Cycling holiday villas and apartments Italy

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  • Italy

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  • Abruzzo (422)
  • Basilicata (85)
  • Calabria (328)
  • Campania (721)
  • Emilia-Romagna (586)
  • Friuli Venezia Giulia (198)
  • Lazio (1,674)
  • Liguria (808)
  • Lombardy (1,770)
  • Marche (693)
  • Molise (35)
  • Piedmont (829)
  • Puglia (2,168)
  • Sardinia (1,963)
  • Sicily (3,151)
  • Trentino-Alto Adige (396)
  • Tuscany (5,729)
  • Umbria (1,145)
  • Valle d'Aosta (157)
  • Veneto (766)

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23,627 Holiday homes

Filters applied: Cycling holidays (23,627)

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1 / 50

Villa rental in Italy with golf nearby

Lerici / San Terenzo

6 7 3 nights min stay

Villa / 6 bedrooms / sleeps 7 / 3 nights min stay

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from £193 / night

£924 / week

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from £193 / night

(2) Excellent 

1 / 11

Ski apartment to rent in Italy

Province of Verona / Malcesine

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

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from £77 / night

£539 - £1347 / week

Book

from £77 / night

(4) Very Good 

1 / 24

Holiday villa in Lake Como

Menaggio / Loveno

7 14 Min stay varies

Villa / 7 bedrooms / sleeps 14 / Min stay varies

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from £170 / night

£1185 - £2289 / week

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from £170 / night

Featured properties

1 / 18

Holiday villa with swimming pool in Tuscany

Province of Siena / Montepulciano

7 14 7 nights min stay

Villa / 7 bedrooms / sleeps 14 / 7 nights min stay

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from £330 / night

£2308 - £4616 / week

Book

from £330 / night

(3) Excellent 

1 / 25

Apartment letting in Italy

Siniscola / La Caletta

3 9 1 night min stay

Apartment / 3 bedrooms / sleeps 9 / 1 night min stay

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from £66 / night

£462 - £1939 / week

Book

from £66 / night

(2) Very Good 

1 / 35

Townhouse rental in Lombardy

Lombardy / Milan

2 4 3 nights min stay

Townhouse / 2 bedrooms / sleeps 4 / 3 nights min stay

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from £154 / night

£962 / week

Book

from £154 / night

(5) Very Good 

1 / 23

Holiday apartment in Italy

Milan / Porta Garibaldi

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

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from £70 / night

£539 - £1293 / week

Book

from £70 / night

(5) Excellent 

1 / 30

Ski villa to rent in Italy

Province of Messina / Taormina

3 5 1 night min stay

Villa / 3 bedrooms / sleeps 5 / 1 night min stay

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from £123 / night

£2154 / week

Book

from £123 / night

(2) Very Good 

1 / 26

Holiday villa rental

Gualdo Cattaneo / San Terenziano

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

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from £108 / night

£539 - £1154 / week

Book

from £108 / night

1 / 18

Italy holiday home let

Province of Latina / Sperlonga

2 6 4 nights min stay

House / 2 bedrooms / sleeps 6 / 4 nights min stay

Add to shortlist

from £77 / night

£539 - £877 / week

Book

from £77 / night

(1) Very Good 

1 / 22

Italy holiday villa rental

Province of Ancona / Sassoferrato

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

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from £127 / night

£731 - £1785 / week

Book

from £127 / night

1 / 16

Holiday apartment rental

Florence / Ponte Vecchio

2 7 1 night min stay

Apartment / 2 bedrooms / sleeps 7 / 1 night min stay

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from £231 / night

£1154 / week

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from £231 / night

(1) Excellent 

1 / 25

Townhouse rental in Italy

Florence / Duomo Fl

4 15 Min stay varies

Townhouse / 4 bedrooms / sleeps 15 / Min stay varies

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from £154 / night

£1039 - £2044 / week

Book

from £154 / night

1 / 32

Holiday villa in Italy

Elba Island / Marciana Marina

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

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from £127 / night

£887 - £1507 / week

