A poolside area with lounge chairs and umbrellas, surrounded by a forested landscape.

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Castiglione del Bosco holiday rentals

Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (98 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is Rp2.469.305
Rp2.797.804 total
includes taxes & fees
26 Jul - 27 Jul
B&B Le Scalette di Piazza
Breakfast, lunch and dinner served

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (2 reviews)
"Amazing stay! The staff are exceptional- so helpful and kind with every aspect of the stay. The rooms are beautiful and lovely amenities upon arrival. Would definitely go back again!"
United States
Victoria
The price is Rp4.947.545
Rp5.605.396 total
includes taxes & fees
23 Jul - 24 Jul
Palazzo Saloni
Aerial view

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (174 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is Rp2.669.519
Rp3.099.608 total
includes taxes & fees
28 Jul - 29 Jul
Bosco della Spina
Exterior

Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (117 reviews)
"This is a wonderful B&B that is part of the historic district. Sloping uneven floors, which is the charm of having the chance to stay in a piece of history. A very comfortable room, with breakfast at a cafe nearby. Parking option is nearby, just talk with your host who is so helpful. Wonderful location to walk and enjoy all the town has to offer."
United States
Sophie
The price is Rp1.558.639
Rp1.878.373 total
includes taxes & fees
7 Aug - 8 Aug
Idolina Guest House
Exterior

Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (10 reviews)
"was such a beautiful location I dont have anything bad to say about it...would definitely go again for a relaxing and tranquil stay - you definitely need a car to get there though and to go around.."
United States
Hanna
The price is Rp3.372.862
Rp3.914.987 total
includes taxes & fees
17 Aug - 18 Aug
Corte Francigena - Apartments
1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (92 reviews)
"Our stay at Casanova Panoramic Rooms was absolutely wonderful. The room was beautiful, spotless, and the view was simply breathtaking. The entire check-in process was smooth and welcoming, and having convenient parking made everything even easier. We also loved the restaurant—the food was delicious, and breakfast was excellent. Every part of our stay exceeded our expectations. We would definitely stay here again and highly recommend it to anyone visiting the area."
United States
Anonymous traveller
The price is Rp3.203.200
Rp3.605.129 total
includes taxes & fees
26 Jul - 27 Jul
Casanova - Panoramic Rooms and Suites
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
10.0 out of 10, Exceptional, (2 reviews)
"Location was perfect, restaurants were excellent, views spectacular. Will highly recommend!"
United States
David
The price is Rp5.047.059
Rp5.653.726 total
includes taxes & fees
27 Jul - 28 Jul
Albergo Diffuso Borgo Santo
Premium bedding, down duvets, pillow-top beds, desk

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (28 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is Rp1.484.796
Rp1.898.373 total
includes taxes & fees
19 Aug - 20 Aug
Tuscasì Aparthotel
Couples treatment room(s), sauna, hot tub, steam room, body treatments

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (48 reviews)
"Our stay was great. "
United States
Elena
The price is Rp1.773.326
Rp2.032.595 total
includes taxes & fees
23 Jul - 24 Jul
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is Rp4.339.356
Rp4.834.743 total
includes taxes & fees
2 Aug - 3 Aug
Abbadia Sicille Relais
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (151 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is Rp4.181.175
Rp4.722.196 total
includes taxes & fees
6 Aug - 7 Aug
Hotel San Gregorio
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 Rp1.432.942
Rp1.678.656 total
includes taxes & fees
2 Aug - 3 Aug
RESIDENCE LECCIO
Seasonal outdoor pool, pool loungers

Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (5 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is Rp2.569.412
Rp2.887.529 total
includes taxes & fees
27 Jul - 28 Jul
Residence Arianna
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castiglione del Bosco Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"The hotel itself was fine and the rooms were nice however we booked 3 rooms and some had a kettle and water in and others didn’t. Parking which was said is available is only for 5 cars which you have to book in advance. 5 cars for over 50 bedrooms. Needless to say parking was an issue. Night staff was fantastic as well as some of the day staff however one of the older guys during the day was not exactly a friendly guest oriented person. All in all the hotel and most of the staff were great and the location was excellent."
Jennifer 4-night trip
Posted 11 hours ago
Hotel Chiusarelli

Find out more about Castiglione del Bosco

Search for holiday rentals in Castiglione del Bosco on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Castiglione del Bosco using one of the methods below:

  • View our selection of featured holiday rentals in Castiglione del Bosco
  • Use the map to find apartments and other holiday homes in the Castiglione del Bosco neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castiglione del Bosco while they last

Look no further and take a look at our great range of rental properties in Castiglione del Bosco!

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 Val di Merse. 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.