The Ultimate Guide to the Best Places to Stay in Tuscany

Wondering where to stay in Tuscany, Italy? This region is a dream destination if you’re looking to live la dolce vita, but choosing where to stay can feel overwhelming. This guide breaks down the best places to stay in Tuscany, from city hotels to countryside villas.

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Top Places to Stay in Tuscany

Tuscany offers diverse experiences depending on where you stay. Each area has its charm, from art-filled cities to peaceful countryside retreats. Here’s a breakdown of the best locations for different types of travelers.

Best Tuscan Towns to Stay In

For a mix of history, culture, and food, these towns are excellent choices:

• Florence – Ideal for first-timers and art lovers.
• Siena – A charming medieval city with a rich history.
• Montepulciano – Great for wine lovers.
• San Gimignano – Known for its medieval towers and charm.
• Lucca – Perfect for a relaxed, walkable city.

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Florence: Best for First-Time Visitors & City Lovers

Florence is the best place to stay to enjoy a bigger city experience in Tuscany. The city is full of history, delicious Tuscan cuisine, art, and architecture. The city is also a good base from which to explore the entire region. Stay at Hotel Brunelleschi or The St. Regis Florence.

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Siena: Best for History & Medieval Charm

Siena is an excellent option if you love medieval streets and rich history. The city has a relaxed atmosphere with stunning Gothic architecture. Stay at Grand Hotel Continental Siena for luxury or Palazzo Ravizza for a boutique experience.

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Chianti: Best for Wine Lovers & Countryside Retreats

Booking a hotel in Chianti to enjoy the town’s wine tastings, rolling hills, and local charm. Family wine farms and beautiful farmhouses dot this area. People who enjoy nature and delicious wine will love a Chianti stay. Borgo Scopeto Relais and Castello di Spaltenna offer exceptional countryside stays.

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Val d’Orcia: Best for Scenic Views & Romantic Getaways

Val d’Orcia is one of the most beautiful places to stay in the Tuscan countryside. It’s home to Pienza, Montalcino, and Montepulciano, known for their breathtaking views and charming streets. This area is perfect for couples or families looking for a quiet, picture-perfect escape. Stay at Rosewood Castiglion del Bosco for a five-star countryside experience.

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Lucca: Best for Families & Relaxed Stays

Lucca is great for families. The city is walkable, safe, and filled with charming streets. It has well-preserved city walls that you can bike around, making it a fun and unique activity for visitors.

Stay at Hotel Palazzo Alexander or Palazzo Dipinto for a convenient visit. Or, consider a stay at a luxurious villa such as Il Sogno di Elisa.

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Where to Stay in Southern Tuscany

Southern Tuscany is perfect for a peaceful escape and a slower-paced experience. Visit wine towns like Montepulciano and Montalcino, medieval hilltop towns like Massa Marittima, or cliffside Pitigliano. Stay at Castello Banfi – Il Borgo in Montalcino or the seaside Cala Beach Resort.

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The Tuscan Coast: Best for Beach Lovers

The coast is an excellent option for travelers who want to combine cultural sightseeing with relaxing seaside days. Enjoy a luxurious seaside stay in Forte dei Marmi’s Augustus Hotel & Resort or Viareggio’s Grand Hotel Principe Di Piemonte. Or, go for a relaxed vibe in Castiglione della Pescaia with a rental homes like this one.

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Where to Stay in Tuscany Without a Car

If you don’t want to rent a car, stay in cities with good public transport. These locations have easy access to trains and buses, making it simple to explore nearby towns.

• Florence – Easy access to trains and buses, making it a central hub
• Lucca – Walkable and well-connected, with plenty of attractions nearby
• Siena – A compact, car-free city center that’s ideal for strolling

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Best Hotels in Tuscany for Every Traveler

Tuscany has places to stay for every type of traveler. Whether you’re looking for luxury resorts, boutique hotels, or something unique, here are the best picks.

Best Resorts in Tuscany

Tuscany’s resorts offer a luxurious way to experience the region. These resorts are for you if you seek high-end amenities, spa experiences, and top-tier service.

• Castelfalfi – A golf and spa resort surrounded by olive groves
• Il Borro Relais & Châteaux – A stunning historic estate with beautiful surroundings
• Fonteverde Lifestyle & Thermal Retreat – A perfect spa escape with natural hot springs

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Unique Places to Stay in Tuscany

Want something different? Tuscany has plenty of unique options for a truly memorable experience.

• Monastero di Cortona Hotel & Spa – A converted monastery with elegant rooms
• Sextantio Albergo Diffuso – Stay in a rustic medieval village for an authentic Tuscan experience
• Castello de San Fabiano offers an authentic experience steeped in history. The family-owned castle offered us a warm welcome on our recent visit. Don’t miss their incredible breakfast spread! Though the rooms are more rustic than luxurious, the atmosphere and setting more than made up for it.

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Best Hotels in Tuscany for Families

Families traveling to Tuscany need hotels that offer space, activities, and convenience. These family-friendly hotels provide great options if you’re visiting Tuscany with kids.

• Castelfalfi – A top family resort in Tuscany with pools and golf courses
• Adler Thermae Spa & Relax Resort – A great pick with thermal pools and activities for all ages
• Agriturismo Poggiacolle – A rustic farmstay located near San Gimignano, offering family-friendly amenities such as an infinity pool and rental bikes.

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Where to Stay for a Honeymoon in Tuscany

Looking for the dreamiest hotels for a Tuscany honeymoon? Whether you’re after a romantic vineyard hideaway or a luxury villa with countryside views, options abound in Tuscany. Castello Di Velona Resort offers romance in a 11th century castle. Or, get hands on with a cooking class from a Michelin starred chef at Il Falconiere.

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Places to Stay in the Tuscany Countryside

Stay in a countryside villa or agriturismo for an authentic Tuscan experience off the beaten path. These lodgings offer breathtaking views, local cuisine, and a chance to immerse yourself in rural life. While you’re there, seek out immersive activities like cooking classes.

• Villa Campestri Olive Oil Resort – A scenic olive oil estate with tasting experiences
• Belmond Castello di Casole – An elegant retret set in a 10th century castle near Casole d’Elsa.
• Villa Il Poggiale Dimora Storica – An elegant countryside hotel in a 16th-century villa

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Where to Stay for the Best Tuscan Food & Wine Experiences

Tuscany is a paradise for food and wine lovers. These hotels offer world-class dining and wine tastings:

• Relais Il Falconiere & Spa (Cortona) – A luxury hotel with a Michelin-starred restaurant.
• Borgo San Felice (Chianti) – A stunning wine resort with its own vineyard.
• Tenuta Torciano (San Gimignano) – A family-run winery with immersive wine experiences.

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Best Places to Stay in Tuscany, Italy: Plan Your Stay

Tuscany has something for everyone, from vibrant cities to peaceful countryside retreats. Whether you’re looking for luxury, wine country stays, or family-friendly hotels, there’s a perfect spot.

Keep Reading

For family-friendly recommendations, check out our guide to visiting Tuscany with Kids. If you have more time to spend in Italy, discover the best of Rome with kids. And, if you need additional ideas for your next vacation, explore our favorite European destinations.

Adventurous Tastes is reader-supported. I’ve included affiliate links in this post and may receive commissions for purchases made through links.

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