Castiglione del Bosco Holiday Rentals, Montalcino: Private House Rentals

Our top choices for Castiglione del Bosco hotels

Villa (Agresto) | Living area | LCD TV, pay films

Castiglion del Bosco, A Rosewood Hotel

Montalcino

Ralip

Rp43.969.813 total

includes taxes & fees

7 Jun - 8 Jun

Castello

Sovicille

Ivona

Rp1.819.151 total

includes taxes & fees

7 Jun - 8 Jun

Borgo Sant'Ambrogio Resort

Trequanda

Steven

Rp2.604.991 total

includes taxes & fees

7 Jun - 8 Jun

Seasonal outdoor pool, pool umbrellas, pool loungers

Agriturismo SOLE

Trequanda

Rp6.237.856 total

includes taxes & fees

7 Jun - 8 Jun

Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

SI Montalcino Hotel

Montalcino

Jacqueline

Rp2.804.867 total

includes taxes & fees

17 Jun - 18 Jun

Podere Brizio

Montalcino

karen

Rp4.656.650 total

includes taxes & fees

7 Jun - 8 Jun

Locanda Vesuna

Trequanda

Daryl

Rp3.137.407 total

includes taxes & fees

7 Jun - 8 Jun

Indoor pool, open 9:00 AM to midnight, pool loungers

Albergo San Biagio

Montepulciano

Rodolfo

Rp1.838.014 total

includes taxes & fees

14 Jun - 15 Jun

Palace Hotel Due Ponti

Due Ponti

Jack

Rp1.781.252 total

includes taxes & fees

7 Jun - 8 Jun

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Capanna Suites

Montalcino

Andrew

Rp8.513.964 total

includes taxes & fees

12 Jun - 13 Jun

Tenuta Santo Pietro

Pienza

Peter

Rp5.277.216 total

includes taxes & fees

6 Jul - 7 Jul

Le Ragnaie

Montalcino

Jeton

Rp3.717.944 total

includes taxes & fees

5 Jul - 6 Jul

La Tresa Country Living

Montepulciano

Rp2.222.802 total

includes taxes & fees

14 Jun - 15 Jun

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Fattoria Pieve a Salti

Montalcino

Patryk

Rp2.894.085 total

includes taxes & fees

13 Jun - 14 Jun

Poggio Paradiso Resort & Spa

Torrita di Siena

Saurabh

Rp6.230.367 total

includes taxes & fees

18 Jun - 19 Jun

L'Orto delle Terme

San Quirico d'Orcia

Stimson

Rp2.693.099 total

includes taxes & fees

30 Jun - 1 Jul

Hotel Borgo Antico

Monteroni d'Arbia

Charles

Rp1.850.588 total

includes taxes & fees

5 Jul - 6 Jul

Antico Granaione

Rapolano Terme

Irene

Rp2.072.827 total

includes taxes & fees

21 Jun - 22 Jun

Palazzo Brandano

Trequanda

Anabel

Rp2.929.924 total

includes taxes & fees

14 Jun - 15 Jun

Villa Le Prata - Residenza del Vescovo

Montalcino

Vincenzo

Rp9.562.358 total

includes taxes & fees

9 Jun - 10 Jun

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

4.8/5 (5 reviews)

You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.

See properties

Learn more about Castiglione del Bosco

Love history and dining? Get away to Castiglione del Bosco!

See all hotels in Castiglione del Bosco

Top Castiglione del Bosco Hotel Reviews

Hotel Athena

10/10 Excellent

"Free parking!"

Piccolo Hotel Etruria

4/10 Poor

"Hola, estuvimos 2 noches, no servía el aire acondicionado y cuando solicitamos una solución, nos dijeron que no había nada que hacer, hasta 2 días después de que saliéramos. Nos ofrecieron un desayuno (buffet) variado y solo era pan, croissant, jamón y queso ( no opciones de proteína como huevo o más saludable como fruta) y precio 14€. Ubicación excelente, servicio y estado de la habitación mala."

