In the cinematic masterpiece “Under the Tuscan Sun,” Diane Lane takes center stage as a novelist on a quest to redefine her life by impulsively purchasing a property in the picturesque landscapes of Tuscany.
This narrative unfolds as a passionate affair with the legendary Italian trinity—cuisine, architecture, and scenery—takes center stage, transcending the conventional boundaries of characters in a film. Anyone who has explored this region can attest to the ease with which the story resonates.
When thoughts turn to Tuscany, images of enchanting Chianti wineries and the iconic cypress trees dotting Val d’Orcia immediately spring to mind. Yet, acknowledging that most of Italy is inherently idyllic is an understatement.
The undulating hills, sprawling vineyards, and surreal sunsets serve as the very soul of “la dolce vita.” Tuscany is a photographer’s dream, a realm best experienced slowly. Life here unfolds at a leisurely pace, with quaint villages frozen in time for generations.
To truly immerse oneself in the iconic Tuscan landscape, the regions of Chianti, Maremma, and the Montepulciano-Montalcino axis stand out. Medieval walled towns like San Gimignano and Montepulciano offer serenity with their stone lanes and ancient towers, transporting visitors to a bygone era.
Tuscany is not merely beautiful; it is compassionate, wonderfully imperfect, and generous, extending itself to all who visit. However, the journey through Tuscany remains incomplete without indulging in its delectable cuisine. Typical Tuscan recipes find their worth accompanied by a glass of Chianti Classico or Brunello di Montalcino.
Here, cuisine is an art form, an exploration of the good life that engages all the senses. To fully savor the Tuscan experience, consider unwinding in a luxury hotel or a charming villa. Let your concierge arrange a truffle hunt, participate in grape picking, or engage in saffron harvesting and olive oil pressing. After all, the saying goes, “Grow an appetite to satiate it later.”
Each region in Tuscany possesses a distinct character, making it challenging to compile a definitive list of the finest accommodations. Nevertheless, the following 24 luxury hotels and villas stand out in delivering a quintessential Tuscan experience:
24. Borgo Scopeto Wine & Country Relais Located in the Chianti hills, this jewel of historic roots offers a magical paradise within a medieval village. Overlooking vineyards and olive groves, it provides an immersive journey into the 14th century.
23. Hotel Certosa di Maggiano Once a Carthusian abbey, this luxurious retreat near Siena boasts 17 accommodations with classic amenities. The “Il Canto” restaurant provides a multi-sensorial experience, elevating happiness, elegance, and nature.
22. Borgo San Felice Nestled in the heart of Chianti Classico, this wine resort captures the essence of Tuscany. It offers an atmosphere where time stands still, surrounded by vineyards and olive groves. Fine dining at Il Poggio Rosso and laidback fare at Osteria del Grigio showcase Tuscan flavors.
21. Vitigliano Relais & Spa Originally an ancient Roman village, Vitigliano now stands as one of the most opulent Tuscan rural mansions. Positioned on a hillside in Chianti, it offers breathtaking vistas from every room, a separate spa, and a church, making it a one-of-a-kind resort.
20. Hotel le Fontanelle Situated in the secluded Chianti Classico region, Hotel le Fontanelle allows guests to experience the true essence of Chianti. La Colonna restaurant introduces the authentic flavor of locally sourced ingredients, complemented by the Belvedere Terrace’s breathtaking views.
19. The St. Regis Florence Occupying a 17th-century palazzo, The St. Regis Florence stands as a symbol of architectural beauty and historical splendor. Positioned in the heart of the city near the Arno River, it offers a unique adventure in a five-star boutique setting.
18. Castello di Vicarello Set amidst the Tuscan valley, Castello di Vicarello blends cutting-edge refinement with simplicity. Surrounded by fields, olive plantations, vineyards, and woods, it provides privacy, top-notch accommodation, and delectable cuisine.
17. Villa Grey, Forte dei Marmi In the seaside town of Forte Dei Marmi, Villa Grey offers tranquil accommodations with contemporary furnishings and glimpses of the sea or mountains. With private tents and beachside lounging, it epitomizes the traditional “dolce far niente” lifestyle.
