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Italy City Breaks


Choose the perfect holiday letting

Price per night
Up to £100
£100 - £199
From £200
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

City Breaks in Italy: Top Destinations

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.

City Breaks in Italy: Top Holiday Lettings

Villa Pieve A Presciano
£85 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Pieve A Presciano, Pergine Valdarno, Italy
Lubea - MainApps
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House Pomarance
£150 per night
House ∙ 8 guests ∙ 4 bedrooms
"Excellent" (1 rating)
Pomarance, Province of Pisa, Italy
Happy Holiday Homes
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Apartment San Gimignano
£37 per night
Apartment ∙ 2 guests ∙ 1 bedroom
"Excellent" (25 ratings)
San Gimignano, Province of Siena, Italy
Posarelli Villas
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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

Bungalow Santa Venerina
£79 per night
Bungalow ∙ 2 guests ∙ 1 bedroom
"Outstanding" (2 ratings)
Santa Venerina, Province of Catania, Sicily
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Villa Cornino
£173 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Cornino, Custonaci, Sicily
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Villa Modica
£226 per night
Villa ∙ 8 guests ∙ 4 bedrooms
Modica, Province of Ragusa, Sicily
Isula Travel srl
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Frequently Asked Questions

How much does holiday accommodation for Italy City Breaks cost?

You can find a brilliant holiday rental within the average price range of £80 - £121, with great discounts of as much as 59% available!

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

The most popular types of holiday accommodation for Italy City Breaks are Apartment rentals and Hotel rooms.

City Breaks: Top destinations and popular places to stay

Travel tips, inspiration and ideas for holidays in Italy

Find holiday inspiration for your next trip