Hotel Italia

10/10 Excellent

"Great place if you want to stay right outside the ZTL zone and the wall (beware of that if you are driving). Such a gem of hotel. The staff was super helpful, very kind and serviceable, i mean really really really nice. The room was a little tight for 4, but the bathroom was huge! All super clean, really impeccable. Our bedroom was in the adjacent building but in the ground floor, which made rolling in the luggage a breeze. The room itself had a queen bed and a day bed with a trundle. They were so nice and had the beds made for 4 when we arrived, i.e. they took out the trundle and made the bed as well as the daybed. I yet have to see that happen in the US... very attentive to detail. A very very minor thing, but the bed covers should be updated to be a bit more modern, looked like my grandma's curtains. Nevertheless, it was perfect for one night and also greatly appreciated the AC. The brick ceilings were also very charming. The breakfast buffet is absolutely amazing! Well worth the stay. They also have parking, but you need to reserve it ahead. We had gotten an email a couple of days before, but bc we were traveling around, I missed their ask if we wanted parking. Nevertheless, we found parking right behind the building so didn't matter at all, but you need to ask ahead for parking as they have limited spots A walk to the center if town is about 20mn and very easy stroll. This place is just perfect!! And Siena is just one of my favorite cities in Italy!!! Perfect combo!"

Borgo Santo Pietro

2/10 Terrible

"While the property itself is beautiful, our overall experience was extremely disappointing and fell far below the standard we expected. From the moment we arrived, we encountered multiple issues that were handled poorly by management and staff. Our initial room had no functioning air conditioning, making it uncomfortable and unusable. We were initially told the hotel was fully booked, yet we were eventually moved to another room after considerable discussion. This was particularly frustrating given that we had even offered to pay for an upgraded room. The most disappointing aspect of our stay was the way my wife was treated. When she respectfully raised concerns regarding several issues we experienced, members of the staff responded dismissively and, at times, appeared to laugh at her concerns rather than address them professionally. No guest should ever be made to feel ignored or ridiculed when raising legitimate issues. To make matters worse, hotel staff damaged my wife’s luggage during our stay. Management acknowledged the issue and repeatedly assured us that they would resolve it and make things right. However, after we checked out, those assurances turned into delays, excuses, and ultimately a complete lack of communication. Despite multiple commitments to address the matter, management stopped responding altogether. We booked this property expecting a memorable and exceptional experience for a special occasion. Unfortunately, it was terrible and staff underwhelming."

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Via Montanini 28 Siena SI

Rp1.563.125

Rp1.824.227 total

5 Jul - 6 Jul

includes taxes & fees

7.8/10 Good! (258 reviews)

Frequently asked questions

What's the best place to stay in Castiglione del Bosco?

Castiglion del Bosco, A Rosewood Hotel is one of the top choices for your stay based on our traveller data. This hotel offers a winery and 2 outdoor pools. Other good options for your trip to the area are Hotel Athena and Hotel Executive. See all available top hotels, or vacation rentals in Castiglione del Bosco.

If I need to cancel my hotel reservation in Castiglione del Bosco, will I receive a refund?

Yes! Most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglione del Bosco.

What's the best boutique-style hotel in Castiglione del Bosco?

Castiglion del Bosco, A Rosewood Hotel is a favourite hotel with our travellers looking for stylish accommodation, and features 42 guestrooms, a winery and 2 restaurants. See all boutique hotels in Castiglione del Bosco.

What is staying in Castiglione del Bosco like?

Visitors can enjoy all that Castiglione del Bosco has to offer, including its restaurants. Tourists to the city can also enjoy its welcoming locals. There are 3296 hotels and other accommodation options in the surrounding area. Find out more about Castiglione del Bosco.

What should I do while I'm visiting Castiglione del Bosco?

A favourite place to visit is Castiglion del Bosco Winery. You'll also find Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi in the area. Take a look at what more there is to see and do in Expedia's Castiglione del Bosco guide.

What's the weather like in Castiglione del Bosco?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castiglione del Bosco is 944 mm.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Castiglione del Bosco on Expedia.it

Find hotels in Castiglione del Bosco from Rp1.824.227

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Castiglione del Bosco

Check prices for these dates

Filter by

Our top choices for Castiglione del Bosco hotels

Castiglion del Bosco, A Rosewood Hotel

Castello

Borgo Sant'Ambrogio Resort

Agriturismo SOLE

SI Montalcino Hotel

Podere Brizio

Locanda Vesuna

Albergo San Biagio

Palace Hotel Due Ponti

Capanna Suites

Tenuta Santo Pietro

Le Ragnaie

La Tresa Country Living

Fattoria Pieve a Salti

Poggio Paradiso Resort & Spa

L'Orto delle Terme

Hotel Borgo Antico

Antico Granaione

Palazzo Brandano

Villa Le Prata - Residenza del Vescovo

Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

Learn more about Castiglione del Bosco

Top Castiglione del Bosco Hotel Reviews

Hotel Athena

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app