Tenuta dei Cipressi is an elegant Florentine-style sanctuary set in the iconic heart of the Val d’Orcia. Built in the latter half of the 18th century upon the site of an ancient medieval hamlet—once a historic stop along the famed Via Francigena—the estate sits atop a panoramic hill surrounded by a serene park of holm oaks and slender cypresses. Designed and furnished with the warmth and timeless charm of a noble private residence, this extraordinary venue—featuring a grand circular garden and majestic outdoor spaces—is the ideal setting for exclusive weddings, private celebrations, and inspiring wellness or corporate retreats. Preserving the soulful heritage of an 18th-century Tuscan country seat originally created for spring banquets, it offers a unforgettable backdrop where history, complete privacy, and sweeping Tuscan vistas seamlessly meet.
Accommodations
Restored to offer absolute comfort while preserving its noble character, the main villa and its annex comfortably accommodate up to 26+2 guests across a spacious and versatile layout:
-
Ground Floor: Features two elegant double bedrooms, each complete with a private en-suite bathroom with shower.
-
First Floor: Houses three twin bedrooms and five double bedrooms (including one featuring a grand panoramic terrace), with each bedroom boasting its own private en-suite bathroom with shower.
-
Lower Ground Floor: Offers a dedicated double bedroom and a twin bedroom, served by a full bathroom with bathtub alongside a convenient guest bathroom. Two additional twin bedrooms with two bathrooms are located on the subterranean level.
-
The Annex: Provides a quiet retreat featuring two charming double bedrooms.
(Note: For smaller group bookings of 20 or 24 guests, the number of available bedrooms and bathrooms is adjusted accordingly.)
Living Areas & Outdoor Spaces
The interior living spaces are designed for relaxation, gathering, and entertainment. The ground floor opens into three expansive lounges—two featuring impressive pietra serena stone fireplaces and one anchored by a grand piano—all opening directly onto a semicircular terracotta solarium. This level also includes a private study, a cozy card room with TV, a classic billiard room, and a welcoming bar area equipped with a professional espresso machine. The fully equipped kitchen, ironing room, pantry, and laundry facilities ensure effortless hosting.
On the lower level, guests can enjoy a spacious TV lounge with direct access to the pool area, a fitness room, a games area with table tennis, a massage bed, and a dedicated yoga room equipped with mats—perfect for organized retreat activities.
Outside, the estate unfolds into a magnificent historical park. A sweeping circular garden at the entrance and an ancient hunting lodge add unique historic flair for events. Alfresco amenities feature a stunning 6×12-meter infinity pool, an adjacent hydromassage hot tub, a shaded barbecue area with gazebo, a children’s play area, and a volleyball court set among the trees.
Experience & Style
Tenuta dei Cipressi seamlessly blends Tuscan history with forward-thinking luxury and eco-conscious design. Fully energy-independent thanks to a modern photovoltaic system, the estate powers its electricity and hot water sustainably, complemented by EV charging stations and atmospheric LED garden lighting. With high-speed Wi-Fi throughout the villa and pool grounds, private parking, and a pet-friendly welcome, every detail invites guests to slow down, reconnect, and celebrate life’s most meaningful moments in one of Italy’s most breathtaking landscapes.
Services
- Swimming Pool
- Jacuzzi
- Terrace
- Coffee Machine
- Fireplace
- Ping-Pong Table
- Biliard Table
- Gym
- BBQ Area
- TV
- Wi-Fi
- Laundry Room
- Heating system
Location & Connectivity
- Florence Airport: 96 miles
- Rome Ciampino Airport: 120 miles
- Rome Fiumicino Airport: 131 miles
- Pisa Airport: 138 miles
- Radicofani: 3 miles
- San Casciano Dei Bagni: 8 miles
- Cetona: 12 miles
- Città Della Pieve: 18 miles
- Pienza: 19 miles
- Montepulciano: 20 miles
- Montalcino: 28 miles
- Orvieto: 44 miles
Accessibility
The property is disposed on different levels.
Extra Information
Security deposit: EUR 1,000.00 to be paid before arrival as specified in the booking confirmation.
Deposit: 30% at booking confirmation, Balance 70% 45 days before arrival.
Check-in: 4pm
Check-out: 9am
Pets allowed (€ 50,00 x week)
Cin: IT052024B5EX88F3A6
Recreational Activities
Miani Group is happy to create tailor-made itineraries for its guests, including guided tours of national parks, food and wine tours or cultural city tours. Possibility to book private chef stay or organize cooking lessons. Babysitters, drivers, masseurs and yoga instructors are also available upon request. Please contact us directly for rates and availability.