The infinity pool at Montelodoli, over the Chianti hills The vineyards around Villa L'Annesso at sunset Dinner table in the courtyard at Villa L'Annesso

Booked direct with MANERI

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.

Still choosing?See the two villas
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.

Side by side

Which house suits you?

MontelodoliVilla L'Annesso
Sleeps46
Bedrooms2 studios, each with a king bed3, all with air conditioning
Bathrooms22
PoolInfinity pool, for your group onlyEstate pool, sometimes used by the neighbour
KitchenA kitchenette in each studioFull kitchen, two living rooms
Siena40 min10 min
Florence1h 151h 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.

  1. 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.

  2. 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.

  3. The Crete Senesi

    Clay hills and white roads between Asciano and Buonconvento, south of Siena, at their best early in the morning.

  4. 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.

The pool at Villa L'Annesso on a summer afternoon

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.

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Or write to us at info@maneri.it or on WhatsApp.