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Tuscany, Italy

The 15 best luxury and boutique vineyard hotels in Tuscany

Tuscany’s most stylish and personal vineyard hotels

The charm of Mediterranean wine regions is a veritable gold mine for wine lovers pursuing exceptional vintages and experiences that will be etched in their memories. In these sun-kissed locales, varied terroirs and long-standing traditions fuse to create distinctive world-famous wines. Let your senses lead you through the idyllic vineyards where history, culture and viticulture blend in flawless harmony. Bask in, unwind and relax amid the region’s excellent offerings, tastes and scents whilst letting your senses be enveloped by idyllic landscapes. For discerning wine-savvy travellers and novices, the Mediterranean wine regions guarantee unrivalled adventures and genuine experiences.

Overview: Tuscany’s top 15 wine hotels

01

Rosewood Castiglion del Bosco

02

Borgo Vescine

03

Conti di San Bonifacio Wine Resort

04

Castelfalfi

05

Castello di Vicarello

06

Mastrojanni Relais

07

Villa Le Prata

08

Hotel Le Fontanelle

09

Torre a Cona

10

Castello Banfi – Il Borgo

11

Borgo San Vincenzo

12

Relais Borgo Scopeto

13

Poggio Piglia

14

Borgo di Pietrafitta

15

Villa le Calvane

Rosewood Castiglione del Bosco Tuscany Italy hotel vineyard stay

01

Rosewood Castiglion del Bosco

Venture to the grand Rosewood Castiglion del Bosco, a sprawling wine estate deep in the Tuscan countryside near Montalcino. This meticulously kept luxury resort and spa offers spacious rooms, suites and nine lavish villas. Experience the lavish offerings of Ristorante Campo del Drago and the rustic charm of Osteria Canonica, both expertly managed by a renowned southern Italian chef with ingredients freshly picked from the kitchen garden. Immerse yourself in the heart of the Tuscan dolce vita enjoying spectacular vistas, aristocratic rural privacy and the exclusive Daniela Steiner Spa for an undeniably enchanting getaway.

Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Italy

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Photography courtesy of Rosewood Castiglion del Bosco
Borgo Vescine Radda in Chianti Tuscany Italy hotel review

02

Borgo Vescine

Borgo Vescine in Tuscany, originally a fortified settlement from the Lombard era, has been transformed by Lucia Paladin into a serene peasant village, retaining its rustic charm. This peaceful retreat, set amongst 42 hectares of vineyards, olive trees and woodlands, offers unique experiences like classic car tours, picnic setups and nature yoga. Wine lovers can delve into tastings in the ancient wine room, while cooking classes reveal the secrets of Tuscan cuisine. Horseback riding through the picturesque Chianti landscapes is also available, ensuring a memorable stay​​.

Borgo Vescine
Località Casteani
Radda in Chianti
Italy

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Photography courtesy of Borgo Vescine

Conti di San Bonifacio Wine Resort Gavorrano Tuscany Italy hotel vineyard stay
Conti di San Bonifacio Wine Resort Gavorrano Tuscany Italy hotel vineyard stay

03

Conti di San Bonifacio Wine Resort

Plunge into the captivating allure of Conti di San Bonifacio, a stunning country retreat nestled in a sprawling 300-acre wine sanctuary in Maremma. This chic sanctuary adorned with retro leather furnishings, exotic hide rugs and antiques collected from across Europe and Asia provides an exclusive restaurant, a peaceful outdoor swimming pool and a secluded spa suite for rejuvenating treatments. Indulge in the grandeur of the expansive master suite offering a terrace with panoramic views of the vine-covered landscape. Savour locally sourced dishes with sweeping vistas of the surrounding estate.

Conti di San Bonifacio Wine Resort
Località Casteani, 1
Gavorrano
Italy

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Photography courtesy of Conti di San Bonifacio Wine Resort
Castelfalfi Montaione Tuscany Italy hotel review

04

Castelfalfi

Castelfalfi is a meticulously restored medieval hamlet that is now a high-quality tourist resort, offering a unique stay. Emphasizing sustainable tourism, it features organic wine and olive production across its vast estate. The architecture merges traditional Tuscan elements with sustainable, locally sourced materials, ensuring an energy-efficient design. As the region’s largest employer, Castelfalfi has revitalized the area while preserving its traditional Tuscan authenticity​​.

