Cycling holiday villas and apartments Italy

Close

View larger map

Also consider

Europe Holidays
423847 properties
Italy Holidays
100167 properties
Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Villas Tuscany
23,605 properties
Villas Sicily
15,077 properties
Holiday rentals Lazio
11,179 properties
Villas Puglia
8,860 properties
Villas Lombardy
6,557 properties
Villas Campania
6,538 properties
Villas Sardinia
6,502 properties
Villas Veneto
4,624 properties
Villas Umbria
3,412 properties
Villas Liguria
2,686 properties
Villas Piedmont
2,378 properties
Holiday homes Marche
1,972 properties
Holiday rentals Emilia-Romagna
1,854 properties
Villas Calabria
1,559 properties

Italy

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

20,974 Holiday homes

Filters applied: Cycling holidays

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

(14) Excellent 

20

Holiday home in Italy

Province of L'Aquila / Pettorano sul Gizio

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Child friendly
“truly maganificent” What a place top stay , absolutely beautiful , very clean with all the facilities to above hotel standards. It is a must, if visiting the Abruzzo region of Italy to stay here . I highly recommend the place and will endevour to cont  …see more

from £78 / night

£468 / week

Book View

from £78 / night

(10) Very Good 

19

Holiday villa in Italy

Province of Pescara / Loreto Aprutino

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly
“A wonderful Italian Experience” The house is located in an olive grove about 5 minutes drive from the nearest town of Loreto Aprutino. A rental car is essential. We arranged to meet the owners Mother in the town and she brought us to the cabin. Eve  …see more

from £57 / night

£337 - £406 / week

Book View

from £57 / night

(54) Excellent 

32

Italy holiday villa rental

Province of Arezzo / Arezzo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £308 / night

£2156 - £3880 / week

Book View

from £308 / night

Featured properties

(8) Very Good 

30

Province of La Spezia / La Spezia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly

from £31 / night

£190 - £388 / week

Book View

from £31 / night

(8) Very Good 

25

Province of Rimini / Bellaria-Igea Marina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £35 / night

£216 - £518 / week

Book View

from £35 / night

(1) Excellent 

21

Holiday apartment in Italy

Castelsardo / Lu Bagnu

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £44 / night

£302 - £475 / week

Book View

from £44 / night

(8) Excellent 

17

Italy holiday villa rental

Province of Terni / Castel Giorgio

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“Perfect place for couples to get away from it all and relax (or go cycling!)” This retreat was an easy 2hr drive from Rome airport for us once on the 'Autostrade!' The accommodation is on the outskirts of Castel Giorgio, a village which is in walking  …see more

from £82 / night

£500 - £604 / week

Book View

from £82 / night

(66) Excellent 

32

Apartment rental in Lombardy

Milan / Duomo

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
“Wonderful in every way !!” My husband and I have just returned from a 3 night stay at this amazing apartment. It's perfectly located in a quiet street within easy walking distance of all major attractions. There is also the convenience of the tram rou  …see more

from £78 / night

£544 / week

Book View

from £78 / night

(10) Excellent 

26

Holiday villa with swimming pool in Italy

Muravera / Costa Rei

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £379 / night

£2650 - £2950 / week

Book View

from £379 / night

(14) Excellent 

95

Lazio / Rome

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 35 km
  • Child friendly
  • Air conditioning

from £52 / night

£432 - £753 / week

Book View

from £52 / night

(4) Very Good 

17

Province of Rome / Fregene

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £39 / night

£250 / week

Book View

from £39 / night

22

Province of Vibo Valentia / Tropea

3 2 Min stay varies

  • 3 bedrooms
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £28 / night

£335 / week

Book View

from £28 / night

(6) Very Good 

32

Lake Maggiore holiday apartment rental

Lake Maggiore / Laveno-Mombello

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £48 / night

£332 - £785 / week

Book View

from £48 / night

(4) Excellent 

36

Holiday villa with swimming pool in Italy

Province of Pistoia / Castelvecchio

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Wonderful holiday home in beautiful surroundings!” I stayed in this gorgeous house in October for a long weekend and loved every minute. The house is extremely well equipped and very beautifully renovated. The views from the house are incredible and t  …see more

from £141 / night

£858 - £2141 / week

Book View

from £141 / night

(10) Excellent 

19

Province of Naples / Terzigno

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

from £32 / night

£218 / week

Book View

from £32 / night

(9) Excellent 

53

Province of Messina / Taormina

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 8 km
  • Swimming pool
  • Child friendly

