Short city breaks Italy

Close

View larger map

Also consider

Europe Holidays
422509 properties
Italy Holidays
97847 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
23,583 properties
Villas Sicily
14,655 properties
Holiday rentals Lazio
11,246 properties
Villas Puglia
8,354 properties
Villas Lombardy
6,312 properties
Villas Campania
6,282 properties
Villas Sardinia
5,983 properties
Villas Veneto
4,391 properties
Villas Umbria
3,316 properties
Villas Liguria
2,605 properties
Villas Piedmont
2,271 properties
Holiday homes Marche
1,926 properties
Holiday rentals Emilia-Romagna
1,704 properties
Villas Calabria
1,540 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

20,023 Holiday homes

Filters applied: City breaks

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

(12) Excellent 

22

Province of Bergamo / Bergamo

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £52 / night

£359 - £1137 / week

Book View

from £52 / 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

 …see more

from £60 / night

£419 - £838 / week

Book View

from £60 / night

(12) Excellent 

22

Holiday villa rental

Alghero / Salondra

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Super Villa, Stunning Location, Beautiful Sardinia” We have recently returned from a fantastic holiday staying at Villa Champagne. The Villa is exactly as pictured, set in a quiet hillside location overlooking the Bay of Alghero and the Capo Caccia pe  …see more

from £82 / night

£812 - £2821 / week

Book View

from £82 / night

Featured properties

(1) Excellent 

15

Province of Trento / Lavarone

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 2 km
  • Ski
  • Child friendly

 …see more

from £52 / night

£300 - £539 / week

Book View

from £52 / night

(11) Very Good 

12

Dorgali / Cala Gonone

2 5 2 nights min

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

 …see more

from £43 / night

£300 - £513 / week

Book View

from £43 / night

(4) Excellent 

24

Province of Teramo / Teramo

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £43 / night

£334 / week

Book View

from £43 / 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
“Stunning view ...” I and my models had a great time here. Villa Ortensia is simply lovely and intimate. The view is simply stunning ... Nature, green and cleaned air make this villa the perfect stay for a photographer and his staff. We'll be ba  …see more

from £184 / night

£1283 - £2548 / week

Book View

from £184 / night

25

Holiday chateau in Italy

Province of Udine / Strassoldo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Child friendly
Dive into the flair of one of the oldest castles of Friuli-Venezia Giulia! This stunning stone home has a vast private garden and sleeps 3 people. It is only 20 km from the beach, 90 km from Venice and Austria and 30 km from Slovenia.  …see more

from £103 / night

£513 - £599 / week

Book View

from £103 / night

(23) Excellent 

24

Villa rental in Italy

Vico Equense / Seiano

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly
“Everything we hoped it would be” From the moment Flora.and Claudio met us with the keys to the villa we knew that we had chosen well. the villa is very well appointed and tastefully decorated. We were travelling with our young children and elderly mot  …see more

from £103 / night

£599 - £1958 / week

Enquire View

from £103 / night

(1) Excellent 

20

Holiday apartment rental

Vittorio Veneto / Serravalle

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Nearest beach 65 km
  • Child friendly
  • Car not necessary
It's an apartment in a XV century building, setted in the true Medieval context of Serravalle, at 20 meters from one of the Italy's most beautiful art history squares, the Flaminio Square in Vittorio Veneto.The apartment is setted in one floor (first floor  …see more

from £56 / night

£317 - £410 / week

Book View

from £56 / night

(1) Very Good 

14

Province of Lucca / Colognora

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool

 …see more

from £39 / night

£242 - £295 / week

Book View

from £39 / night

(12) Excellent 

69

Holiday villa with swimming pool, tennis court in Italy

Province of Siena / Gaiole in Chianti

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
“Perfect holiday location” Our family group of 8 adults spent 5 nights at Villa LisiDor - a perfect location for both relaxing & a great base for exploring the local region. The roads in Chianti can be narrow & windy but worth the drive to villages lik  …see more