Castelfalfi
Località Castelfalfi
Montaione
Italy

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Photography courtesy of Castelfalfi

Castello di Vicarello Poggi del Sasso Tuscany Italy hotel review
Castello di Vicarello Poggi del Sasso Tuscany Italy hotel review

05

Castello di Vicarello

Situated in Tuscany’s untamed Maremma countryside, Castello di Vicarello is a paradigm of contemporary luxury and seclusion. This 900-year-old castle, restored by Carlo and Aurora Baccheschi Berti, marries historical grandeur with modern sophistication. Across its 40 hectares of organically maintained vineyards and olive groves, the estate promises an authentic Italian experience. Guests can indulge in exceptional cuisine, explore award-winning vineyards and enjoy in unique regional experiences, from cooking traditional Tuscan dishes to crafting leather with local artisans.

Castello di Vicarello
Poggi del Sasso Cinigiano
Italy

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Photography courtesy of Castello di Vicarello

Mastrojanni Relais Castelnuovo dell'Abate Tuscany Italy hotel review

06

Mastrojanni Relais

Mastrojanni Relais, situated at the southeastern end of Montalcino, merges the natural beauty of the Amiata valley with vineyards and woodland. This Relais boasts refined suites with stunning views, alongside a restaurant offering exquisite dining with views of Val d’Orcia. Guests can indulge in wellness facilities including a hydromassage mini pool and a Turkish bath, all set against the backdrop of Brunello vineyards. It’s an embodiment of Tuscan refinement and relaxation​​.

Mastrojanni Relais
Montalcino
Italy

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Photography courtesy of Mastrojanni Relais

Villa Le Prata Montalcino Tuscany Italy hotel review

07

Villa Le Prata

Located in Tuscany’s tranquil countryside, Villa Le Prata offers a luxurious retreat in an 18th-century villa, just minutes from Montalcino. Surrounded by picturesque Brunello vineyards, guests are treated to rooms with antique furnishings, air-conditioning and stunning views. The villa boasts exclusive wine tastings of limited-edition Brunello vintages alongside organic olive oil. For culinary enthusiasts, local cooking classes explore traditional Tuscan recipes. The experience is enriched by personalised truffle hunting and various outdoor activities, ensuring a unique stay. Villa Le Prata combines classical elegance with immersive experiences, all set against the backdrop of Italy’s enchanting landscape​​​​​​.

Villa Le Prata
Loc. Le Prata, 261
Montalcino
Italy

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Photography courtesy of Villa Le Prata

Hotel Le Fontanelle Pianella Tuscany Italy hotel review

08

Hotel Le Fontanelle

Fontanelle Estate, set in Tuscany’s Chianti heartland, epitomises Italian grace and beauty. The Hotel Le Fontanelle and centrepiece, Vallepicciola winery, offer a journey through vineyards, reflecting a sustainable ethos. Giuseppina Bolfo’s restoration of a 700-year-old farmhouse into these luxurious spaces utilises local wood and terracotta, maintaining Chianti’s heritage. Culinary delights are served at three restaurants, notably Il Visibilio, curated by Michelin-starred chef Giuseppe Iannotti. The Wellness Sanctuary provides holistic spa treatments amid serene surroundings, for a rejuvenating stay​​​​​​.

Hotel Le Fontanelle
SP 408 km 14.7 Località
Pianella
Italy

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Photography courtesy of Hotel Le Fontanelle

Torre a Cona Rignano sull'Arno Tuscany Italy hotel review
Torre a Cona Rignano sull'Arno Tuscany Italy hotel review

09

Torre a Cona

Torre a Cona, set in the Florentine hills, is a treasure trove of Tuscan elegance and pastoral charm. Its heart, Osteria Torre a Cona, led by chefs Maria Probst and Cristian Santandrea, transform local, seasonal produce into contemporary Tuscan masterpieces. The estate’s wines, cultivated from its vineyards, enhance the dining experience. Stylish accommodations at Torre a Cona offer views that stretch across the estate’s vineyards and olive groves. The villa’s rooms, alongside outdoor amenities like a panoramic swimming pool, immerse guests in the serene Tuscan landscape​​​​.

Torre a Cona
Via Torre a Cona, 49
Rignano sull’Arno
Italy

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Photography courtesy of Torre a Cona

Castello Banfi Il Borgo Poggio alle Mura Tuscany Italy hotel vineyard stay

10

Castello Banfi – Il Borgo

Explore the captivating Castello Banfi – Il Borgo, a plush retreat nestled amongst 7,100 acres of lush vineyards and olive groves near Montalcino. This award-winning destination boasts 14 sumptuous rooms, each exuding Tuscan allure with wood-beam ceilings, terracotta floors and elegant silk drapes. Delight in special touches like a complimentary bottle of Brunello, relax in spacious bathrooms with heated towel rails and relish well-crafted Tuscan dishes at La Taverna accompanied by a superb house wine list. Experience the tranquillity of the countryside as you lounge by the infinity pool overlooking the stunning vineyard panorama.

