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20,860 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.

(7) Excellent 

43

Province of Brescia / Salo

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

 …see more

from £111 / night

£763 - £1187 / week

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from £111 / night

(1) Very Good 

23

Province of Brescia / Pisogne

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Ski
  • Child friendly

 …see more

from £39 / night

£246 - £424 / week

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from £39 / night

(15) Excellent 

32

Province of Reggio Calabria / Scilla

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Car not necessary

 …see more

from £39 / night

£267 / week

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from £39 / night

(1) Excellent 

15

Province of Catanzaro / Staletti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

 …see more

from £41 / night

£271 - £550 / week

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from £41 / night

(34) Excellent 

25

Holiday villa rental

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £200 / night

£1399 - £2500 / week

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from £200 / night

(3) Excellent 

19

Siniscola / La Caletta

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £22 / night

£149 - £564 / week

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from £22 / night

33

Province of Padua / San Giorgio in Bosco

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £155 / night

£653 - £933 / week

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from £155 / night

(3) Excellent 

20

Lake Como ski penthouse to rent.

Lake Como / Dorio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Ski
“Modern, tranquil, very well equipped, clean apartment with outstanding views of beautiful lake Como” Everything about this rental worked very well indeed. The owners were very easy to communicate with and the photos & descriptions on their site were v  …see more

from £64 / night

£403 - £670 / week

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from £64 / night

(6) Excellent 

12

Province of Rimini / Bellaria-Igea Marina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £47 / night

£255 - £806 / week

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from £47 / night

(3) Excellent 

22

Province of Rome / Velletri

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly

 …see more

from £68 / night

£475 - £890 / week

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from £68 / 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 £182 / night

£1272 - £2526 / week

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from £182 / night

(1) Excellent 

27

Holiday villa in Italy

Province of Rome / Morlupo

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
The property lies 20 kms northern of Rome, in a quiet location. It is an excelent departing point for those who want to visit Rome and the neighborhoods but would like to stay in the countryside not too far from city. The villa is surrounded by a large garden of around  …see more

from £255 / night

£1780 - £3051 / week

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from £255 / night

(5) Very Good 

38

Province of Rome / Civitavecchia

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £60 / night

£416 / week

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from £60 / night

(12) Very Good 

21

Italy holiday apartment rental

Province of Potenza / Maratea

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
“perfect trip in maratea, quiet, magnific view, close to visit historic town and walk in the landscape” The studio is wery well equipped, with enough space for 2 adults and one teenager (who sleep in the sofa). We like the see and old town view from t  …see more

from £43 / night

£272 - £424 / week

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from £43 / night

(3) Very Good 

21

Menaggio / Croce

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £77 / night

£390 - £763 / week

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from £77 / night

20

Province of Trieste / Duino

2 5 2 nights min

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

 …see more

from £111 / night

£509 / week

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from £111 / night

(5) Excellent 

44

Province of Catanzaro / Guardavalle

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Pet friendly

 …see more

from £17 / night

£85 - £136 / week

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from £17 / night

23

Province of Florence / Borgo San Lorenzo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 150 km
  • Child friendly

 …see more

from £31 / night

£212 - £416 / week

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from £31 / night

(24) Excellent 

33

Holiday villa with swimming pool in Tuscany

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Perfect view” Very nice Location on the top of a small hill. Very friendly and responsive Family. Fantastic house for two families. We were 4 adults and 4 children. We only used 4 of the 5 bedrooms. Many different outside Areas suitable for all tim  …see more

from £146 / night

£1017 - £2373 / week

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from £146 / night

8

Rocca Pietore / Malga Ciapela

1 6 5 nights min

  • 1 bedroom
  • Sleeps 6
  • 5 nights min
  • Ski
  • Child friendly
  • Pet friendly

 …see more

from £45 / night

£310 - £523 / week

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from £45 / night

(8) Very Good 

19

Calabria holiday apartment rental

Province of Cosenza / Amantea

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Sunshine, relaxation and discovery” Although we'd travelled to Italy many times previously, this was our first visit to the South of the country and I have to say we were very impressed! Taking advantage of a strangely small fare from Stansted to L  …see more

from £36 / night

£250 - £537 / week

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from £36 / night

(17) Very Good 

19

Holiday apartment in Italy

Greve in Chianti / Poggio alla Croce

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Ask about pets
“Great apartment, Fantastic Restaurant and Lovely Owners” The Becatini's apartment was comfortable, clean and very reasonable. My only thought would be that garbage bags and some additional kitchenware should be supplied. My husband, sister and I had  …see more

from £81 / night

£390 - £424 / week

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from £81 / night

(10) Excellent 

17

Holiday apartment rental

Province of Brescia / Gargnano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
St Loe is a luxury, two bedroomed apartment, set right on the picturesque western shore of Lake Garda , within the small village of Gargnano, in “Parco Alto Garda Bresciano”, Northern Italy. Although a part of the ancient , stone village of Gagnano the inte  …see more

