Photo by tom owens

Search Apartments in Castiglione del Bosco

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Castiglione del Bosco apartments

Front of property
Corte Francigena

Apartment in Montalcino

Corte Francigena
9.8 out of 10, Exceptional, (6)
"Loved everything about my stay"
United States
Svetlana
The price is AED 600
AED 712 total
includes taxes & fees
4 Jan - 5 January 2026
Corte Francigena
Exterior
Casa Gioia - Casa Olivieri

Apartment in Pienza

Casa Gioia - Casa Olivieri
The price is AED 317
AED 366 total
includes taxes & fees
6 Jan - 7 January 2026
Casa Gioia - Casa Olivieri
City view
Regis Condo

Apartment in Siena City Centre

Regis Condo
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo
Lobby lounge
ApartHotel Anghel

Apartment in Siena

ApartHotel Anghel
8.4 out of 10, Very Good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is AED 229
AED 269 total
includes taxes & fees
24 Dec - 25 Dec
ApartHotel Anghel
Exterior
The Rigomagno Hill

Apartment in Rigomagno

The Rigomagno Hill
10.0 out of 10, Exceptional, (1)
"location meravigliosa, personale comprensivo disponibile ed accogliente, consigliato"
Italy
Giulio
The price is AED 387
AED 469 total
includes taxes & fees
9 Jan - 10 January 2026
The Rigomagno Hill
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments

Apartment in Montepulciano

Bellarmino Boutique Apartments
6.0 out of 10, (1)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
The price is AED 489
AED 556 total
includes taxes & fees
22 Dec - 23 Dec
Bellarmino Boutique Apartments
Interior
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

Apartment in Castelnuovo dell'abate

Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
9.0 out of 10, Wonderful, (2)
"Great location and a well maintained property"
United Kingdom
Matt D.
The price is AED 516
AED 697 total
includes taxes & fees
22 Dec - 23 Dec
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony
Property grounds
Dimora del Poggio - cozy Tuscan apartment

Apartment in San Quirico d'Orcia

Dimora del Poggio - cozy Tuscan apartment
10.0 out of 10, Exceptional, (4)
"Our hosts were fantastic, the apartment was clean, roomy, and comfortable, and the location was perfect. Easy walk to enjoy shops and dining."
United States
Joe B.
The price is AED 512
AED 723 total
includes taxes & fees
7 Jan - 8 January 2026
Dimora del Poggio - cozy Tuscan apartment
Interior
Apartment with Terrace in the Heart of SIENA

Apartment in San Prospero

Apartment with Terrace in the Heart of SIENA
10.0 out of 10, Exceptional, (1)
"We selected Siena as our starting point for our hike on the via francigenia to Roma. This was a great property for us to acclimate to Italy. We had a bit of a walk to get down into the city but it was great to prep us for our long pilgrimage. We got see a Palio race and it was great time to be in Siena. The accommodations were spectacular. The weather was hot but the ceiling fans on high kept us cool at night and we slept well. Thanks for making our via francigenia starting point so wonderful. "
United States
Monica O.
The price is AED 258
AED 258 total
includes taxes & fees
24 Dec - 25 Dec
Apartment with Terrace in the Heart of SIENA
Property grounds
Room 'Castagno' with Private Terrace, Shared Garden and Wi-Fi

Apartment in Castel del Piano

Room 'Castagno' with Private Terrace, Shared Garden and Wi-Fi
10.0 out of 10, Exceptional, (1)
"Pros: Ottima posizione a pochi minuti a piedi dal centro del paese, posto tranquillo con comodo parcheggio. Letto comodo, bagnetto un po' piccolino ma funzionale con prontezza e kit cortesia, buona idea kit con spazzolino e dentifricio. Cucina in comune ben equipaggiata. Host premurosa e attenta, ci ha fornito prontamente tutte le indicazioni necessarie e consigli sui locali nelle vicinanze."
Italy
Anonymous traveler
The price is AED 450
AED 463 total
includes taxes & fees
19 Jan - 20 January 2026
Room 'Castagno' with Private Terrace, Shared Garden and Wi-Fi
Exterior detail
BANDINI 35-central with elevator and air conditioning

Apartment in Siena City Centre

BANDINI 35-central with elevator and air conditioning
9.2 out of 10, Wonderful, (9)
"We loved our stay here. Located on a quiet street but close to Piazza del Campo."
United States
Nancy H.
The price is AED 334
AED 686 total
includes taxes & fees
22 Dec - 23 Dec
BANDINI 35-central with elevator and air conditioning
Exterior
The small square of the Castellare

Apartment in Siena City Centre

The small square of the Castellare
10.0 out of 10, Exceptional, (2)
"Our 2 dat stop in Siena was made extra special because we had the lovely, charming apartment to return home to. So close to everything. Would definitely stay again! "
United States
Julie S.
The price is AED 373
AED 772 total
includes taxes & fees
22 Dec - 23 Dec
The small square of the Castellare
Exterior
[Siena Senese Crete] 5 minutes Chianti-Val d’Orcia

