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Italy City Breaks

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Italy City Breaks: Recommended holiday rentals

Italy City Breaks: find your perfect rental from just £33 per night!

Bungalow San Faustino
Bungalow ∙ 5 guests ∙ 2 bedrooms

Bungalow with pool & terrace

San Faustino, Cingoli, Italy
This family-friendly bungalow in San Faustino offers parking, a kitchen, and a welcoming space for up to five guests and pets.
from £124
per night
Outstanding(1 rating)
from £124
per night
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Cottage Camporgiano
Cottage ∙ 9 guests ∙ 4 bedrooms

Fully equipped cottage with garden, barbeque & terrace | Dogs allowed

Camporgiano, Province of Lucca, Italy
This cottage in Camporgiano features a private pool, spa, and garden, perfect for a getaway with family and pets.
from £121
per night
Outstanding(67 ratings)
from £121
per night
View deal
Villa Lonnano
Villa ∙ 12 guests ∙ 6 bedrooms

Family-oriented villa with garden, BBQ & private pool | Dogs allowed

Lonnano, Pratovecchio, Italy
This villa in Lonnano features a private pool, garden, and kitchen, perfect for families and pets, accommodating up to 12 guests.
from £229
per night
Outstanding(59 ratings)
from £229
per night
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Apartment Pisciotta
Apartment ∙ 4 guests ∙ 1 bedroom

Family-friendly charming holiday apartment | Mountain view | Pets are welcome

Pisciotta, Province of Salerno, Italy
This apartment in Pisciotta offers beach access, mountain views, a balcony, and family-friendly amenities for up to four guests.
from £84
per night
from £84
per night
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Villa Casaprota
Villa ∙ 10 guests ∙ 4 bedrooms

Villa with private pool, BBQ & garden | Mountain view

Casaprota, Province of Rieti, Italy
This villa in Casaprota features a private pool, mountain views, and a garden, perfect for families and pets, accommodating up to 10 guests.
from £175
per night
Outstanding(13 ratings)
from £175
per night
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Private room Capannori
Private room ∙ 2 guests ∙ 1 bedroom

Child-friendly wonderful dedicated room with sauna, hot tub & pool

Capannori, Province of Lucca, Italy
This private room in Capannori features a pool, sauna, and spa, perfect for relaxation and family-friendly events.
from £69
per night
Excellent(3 ratings)
from £69
per night
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House Toscolano-Maderno
House ∙ 8 guests ∙ 4 bedrooms

House with terrace, BBQ & garden | Mountain view

Toscolano-Maderno, Province of Brescia, Italy
This house rental in Toscolano-Maderno features a private pool, garden, mountain views, and space for eight guests.
from £93
per night
Outstanding(40 ratings)
from £93
per night
View deal
House Donnalucata
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly lovely holiday home with terrace, garden & barbecue | Close to the beach

Donnalucata, Scicli, Italy
This house rental in Donnalucata features a kitchen, garden, and waterside access, perfect for family getaways with parking for six.
from £108
per night
Excellent(25 ratings)
from £108
per night
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House Portoferraio
House ∙ 7 guests ∙ 3 bedrooms

Child-friendly wonderful house with terrace, barbeque & garden | Dogs allowed

Portoferraio, Province of Livorno, Italy
This house rental in Portoferraio features a garden, fireplace, and kitchen, accommodating up to 7 guests and pets welcome.
from £94
per night
Outstanding(110 ratings)
from £94
per night
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House Sequals
House ∙ 7 guests ∙ 3 bedrooms

House with pool, barbeque & garden | City view

Sequals, Province of Pordenone, Italy
This Sequals house rental features a pool, fireplace, and lakeview balcony, perfect for a memorable getaway with family or friends.
from £66
per night
Outstanding(40 ratings)
from £66
per night
View deal
Villa Capoliveri
Villa ∙ 2 guests ∙ 1 bedroom

Villa with barbecue, garden & terrace

Capoliveri, Province of Livorno, Italy
This villa in Capoliveri features beach access, a garden, and a kitchen, perfect for a getaway with a pet.
from £52
per night
Outstanding(16 ratings)
from £52
per night
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House Sperlonga
House ∙ 4 guests ∙ 2 bedrooms

House with garden, terrace & hot tub

Sperlonga, Province of Latina, Italy
This house rental in Sperlonga features a kitchen, garden, and hot tub, perfect for a relaxing getaway with friends or family.
from £102
per night
Excellent(56 ratings)
from £102
per night
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House Portobello
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped house with barbecue & terrace | Next to the beach

