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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Montechiaro holiday rentals

A villa with a swimming pool, outdoor seating, and a tennis court.

1. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is ฿4,612
฿5,223 total
includes taxes & fees
26 Oct - 27 Oct
Villa Curina Resort
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

2. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (56 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
The price is ฿4,674
฿5,291 total
includes taxes & fees
1 Nov - 2 Nov
Guild Living Siena Senior Resort & Residence
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

3. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (355 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
The price is ฿2,099
฿2,460 total
includes taxes & fees
10 Nov - 11 Nov
ApartHotel Anghel
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

4. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (32 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ฿2,222
฿2,556 total
includes taxes & fees
4 Nov - 5 Nov
Tuscasì Aparthotel
A stone building with a garden in front.

5. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (28 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is ฿6,329
฿7,263 total
includes taxes & fees
25 Oct - 26 Oct
Borgo Argenina
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

6. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is ฿5,620
฿6,182 total
includes taxes & fees
21 Oct - 22 Oct
Villa di Sotto
A table with two wine glasses, a bottle, and a book.

7. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (99 reviews)
"Place was great, beautiful, modern, well maintained and staff was very helpful. I didn’t like that it is far from everything, far from train station, not too many options for food in the vicinity."
United States
Waleska
The price is ฿2,221
฿2,593 total
includes taxes & fees
20 Oct - 21 Oct
Domus il Palio B&B
A bakery display with pastries and a coffee station.

8. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (215 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is ฿2,470
฿2,867 total
includes taxes & fees
2 Nov - 3 Nov
B&B Il Corso
A table set with breakfast items on a balcony overlooking a historic town.

9. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (133 reviews)
"We had a great experience Property is perfectly located."
United States
Roman
The price is ฿5,125
฿5,788 total
includes taxes & fees
4 Nov - 5 Nov
Residenza d'Epoca Palazzo Borghesi
A bathroom with a window view of a historic building and a tiled roof.

10. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (491 reviews)
"Very friendly staff and great location close to the center of town. Breakfast was a nice touch and just what we needed to start the day. Would recommend!"
United States
Jacob
The price is ฿3,736
฿4,260 total
includes taxes & fees
18 Oct - 19 Oct
Siena Vip
A bedroom with a bed, bedside table, and a window with a view of greenery.

11. 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 ฿4,322
฿4,904 total
includes taxes & fees
9 Nov - 10 Nov
La Coroncina Lodging
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

12. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (254 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is ฿4,309
฿4,890 total
includes taxes & fees
2 Nov - 3 Nov
La Terrazza Sul Campo Rooming House
A courtyard with a stone statue, a round table, and chairs.

13. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (84 reviews)
"Location"
Canada
Sean
The price is ฿4,425
฿5,018 total
includes taxes & fees
11 Nov - 12 Nov
Regis Condo
A rustic stone building with a courtyard.

14. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (57 reviews)
"Very nice place close to"
Canada
Annie
The price is ฿3,570
฿4,078 total
includes taxes & fees
18 Oct - 19 Oct
Fullino Nero
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

15. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (222 reviews)
"The room was so unique and convenient for everything we wanted to do. Wish we could have spent more than one night!"
United States
Kellie
The price is ฿4,332
฿4,916 total
includes taxes & fees
15 Nov - 16 Nov
Il Battistero Siena - Residenza d'Epoca
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

16. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (185 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is ฿2,972
฿3,570 total
includes taxes & fees
26 Oct - 27 Oct
Bosco della Spina
A bedroom with a bed, bedside table, lamp, and a potted plant.

17. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (116 reviews)
"Hamza is so helpful!! Finding the property is a little tricky, but he helped every step of the way! He also provided excellent dining suggestions and a great cooking class!"
United States
Charles
The price is ฿5,632
฿6,345 total
includes taxes & fees
10 Nov - 11 Nov
PALAZZO DEL PAPA
A modern hotel room with a wooden door, a white sink, a bathtub, a bed with white bedding, and a bedside table with a lamp.

18. Piazza Paradiso Accomodation

Piazza Paradiso Accomodation
Siena City Centre
9.2 out of 10, Wonderful, (162 reviews)
"Great location and lovely staff!"
United States
Dawn
The price is ฿2,491
฿2,890 total
includes taxes & fees
8 Nov - 9 Nov
Piazza Paradiso Accomodation
A historic building with arched windows and a prominent entrance.

19. Casa Ciseri

Casa Ciseri
Siena City Centre
10.0 out of 10, Exceptional, (13 reviews)
"The property is beautiful and location excellent"
United States
Tania
The price is ฿4,950
฿5,595 total
includes taxes & fees
12 Nov - 13 Nov
Casa Ciseri
A building with a sign reading 'Villa Le Camelie' and multiple flags.

20. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is ฿2,733
฿3,157 total
includes taxes & fees
29 Oct - 30 Oct
Villa le Camelie Siena
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"1.5 miles for train station but really great location in center of Siena. My wife and I enjoyed the walk. Taxis are easy to catch at train station and hotel was very friendly to order a taxi if we wanted it one. Breakfast was excellent"
Robert 2-night trip
Posted 11 hours ago
Palazzo Ravizza

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 kitchenware. 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.