Apartment in Arbia

[Siena Senese Crete] 5 minutes Chianti-Val d’Orcia
The price is AED 294
AED 689 total
includes taxes & fees
7 Jan - 8 January 2026
[Siena Senese Crete] 5 minutes Chianti-Val d’Orcia
Outdoor dining
Charming apartment in the historic center with large terrace and beautiful view

Apartment in Montalcino

Charming apartment in the historic center with large terrace and beautiful view
8.0 out of 10, Very Good, (1)
"Appartamento vecchio stile ma molto spazioso e con tutto quello che serve, posizione ottima "
Italy
Marco R.
The price is AED 426
AED 740 total
includes taxes & fees
22 Dec - 23 Dec
Charming apartment in the historic center with large terrace and beautiful view
Interior
Apartment 'Sotto Gli Archi' with Mountain View

Apartment in Civitella Paganico

Apartment 'Sotto Gli Archi' with Mountain View
10.0 out of 10, Exceptional, (1)
"Very nice"
Germany
Gerhard S.
The price is AED 650
AED 790 total
includes taxes & fees
12 Jan - 13 January 2026
Apartment 'Sotto Gli Archi' with Mountain View
1 bedroom, free WiFi, bed sheets
Holiday Apartment 'Il Nido' with Air Conditioning and Wi-Fi

Apartment in Buonconvento

Holiday Apartment 'Il Nido' with Air Conditioning and Wi-Fi
10.0 out of 10, Exceptional, (1)
"Pros: La casa era molto accogliente"
Italy
Anonymous traveler
The price is AED 453
AED 462 total
includes taxes & fees
30 Dec - 31 Dec
Holiday Apartment 'Il Nido' with Air Conditioning and Wi-Fi
Property grounds
Apartment "Casa di Franca a San Galgano" in Historical Centre

Apartment in CHIUSDINO

Apartment "Casa di Franca a San Galgano" in Historical Centre
10.0 out of 10, Exceptional, (1)
"Pros: De ligging"
Netherlands
Anonymous traveler
The price is AED 598
AED 703 total
includes taxes & fees
4 Jan - 5 January 2026
Apartment "Casa di Franca a San Galgano" in Historical Centre
Exterior
Podere La Miniera Relax & Food with Shared Garden and Wi-Fi

Apartment in Siena

Podere La Miniera Relax & Food with Shared Garden and Wi-Fi
The price is AED 378
AED 396 total
includes taxes & fees
7 Jan - 8 January 2026
Podere La Miniera Relax & Food with Shared Garden and Wi-Fi
Property grounds
Room 'Camera Rossa' with Shared Terrace and Wi-Fi

Apartment in Montalcino

Room 'Camera Rossa' with Shared Terrace and Wi-Fi
10.0 out of 10, Exceptional, (1)
"Host was very very kind and generous, very glad to have booked with her. No AC, but fan and open windows made it very comfortable"
United States
Sam
The price is AED 498
AED 515 total
includes taxes & fees
22 Dec - 23 Dec
Room 'Camera Rossa' with Shared Terrace and Wi-Fi
Fridge, oven, stovetop, coffee/tea maker
Bad and Breakfast La Balena Bianca House

Apartment in Bagni San Filippo

Bad and Breakfast La Balena Bianca House
The price is AED 430
AED 589 total
includes taxes & fees
22 Dec - 23 Dec
Bad and Breakfast La Balena Bianca House
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Having booked with another local hotel - The Athena - who were completely obnoxious and unhelpful regarding the parking. I stumbled across this gem. The staff were so helpful and accomplished ~ first class customer service."
Stephen 1-night trip
Posted 4 days ago
Palazzo Ravizza

Frequently asked questions

What's it like to stay at an apartment in Castiglione del Bosco?
You'll find plenty of places to stay with in Montalcino, with 230 accommodation choices including 46 apartments.
How do you know if an apartment is a good option for you?
Often offering more space than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay away from the tourist areas.
What's a favorite apartment I should consider for a stay in Castiglione del Bosco?
Here are some of the more popular apartments in the area to choose from: ApartHotel Anghel: Located in Siena, 16.5 mi/26.6 km from the heart of Castiglione del Bosco. Includes free WiFi and separate dining areas. Free parking and onsite laundry facilities are on site. Regis Condo: Located 16.7 mi/26.9 km away in Siena. Free WiFi, separate dining areas, and premium mattresses are included. Access to valet parking is available on site. Gite Montemirello, with garden and swimming pool: Located in Murlo, 7.1 mi/11.4 km away. Includes a private pool, free WiFi, and private patios. Onsite laundry facilities and an outdoor pool are on site. Bellarmino Boutique Apartments: 18.2 mi/29.2 km away in Montepulciano. Amenities include free WiFi. Casa Ciseri: Located in Siena, 16.9 mi/27.2 km from Castiglione del Bosco. Includes free WiFi, separate dining areas, and Smart TVs. Valet parking and onsite laundry facilities are on site.
What will the weather be like in Castiglione del Bosco?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Castiglione del Bosco. The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castiglione del Bosco is 37 inches.
What should I 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 larger area.

Explore a world of travel with Expedia