Italy’s Best Small Towns of 2025: Hidden Gems Near and Far

If you’re seeking enchanting hamlets and seaside sanctuaries in Italy that boast populations of less than 5,000 people, you’re in for a treat. Italy towns are home to an array of hidden gems that offer a serene escape from the bustling tourist hotspots. Picture quaint streets lined with traditional Italian architecture, stunning coastal views, and a relaxed pace of life. From the tranquil villages of Lake Como to the rustic charm of Sicilian coastal towns, there’s a wealth of Italian charm waiting to be discovered. These smaller locales offer a more intimate experience of authentic Italian culture, with local markets, family-run eateries, and historic landmarks adding to their allure.

Italy’s small towns are having a moment. As travelers increasingly seek destinations beyond the well-trodden paths of major cities, charming villages and coastal retreats with fewer than 5,000 residents are rising in popularity. Holidu, the vacation rental platform has compiled latest data on some of the country’s most stunning small destinations are capturing the imagination of Italian travelers. Here’s a look at the most sought-after spots, starting with those closest to Milan for an easy weekend escape and then venturing further for those seeking a more immersive getaway.

Italy Towns you should consider on your next visit

Lombardy’s Enchanting Escapes

Varenna, Lake Como / Photo by Kasturi Roy on UnsplashFor travelers based in Milan or visiting northern Italy, several Lombard towns have made the top 30 list. These locations are ideal for a stylish retreat while staying close to the city.

• Bormio (#10) – Famous for its thermal baths and breathtaking alpine landscapes, Bormio is a winter sports paradise and a wellness retreat all in one. The charming medieval town center and easy access to Stelvio National Park make it a year-round destination.
• Bellagio (#13) – Often referred to as the ‘Pearl of Lake Como,’ Bellagio needs no introduction. Its elegant waterfront villas, cobblestone streets, and luxury hotels continue to make it a dream destination for those in search of Italian sophistication.
• Varenna (#18) – A quieter alternative to Bellagio, Varenna is an idyllic lakeside retreat with colorful houses, a romantic promenade, and historic sites like Villa Monastero and Castello di Vezio.
• San Pellegrino Terme (#25) – Known for its world-famous mineral water, this spa town is the perfect place for relaxation. The historic Grand Hotel and the stunning Art Nouveau architecture add an air of vintage glamour.
• Ponte di Legno (#24) – A hidden gem in the Italian Alps, this ski town offers scenic beauty and a more exclusive, boutique-style winter sports experience.

A Taste of Tuscany and Beyond

If you’re looking to pair scenic landscapes with rich cultural history, Tuscany and its surrounding regions have plenty to offer.

• Pienza (#9) – A Renaissance jewel in the heart of Val d’Orcia, Pienza is known for its stunning countryside views and delicious pecorino cheese. A must-visit for foodies and architecture lovers alike.
• Peccioli (#14) – This charming village, with its medieval streets and contemporary art installations, is an unexpected delight for those exploring Tuscany.
• Pitigliano (#19) – Often called ‘Little Jerusalem’ due to its historic Jewish community, Pitigliano’s dramatic cliffs and Etruscan heritage make it one of Italy’s most fascinating small towns.

The Mediterranean Dream: Coastal & Island Retreats

For those seeking sun-drenched escapes, Italy’s small coastal and island towns remain some of the most coveted destinations.

• Portofino (#4) – A glamorous Ligurian retreat with its iconic pastel-colored houses, luxury yachts, and world-class seafood dining, Portofino continues to enchant elite travelers.
• Amalfi (#5) & Positano (#3) – These iconic Amalfi Coast gems offer dramatic cliffs, picturesque streets, and breathtaking sea views. While pricey (Positano tops the list with an average stay costing €814 per night), the experience is undeniably worth it.
• San Vito Lo Capo (#2) & Favignana (#6) – Sicily’s dazzling white sand beaches and crystal-clear waters make these coastal towns irresistible for summer travelers.
• Scilla (#30) – This Calabrian fishing village, steeped in mythology, remains one of Italy’s best-kept secrets, offering authentic charm at a fraction of the cost of other seaside destinations.

The Ultimate Getaway: Maratea, Italy’s #1 Small Town

Taking the top spot in Holidu’s ranking is Maratea (#1) in Basilicata, a breathtaking coastal town often compared to the Amalfi Coast but with fewer crowds and a more intimate atmosphere. With over 111,000 monthly searches, its mix of crystal-clear beaches, charming historic center, and striking Christ the Redeemer statue makes it a rising star among Italian destinations.

Exploring Italy’s lesser-known towns also means discovering unique keepsakes that capture the spirit of your journey. While local artisan crafts are always a treasure, you can also find meaningful mementos, such as collectible pens, keychains or custom pins, inspired by the places you’ve visited—a modern way to carry a piece of Italy with you wherever you go.

Finding Your Perfect Small-Town Escape

Whether you’re looking for a quick lakeside escape near Milan, a cultural retreat in Tuscany, or an exclusive coastal hideaway, Holidu vacation rental offer something for every style of traveler. While some of these destinations come with a hefty price tag, others, like Scilla, Pitigliano, and Peccioli, provide charm and beauty without breaking the bank.

For more inspiration on where to go next, keep following MilanoStyle.com for insider travel tips and exclusive Italian getaways.