Cycling holiday villas and apartments Italy

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  • Italy

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  • Abruzzo (421)
  • Basilicata (80)
  • Calabria (324)
  • Campania (711)
  • Emilia-Romagna (566)
  • Friuli Venezia Giulia (203)
  • Lazio (1,529)
  • Liguria (772)
  • Lombardy (1,700)
  • Marche (670)
  • Molise (35)
  • Piedmont (790)
  • Puglia (2,092)
  • Sardinia (1,933)
  • Sicily (3,078)
  • Trentino-Alto Adige (381)
  • Tuscany (5,502)
  • Umbria (1,131)
  • Valle d'Aosta (151)
  • Veneto (762)

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22,832 Holiday homes

Filters applied: Cycling holidays (22,832)

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

(12) Excellent 

1 / 33

Sicily holiday villa rental

Taormina / Taormina Mare Mazzeo

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $168 / night

$0 / week

Book Book View

from $168 / night

(16) Excellent 

1 / 24

Ski home to rent in Sicily

Province of Catania / Acireale

3 bedroomsSleeps 91 night min stay

  • 3 bedrooms
  • Sleeps 9
  • 1 night min stay

from $28 / night

$669 - $2230 / week

Book Book View

from $28 / night

(9) Excellent 

1 / 20

Holiday villa with swimming pool in Sicily

Province of Syracuse / Syracuse

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from $223 / night

$836 - $1672 / week

Book Book View

from $223 / night

Featured properties

(4) Excellent 

1 / 7

Holiday apartment in Italy

Province of Naples / Sorrento

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $134 / night

$937 - $1093 / week

Book Book View

from $134 / night

(6) Excellent 

1 / 10

Ski apartment to rent in Lombardy

Province of Sondrio / Bormio

2 bedroomsSleeps 83 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $179 / night

$1104 / week

Book Book View

from $179 / night

(20) Very Good 

1 / 23

Cottage rental in Italy

Province of Lucca / Viareggio

1 bedroomSleeps 7Min stay varies

  • 1 bedroom
  • Sleeps 7
  • Min stay varies

from $56 / night

$279 - $836 / week

Book Book View

from $56 / night

(42) Excellent 

1 / 35

Holiday villa in Tuscany

Province of Siena / Siena

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $311 / night

$2007 - $5573 / week

Book Book View

from $311 / night

(12) Very Good 

1 / 29

Abruzzo ski farmhouse to rent.

Province of Pescara / Pescara

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $92 / night

$641 - $2447 / week

Book Book View

from $92 / night

(5) Excellent 

1 / 56

Holiday guest house in Italy

Province of Siena / Siena

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from $502 / night

$3065 / week

Book Book View

from $502 / night

(6) Excellent 

1 / 39

Holiday apartment in Amalfi Coast

Amalfi Coast / Salerno

2 bedroomsSleeps 71 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay

from $145 / night

$892 - $1672 / week

Book Book View

from $145 / night

(4) Excellent 

1 / 28

Italy holiday apartment rental

Florence / Duomo Fl

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $118 / night

$765 - $2096 / week

Book Book View

from $118 / night

(10) Excellent 

1 / 42

Holiday apartment rental

Province of Naples / Sorrento

1 bedroomSleeps 6Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies

from $111 / night

$758 - $1804 / week

Book Book View

from $111 / night

(6) Very Good 

1 / 20

Holiday apartment in Italy

Province of Olbia-Tempio / Porto Rotondo

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $79 / night

$502 - $1494 / week

Book Book View

from $79 / night

(21) Excellent 

1 / 21

Holiday apartment in Italy

Lake Como / Como

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from $146 / night

$1022 - $1217 / week

Book Book View

from $146 / night

(9) Excellent 

1 / 24

Holiday trullo rental

Province of Brindisi / Ceglie Messapica

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $240 / night

$1679 - $3139 / week

Book Book View

from $240 / night

(9) Excellent 

1 / 27

Holiday villa in Italy

Lake Como / Ossuccio

5 bedroomsSleeps 101 night min stay

  • 5 bedrooms
  • Sleeps 10
  • 1 night min stay

from $2636 / night

$0 / week

Book Book View

from $2636 / night

(6) Excellent 

1 / 28

Holiday b&b with swimming pool in Lombardy

Montecalvo Versiggia / Fraz Spagna

2 bedroomsSleeps 101 night min stay

  • 2 bedrooms
  • Sleeps 10
  • 1 night min stay

from $90 / night

$558 - $2430 / week

Book Book View

from $90 / night

(3) Excellent 

1 / 23

Apartment rental in Italy with golf nearby

Province of Lucca / Viareggio

3 bedroomsSleeps 85 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min stay

from $212 / night

$1115 - $2118 / week

Book Book View

from $212 / night

(7) Very Good 

1 / 18

Italy holiday apartment rental

Province of Syracuse / Fanusa

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $72 / night

$502 - $1561 / week

Book Book View

from $72 / night

(8) Excellent 

1 / 34

Italy holiday villa rental

Province of Latina / Terracina

2 bedroomsSleeps 87 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $112 / night

