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Montechiaro Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Montechiaro vacation rentals

An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

1. 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
A villa with a swimming pool, outdoor seating, and a tennis court.

2. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (75 reviews)
"Beautiful property"
Canada
Mary
The price is NT$5,619
NT$6,327 total
includes taxes & fees
Sep 13 - Sep 14
Villa Curina Resort
A stone building with a garden in front.

3. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (24 reviews)
"A very peaceful and relaxing B&B that I highly recommend, spacious rooms , clean and well maintained! Host were very pleasing and helpful… definitely recommend!!"
Canada
Sabatino
Borgo Argenina
A bathroom with a window view of a historic building and a tiled roof.

4. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (476 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is NT$4,005
NT$4,553 total
includes taxes & fees
Sep 2 - Sep 3
Siena Vip
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

5. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is NT$5,071
NT$5,578 total
includes taxes & fees
Sep 21 - Sep 22
Villa di Sotto
A table set with breakfast items on a balcony overlooking a historic town.

6. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (130 reviews)
"The room was very impressive with a large Chandelier. The breakfast was Delicious and the staff very very nice and helpful"
United States
Peggy
The price is NT$7,326
NT$8,205 total
includes taxes & fees
Sep 1 - Sep 2
Residenza d'Epoca Palazzo Borghesi
A bakery display with pastries and a coffee station.

7. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (206 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 NT$3,708
NT$4,225 total
includes taxes & fees
Sep 1 - Sep 2
B&B Il Corso
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

8. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (49 reviews)
"New facilities, its great, nice, friendly"
United Kingdom
tomaz
The price is NT$4,895
NT$5,531 total
includes taxes & fees
Sep 30 - Oct 1
Guild Living Siena Senior Resort & Residence
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

9. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (111 reviews)
"Fantastic location, walkable to everything, very clean & Hamza was a great host with lots of tips on what to see & where to eat"
United Kingdom
Diane
The price is NT$6,235
NT$7,005 total
includes taxes & fees
Sep 3 - Sep 4
PALAZZO DEL PAPA
A table with two wine glasses, a bottle, and a book.

10. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is NT$2,164
NT$2,527 total
includes taxes & fees
Oct 1 - Oct 2
Domus il Palio B&B
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

11. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (217 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is NT$5,754
NT$6,476 total
includes taxes & fees
Sep 2 - Sep 3
Il Battistero Siena - Residenza d'Epoca
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, (248 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
The price is NT$6,784
NT$7,609 total
includes taxes & fees
Sep 23 - Sep 24
La Terrazza Sul Campo Rooming House
A bedroom with a bed, bedside table, and a window with a view of greenery.

13. 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 NT$4,700
NT$5,317 total
includes taxes & fees
Sep 2 - Sep 3
La Coroncina Lodging
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

14. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (345 reviews)
"Great stay highly recommend!!"
United States
jon
The price is NT$3,234
NT$3,704 total
includes taxes & fees
Sep 9 - Sep 10
ApartHotel Anghel
A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

15. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (73 reviews)
"Wonderful place, great location."
United States
Khaled
The price is NT$3,935
NT$4,475 total
includes taxes & fees
Sep 21 - Sep 22
B&B Palazzo del Magnifico
A swimming pool with lounge chairs and umbrellas, a brick building in the background, and a clear sky.

16. Podere Vesta

Podere Vesta
3.0 star property
Asciano
9.2 out of 10, Wonderful, (20 reviews)
"This was the best stay and experience during our 20 days trip to italy. Beautiful property 20min from Siena. It had everything we needed. The apartment is stocked with everything you could need for a long stay. My son had so much fun, and the free bikes were a plus. Make sure to pass by a grocery store before arriving, you won’t want to leave the property"
United States
Katerine
The price is NT$2,628
NT$5,931 total
includes taxes & fees
Sep 17 - Sep 18
Podere Vesta
A room with a bed, a leather sofa, and a window with a view of a building outside.

17. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (102 reviews)
"Great location."
Canada
Marie-Christine
The price is NT$3,069
NT$3,844 total
includes taxes & fees
Sep 1 - Sep 2
Al Mercato B&B
A historic building with arched windows and a prominent entrance.

18. Casa Ciseri

Casa Ciseri
Siena City Centre
10.0 out of 10, Exceptional, (12 reviews)
"The property is beautiful and location excellent"
United States
Tania
The price is NT$8,696
NT$9,712 total
includes taxes & fees
Sep 1 - Sep 2
Casa Ciseri
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.

19. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is NT$2,386
NT$2,735 total
includes taxes & fees
Sep 2 - Sep 3
Tuscasì Aparthotel
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
"A lovely hotel, with the significant benefit of having a garden that owns beautiful views of the Tuscan countryside. Priceless and highly recommended!"
Lina 2-night trip
Posted 8 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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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 an espresso maker. 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.