from £405 / night

£2834 - £4359 / week

Book View

from £405 / night

(10) Excellent 

14

Province of Verona / Bardolino

2 4 Min stay varies

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

 …see more

from £103 / night

£684 - £1026 / week

Book View

from £103 / night

(1) Very Good 

8

Holiday home in Lombardy

Province of Varese / Varese

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
Ottimo e comodo punto di partenza per visitare il Lago Maggiore km. 15 , il Lago di Varese km. 3 , il Lago di Lugano km. 12 , Milano km. 50, Varese Città giardino. Ottimamente servito da mezzi pubblici. <br />Appartamento riservato libero su tre lati, ampi  …see more

from £30 / night

£206 - £223 / week

Book View

from £30 / night

16

Province of Ravenna / Cervia

3 11 7 nights min

  • 3 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Pet friendly

 …see more

from £68 / night

£471 - £1402 / week

Book View

from £68 / night

16

Porto Cesareo / Torre Lapillo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £36 / night

£257 - £941 / week

Book View

from £36 / night

(5) Very Good 

22

Italian Riviera / Levanto

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

 …see more

from £95 / night

£718 - £778 / week

Book View

from £95 / night

(59) Excellent 

27

Holiday villa in Italy

Lake Como / Argegno

5 8 2 nights min

  • 5 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+
“Fantastic spot, amazing views, mooring, 1km from Argegno” Very nice villa. Superb views. 3 excellent bedrooms all with balconies and 1 further pretty good one. 5th is off another bedroom so more limited use. Mooring is in a boat house, so limits bo  …see more

from £428 / night

£2565 - £4189 / week

Book View

from £428 / night

16

Holiday home in Italy

Province of Palermo / Bagheria

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
The house is located 2 km from the center of Bagheria City of eighteenth-century villas, is located 20 km from the historic city of Palermo, 50 km from Cefalù.  …see more

from £59 / night

£413 / week

Book View

from £59 / night

(2) Excellent 

31

Holiday chateau in Italy

Province of Udine / Strassoldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Child friendly
“An Italian Chateaux Garden and Guest House - superb” A wonderful place! An Italian paradise! For us as a small family it exceeded even the great expecatations. Close to the Grado beach for the kid, in the middle of Friuli for all kind of (family) exc  …see more

from £112 / night

£642 - £727 / week

Book View

from £112 / night

(12) Very Good 

11

Holiday apartment in Veneto

Venice / San Marco

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
An apartment of 90 sqm on the first floor of a building of the XV-XVI century overlooking a courtyard of the Castello's district. Great location, just hidden from the hustle and bustle of the main tourist streams, halfway between Piazza San Marco, the extraordinary  …see more

from £154 / night

£1112 - £1471 / week

Book View

from £154 / night

(12) Excellent 

25

Holiday villa in Italy

Melendugno / Roca Vecchia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“It was great” Description of Villa Lina is completely untrue, but the impression of being here will surpass any expectations. Equipped beaches, shops and entertainment market with excellent natural products can be found in the nearby resort towns Torr  …see more

from £103 / night

£513 - £1710 / week

Book View

from £103 / night

(17) Excellent 

23

Holiday apartment in Italy

Province of Bari / Bari

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.15 km
  • Child friendly
  • Car not necessary
Spacious and welcoming flat with 2 room 60 mq flat in Bari, overlooking the sea. Renovated in 2013, available brand new. Ideal for everyone: couples and families, even with children. Consists of a double bedroom (with option to add a bed for adult), spacious lounge wit  …see more