Book

from £127 / night

(15) Excellent 

1 / 22

Holiday farmhouse in Italy

Province of Florence / Florence

2 6 2 nights min stay

Farmhouse / 2 bedrooms / sleeps 6 / 2 nights min stay

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from £62 / night

£385 - £624 / week

Book

from £62 / night

1 / 13

Holiday villa with swimming pool in Tuscany

Province of Lucca / Lucca

8 22 3 nights min stay

Villa / 8 bedrooms / sleeps 22 / 3 nights min stay

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from £616 / night

£4308 - £4616 / week

Book

from £616 / night

(1) Excellent 

1 / 16

Lombardy holiday hotel apartment rental

Province of Brescia / San Felice del Benaco

3 8 Min stay varies

Hotel apartment / 3 bedrooms / sleeps 8 / Min stay varies

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from £185 / night

£1924 / week

Book

from £185 / night

(3) Excellent 

1 / 10

Holiday villa rental

Province of Pesaro and Urbino / Pergola

4 8 7 nights min stay

Villa / 4 bedrooms / sleeps 8 / 7 nights min stay

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from £124 / night

£862 / week

Book

from £124 / night

1 / 18

Holiday villa in Italy

Province of Latina / Sperlonga

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

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from £103 / night

£1904 / week

Book

from £103 / night

(1) Excellent 

1 / 20

Holiday townhouse with swimming pool in Italian Riviera

Italian Riviera / Savona

2 4 Min stay varies

Townhouse / 2 bedrooms / sleeps 4 / Min stay varies

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from £170 / night

£1000 - £1750 / week

Book

from £170 / night

(2) Very Good 

1 / 20

Holiday condo in Italy

Province of Cagliari / Villaputzu

1 4 3 nights min stay

Condo / 1 bedroom / sleeps 4 / 3 nights min stay

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from £35 / night

£243 - £862 / week

Book

from £35 / night

(6) Very Good 

1 / 20

Holiday home in Italy

Province of L'Aquila / Introdacqua

3 8 2 nights min stay

House / 3 bedrooms / sleeps 8 / 2 nights min stay

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from £60 / night

£400 - £1650 / week

Book

from £60 / night

1 / 54

Italy holiday farmhouse rental

Province of Siena / Cetona

8 12 2 nights min stay

Farmhouse / 8 bedrooms / sleeps 12 / 2 nights min stay

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from £270 / night

£2000 / week

Book

from £270 / night

1 / 44

Holiday villa in Lombardy

Province of Brescia / San Felice del Benaco

7 14 7 nights min stay

Villa / 7 bedrooms / sleeps 14 / 7 nights min stay

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from £224 / night

£1562 - £4296 / week

Book

from £224 / night

(4) Very Good 

1 / 24

Holiday villa in Italy

San Vito lo Capo / Macari

2 7 Min stay varies

Villa / 2 bedrooms / sleeps 7 / Min stay varies

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from £83 / night

£577 - £1693 / week

Book

from £83 / night

(9) Excellent 

1 / 52

Holiday villa with swimming pool in Italy

Province of Perugia / Todi

3 7 Min stay varies

Villa / 3 bedrooms / sleeps 7 / Min stay varies

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from £100 / night

£693 - £1462 / week

Book

from £100 / night

1 / 66

Italy holiday apartment rental

Palermo / Central Palermo

4 8 Min stay varies

Apartment / 4 bedrooms / sleeps 8 / Min stay varies

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from £539 / night

£3616 - £4616 / week

Book

from £539 / night

(1) Excellent 

1 / 13

Holiday villa with shared pool, golf nearby in Italy

Province of Siena / Sovicille

3 4 3 nights min stay

Villa / 3 bedrooms / sleeps 4 / 3 nights min stay

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from £270 / night

£1693 - £2693 / week

Book

from £270 / night

1 / 39

Holiday villa in Italy

Province of Brescia / San Felice del Benaco

9 21 7 nights min stay

Villa / 9 bedrooms / sleeps 21 / 7 nights min stay

Add to shortlist

from £277 / night

£1939 - £7824 / week

Book

from £277 / night

(6) Excellent 

1 / 23

Holiday villa with swimming pool, golf nearby in Italy

Province of Bologna / Bologna

3 7 5 nights min stay

Villa / 3 bedrooms / sleeps 7 / 5 nights min stay

Add to shortlist

from £154 / night

£1077 / week

Book

from £154 / night

(1) Very Good 

1 / 17

Ski apartment to rent in Trentino-Alto Adige