from £89 / night

£621 - £1018 / week

Enquire View

from £89 / night

(2) Very Good 

7

Province of Latina / Formia

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £31 / night

£182 - £250 / week

Book View

from £31 / night

(3) Excellent 

26

Province of Terni / Terni

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Private garden

from £48 / night

£328 - £388 / week

Book View

from £48 / night

(3) Excellent 

24

Province of South Tyrol / Bressanone

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ski
  • Child friendly
  • Ask about pets

from £87 / night

£604 - £725 / week

Book View

from £87 / night

(53) Excellent 

51

Italy holiday villa rental

Province of Arezzo / Anghiari

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 66 km
  • Swimming pool
  • Child friendly
“Utterly Fabulous!” Casa Leana is just amazing! The house is beautifully furnished and styled in a typically Tuscan style but with every modern convenience you could want and with additions that we didn't even know we wanted before we arrived .... Wine  …see more

from £285 / night

£1995 - £2950 / week

Book View

from £285 / night

(20) Excellent 

23

Italy holiday apartment rental

Bologna / Central Bologna

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £61 / night

£423 - £453 / week

Book View

from £61 / night

(5) Excellent 

67

Greve in Chianti / Lucolena

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £199 / night

£1380 - £2587 / week

Book View

from £199 / night

59

Peccioli / Fabbrica

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

from £338 / night

£1839 - £4811 / week

Book View

from £338 / night

(2) Excellent 

21

Holiday farmhouse with swimming pool in Italy

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
“Stunning views, lovely house, helpful owner.” Cortona is a very picturesque medieval town and this villa is a longish walk from the town itself up a very windy road. The house is only a few years old but built in the style of the old houses. It has la  …see more

from £148 / night

£1035 - £1682 / week

Enquire View

from £148 / night

(6) Very Good 

24

Holiday villa in Italy

Province of Naples / Massa Lubrense

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £171 / night

£1028 - £2188 / week

Enquire View

from £171 / night

(4) Very Good 

24

Syracuse / Fontane Bianche

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £150 / night

£1035 - £1552 / week

Book View

from £150 / night

31

Massa / Marina di Massa

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Car not necessary

from £48 / night

£302 / week

Book View

from £48 / night

42

Province of Catania / Acireale

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £38 / night

£259 / week

Book View

from £38 / night

21

Province of Catania / Nicolosi

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £31 / night

£216 - £259 / week

Book View

from £31 / night

(4) Very Good 

18

Cinque Terre / Manarola

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £61 / night

£423 - £845 / week

Book View

from £61 / night

42

Province of Lucca / Lucca

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £246 / night

£1716 - £2758 / week

Book View

from £246 / night

(5) Very Good 

20

Holiday apartment in Italy

Lucca / Lucca Historical Center

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Child friendly

from £99 / night

£690 - £1294 / week

Book View

from £99 / night

(5) Very Good 

50

Italy holiday home rental

Lucca / Piana di Lucca

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 19 km
  • Swimming pool
  • Child friendly

from £42 / night

£225 - £604 / week

Book View

from £42 / night

(1) Very Good 

28

Province of Brescia / Verolanuova

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 50 km
  • Suitable for children age 5+
  • Air conditioning

from £34 / night

£212 - £332 / week

Book View

from £34 / night

29

Holiday apartment rental

Pula / Santa Margherita di Pula

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £32 / night

£225 / week

Book View

from £32 / night

(13) Excellent 

36

Villa rental in Italy with swimming pool

Italian Riviera / Sarzana

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
“Lovely stay in a unique house” We spent a lovely week at Francescas house on the top of the hill. It was an incredible experience to get to stay in a real italian home which is decorated beautifully and has a real "soul". This kind of atmosphere you g  …see more

from £185 / night

£1294 - £2569 / week

Book View

from £185 / night

(1) Excellent 

24

Province of Palermo / Cefalu

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool

from £29 / night

£130 - £914 / week

Book View

from £29 / night

(5) Very Good 

21

Province of Belluno / San Vito di Cadore

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Ski
  • Child friendly
  • Ask about pets

from £52 / night

£363 - £694 / week

Book View

from £52 / night

(3) Very Good 

17

Province of Cuneo / Valdieri

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km
  • Ski
  • Child friendly

from £35 / night

£302 - £363 / week

Book View

from £35 / night

(18) Excellent 

29

Holiday trullo in Italy

Province of Bari / Alberobello

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“Idyllic spot with amazing pool. Short drive to great restaurants.” Beautiful remote spot yet only a 5 min.drive from Alberobello. We have never had a more perfect pool - fabulous temperate which made for numerous lazy days with happy kids. Comfortable  …see more

from £95 / night

£580 - £1290 / week

Book View

from £95 / night

1