Curated stays that elevate your journey through Florence, Chianti, and the Tuscan countryside.
Choosing the right accommodations is essential to fully embracing the art of slow travel in Tuscany. Whether you’re soaking in Renaissance art in Florence or sipping Chianti beneath the olive trees, where you stay sets the tone for your experience. Below, you’ll find standout luxury hotels in each region—places that blend Italian elegance, comfort, and a deep sense of place.
Let’s take a look at where to stay during your 10-day Tuscan escape:
Central Florence: Historic Grandeur at Portrait Firenze
Luxury Stay Pick: Portrait Firenze: Part of the Lungarno Collection by Ferragamo, this riverside gem is just steps from the Ponte Vecchio and boasts interiors that blend classic Italian style with chic, contemporary design. Every suite offers stunning Arno views and curated touches that feel truly personal.
Why Stay Here:
- Prime location for art lovers and city explorers, 3 minute walk to the Uffizi Gallery
- Elegant rooftop terrace for aperitivo hour
- Impeccable service and refined suites
Florence is the perfect launch point for your Tuscan adventure. Staying in the heart of the city gives you effortless access to museums, artisan boutiques, and unforgettable gelato.
Hills of Florence: Villa Cora
For those craving a more serene setting, Villa Cora is a romantic 19th-century mansion nestled in the hills just outside Florence’s city center. Surrounded by centuries-old gardens and views of the Boboli Gardens, it feels like a countryside retreat—yet you’re only a short drive or complimentary shuttle ride from the city’s heart.
Why Stay Here:
- Peaceful, refined escape from Florence’s crowds
- Lavish interiors, a stunning pool, and a full-service spa
- Ideal for couples or anyone seeking a slower pace without sacrificing luxury
Florence is the perfect launch point for your Tuscan adventure. Whether you prefer the vibrant energy of the historic center or a restorative stay tucked away in the hills, these standout properties make it easy to savor the beauty and rhythm of the city—on your terms.
Chianti: Vineyard Bliss at COMO Castello Del Nero
Luxury Stay Pick: COMO Castello Del Nero – A 12th-century castle-turned-five-star sanctuary nestled among Chianti’s rolling hills. Here, you’ll find Michelin-star dining, a holistic wellness spa, and private wine tastings—all with sweeping countryside views.
Why Stay Here:
- On-site vineyard and truffle hunting experiences
- Scenic infinity pool overlooking olive groves
- Ideal base for exploring Greve, Radda, and Castellina in Chianti
This region is pure Tuscan countryside magic—slow mornings, wine-drenched afternoons, and golden-hour strolls through the vines.
San Gimignano: Timeless Views at Hotel La Collegiata
Luxury Stay Pick: Hotel La Collegiata – Once a 16th-century convent, this romantic hideaway offers a quiet retreat just outside San Gimignano’s medieval walls. Its terraced gardens and outdoor pool are perfect for unwinding after a day of wandering cobbled lanes and tasting Vernaccia wines.
Why Stay Here:
- Rich history and authentic Tuscan charm
- Panoramic views of the town’s famous towers
- Gourmet restaurant with a seasonal menu
Staying here feels like stepping into a storybook—one filled with old-world beauty and delicious simplicity.
Montepulciano: Rustic Luxury at Borgo San Vincenzo
🍇 Luxury Stay Pick: Borgo San Vincenzo – A beautifully restored 18th-century estate surrounded by vineyards and olive groves. This boutique property offers a refined but relaxed atmosphere with wine-focused experiences, e-bike tours, and cooking classes.
Why Stay Here:
- Exceptional hospitality with a personal touch
- Spacious suites with countryside views
- Walking distance to local wineries and scenic drives
This area is a dream for lovers of Vino Nobile, Renaissance architecture, and sweeping Val d’Orcia landscapes.
The Tuscan Countryside: Panoramic Calm at A440 in Tuscany
🌿 Luxury Farm Stay Pick: A440 in Tuscany – Perched above the Val d’Orcia with sweeping views of rolling hills and golden light, A440 offers a tranquil, design-forward retreat just a 13-minute walk from Pienza. With spacious suites, a serene pool, and curated wellness experiences, it’s ideal for travelers seeking both seclusion and easy access to charming hill towns.
Why Stay Here:
- A short, scenic stroll to the UNESCO-listed village of Pienza
- Breathtaking vistas and beautifully designed interiors
- Outdoor pool, wine tasting room, and rooftop terrace
Mornings here begin with soft sunrises and quiet breakfasts overlooking the valley. Whether you’re wandering through nearby vineyards or simply unwinding by the pool, A440 captures the essence of Tuscany—slow, soulful, and beautifully unhurried.
More about Tuscany…
✨ Insider Perks When You Book with Styled Getaways
As a travel advisor specializing in curated, stress-free European escapes, I offer my clients exclusive perks at many of these properties—think room upgrades, welcome amenities, spa credits, and more. I’ll handle all the logistics so you can just show up, relax, and enjoy the journey.
📩 Ready to book your dream escape to Tuscany?
Let’s match you with the perfect stays and make your slow travel experience one to remember.
Affiliate Disclosure: This post contains affiliate links, which means I may earn a small commission if you book through them—at no extra cost to you. I only recommend hotels and experiences I genuinely believe in and would suggest to my own clients. Thank you for supporting my blog because it takes up a lot of my time!
All photos in this post are courtesy of Expedia Creators.
Itinerary Disclaimer: This itinerary is meant to serve as inspiration and does not constitute a packaged or pre-arranged tour. All travel arrangements are custom-planned for each individual client. Availability, pricing, and specific experiences may vary and are subject to change.
Liability Disclaimer: I do not own or operate the hotels, tours, or services mentioned in this post. I am not liable for changes in availability, pricing, service disruptions, or experiences provided by third-party vendors. Always confirm cancellation policies, travel requirements, and service details directly with providers prior to booking.
For a custom itinerary that reflects your travel style and preferences—with VIP perks and stress-free planning—book your consultation here. ✨
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