Portobello, Aglientu, Italy
This Portobello house rental features a kitchen and parking, perfectly accommodating up to six guests for an unforgettable stay.
from £103
per night
Excellent(15 ratings)
from £103
per night
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House Volterra
House ∙ 8 guests ∙ 3 bedrooms

Holiday home with private pool, terrace & garden

Volterra, Province of Pisa, Italy
This house rental in Volterra features a private heated pool, garden, and space for up to 8 guests, perfect for family getaways.
from £271
per night
Outstanding(119 ratings)
from £271
per night
View deal
Cottage Rialto
Cottage ∙ 4 guests ∙ 1 bedroom

Family-oriented cottage with jacuzzi, private pool & garden | Pets are welcome

Rialto, Province of Savona, Italy
This cottage in Rialto features a private heated pool, garden, hot tub, and a kitchen, making it perfect for families and pets.
from £133
per night
Outstanding(75 ratings)
from £133
per night
View deal

Plan Your Ideal Italy City Break

Italy city breaks offer visitors a wealth of amazing architecture, historic sites, and intriguing museums that few other countries can match. The country's rich cultural heritage, primarily associated with Roman times and the Renaissance era, is best discovered in its wonderful, walkable cities.
Best City Breaks in Italy

Best City Breaks in Italy

Italy's visitors are spoilt for choice when it comes to city breaks. For a mix of ancient sites and cosmpolitan vibe, the capital and largest city in the country, Rome, can't be beat. Florence, meanwhile, is home to stunning Renaissance art and architecture. Glamorous Milan is tied to Italy's fashion industry, Venice is famous for its canals, and Turin is known for its stately charm. Here are some top choices for your next Italy city break.

  1. Rome

    The capital of modern-day Italy and the former Roman Empire includes a dazzling array of historic sites. Visit the nearly 2,000-year-old Roman temple, the Pantheon, or the Colosseum, which is even older. At 136m, St Peter's Basilica in Vatican City is the largest church in the world. When your day of sightseeing is over, head to hip neighbourhoods like Trastavere for great dining.

  2. Florence

    As a former centre of the Renaissance cultural revival, Florence is another architectural gem. Santa Maria del Fiore, otherwise known as Florence Cathedral, is the city's main landmark, topped with one of the largest domes ever constructed. Here you can also climb Giotto's Tower for some terrific views. For one of Europe's finest collections of Renaissance sculptures and paintings, head to Galleria degli Uffizi.

  3. Venice

    Venice, known for is canal network and intriguing islands, is another Italian city filled with amazing architecture. Saint Mark's Basilica is the most famous example, but at St Mark's Square you should also climb the Bell Tower for great views. Furthermore, though weekend breaks in Venice might be associated with gondola rides, the city is also incredibly walkable.

Best Places to Stay for City Breaks in Italy

House San Vito Lo Capo
from £55 per night
House ∙ 6 guests ∙ 2 bedrooms

House with terrace, garden & private pool

4.9
Outstanding(40 ratings)
San Vito Lo Capo, Province of Trapani, Sicily
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Accommodation San Vito Lo Capo
from £40 per night
Accommodation ∙ 2 guests ∙ 1 bedroom

Nice letting with barbecue | Sea view

4.9
Outstanding(51 ratings)
San Vito Lo Capo, San Vito Lo Capo, Sicily
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House Isola delle Femmine
from £117 per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly house with terrace, private pool & barbecue | Garden view | Perfect for remote work

5.0
Outstanding(1 rating)
Isola delle Femmine, Province of Palermo, Sicily
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Information about Italy City Breaks

😎 Quietest month June
🥳 Busiest month February
🛏️ Popular accommodation types House rentals and Apartment rental
🌡️ Warmest weather July and August
🥶 Coldest weather January and February
🌧️ Rainiest months November and October
24,364 reviews
Italy holiday rentals have an average rating of 4.5/5 across 24,364 reviews left by travellers.

Italy City Breaks: frequently asked questions

Italy City Breaks: what's the average price for a holiday apartment?

By using HomeToGo, you can find prices as low as £33 per night when it comes to holiday rentals for Italy City Breaks.

Where I can find holiday lettings for Italy City Breaks that's suitable for a family or large group?

Every Apartment rental is 69 m² on average, with the capacity of 5 guests - perfect for medium-sized groups and families.

How many lettings are available to book for a weekend in Italy?

There are more than 1,278,470 holiday homes for rent in Italy costing upwards of £33 per night.

What types of holiday rentals are available for Italy City Breaks?

Check out our selection of Apartment rental and House rentals to find the perfect holiday rental for Italy City Breaks.

Do many accommodations in Italy include a pool?

Of course, more than 25% of holiday rentals in Italy have a pool.

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