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Daily Buffet Breakfast
Complimentary full buffet breakfast daily for each guest
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$100 Hotel Credit & Welcome Wine
$100 USD hotel credit plus a welcome bottle of Castello di Monastero wine
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Extended Stay 3-Course Lunch
Complimentary 3-course lunch in La Cantina for two on stays of 4+ nights
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$100 Spa Credit (Suites & Villas)
$100 USD Spa credit per stay on 2+ night suite & villa bookings
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Room Upgrade Priority
Priority upgrade upon check-in subject to availability
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Early Check-In / Late Check-Out
Subject to availability upon arrival and departure
A Restored 11th-Century Medieval Borgo in Chianti
Nestled in the heart of Tuscany, surrounded by Chianti vineyards, olive groves, and rolling hills just 20 minutes from Siena, Castel Monastero is a magnificent 11th-century medieval convent and fortress transformed into an extraordinary luxury hamlet (borgo). Originally established as a monastery and later fortified into a castle and village by the noble Sienese Chigi Saracini family, this historic estate masterfully marries centuries of Tuscan architectural heritage with refined contemporary Italian elegance.
Within its ancient stone walls, guests enter a tranquil sanctuary where cobblestone pathways, private stone courtyards, and a charming central piazza recreate the timeless rhythm of medieval Tuscan life. The 68 rooms and suites, plus a private three-bedroom villa, feature exposed chestnut wooden beams, handcrafted terracotta floors, and bespoke Italian furnishings, paired with marble bathrooms boasting deep soaking tubs and walk-in rain showers.
Epicurean excellence flourishes across the estate. Facing the central piazza, 1 Michelin-starred restaurant Contrada serves avant-garde interpretations of Tuscan gastronomic heritage. In the vaulted 13th-century cellars, La Cantina presents rustic Tuscan trattoria classics paired with Chianti Classico and Super Tuscan vintages. The 1,000-square-meter holistic wellness spa boasts indoor and outdoor swimming pools, thalassotherapy salt pools ("Aquae Monasterii"), and bespoke medical wellness rejuvenation programs.
Property Gallery
11th-Century Medieval Borgo & Grounds
Cascade Pools Overlooking Chianti Hills
Executive Suite Living Salon
Aristocratic Royal Suite
1 Michelin-Starred Contrada Dining
Aquae Monasterii High-Saline Spa Pool
Estate Highlights
Authentic Medieval Hamlet
Restored 11th-century monastery and castle with cobblestone streets, intimate courtyards, and a bustling central piazza.
1 Michelin-Starred Gastronomy
Chef-crafted fine dining at Contrada, accompanied by rustic wine cellar trattoria favorites at La Cantina.
1,000 sqm Holistic Wellness Spa
Signature "Aquae Monasterii" salt pool, Finnish sauna, bio-sauna, Turkish bath, and personalized detox therapies.
Premier Chianti Wine Country
Surrounded by rolling vineyards and olive groves, just 20 minutes from Siena and 50 miles from Florence.
Rooms, Suites & Private Villa
Each of Castel Monastero’s 68 accommodations is individually styled to honor classic Tuscan country architecture while delivering supreme modern luxury, featuring antique terracotta, exposed chestnut beams, and views of the vineyards, gardens, or central piazza.
Superior Room
📐 300 - 320 sq. ft.
👥 Up to 2 Guests
🛏️ 1 King or 2 Twins
🌿 Garden / Courtyard View
Charming Tuscan retreat decorated in warm earthy palettes and handcrafted timber details. Features a plush king bed, writing desk, and an elegant travertine stone bathroom with a walk-in sensory rain shower.
Castello di Monastero bath amenities • LCD satellite TV • High-speed WiFi • Climate control • Minibar • In-room safe
Deluxe Room
📐 340 - 420 sq. ft.
👥 Up to 3 Guests
🛏️ 1 King Bed (Rollaway on request)
🍇 Chianti Hills View
Spacious guestroom filled with warm Tuscan natural light, antique furnishings, and rich fabrics. Bathrooms feature double vanities, separate deep soaking bathtubs, and walk-in rain showers. Connecting options available.
Separate soaking bathtub & shower • Double vanities • Nespresso machine • In-room safe • Twice-daily housekeeping
Prestige Room
📐 430 - 480 sq. ft.
👥 Up to 3 Guests
🛏️ 1 King Bed + Lounge
🌿 Vineyard & Hamlet View
An expansive haven of Tuscan elegance featuring a dedicated sitting lounge with comfortable armchairs, vaulted historic ceilings, and large scenic windows overlooking the vineyards or medieval hamlet courtyards.
Dedicated lounge sitting area • Travertine marble bathroom • Deep soaking tub • Evening turndown • Pillow menu
Junior Suite Piazza
📐 440 - 650 sq. ft.
👥 Up to 3 Guests
🛏️ 1 King Bed + Sofa Bed
🏰 Historic Piazza View
Romantic open-plan suite commanding picturesque vistas directly over the historic cobblestone piazza. Decorated in classic Tuscan country chic with fine terracotta floors, exposed beams, and a spacious living area.
