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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Montechiaro holiday rentals

Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is ฿49,637
฿54,751 total
includes taxes & fees
24 Apr - 25 Apr
Terre di Baccio
Exterior

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is ฿3,419
฿3,912 total
includes taxes & fees
20 Apr - 21 Apr
Il Pozzo di Sant'Andrea
Front of property

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (64 reviews)
"Great stay but can feel a bit captive to their restaurant for dinner. Min 2 courses mandatory per person and dessert doesn’t count "
Canada
Shelley
The price is ฿5,763
฿6,640 total
includes taxes & fees
20 Apr - 21 Apr
Villa Curina Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (29 reviews)
"Lovely relaxation options and wonderful restaurant attached to the property! Great for a stay where you are travelling through Tuscany by car! Do not recommend travelling by public transport or taxi as it is very expensive."
Australia
Amelia
The price is ฿5,200
฿5,720 total
includes taxes & fees
20 Apr - 21 Apr
Villa di Sotto
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is ฿5,163
฿8,347 total
includes taxes & fees
13 May - 14 May
Borgo Il Poggiaccio
Garden

Villa Cristina

Villa Cristina
Castellina in Chianti
7.8 out of 10, Good, (39 reviews)
"Arnaque absolue par rapport aux photos. Sdb salle moisi partout, wc jaune de calcaire. Aucune isolation phonique. Photos ne correspondent pas Chambre dans garage hauteur sous planfond nulle obligé de se baisser."
France
pascal
The price is ฿2,920
฿3,362 total
includes taxes & fees
16 May - 17 May
Villa Cristina
Food court

Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is ฿5,686
฿6,367 total
includes taxes & fees
19 May - 20 May
Antico Borgo Poggiarello
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Great time, perfect property and location."
United States
Christopher
The price is ฿7,819
฿8,751 total
includes taxes & fees
20 Apr - 21 Apr
Ca' Bianca Tuscany Relais
Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is ฿1,660
฿1,901 total
includes taxes & fees
26 Apr - 27 Apr
Sportland
Double Room (Ginevra) | View from room

A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
8.0 out of 10, Very good, (26 reviews)
"Pleasant place"
France
Claude
The price is ฿4,491
฿5,090 total
includes taxes & fees
20 Apr - 21 Apr
A Casa Mastacchi
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (435 reviews)
"Nice place!"
United States
Pavel
The price is ฿4,295
฿4,874 total
includes taxes & fees
20 Apr - 21 Apr
Siena Vip
Tasting room

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (202 reviews)
"Room was excellent, location was perfect for seeing Siena and restaurant was also excellent"
United Kingdom
John
The price is ฿4,080
฿4,638 total
includes taxes & fees
14 May - 15 May
Il Battistero Siena - Residenza d'Epoca
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (21 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
The price is ฿3,535
฿4,001 total
includes taxes & fees
20 Apr - 21 Apr
Casa di Campagna in Toscana
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (25 reviews)
"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "
United States
Eileen
The price is ฿6,638
฿7,377 total
includes taxes & fees
17 May - 18 May
Riserva di Fizzano Residence
Interior detail

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is ฿5,094
฿5,754 total
includes taxes & fees
18 May - 19 May
La Coroncina Lodging
Aerial view

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (170 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is ฿3,224
฿3,847 total
includes taxes & fees
22 Apr - 23 Apr
Bosco della Spina
Exterior detail

Porta Pispini Residence

Porta Pispini Residence
2.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (22 reviews)
"Parking is easy and very close to the south entrance of old town. Room is same as described. Well arranged and cozy. Very kind staffs. Kitchen, washing machine and dishwasher are useful."
Australia
Won
The price is ฿3,371
฿3,858 total
includes taxes & fees
20 Apr - 21 Apr
Porta Pispini Residence
Terrace/patio

Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful stay "
United States
Marc
The price is ฿11,645
฿13,185 total
includes taxes & fees
22 Apr - 23 Apr
Borgo Lucignanello Bandini
Lunch and dinner served, local cuisine

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
United States
David
The price is ฿8,111
฿9,072 total
includes taxes & fees
24 Apr - 25 Apr
Castello di Gargonza
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is ฿7,438
฿8,369 total
includes taxes & fees
20 Apr - 21 Apr
Albergo Diffuso Borgo Santo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montechiaro Hotel Reviews

Hotel Athena

Hotel Athena

8/10 Good
"Excellent breakfast included. Free parking ! Some of the front deskstaff could be a little friendlier. Roof top terrace had great views ! Room was okay, nothing special. Overall we enjoyed our stay."
DENIS 3-night trip
Posted 18 hours ago
Hotel Athena

Find out more about Montechiaro

Search for holiday rentals in Montechiaro on Expedia! You can easily find your home rentals, villas, holiday apartments in Montechiaro using one of the methods below:

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Look no further and take a look at our great range of rental properties in Montechiaro!

Frequently asked questions

Can I find a holiday rental in Montechiaro?

Yes, there are holiday rentals close to the most popular sights in Montechiaro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Montechiaro has to offer?

Borgo Argiano: This holiday home rental outside of Montechiaro is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an espresso maker. You can relax into your holiday with a garden and a library.

What’s there to see and do in Montechiaro?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Terme Antica Querciolaia. In the wider area, you’ll find Porta Romana and Siena State Archives.

What’s a holiday rental in Montechiaro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montechiaro. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a small group gathering.