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Montechiaro Vacation Rentals

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Check prices for these dates

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

Our top choices for Montechiaro vacation 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 P8,271
P9,379 total
includes taxes & fees
Oct 19 - Oct 20
Villa Curina Resort
An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

2. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
Ca' Bianca Tuscany Relais
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, (55 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
The price is P8,738
P9,893 total
includes taxes & fees
Nov 2 - Nov 3
Guild Living Siena Senior Resort & Residence
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 P4,157
P4,784 total
includes taxes & fees
Nov 4 - Nov 5
Tuscasì Aparthotel
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

5. 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 P3,927
P4,601 total
includes taxes & fees
Nov 3 - Nov 4
ApartHotel Anghel
A stone building with a garden in front.

6. 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 P11,297
P12,989 total
includes taxes & fees
Oct 19 - Oct 20
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.

7. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is P10,517
P11,568 total
includes taxes & fees
Oct 21 - Oct 22
Villa di Sotto
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 P8,080
P9,169 total
includes taxes & fees
Nov 9 - Nov 10
La Coroncina Lodging
A rustic stone building with a courtyard.

9. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (57 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is P6,675
P7,623 total
includes taxes & fees
Oct 23 - Oct 24
Fullino Nero
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
Casa di Campagna in Toscana
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

11. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (184 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is P5,562
P6,681 total
includes taxes & fees
Nov 1 - Nov 2
Bosco della Spina
Outdoor pool

12. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (9 reviews)
"The place is excellent! The owner and her daughter extremely friendly and kind! They helped us with everything we needed. I will definitely stay here again. I highly recommend this place!"
United States
Violeta
The price is P8,336
P9,380 total
includes taxes & fees
Nov 10 - Nov 11
Residence Arianna
A table with two wine glasses, a bottle, and a book.

13. 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 P4,156
P4,852 total
includes taxes & fees
Oct 20 - Oct 21
Domus il Palio B&B
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, (162 reviews)
"Great location and lovely staff!"
United States
Dawn
The price is P4,614
P5,357 total
includes taxes & fees
Nov 4 - Nov 5
Piazza Paradiso Accomodation
A bathroom with a window view of a historic building and a tiled roof.

15. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (490 reviews)
"Great location right in the heart of everything and next to an escalator that takes you to the main plaza. Very comfortable bed, friendly staff. Convenient parking option very close by."
United States
Heather
The price is P6,985
P7,964 total
includes taxes & fees
Nov 11 - Nov 12
Siena Vip
A stone building with a yellow sign reading "b&b erioico".

16. 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 P8,520
P9,934 total
includes taxes & fees
Nov 13 - Nov 14
L' Eroico
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 P5,174
P6,043 total
includes taxes & fees
Oct 21 - Oct 22
RESIDENCE LECCIO
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

18. 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 P8,063
P9,151 total
includes taxes & fees
Nov 2 - Nov 3
La Terrazza Sul Campo Rooming House
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

19. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (48 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is P15,184
P16,983 total
includes taxes & fees
Oct 16 - Oct 17
Castello di Gargonza
A table set with breakfast items on a balcony overlooking a historic town.

20. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (132 reviews)
"We had a great experience Property is perfectly located."
United States
Roman
The price is P9,581
P10,820 total
includes taxes & fees
Nov 4 - Nov 5
Residenza d'Epoca Palazzo Borghesi
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

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"
Virginia 2-night trip
Posted 1 hour ago
La Certosa di Pontignano

Find out more about Montechiaro

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Frequently asked questions

Can I find a vacation rental in Montechiaro?

Yes, we have vacation rentals close to well known attractions in Montechiaro, or you can choose a more remote option if you're looking for relaxation.

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

Borgo Argiano: Visitors like this Montechiaro vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation 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 larger area, you’ll find Porta Romana and Siena State Archives.

What’s a vacation rental in Montechiaro like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Montechiaro. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.