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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Montechiaro holiday rentals

Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is 1.333.766 ₫
1.527.518 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Sportland
Premium bedding, down duvets, pillow-top beds, minibar

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (27 reviews)
The price is 2.022.240 ₫
2.616.909 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Tuscasì Aparthotel
Outdoor dining

Villa Socini

Villa Socini
Camollia
2.8 out of 10, (3 reviews)
"Pas grand chose à raconter. Nous n'avons jamais pu y rentrer. En effet, malgré une réservation faite et payée depuis des mois, la propriétaire nous a refusé l'accès prétextant que toutes les chambres étaient déjà occupées. Scandaleux! Heureusement, Hotels.com a réagi dans les heures qui ont suivi en nous relogeant sans frais."
France
Thibault
The price is 1.616.272 ₫
1.898.530 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Villa Socini
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (92 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 1.877.152 ₫
2.185.619 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Domus il Palio B&B
Garden view

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
The price is 1.947.957 ₫
2.323.881 ₫ total
includes taxes & fees
26 Jun - 27 Jun
Villa San Filippo
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (33 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 4.514.550 ₫
4.966.005 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Villa di Sotto
Tasting room

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (212 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is 3.532.009 ₫
4.005.962 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Il Battistero Siena - Residenza d'Epoca
Breakfast, lunch and dinner served

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.6 out of 10, Exceptional, (38 reviews)
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
Australia
Con
The price is 4.562.522 ₫
5.139.526 ₫ total
includes taxes & fees
24 Jun - 25 Jun
La Locanda di Pietracupa
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (68 reviews)
"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."
Canada
Dr Anne
The price is 4.519.985 ₫
5.213.489 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Villa Curina Resort
Front of property

RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.6 out of 10, Exceptional, (7 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is 2.111.796 ₫
2.473.917 ₫ total
includes taxes & fees
29 Jun - 30 Jun
RESIDENCE LECCIO
Outdoor pool

Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very good, (53 reviews)
The price is 3.293.222 ₫
3.743.326 ₫ total
includes taxes & fees
25 Jun - 26 Jun
Villa Rosa Panzano
Lounge

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is 2.476.633 ₫
2.844.928 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Mariani Bed & Breakfast
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (457 reviews)
"It’s very close to the historical center but feels quiet and like you are separate from it. I loved our stay"
United States
David
The price is 3.451.243 ₫
3.917.119 ₫ total
includes taxes & fees
17 Jul - 18 Jul
Siena Vip
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (75 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is 8.224.889 ₫
9.168.130 ₫ total
includes taxes & fees
24 Jun - 25 Jun
Terre di Baccio
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is 4.380.186 ₫
4.878.580 ₫ total
includes taxes & fees
3 Jul - 4 Jul
Palazzo Pacini
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 8.316.826 ₫
9.269.260 ₫ total
includes taxes & fees
26 Jun - 27 Jun
Ca' Bianca Tuscany Relais
Breakfast area

Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is 3.101.143 ₫
3.411.258 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Locanda Antico Borgo
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (32 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is 8.521.282 ₫
9.433.786 ₫ total
includes taxes & fees
24 Jun - 25 Jun
Riserva di Fizzano Residence
Lunch and dinner served

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (42 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is 7.430.394 ₫
8.294.185 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Castello di Gargonza
Exterior

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 2.223.053 ₫
2.565.990 ₫ total
includes taxes & fees
5 Jul - 6 Jul
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

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Everything was amazing. The staff went above and beyond"
Rita 4-night trip
Posted 22 hours ago
Borgo Scopeto Wine & Country Relais

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’s there to see and do in Montechiaro?

While exploring the area, visit family-friendly sights like Borgo di Vescine - Tenute di Castelvecchi, or get outside and enjoy nature at Chianti Sculpture Park. 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.