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Montechiaro Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 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, (83 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is S$190
includes taxes & fees
31 Oct - 1 Nov
Villa Curina Resort
A stone building with a garden in front.

2. 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 S$276
includes taxes & fees
31 Oct - 1 Nov
Borgo Argenina
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

3. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (60 reviews)
"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."
United States
Heidi
The price is S$143
includes taxes & fees
2 Nov - 3 Nov
Guild Living Siena Senior Resort & Residence
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

4. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (355 reviews)
"Great stay highly recommend!!"
United States
jon
The price is S$82
includes taxes & fees
25 Nov - 26 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.

5. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (33 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is S$106
includes taxes & fees
20 Nov - 21 Nov
Tuscasì Aparthotel
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 S$262
includes taxes & fees
31 Oct - 1 Nov
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, (102 reviews)
"Very nice place. Nice people, clean and just nice"
Denmark
Leo
The price is S$97
includes taxes & fees
18 Nov - 19 Nov
Domus il Palio B&B
A bedroom with a bed, bedside table, and a window with a view of greenery.

8. 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 S$140
includes taxes & fees
16 Nov - 17 Nov
La Coroncina Lodging
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, (135 reviews)
"We had a great stay!"
United States
Suelina
The price is S$207
includes taxes & fees
4 Nov - 5 Nov
Residenza d'Epoca Palazzo Borghesi
A stone courtyard with a bench, potted plants, and a building in the background.

10. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is S$121
includes taxes & fees
15 Nov - 16 Nov
Casa di Campagna in Toscana
A rustic stone building with a courtyard.

11. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (59 reviews)
"Very nice place close to"
Canada
Annie
The price is S$148
includes taxes & fees
2 Nov - 3 Nov
Fullino Nero
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

12. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (188 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is S$137
includes taxes & fees
1 Nov - 2 Nov
Bosco della Spina
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, (85 reviews)
"Location"
Canada
Sean
The price is S$111
includes taxes & fees
22 Nov - 23 Nov
Regis Condo
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.

14. Piazza Paradiso Accomodation

Piazza Paradiso Accomodation
Siena City Centre
9.2 out of 10, Wonderful, (163 reviews)
"Great location and lovely staff!"
United States
Dawn
The price is S$94
includes taxes & fees
23 Nov - 24 Nov
Piazza Paradiso Accomodation
An arched stone gateway leading to a pathway lined with potted plants and lights.

15. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
The price is S$259
includes taxes & fees
31 Oct - 1 Nov
Castello di Modanella
A building with a sign reading 'Villa Le Camelie' and multiple flags.

16. 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 S$120
includes taxes & fees
2 Nov - 3 Nov
Villa le Camelie Siena
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

17. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is S$101
includes taxes & fees
12 Nov - 13 Nov
RESIDENCE LECCIO
A stone building with a yellow sign reading "b&b erioico".

18. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is S$192
includes taxes & fees
2 Nov - 3 Nov
L' Eroico
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

19. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is S$184
includes taxes & fees
8 Nov - 9 Nov
Agriturismo La Ferrozzola
A bathroom with a window view of a historic building and a tiled roof.

20. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (495 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 S$146
includes taxes & fees
3 Nov - 4 Nov
Siena Vip
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
"Hotel was fine, the staff need to communicate through what port to enter to avoid ZTL fine!! We got fined since we didn’t know. A lady staff was kind enough to email police department not to fine but it didn’t work. The hotel is on the edge of the ZTL zone and you need to enter through “San Marco” port!!"
ALLEN 2-night trip
Posted 8 hours ago
Hotel Athena

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.