Province of Trento / Cavalese

2 6 4 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 4 nights min stay

Add to shortlist

from £93 / night

£500 / week

Book

from £93 / night

(7) Very Good 

1 / 24

Campania holiday villa rental

Province of Naples / Sorrento

2 8 Min stay varies

Villa / 2 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £100 / night

£577 - £2716 / week

Book

from £100 / night

(1) Excellent 

1 / 18

Veneto holiday villa rental

Province of Verona / Bardolino

4 10 1 night min stay

Villa / 4 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £847 / night

£5924 / week

Book

from £847 / night

1 / 14

Villa rental in Sardinia with golf nearby

Province of Cagliari / Villasimius

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £93 / night

£654 - £1385 / week

Book

from £93 / night

1 / 25

Holiday villa in Sicily

Aeolian Islands / Lipari

3 8 3 nights min stay

Villa / 3 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £231 / night

£2424 / week

Book

from £231 / night

1 / 35

Italy holiday villa rental

Amalfi Coast / Praiano

4 14 4 nights min stay

Villa / 4 bedrooms / sleeps 14 / 4 nights min stay

Add to shortlist

from £462 / night

£3231 / week

Book

from £462 / night

(2) Excellent 

1 / 38

Holiday apartment rental

Oliveto Lario / Onno

4 10 Min stay varies

Apartment / 4 bedrooms / sleeps 10 / Min stay varies

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from £193 / night

£1347 - £2047 / week

Book

from £193 / night

(4) Excellent 

1 / 24

Holiday apartment in Italy

Sorrento / Central Sorrento

3 7 Min stay varies

Apartment / 3 bedrooms / sleeps 7 / Min stay varies

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from £100 / night

£700 / week

Book

from £100 / night

(2) Very Good 

1 / 40

Tuscany holiday villa rental

Province of Grosseto / Orbetello

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

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from £110 / night

£770 - £2385 / week

Book

from £110 / night

1 / 39

Villa rental in Tuscany with swimming pool

Province of Arezzo / Pian di Sco

6 15 Min stay varies

Villa / 6 bedrooms / sleeps 15 / Min stay varies

Add to shortlist

from £116 / night

£770 - £2893 / week

Book

from £116 / night

1 / 20

Holiday villa in Sicily

Aeolian Islands / Lipari

5 13 2 nights min stay

Villa / 5 bedrooms / sleeps 13 / 2 nights min stay

Add to shortlist

from £77 / night

£539 - £2612 / week

Book

from £77 / night

1 / 20

Home rental in Italy with swimming pool

Rome / Aurelio

7 14 3 nights min stay

House / 7 bedrooms / sleeps 14 / 3 nights min stay

Add to shortlist

from £770 / night

£4616 - £5385 / week

Book

from £770 / night

1 / 45

Holiday farmhouse in Italy

Province of Siena / Radicofani

6 16 Min stay varies

Farmhouse / 6 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £58 / night

£1697 / week

Book

from £58 / night

(1) Excellent 

1 / 43

Holiday farmhouse in Italy

Province of Macerata / Cingoli

3 6 3 nights min stay

Farmhouse / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £216 / night

£1508 - £2308 / week

Book

from £216 / night

1 / 7

Ski home to rent in Italy

Province of Lecce / Lecce

4 7 7 nights min stay

House / 4 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £231 / night

£1616 / week

Book

from £231 / night

(4) Excellent 

1 / 25

Home accommodation in Italy

Province of Terni / Orvieto

6 12 Min stay varies

House / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £385 / night

£2462 - £2924 / week

Book

from £385 / night

1 / 27

Holiday home rental

Lazio / Rome

6 27 2 nights min stay

House / 6 bedrooms / sleeps 27 / 2 nights min stay

Add to shortlist

from £347 / night

£2308 - £8231 / week

Book

from £347 / night

1 / 18

Italy holiday villa rental

Elba Island / Fetovaia

3 4 14 nights min stay

Villa / 3 bedrooms / sleeps 4 / 14 nights min stay

Add to shortlist

from £264 / night

£1842 - £1962 / week

Book

from £264 / night

(1) Very Good 

1 / 13

Italy ski cottage to rent.

Province of Verona / Malcesine

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £100 / night

£693 - £1293 / week

Book

from £100 / night

1 / 16

Holiday villa rental

Province of Messina / Gaggi

5 12 1 night min stay

Villa / 5 bedrooms / sleeps 12 / 1 night min stay

Add to shortlist

from £231 / night

£1308 / week

Book

from £231 / night

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