Villa L'Annesso, a restored farmhouse among the Chianti vineyards.
A restored Tuscan farmhouse between Chianti and Siena.
Villa L'Annesso is a lovingly restored stone farmhouse set in the open countryside near Castelnuovo Berardenga, surrounded by vineyards, olive groves and quiet rural roads. The villa keeps the soul of a traditional Tuscan home — exposed wood-beam ceilings, warm terracotta floors, antique furnishings — paired with the comfort of a fully equipped contemporary retreat.
The property accommodates up to six guests across three air-conditioned bedrooms, with a fully equipped kitchen, generous living rooms, and two bathrooms. Outside, separate courtyards offer different rhythms for the day — one shaded by a parasol, another tucked under the cool of the entrance arch — alongside an outdoor dining area and a barbecue.
The pool sits framed by manicured lawns, cypress trees and open views over the surrounding vineyards — perfect for a refreshing swim or a long afternoon under the Tuscan sun. Ideally placed for day trips to Siena, the Chianti wine region, and the hilltop towns of southern Tuscany, L'Annesso is a refined base for couples, families or groups of friends who want authentic Tuscan character without compromise on comfort.
Mornings that open onto vineyards, slow afternoons by the pool, evenings under the entrance arch with the hills turning gold.
Spaces, light, and the view.
What's included in your stay.
A characterful restored Tuscan farmhouse built around comfort and ease: three bedrooms, two bathrooms, generous living rooms, a pool framed by lawns and cypress, and separate courtyards for outdoor living all day long.
Indoors. Warm, characterful interiors with exposed wood-beam ceilings, terracotta floors and antique furnishings — paired with hotel-grade bedding and a fully equipped kitchen. Two inviting living rooms make space for relaxed breakfasts, long shared lunches, or a private-chef dinner on request. Air conditioning throughout.
The bedrooms. Three air-conditioned bedrooms sleeping up to six guests, across the main floor and upstairs — classic iron and wood bedframes, crisp linen, and windows opening onto the countryside. Two bathrooms, one with a tub.
Outdoors. The pool sits among manicured lawns, cypress trees and open views over the vineyards — made for swims and slow afternoons. Separate outdoor areas give you options through the day: one shaded by a parasol, another tucked under the cool of the stone entrance arch. A barbecue and outdoor dining setup make every meal feel like Tuscany at its best.
Three quiet rooms, each its own atmosphere.
Characterful bedrooms with exposed beams, classic bedframes and crisp linen — air conditioning in every room, and windows opening to the Tuscan countryside. Designed for restful nights and slow mornings.
Countryside-view double
- 1 double bed
- Air conditioning
- Direct countryside view
- Bright and restful
Twin room
- 2 single beds
- Air conditioning
- Flexible for friends or kids
- Quiet, countryside view
Second upstairs double
- 1 double bed
- Air conditioning
- Classic Tuscan character
- Restful countryside setting
Among vineyards, near Siena and Chianti.
Villa L'Annesso sits in the open countryside of Castelnuovo Berardenga, on the southern edge of the Chianti wine region and just outside Siena. The setting is rural and quiet — scenic roads, family-run wineries, and historic hilltop towns within easy driving distance.
A car is recommended to explore the area at your own pace — we'll help you plan tastings, dinners and day trips during your stay.
Nearby
- Siena 30 min
- Castelnuovo Berardenga 10 min
- Chianti wineries 15-40 min
- Montalcino 50 min
- San Gimignano 1h 00
- Val d'Orcia 1h 00
- Florence 1h 15
- Florence airport (FLR) 1h 30
Three reasons this villa stands out.
Authentic restored-farmhouse character
Exposed wood-beam ceilings, terracotta floors and antique furnishings — the soul of a traditional Tuscan home, paired with the comfort of a fully modernised retreat. Character without compromise.
A pool framed by garden and vineyards
The pool sits among manicured lawns, cypress trees and open views over the surrounding vineyards — quiet swims at sunset, long afternoons under the Tuscan sky, the landscape always doing most of the talking.
Perfect base for Chianti & Siena
Halfway between Siena and the Chianti wine region, with hilltop towns, family wineries and country restaurants all within easy reach. Quiet enough to feel remote, central enough to be everywhere.
Curated by MANERI, on request.
Tell us what you'd like to experience and we'll arrange it — from private tastings in Chianti's most celebrated wineries to in-villa dinners prepared by a chef who comes to you.
Chianti Classico wine tastings
Private visits to producers across the Chianti Classico region — including iconic estates and small family-run wineries, with sommeliers who tell each estate's story.
Private chef in the villa
A multi-course Tuscan dinner prepared and served at L'Annesso by a private chef, or a hands-on cooking class for the group. Fresh pasta, regional specialities, local ingredients.
Pre-arrival grocery & extras
Stocked fridge on arrival, hand-picked wines and pantry essentials waiting for you. Extra cleaning, laundry, and mid-stay refresh services available on request.
Siena private tours
Guided walking tours of Siena's medieval centre, Piazza del Campo and the Duomo, with timed access to museums and authentic local lunches paired with Tuscan wines.
Day trips & guided drives
San Gimignano, Montalcino, the Val d'Orcia, the Crete Senesi — all within easy reach. We design the route, the timing, and arrange a private driver where useful.
In-villa wellness
Massages, yoga sessions and personal trainers can come to L'Annesso. Outdoor yoga at sunrise, evening massages by the pool — wellness on your schedule.
The practical details.
A quick overview of how the stay works, so there are no surprises. For anything specific, just ask us during your enquiry.
Share your dates. We'll come back to you.
Tell us when you'd like to come and we'll confirm availability and rates — typically within 24 hours.