Tuscany is one of the most captivating destinations for those who love wine and the beauty of its landscapes. Among golden hills, medieval villages, and endless vineyards, the region's wine resorts offer unique experiences that combine hospitality, food and wine, and relaxation.
In this article, we'll guide you through six top-notch wine resorts in Tuscany , where you can experience the best of wine tourism with tastings, spas, panoramic pools, and dreamlike atmospheres.

1) Rosewood Castiglion del Bosco – Montalcino (Siena)

In the heart of the Val d'Orcia, this historic estate extends over 2,000 hectares and combines medieval architecture, prestigious vineyards, and luxurious hospitality. The suites overlook the vineyards of the renowned Brunello di Montalcino, while the experiences offered—such as dinners in the barrel cellar or guided tastings—ensure a memorable stay.
Don't miss: the aperitif in the cellar and the “Brunello style” dinner.
Reason to choose it: for those who want luxury, views, and total immersion in the world of wine.

2) Borgo San Felice Resort – Castelnuovo Berardenga (Chianti)

An ancient Tuscan village transformed into a resort with stone rooms overlooking the Chianti vineyards. Ideal for a weekend of relaxation and tastings, it offers a large panoramic pool and an authentic atmosphere.
Highlights: the strategic location near Siena and the feeling of living in a village from another era.
Ideal for: those who want to combine wine, nature, and Tuscan culture.

3) Il Borro Relais & Châteaux – San Giustino Valdarno (Arezzo)

An organic estate of over 1,100 hectares belonging to the Ferragamo family, Il Borro is a Renaissance village restored and transformed into an elegant resort. Vineyards, olive groves, a spa, and a gourmet restaurant complete the experience.
Highlights: rooms in the historic villa, private tastings, and relaxation in the spa.
Why choose it: It combines design, exclusivity, and historical wine-making charm.

4) Dievole Wine Resort – Chianti Classico (Siena)

Nestled among the vineyards and olive groves of Chianti Classico, Dievole is an elegant retreat where you can rediscover Tuscan nature. Refined rooms, two panoramic pools, and a fitness trail through the vineyards complete the experience.
Plus: excellent balance between authenticity, comfort and excellent wine.
Ideal for: enthusiasts seeking the true spirit of Chianti.

5) Poggio al Casone – Crespina (Pisa)

Organic winery with 40 hectares of vineyards and a restored historic villa, just a few kilometers from the sea. It offers self-catering accommodations, a swimming pool, and tastings of its own wines.
An experience not to be missed: a tour of the cellar and a stroll through the vineyards at sunset.
Perfect for: those who want to combine relaxation, sea, and Tuscan authenticity.

6) Villa La Selva Wine Resort – Bucine (Arezzo)

A historic Medici property, today an elegant resort nestled among vineyards and olive groves. Tuscan style blends with modern details, offering a relaxing and refined experience.
What makes it special: the mix of history, nature, and absolute tranquility.
Recommended for: those seeking an exclusive and quiet stay in the heart of the countryside.

Discover the Tuscany of wine

If you're thinking about a wine vacation, these six wine resorts offer some of the best experiences combining vineyards, relaxation, and wine culture.
Whether you're a wine tasting enthusiast, a couple seeking relaxation, or a lover of beauty, Tuscany will welcome you with elegance.

All Tuscany wine experiences are on Wineries and find the perfect wine resort for you.