Search Holiday Rentals in Castiglione del Bosco

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Castiglione del Bosco holiday rentals

La Dimora di Dida

La Dimora di Dida
Seggiano
The price is 1.945.460 ₫
2.140.006 ₫ total
includes taxes & fees
28 Apr - 29 Apr
La Dimora di Dida

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (53 reviews)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella

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 1.971.278 ₫
2.569.850 ₫ total
includes taxes & fees
3 May - 4 May
Tuscasì Aparthotel

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (172 reviews)
"The room was really clean and as described. Unfortunately, the hotel restaurant was closed and that was not mentioned on the site. I learned about it the day before my arrival. Fortunately, the host had good restaurant suggestions. The hotel advertise a pool and a jacuzzi, they have both but the pool was VERY cold (normal in April) and the jacuzzi was not inviting (bee nest, Luke warm, in the shade...). Concerning the breakfast, note that it is not a buffet, a box get delivered to your room. You...
Canada
Chantal
The price is 3.234.011 ₫
3.650.053 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Abbadia Sicille Relais

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 2.810.951 ₫
3.215.567 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Il Pozzo di Sant'Andrea

Corte Francigena

Corte Francigena
Montalcino
9.8 out of 10, Exceptional, (6 reviews)
"Loved everything about my stay"
United States
Svetlana
The price is 3.668.077 ₫
4.405.449 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Corte Francigena

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (80 reviews)
"It is very quiet, close to town, nice grounds and pool. It had the nicest bedding and mattress that we had in our 3 week vacation. The downside is there are no coffee or tea making facilities in the rooms. No real drinking glasses, just plastic ones in plastic bags. Kind of expected better at this price point."
Canada
Stuart
The price is 5.106.061 ₫
5.740.342 ₫ total
includes taxes & fees
10 May - 11 May
Casanova - Panoramic Rooms and Suites

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (99 reviews)
"Beautiful apartment, well located, best host and yummy breakfast in a beautiful cafeteria close by. "
United States
Johanna
The price is 2.178.368 ₫
2.519.726 ₫ total
includes taxes & fees
3 May - 4 May
Residenza Fabroni

Chalet Il Cristallo

Chalet Il Cristallo
Castel del Piano
7.6 out of 10, Good, (4 reviews)
"Camera impeccabile, personale cortese e disponibile, colazione ottima ,come la cena. Struttura molto accogliente. Ottima per famiglie."
Italy
Federico
The price is 1.768.600 ₫
2.038.101 ₫ total
includes taxes & fees
4 May - 5 May
Chalet Il Cristallo

Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
Luxury resort in the Tuscan countryside

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 4.162.049 ₫
4.701.837 ₫ total
includes taxes & fees
7 May - 8 May
La Coroncina Lodging

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (21 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 3.254.225 ₫
3.672.288 ₫ total
includes taxes & fees
8 May - 9 May
Casa di Campagna in Toscana

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (134 reviews)
"Spotless, clean. Staff were friendly. Location and view was spectacular"
Australia
Kim
The price is 4.295.144 ₫
4.848.179 ₫ total
includes taxes & fees
28 Apr - 29 Apr
La Locanda di San Francesco

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is 3.410.871 ₫
5.944.461 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Borgo Il Poggiaccio

Dimora Santa Margherita - Relais di Charme

Dimora Santa Margherita - Relais di Charme
Cinigiano
7.8 out of 10, Good, (9 reviews)
"The place was great! Food from their was amazing but also a bit expensive. Poolarea was so beautiful and the view was amazing! Only negative thing is that the wine tasting is not in hotel, need to take own car drive for that. Also the last 2km was sand road, which was not that good shape."
Finland
Anonymous traveller
The price is 5.790.060 ₫
6.430.827 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Dimora Santa Margherita - Relais di Charme

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is 1.753.440 ₫
1.990.545 ₫ total
includes taxes & fees
26 May - 27 May
Country House il Ciliegio

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (92 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is 3.739.326 ₫
4.236.780 ₫ total
includes taxes & fees
3 May - 4 May
B&B Le Scalette di Piazza
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Castiglione del Bosco Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Castiglione del Bosco?

Yes, there are holiday rentals close to the most popular sights in Castiglione del Bosco, or you can select a more secluded option if you're looking for a relaxing stay. Castiglione del Bosco is known for its restaurants.

What’s there to see and do in Castiglione del Bosco?

Explore the area and family-friendly sights such as Terme Petriolo, or get out into nature at a spot like Horti Leonini. Castiglion del Bosco Winery and Fortress of Montalcino are a couple of places you'll find in the wider area.

What’s a holiday rental in Castiglione del Bosco like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Castiglione del Bosco. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for small groups.