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Villas to rent · Chianti & Siena
Villas in Chianti and near Siena.
Two smaller houses for couples and families, both among the vineyards. Montelodoli is a pair of studios with an infinity pool near Gaiole in Chianti. Villa L'Annesso is a stone farmhouse 10 minutes from Siena.
- Villas here
- 2Montelodoli and Villa L'Annesso
- Weekly price
- From €2,500For the whole house. We confirm the price for your dates within 24 hours.
- Nearest airport
- Florence (FLR)About 1 hour 15 from Montelodoli, 1 hour 30 from Villa L'Annesso
The houses
Two villas for smaller groups.
Montelodoli is always rented to one group. At Villa L'Annesso the pool is on the estate and generally free for guests, but the owner of the neighbouring house may sometimes use it.
Near Gaiole · Chianti ClassicoMontelodoli4 guests · 2 studios · 2 bathroomsFrom €3,500 a weekTwo studio suites, each with a king bed, a kitchenette, its own bathroom and its own door onto the garden. They share an infinity pool over the vineyards and are always rented together, to one group. Gaiole is 10 minutes by car.See the villa →
Castelnuovo Berardenga · near SienaVilla L'Annesso6 guests · 3 bedrooms · 2 bathroomsFrom €2,500 a weekA restored stone farmhouse with beamed ceilings, terracotta floors and antique furniture, two living rooms and air conditioning in every bedroom. The pool looks over the vineyards. Siena is 10 minutes by car.See the villa →
For a larger group
Side by side
Which house suits you?
| Montelodoli | Villa L'Annesso | |
|---|---|---|
| Sleeps | 4 | 6 |
| Bedrooms | 2 studios, each with a king bed | 3, all with air conditioning |
| Bathrooms | 2 | 2 |
| Pool | Infinity pool, for your group only | Estate pool, sometimes used by the neighbour |
| Kitchen | A kitchenette in each studio | Full kitchen, two living rooms |
| Siena | 40 min | 10 min |
| Florence | 1h 15 | 1h 15 |
| From, per week | €3,500 | €2,500 |
Choose Montelodoli
For one or two couples who want a pool to themselves in the middle of Chianti Classico.
Choose Villa L'Annesso
If you want Siena close by for dinners and the Palio, and a third bedroom for children or friends.
The area
Days out in Chianti and Siena.
Montelodoli is in the hills of Chianti Classico. Villa L'Annesso is on the southern edge of the wine region, where the vineyards come down towards Siena.
The wine roads
Greve, Panzano, Radda, Gaiole and Castellina all have wineries that take visitors, from family cellars to old estates. Most tastings are by appointment.
Siena
Piazza del Campo, the cathedral, and the Palio, run in the square on 2 July and 16 August. Villa L'Annesso is 10 minutes away.
The Crete Senesi
Clay hills and white roads between Asciano and Buonconvento, south of Siena, at their best early in the morning.
San Galgano
A roofless Gothic abbey and, on the hill above it, the round chapel of Montesiepi with a sword set in the rock.
At the table
Chianti Classico and Gran Selezione, ribollita, bistecca, pici, pecorino, and panforte and ricciarelli from Siena's bakeries. The new olive oil is pressed in October and November.
Getting here
Florence airport is about 1 hour 15 from Montelodoli and 1 hour 30 from Villa L'Annesso. You need a car; both houses have free parking on site.
From Montelodoli, by car
- Gaiole in Chianti
- 10 min
- Radda in Chianti
- 20 min
- Castelnuovo Berardenga
- 25 min
- Castellina in Chianti
- 30 min
- Siena
- 40 min
- Florence
- 1h 15
From Villa L'Annesso, by car
- Siena
- 10 min
- Castelnuovo Berardenga
- 10 min
- Chianti wineries
- 15-40 min
- Montalcino
- 50 min
- San Gimignano
- 1h
- Florence airport
- 1h 30
Questions
Before you ask for dates.
Something we have not answered? Write to us or send a message on WhatsApp. We reply within 24 hours.
Are these villas good for couples?
Yes. Montelodoli is two separate studios, each with a king bed and its own bathroom, so it suits one or two couples. Villa L'Annesso has three bedrooms, one of them a twin room, for a couple with children or a group of friends.
Is the pool private?
At Montelodoli, yes: the property is always rented to one group, and the pool is open from mid-May to mid-October. At Villa L'Annesso the pool is on the estate and generally free for guests, but the owner of the neighbouring house may occasionally use it.
How far is Siena?
10 minutes by car from Villa L'Annesso and about 40 minutes from Montelodoli.
How much does a week cost?
Villa L'Annesso starts at €2,500 a week and Montelodoli at €3,500, for the whole property. We confirm the price for your dates within 24 hours.
Can you book wine tastings?
Yes. We book private visits to Chianti Classico wineries, from family cellars to old estates, and can send a chef to cook dinner at the villa. A private chef booked through us costs 10% less.
Know your dates?
Tell us when and how many.
We check both houses for your dates and reply within 24 hours with availability and the price. No payment and no commitment until you decide.
Or write to us at info@maneri.it or on WhatsApp.