from £75 / night

£490 - £770 / week

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from £75 / night

15

Holiday home in Italy

Province of Lecce / Melendugno

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Affitto in Villaggio Residenziale TORRE SARACENA comodo appartamento di 80 mq. su 2 livelli che può ospitare 6/9 persone o 2 nuclei familiari con bimbi. E' dotato di 2 camere letto e bagno al piano superiore e ampio soggiorno con divano letto matrimonial  …see more

from £23 / night

£212 - £331 / week

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from £23 / night

16

Holiday apartment in Tuscany

Fivizzano / Turlago

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
Relax in Still Unspoilt and Authentic part of Tuscany.  …see more

from £56 / night

£407 / week

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from £56 / night

(11) Excellent 

23

Villa rental in Italy with swimming pool

Alghero / Salondra

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Wonderful Stay in Alghero” We had a wonderful week in Alghero in Villa Romantica. The house and pool were immaculately clean and it was exactly as the photos. Very welcome juice and pastries laid out by the lovely owners. We had two small children an  …see more

from £106 / night

£806 - £2543 / week

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from £106 / night

(3) Excellent 

75

City of Venice / Venice

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min

 …see more

from £115 / night

£801 / week

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from £115 / night

(2) Excellent 

12

Province of Lecce / Andrano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Air conditioning

 …see more

from £34 / night

£128 - £806 / week

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from £34 / night

(4) Excellent 

17

Province of Asti / Moasca

6 16 1 night min

  • 6 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

 …see more

from £68 / night

£475 / week

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from £68 / night

(4) Excellent 

24

Holiday farmhouse with shared pool in Italy

Province of Taranto / Martina Franca

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
Trulli il Castagno is a traditional Puglian farm in a pristine location surrounded by vineyards, olive trees and Mediterranean scrub. The trulli complex dates back to the early part of the 19th century and has been inherited by our family. The renovation of our farm was  …see more

from £41 / night

£285 - £404 / week

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from £41 / night

(18) Excellent 

43

Holiday apartment in Tuscany

Pienza / Monticchiello

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
Villa PoliFlora is a modern residence consists of two bedrooms and two bathrooms with a fully equipped kitchen. The owners husband and wife Poli and Flora built the villa in 1988 and from there they guard with love the classic environment of the house.<br />Villa  …see more

from £64 / night

£314 - £765 / week

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from £64 / night

(23) Excellent 

20

Apartment rental in Italy

Amalfi Coast / Praiano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children age 5+
“Authentic, spacious, clean apartment with a view” We stayed here in September and really enjoyed our time here. Praiano was the perfect location for us, much quieter and more authentic than the larger towns of Positano and Amalfi. The apartment was of  …see more

from £65 / night

£400 - £930 / week

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from £65 / night

(1) Excellent 

11

Province of Savona / Giustenice

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly

 …see more

from £34 / night

£339 / week

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from £34 / night

(4) Very Good 

15

Province of Salerno / Agropoli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £26 / night

£323 / week

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from £26 / night

(7) Excellent 

88

Certaldo / Certaldo Alto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £56 / night

£297 - £509 / week

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from £56 / night

(58) Excellent 

39

Holiday apartment in Italy

Florence / Central Florence

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 75 km
  • Child friendly
  • Car not necessary
“Boutique style apartment” We had a beautiful stay in this lovely apartment. It was so clean and all the added touches such as toothbrushes, and food made it like a boutique style hotel room. The terrace is beautifully appointed. The position was perfe  …see more

from £34 / night

£238 - £551 / week

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from £34 / night

(2) Excellent 

8

Province of Rimini / Riccione

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £37 / night

£255 - £467 / week

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from £37 / night

(17) Excellent 

16

Holiday apartment in Italy

Alghero / Alghero Town Centre

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Spacious, clean apartment, good location” We had a lovely 7 night stay at Il Nido in June 2015. The apartment is spacious and very well equipped - the DVD library and toys were invaluable with a young family. It was very clean and well presented. Appr  …see more

from £80 / night

£420 - £650 / week

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from £80 / 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
Our holiday home is situated in a nature reserve on private land exstending over five acres, about 6 km to the medieval centre of Lucca and 19 Km to the sea(Viareggio). The house is on ground level and have a small garden equipped with sunshade, deckchairs and barbecue.  …see more

from £41 / night

£222 - £594 / week

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from £41 / night

(4) Very Good 

19

Italy holiday apartment rental

Sirmione / Colombare di Sirmione

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Apartment with private beach, swimming pool, jacuzi, 10 min. walk from the center of Sirmione, full equipped, air conditioned, lift, washing machine, moka, toaster, bed beaches, TV,2 bathrooms, big shower, super view from the terrace. Three umbrella shared<br />C  …see more

from £56 / night

£933 - £1060 / week

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from £56 / night