16. Badia di Pomaio Perched in the hills above Arezzo, Badia di Pomaio is a former monastery turned into a magnificent hotel. Designer Ilaria Miani strikes a balance between earthy elements and dramatic accents, creating an elegant yet comfortable retreat.
15. La Pescaia Resort Immersed in the Middle Ages, La Pescaia Resort offers an intimate and laidback atmosphere. With only nine rooms and two apartments, it feels like staying at a close friend’s quiet house. Seaside and rural activities, coupled with genuine calmness, define this retreat.
14. Argentario Golf & Wellness Resort Set on the former island of Monte Argentario, this five-star resort offers spectacular views over an 18-hole golf course and the Orbetello Lagoon. Its styling and coziness, coupled with exceptional amenities, create a glorious retreat.
13. Borgo Pignano Owned by art enthusiast Michael Moritz, Borgo Pignano reflects a blend of old-world elegance and modern comforts. Set on 750 acres of organic farming, it offers a touch of refinement with simplicity, surrounded by the beauty of Italy.
12. Monteverdi Tuscany More than a hotel, Monteverdi Tuscany is a part of a medieval hamlet overlooking Val d’Orcia. With cobblestone alleys, a historic church, and a tranquil pool, it embodies passion, elegance, and genuineness.
11. Adler Spa Resort Thermae Focusing on natural resources, this health-focused thermal complex near Bagno Vignoni blends exceptional amenities, impressive cuisine, and the backdrop of Val d’Orcia. With its own olive oil, fine wines, and delectable pastries, it offers a top-notch culinary experience.
10. Hotel Il Pellicano Perched above a secluded beach, Hotel Il Pellicano epitomizes Italian luxury. With 50 Tuscan-style accommodations and a Michelin-starred restaurant, it provides an unforgettable experience amidst cypress trees and the sea.
9. Como Castello del Nero A medieval fortress in the Tuscan countryside, Como Castello del Nero offers a blend of Renaissance paintings and modern furnishings. Chef Giovanni Luca di Pirro crafts refined renditions of traditional Tuscan recipes, creating a sophisticated yet rustic appeal.
8. Grand Hotel Continental Siena Set in a splendid 17th-century palazzo, the Grand Hotel Continental Siena exudes elegance and charm. As the only five-star boutique hotel in the historic district, it offers a unique adventure in the heart of Siena, close to the majestic Cathedral and Piazza del Campo.
7. La Bandita Townhouse Transforming a Renaissance-era palace into a 12-room boutique hotel, La Bandita Townhouse brings together sleek interiors and picturesque charm. With facades preserving the town’s character, it offers a unique and special experience.
6. Four Seasons Hotel Firenze Amid Renaissance-time Palazzo della Gherardesca and a former monastery, the Four Seasons Hotel Firenze stands as a living shrine. With authentic architectural features, an 11-acre private garden, and impeccable service, it provides a retreat in the truest sense.
5. Borgo Santo Pietro Nestled in Palazzetto, Borgo Santo Pietro features manicured lawns and a pond, creating an authentic Italian vibe. Owned by Claus Thottrup, it offers outdoor activities, including river swimming, hiking, and aromatherapy classes, providing a sensory delight.
4. Rosewood Castiglion del Bosco Owned by Massimo Ferragamo, Rosewood Castiglion del Bosco encompasses a sprawling property near Montalcino. With acres of olive trees, woodlands, and an invitation-only golf course, it offers a range of activities, making it a top destination for foodies.
3. Castello di Velona Dating back to the 11th century, Castello di Velona is a medieval fortification with a preserved 12th-century watchtower. Combining a thousand years of history with art, nature, and elegance, it boasts a wine and cuisine selection that fulfills both body and soul.
2. Toscana Resort Castelfalfi Set in the dreamy village of Castelfalfi, this five-star resort boasts a 10,763.910 square foot spa and a 27-hole golf course. With top-notch service, a variety of fitness options, and the Via del Sale restaurant offering Tuscan and worldwide-inspired dishes, it exemplifies the Italian quality of life.
1. Castello di Casole, A Belmond Hotel Situated in a picturesque nature reserve between Siena and Florence, Castello di Casole is a legendary medieval hotel. With 39 elegant rooms and suites, a heated infinity pool, and a serene ambiance, it captures the seductive charm of rural Tuscany, offering an unforgettable experience.