from £42 / night

£471 - £513 / week

Book View

from £42 / night

(1) Excellent 

30

Camaiore / Lido Di Camaiore

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £82 / night

£569 / week

Book View

from £82 / night

(15) Excellent 

32

Florence / Duomo Fl

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £77 / night

£522 - £889 / week

Book View

from £77 / night

22

Province of Florence / Impruneta

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from £77 / night

£539 / week

Book View

from £77 / night

(94) Excellent 

8

Apartment rental in Sicily

Ragusa / Marina di Ragusa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Ideally located for all Marina di Ragusa has to offer” I enjoyed my stay very much. Property I'd located close to beach, shops, main square, pretty much walking distance to everything. Ivan was very friendly and welcoming and very helpful with any que  …see more

from £18 / night

£248 - £761 / week

Book View

from £18 / night

18

Province of Verbano-Cusio-Ossola / Macugnaga

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Ski
  • Child friendly
  • Private garden

 …see more

from £129 / night

£428 / week

Book View

from £129 / night

(5) Excellent 

10

Province of Fermo / Porto Sant'Elpidio

1 4 Min stay varies

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

 …see more

from £43 / night

£129 - £385 / week

Book View

from £43 / night

(13) Excellent 

24

Holiday villa with swimming pool, tennis court in Italy

Province of Asti / Fontanile

9 17 7 nights min

  • 9 bedrooms
  • Sleeps 17
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Spend your holiday at "Contessa Chiara" for guaranteed peace in a beautiful natural setting. Unwind from city, stress as you discover Piedmont's incredibly rich heritage of art and culture. Contessa Chiara is a luxurios countryhouse offering every comfort  …see more

from £60 / night

£4189 - £5556 / week

Book View

from £60 / night

(44) Excellent 

24

Holiday apartment in Italy

Rome / Prati

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 31 km
  • Child friendly
  • Car not necessary
“Wonderful Apartment in Terrific Location!” We enjoyed our two-week stay at Rome Vatican Flat during Christmas. The apartment is perfect for two people and is well-equipped, spacious, and very peaceful. Maria-Luisa is a concerned owner and tended to  …see more

from £60 / night

£385 - £565 / week

Book View

from £60 / night

7

Desenzano Del Garda / Rivoltella

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Child friendly

 …see more

from £69 / night

£342 - £471 / week

Book View

from £69 / night

(5) Excellent 

50

Holiday apartment rental

Venice / San Marco

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary
Charming apartment, within easy walking distance of St. Mark’s Square, only a few steps from the main exhibition centre of "La Biennale".  …see more

from £112 / night

£684 - £999 / week

Book View

from £112 / night

22

Idro / Vesta

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £48 / night

£330 - £605 / week

Book View

from £48 / night

(33) Excellent 

55

Holiday farmhouse in Italy

Syracuse / Cassibile

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
“Truly a home away from home” What a perfect name to describe this property!!!?.. This home is undoubtedly authentic Sicily, and undeniably charming, as is the property's owner, whom we are quite fond of- Corrado. I spent a most memorable and truly sen  …see more

from £86 / night

£556 - £1539 / week

Book View

from £86 / night

(16) Excellent 

24

Italy holiday apartment rental

Bari / Bari Old Town

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“beautiful apartments” The apartment is located not far from the city center and railway station, convenient to travel to other cities. The apartment is large, made fresh renovation, new furniture. The kitchen is fully equipped. It is a pity only, that  …see more

from £48 / night

£317 - £504 / week

Book View

from £48 / 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
“Brilliant place for a relaxed and well looked after holiday.” We just had a great week at Villa Romantica. Lovely house and garden, nicely decorated, very well kept. Received by the owners who also made sure there were food & drinks to get us started.  …see more

from £107 / night

£812 - £2565 / week

Book View

from £107 / night

(7) Very Good 

30

Province of Belluno / Colle Santa Lucia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly

 …see more

from £58 / night

£401 / week

Book View

from £58 / night

25

Province of Florence / Greve in Chianti

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £184 / night

£1283 - £2906 / week

Book View

from £184 / night

11

Province of Belluno / Falcade

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly

 …see more

from £83 / night

£659 - £718 / week

Book View

from £83 / night