Castello Banfi – Il Borgo
Poggio alle Mura
Italy

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Photography courtesy of Castello Banfi – Il Borgo
Borgo San Vincenzo Montepulciano Tuscany Italy hotel review
Borgo San Vincenzo Montepulciano Tuscany Italy hotel review

11

Borgo San Vincenzo

Villa Borgo San Vincenzo, located amidst the picturesque vineyards of Montepulciano along the Strada del Vino Nobile, epitomises the quintessence of Tuscan elegance and hospitality. This 18th-century estate has undergone a comprehensive restoration and displays traditional Tuscan aesthetics across its 21 distinctive rooms and suites. Each space is thoughtfully designed, reflecting the property’s rich history and architectural heritage. Guests are invited to explore the vibrant culture, world-class wine tasting and artisanal cuisine that define this storied region.

Borgo San Vincenzo
Vie de Montenero, 18
Montepulciano
Italy

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Photography courtesy of Borgo San Vincenzo

Relais Borgo Scopeto Vagliagli Tuscany Italy hotel vineyard stay

12

Relais Borgo Scopeto

Discover the serenity of Relais Borgo Scopeto, a charmingly restored hamlet nestled in southern Chianti. This luxury haven set in 1,200 acres of rolling hills offers modern amenities including a gourmet restaurant, serene spa and tennis courts. Enjoy the view that stretches to Siena’s architectural marvels, relax in chic individually styled rooms and savour dishes akin to contemporary art, crafted with locally sourced ingredients. Experience the elegance of this retreat with Borgo Scopeto’s own olive oil and distinct wines.

Relais Borgo Scopeto
Località Borgo Scopeto
Vagliagli
Italy

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Photography courtesy of Relais Borgo Scopeto
Poggio Piglia Macciano Tuscany Italy hotel vineyard stay

13

Poggio Piglia

Poggio Piglia, a charming hotel in Tuscany, offers breathtaking views of the rolling hills and lush Italian countryside. This cultured contemporary “casale” features nine elegant rooms, an infinity pool in herb-scented gardens and an on-site restaurant where Chef Giorgio Cabella serves exquisite Italian cuisine. Enjoy wine tastings and explore the hotel’s olive oil production. Located conveniently between Siena and Assisi, Poggio Piglia is perfect for exploring nearby attractions like Florence, Pisa and Chianti countryside. Experience authentic Tuscany at this delightful retreat.

Poggio Piglia
Macciano
Italy

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Photography courtesy of Poggio Piglia
Borgo di Pietrafitta Relais Castellina in Chianti Tuscany Italy hotel review

14

Borgo di Pietrafitta

Borgo di Pietrafitta is a restored medieval hamlet nestled in the heart of Chianti and offers a quintessential Tuscan retreat. With its panoramic position among vineyards and olive groves, the estate captures the essence of romantic and tranquil countryside living. The accommodations, ranging from bed and breakfast rooms to self-catering apartments and independent villas, are designed with a country-chic décor, blending soft pastel colours, wooden beams and terracotta floors. Guests can indulge in local culinary delights, relax by the infinity pool overlooking the scenic landscape or explore the rich history and nature surrounding the property.

Borgo di Pietrafitta
Loc. Pietrafitta, 46
Castellina in Chianti
Italy

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Photography courtesy of Borgo di Pietrafitta

Villa le Calvane Montespertoli Tuscany Italy hotel review

15

Villa le Calvane

Villa le Calvane is a luxury haven located in the Tuscan hills with panoramic views of the Chianti region. This 15th-century estate marries historical grandeur with contemporary luxury, featuring meticulously restored accommodations, including elegant suites and a private villa. Guests can indulge in the on-site restaurant’s exquisite Tuscan cuisine, explore the estate’s wine and olive oil production or unwind by the seasonal infinity pool and hot tub. Complemented by a full-service spa and free WiFi, Villa le Calvane promises a blend of relaxation and sophistication, encapsulating the essence of Tuscan elegance and local winemaking​​​​.

Villa le Calvane
Via Castiglioni, 1
Montespertoli
Italy

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Photography courtesy of Villa le Calvane

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