31

Badia Agnano holiday villa rental

Province of Arezzo / Badia Agnano

9 bedroomsSleeps 22Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies

from $279 / night

$1951 - $4447 / week

Book Book View

from $279 / night

1 / 37

Figline Valdarno holiday farmhouse rental

Province of Florence / Figline Valdarno

1 bedroomSleeps 53 nights min stay

  • 1 bedroom
  • Sleeps 5
  • 3 nights min stay

from $101 / night

$0 / week

Book Book View

from $101 / night

(2) Excellent 

1 / 12

Holiday villa in Cortona

Province of Arezzo / Cortona

4 bedroomsSleeps 67 nights min stay

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $240 / night

$1679 - $2409 / week

Book Book View

from $240 / night

(2) Excellent 

1 / 20

Holiday cottage rental

Cortona / Mercatale di Cortona

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $231 / night

$1250 - $2093 / week

Book Book View

from $231 / night

1 / 11

Holiday apartment in Tuscany

Florence / Ponte Vecchio

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $140 / night

$970 - $1126 / week

Book Book View

from $140 / night

(8) Excellent 

1 / 55

Holiday apartment in Centoia

Cortona / Centoia

1 bedroomSleeps 34 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 4 nights min stay

from $90 / night

$586 - $753 / week

Book Book View

from $90 / night

(6) Very Good 

1 / 44

Holiday apartment rental

Province of Lucca / Torre del Lago Puccini

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies

from $73 / night

$446 - $667 / week

Book Book View

from $73 / night

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