Direct central piazza view • Integrated living area • Travertine bathroom • Butler service on request • Minibar
Executive Suite
📐 590 - 700 sq. ft.
👥 Up to 4 Guests
🛏️ 1 King Bed + Queen Sofa Bed
🍷 Chianti Countryside View
An exquisite apartment-style suite divided into an expansive private master bedroom and grand independent living salon. Accented with bespoke Tuscan textiles, warm wood detailing, and panoramic views of the estate's rolling hills.
Separate living salon • Two flat-screen TVs • Marble bathroom with tub & shower • Signature welcome wine • Daily fresh fruit
Royal Suite
📐 750 - 860 sq. ft.
👥 Up to 4 Guests
🛏️ 1 King Four-Poster Bed + Grand Salon
🌄 Panoramic Tuscan Countryside
The crowning jewel of Castel Monastero. An aristocratic sanctuary featuring a monumental salon with antique working fireplace, private dining setting, four-poster master bed, dressing quarters, and sweeping 360-degree panoramas of Chianti.
Grand salon with fireplace • VIP butler service • Complimentary pressing • Fresh floral arrangements • Private packing/unpacking
Tuscan Gastronomy & Cellar Vintages
Contrada
Modern Tuscan Fine Dining (1 Michelin Star) • Dinner
Situated on the hamlet’s picturesque central piazza, Contrada delivers unforgettable 1 Michelin-starred fine dining. The seasonal tasting menus represent visionary interpretations of ancient Tuscan gastronomy, featuring ingredients harvested directly from the estate's gardens and matched with premier regional vintages.
La Cantina
Traditional Tuscan Trattoria & Enoteca • Lunch & Dinner
Set within atmospheric 13th-century vaulted stone cellars where monastic orders historically aged wine. Guests savor hearty handmade pici pasta, bistecca alla Fiorentina grilled over oak embers, and artisanal cured salumi paired with rare Chianti Classico selections.
Bar Piazza & Poolside Bar
Artisanal Cocktails, Tuscan Wines & Light Fare • All Day
The social heartbeat of the hamlet. Savor morning Italian espresso and pastries in the sunshine, enjoy light salads and gourmet panini poolside overlooking the vineyards, or unwind with a signature Negroni and Chianti flight under the stars.
Castel Monastero Spa & Aquae Monasterii
Covering over 1,000 square meters across two historic stone buildings, the Castel Monastero Spa is an oasis of restorative rejuvenation. At its core is the proprietary "Aquae Monasterii" high-saline therapy pool, whose buoyant thermal waters provide deep muscular relief and cellular detoxification.
The spa encompasses indoor and outdoor heated relaxation pools, Finnish saunas, bio-saunas, Turkish steam baths, and emotional sensory showers. Guests may embark on medically supervised holistic detox, anti-aging, and weight-loss programs tailored by leading wellness specialists.
Frequently Asked Questions
What VIP amenities are included when booking Castel Monastero through Vincent Vacations?
When booking through Vincent Vacations as an authorized Signature Travel Network partner, guests receive complimentary daily buffet breakfast for two, a $100 USD hotel credit per stay, a welcome bottle of Castello di Monastero wine, room category upgrade priority upon availability, flexible check-in and checkout, and on stays of 4 nights or more, a complimentary 3-course lunch in La Cantina for up to two guests. Suite bookings also receive an additional $100 Spa credit.
Where is Castel Monastero located and what is the best way to get there?
Castel Monastero is located in Castelnuovo Berardenga in the southern Chianti wine region of Tuscany, approximately 20 minutes (23 km) east of Siena and 57 miles (90 km) south of Florence Peretola Airport (FLR). Vincent Vacations arranges seamless private Mercedes-Benz chauffeur transfers from Florence, Pisa, or Rome Fiumicino airports, or from Siena train station.
What are the dining experiences at Contrada and La Cantina?
Castel Monastero features two distinguished dining destinations. Contrada is a 1 Michelin-starred fine dining venue on the medieval piazza offering avant-garde Tuscan gastronomic creations. La Cantina, set within the 13th-century medieval wine cellars, specializes in time-honored Tuscan cuisine, handmade pastas, and regional wood-grilled meats paired with Chianti Classico vintages.
What wellness therapies and swimming pools are available at the Spa?
The 1,000 sqm Castel Monastero Spa offers a holistic sanctuary including indoor and outdoor heated swimming pools, Finnish saunas, bio-saunas, Turkish steam rooms, and the proprietary "Aquae Monasterii" high-density saline thalassotherapy pool. Guests can also experience medically supervised detox, weight-loss, and anti-aging wellness programs.
Can Vincent Vacations organize private wine tastings and cultural tours during our stay?
Yes. Our dedicated Italy concierge coordinates private tours to Siena's Piazza del Campo and Duomo, exclusive VIP access to renowned Chianti Classico and Brunello di Montalcino vineyards with private winemakers, hot air balloon flights over the Val d'Orcia, truffle hunting expeditions, and private cooking classes with estate chefs.