$781 / week

Book Book View

from $112 / night

(3) Very Good 

1 / 37

Villa rental in Italy

Rome / Aurelio

3 bedroomsSleeps 122 nights min stay

  • 3 bedrooms
  • Sleeps 12
  • 2 nights min stay

from $54 / night

$335 - $2480 / week

Book Book View

from $54 / night

(1) Excellent 

1 / 20

Holiday apartment in Italy

Province of Perugia / Torgiano

3 bedroomsSleeps 82 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $34 / night

$0 / week

Book Book View

from $34 / night

(20) Excellent 

1 / 21

Holiday apartment in Italy

Lake Como / Como

1 bedroomSleeps 33 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay

from $88 / night

$614 - $1125 / week

Book Book View

from $88 / night

(3) Excellent 

1 / 25

Apartment letting in Italy

Siniscola / La Caletta

3 bedroomsSleeps 91 night min stay

  • 3 bedrooms
  • Sleeps 9
  • 1 night min stay

from $112 / night

$836 - $2809 / week

Book Book View

from $112 / night

(5) 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

$365 - $2721 / week

Book Book View

from $56 / night

(4) Very Good 

1 / 70

Holiday villa rental

Province of Cagliari / Villasimius

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $223 / night

$1561 - $2675 / week

Book Book View

from $223 / night

(8) Excellent 

1 / 16

Italy holiday apartment rental

Sirmione / Colombare di Sirmione

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $112 / night

$814 - $992 / week

Book Book View

from $112 / night

(1) Excellent 

1 / 28

Holiday villa with shared pool in Italy

Province of La Spezia / Montemarcello

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $168 / night

$1171 / week

Book Book View

from $168 / night

(2) Very Good 

1 / 24

Villa rental in Italy

Menaggio / Nobiallo

1 bedroomSleeps 53 nights min stay

  • 1 bedroom
  • Sleeps 5
  • 3 nights min stay

from $168 / night

$892 - $1773 / week

Book Book View

from $168 / night

(3) Very Good 

1 / 29

Holiday condo in Italy

Lazio / Rome

3 bedroomsSleeps 101 night min stay

  • 3 bedrooms
  • Sleeps 10
  • 1 night min stay

from $157 / night

$0 / week

Book Book View

from $157 / night

(15) Excellent 

1 / 41

Holiday home in Italy

Italian Riviera / Bonassola

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $112 / night

$725 - $1037 / week

Book Book View

from $112 / night

(11) Very Good 

1 / 24

Umbria holiday villa rental

Province of Terni / Orvieto

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $168 / night

$1059 - $1171 / week

Book Book View

from $168 / night

(18) Very Good 

1 / 15

Sardinia holiday apartment rental

Alghero / Alghero Town Centre

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $76 / night

$535 - $1628 / week

Book Book View

from $76 / night

(1) Excellent 

1 / 35

Italy holiday apartment rental

Lake Como / Nesso

3 bedroomsSleeps 161 night min stay

  • 3 bedrooms
  • Sleeps 16
  • 1 night min stay

from $257 / night

$1308 - $3648 / week

Book Book View

from $257 / night

(8) Excellent 

1 / 21

Sicily holiday villa rental

San Vito lo Capo / Macari

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay

from $192 / night

$1338 - $2787 / week

Book Book View

from $192 / night

(3) Excellent 

1 / 23

Holiday home accommodation

Province of Chieti / Vacri

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $106 / night

$767 / week

Book Book View

from $106 / night

(1) Very Good 

1 / 24

Apartment rental in Italy

Florence / Tornabuoni

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $279 / night

$0 / week

Book Book View

from $279 / night

1 / 13

Holiday home with golf nearby in Italy

Palermo / Mondello

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $134 / night

$937 - $2608 / week

Book Book View

from $134 / night

(8) Excellent 

1 / 24

Tuscany holiday farmhouse rental

Province of Siena / Sarteano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $140 / night

$836 - $1226 / week

Enquire Enquire View

from $140 / night

(7) Very Good 

1 / 24

Condo rental in Sicily

Catania / Catania

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $67 / night

$0 / week

Book Book View

from $67 / night

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