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

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Castiglione del Bosco holiday rentals

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 ₹16,339
₹19,075 total
includes taxes & fees
27 Jul - 28 Jul
Corte Francigena - Apartments
Breakfast, lunch and dinner served

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Excellent boutique hotel with a very welcoming staff. Rooms were wonderful. Location was terrific - very easy short walk to restaurants in town. Would highly recommend"
United States
BRIAN
The price is ₹26,750
₹30,307 total
includes taxes & fees
19 Jul - 20 Jul
Palazzo Saloni
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 ₹8,556
₹10,845 total
includes taxes & fees
30 Jul - 31 Jul
Tuscasì Aparthotel
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 ₹17,146
₹19,302 total
includes taxes & fees
22 Jul - 23 Jul
Casanova - Panoramic Rooms and Suites
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 ₹8,525
₹9,928 total
includes taxes & fees
22 Jul - 23 Jul
RESIDENCE LECCIO
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 ₹13,521
₹15,314 total
includes taxes & fees
19 Jul - 20 Jul
B&B Le Scalette di Piazza
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (71 reviews)
"Beautiful property"
Canada
Mary
The price is ₹14,217
₹16,521 total
includes taxes & fees
21 Jul - 22 Jul
Villa Curina Resort
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 ₹20,560
₹22,947 total
includes taxes & fees
19 Jul - 20 Jul
Abbadia Sicille Relais
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is ₹7,778
₹8,996 total
includes taxes & fees
30 Jul - 31 Jul
Residenza Fabroni
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 ₹13,614
₹15,306 total
includes taxes & fees
18 Jul - 19 Jul
Residence Arianna
Spa

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is ₹28,145
₹31,621 total
includes taxes & fees
3 Aug - 4 Aug
2 Cuori e 1 Yurta Glamping in Toscana
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 ₹20,232
₹22,917 total
includes taxes & fees
23 Jul - 24 Jul
Hotel San Gregorio
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 ₹17,049
₹19,636 total
includes taxes & fees
7 Aug - 8 Aug
Bosco della Spina
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (45 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is ₹28,249
₹31,515 total
includes taxes & fees
29 Jul - 30 Jul
Ca' Bianca Tuscany Relais
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (24 reviews)
"A wonderful stay. "
United States
Sally
The price is ₹12,208
₹13,760 total
includes taxes & fees
19 Jul - 20 Jul
Casa di Campagna in Toscana
Exterior

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 ₹10,993
₹12,533 total
includes taxes & fees
26 Jul - 27 Jul
Il Pozzo di Sant'Andrea
Suite, 2 Bedrooms | Courtyard view

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is ₹44,102
₹48,953 total
includes taxes & fees
28 Jul - 29 Jul
L'Olmo
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 Castiglione del Bosco Hotel Reviews

Hotel Athena

Hotel Athena

8/10 Good
"Really a great location in Siena, and I recommend it. Location is great, staff are helpful, and the included breakfast spread is pretty awesome. Our experience was slightly degraded by the extreme heat wave that was over much of Europe - while Hotel Athena has good A/C, it was struggling to keep up at times."
Brian 2-night trip
Posted 2 hours ago
Hotel Athena

Find out more about Castiglione del Bosco

Holiday Rentals in Castiglione del Bosco

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

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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.