Montechiaro Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Montechiaro holiday rentals

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 HK$1,921
HK$2,150 total
includes taxes & fees
9 May - 10 May
Castello di Gargonza
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is HK$2,411
HK$2,689 total
includes taxes & fees
8 May - 9 May
Ca' Bianca Tuscany Relais
Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is HK$1,350
HK$1,513 total
includes taxes & fees
8 May - 9 May
Villa Montecastello
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (27 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 HK$1,559
HK$1,734 total
includes taxes & fees
17 May - 18 May
Riserva di Fizzano 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 HK$2,541
HK$2,887 total
includes taxes & fees
21 May - 22 May
Borgo Lucignanello Bandini
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 HK$1,394
HK$1,561 total
includes taxes & fees
6 Jun - 7 Jun
Antico Borgo Poggiarello
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 HK$2,542
HK$2,833 total
includes taxes & fees
13 May - 14 May
Terre di Baccio
Exterior

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (13 reviews)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
The price is HK$1,272
HK$1,472 total
includes taxes & fees
8 May - 9 May
L' Eroico
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (32 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is HK$1,275
HK$1,402 total
includes taxes & fees
18 May - 19 May
Villa di Sotto
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (22 reviews)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
United States
Massimo
The price is HK$2,322
HK$2,628 total
includes taxes & fees
13 May - 14 May
Borgo Argenina
Premium bedding, down duvets, pillow-top beds, minibar

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is HK$615
HK$796 total
includes taxes & fees
13 May - 14 May
Tuscasì Aparthotel
Daily continental breakfast for a fee

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (123 reviews)
"Excellent location on heart of Siena .. staff were lovely"
United Kingdom
Thomas
The price is HK$1,837
HK$2,058 total
includes taxes & fees
8 May - 9 May
Residenza d'Epoca Palazzo Borghesi
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (65 reviews)
"Pros: 1. Beautiful property with an amazing view. 2. Spacious family suite 3. Comfortable bed 4. Quiet, waking up to birds singing in the morning. Cons: 1. Stink bugs in the suite; once we understood they are common this time of year and easy to capture and release outside, it was ok. 2. Showers are very small. 3. A/C not turned on this time of year; was not offered fans until the last day. 4. Minimal amenities. 5. Few outlets The villa is beautiful, just be prepared for a “rustic”...
United States
Niyo
The price is HK$1,217
HK$1,412 total
includes taxes & fees
10 May - 11 May
Villa Curina Resort
1 bedroom, free WiFi, bed sheets

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Monteaperti
10.0 out of 10, Exceptional, (2 reviews)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
The price is HK$1,473
HK$1,712 total
includes taxes & fees
12 May - 13 May
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is HK$1,655
HK$1,866 total
includes taxes & fees
19 May - 20 May
Albergo Diffuso Borgo Santo
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (22 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 HK$1,005
HK$1,133 total
includes taxes & fees
15 May - 16 May
Casa di Campagna in Toscana
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 HK$763
HK$876 total
includes taxes & fees
24 May - 25 May
Il Pozzo di Sant'Andrea
8 outdoor pools

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is HK$6,154
HK$6,843 total
includes taxes & fees
20 May - 21 May
Villa Marcolina
Interior

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Gaiole in Chianti
The price is HK$5,614
HK$6,437 total
includes taxes & fees
6 Jun - 7 Jun
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Interior

Prestigious apartment infinity pool breathtaking view wifi and air conditioning

Prestigious apartment infinity pool breathtaking view wifi and air conditioning
San Rocco A Pilli
10.0 out of 10, Exceptional, (57 reviews)
"Amazing property and design origin - it brought even more value and joy to our stay. Spacious family room with spectacular morning views. Fully functional kitchen for our own home cooked Italian meal!"
United States
Todd J.
The price is HK$4,128
HK$5,173 total
includes taxes & fees
8 May - 9 May
Prestigious apartment infinity pool breathtaking view wifi and air conditioning
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 Chiusarelli

Hotel Chiusarelli

8/10 Good
"Positives: Easy check-in; on-site parking; convenient location just outside the no-traffic zone; good bed; good breakfast; pleasant old-world ambiance. Suggestions: 1. Give guests the ability to turn on air-conditioning even in colder weather in order to circulate air in the room. Without air, the room gets stuffy (and you can't leave the windows open because of the traffic noise). 2. Add a dresser with drawers."
Robert 2-night trip
Posted 6 hours ago
Hotel Chiusarelli

Find out more about Montechiaro

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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.