Welcome to Villa Trionfante, a refined retreat nestled in the heart of Tuscany’s breathtaking countryside. Located between Florence and Siena in the celebrated Chianti Classico wine region, the villa offers guests a rare opportunity to experience the authentic charm of Tuscany. Surrounded by rolling vineyards, olive groves, and picturesque medieval villages, this area is beloved for its rich culture, timeless landscapes, and world-class wines. While famous towns such as Greve, Castellina, Radda, and Gaiole in Chianti attract visitors from around the world, the surrounding countryside is also filled with lesser-known gems—historic villages with ancient churches, castles, and winding stone streets waiting to be discovered.
Villa Trionfante perfectly captures the spirit of this enchanting region. From the moment you arrive, the villa impresses with its elegant interiors, contemporary style, and beautifully restored architectural details that reflect the history of the property. The main floor, accessed from the garden, welcomes guests into a spacious living room that flows into a formal dining area featuring a grand fireplace. A modern, fully equipped kitchen offers everything needed for preparing memorable meals, while a guest bathroom and a convenient laundry room complete this level.
Upstairs, the villa continues to offer inviting spaces designed for both social gatherings and quiet relaxation. An additional sitting room with a fireplace provides a peaceful retreat—ideal for enjoying a good book, sharing conversation with friends, or savoring a glass of wine while overlooking the tranquil Tuscan surroundings.
The outdoor setting of Villa Trionfante is just as captivating as the interior. Surrounded by woodland and reached by a half-mile country road, the property guarantees exceptional privacy and serenity. The private swimming pool is set amid lush greenery and manicured lawns, close enough to the villa for convenience yet thoughtfully positioned for safety and tranquility. A gentle river flows through the estate and can be accessed directly from the property, where guests will find a peaceful relaxation area with a dining table and sun loungers—perfect for quiet afternoons immersed in nature. Several alfresco spaces in the villa’s courtyard invite guests to dine outdoors, unwind, and enjoy the beauty of the Tuscan landscape.
Newly introduced to the luxury rental market, Villa Trionfante offers an exceptional blend of elegance, comfort, and privacy. The estate includes two separate annexes, allowing larger groups or multi-generational families to stay together while still enjoying personal space. Guests can fully embrace the tranquility of the property, including private access to the nearby river, while still being conveniently located just a few minutes from a charming village with restaurants and shops. Florence is only a 25-minute drive away and Siena about 40 minutes, making the villa an ideal base for exploring the treasures of Tuscany while returning each day to the peace and beauty of your own Tuscan retreat.
Please note that the pool is open from April 1 to November 1.
Included with rate: All utilities and final cleaning; Daily housekeeping service 6d/week (Tue off); Unlimited Wi-Fi internet access; Garden and pool maintenance; Complementary pre-arrival grocery delivery (cost of groceries not included)
Not included with rate: Extra cleaning/laundry service; Cook service – No third-party suppliers allowed: the services will be provided by the villa management and in-house staff; Cost of food and beverages; Extra delivery service
Main House
Bedroom 1: Lower floor bedroom with a queen-size bed, A/C, WiFi, access to garden terrace, and en-suite bathroom with shower, vanity and WC. 2 guests maximum
Bedroom 2: Main floor bedroom with a queen-size bed, A/C, WiFi, and en-suite bathroom with shower, vanity and WC. 2 guests maximum
Bedroom 3: Upper floor bedroom with a queen-size bed, A/C, WiFi, and en-suite bathroom with bathtub, shower, vanity and WC. 2 guests maximum
Bedroom 4: Upper floor bedroom with a queen-size bed, A/C, WiFi, and en-suite bathroom with shower, vanity and WC. 2 guests maximum
Annex I
Bedroom 5: Bedroom with a queen-size bed, A/C, WiFi, and shared bathroom with shower, vanity and WC. 2 guests maximum
Bedroom 6: Bedroom with two single beds, A/C, WiFi, and shared bathroom with shower, vanity and WC. 2 guests maximum
Annex II
Bedroom 7: Bedroom with a queen-size bed, A/C, WiFi, and en-suite bathroom with shower, vanity and WC. 2 guests maximum
Interior Access Bedrooms: 4 Exterior Access Bedrooms: 3
Once a vacation home is selected, the pampered adventure begins. Our concierge team will assist with creating a magical and immersive vacation experience. Our services include
While available for advanced requests, the concierge team connects with guests 30 days prior to arrival to coordinate arrivals and to reserve desired services and experiences. Guests with scheduled Christmas/New Year stays will be contacted 90 days prior to arrival.
Earn up to a US$500 concierge credit on qualifying bookings
The Endless Summer Escape applies to all new reservations booked between May 12 and August 31, 2026.
Terms and conditions
Credit is based on total booking value before taxes and fees. Credit applies to experiences only and cannot be used toward villa rental, taxes, or fees. Credit must be used during the booked stay and expires at checkout. Cannot be combined with other offers and has no cash value. Valid only on new reservations made within the booking window. Concierge service must be booked directly through our website and does not apply to third-party providers or external websites.