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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Castiglione del Bosco holiday rentals

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

1. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (185 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is ₹8,430
₹10,126 total
includes taxes & fees
26 Oct - 27 Oct
Bosco della Spina
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

2. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"A truly special place!"
United States
Jaiden
The price is ₹9,105
₹10,868 total
includes taxes & fees
14 Nov - 15 Nov
Idolina Guest House
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

3. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (105 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is ₹11,308
₹12,865 total
includes taxes & fees
22 Oct - 23 Oct
B&B Le Scalette di Piazza
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

4. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (11 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ₹24,037
₹27,506 total
includes taxes & fees
16 Nov - 17 Nov
Palazzo Saloni
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

5. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (19 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Canada
Ivan
The price is ₹10,611
₹12,524 total
includes taxes & fees
9 Nov - 10 Nov
Corte Francigena - Apartments
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

6. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (32 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ₹6,301
₹7,251 total
includes taxes & fees
4 Nov - 5 Nov
Tuscasì Aparthotel
A stone building with a courtyard, outdoor seating, and a warm light setting.

7. Sarna Residence

Sarna Residence
San Quirico d'Orcia
9.4 out of 10, Exceptional, (40 reviews)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
The price is ₹9,482
₹11,706 total
includes taxes & fees
3 Nov - 4 Nov
Sarna Residence
A poolside area with two glasses of water, candles, and a stone pathway.

8. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (102 reviews)
"The variety at the buffet was really good and the coffee machines made really good coffee. The site itself was very nice and well maintained. The problem with this place is the reception for arrival and departure, no service and fast to dismiss you."
Canada
DANIELA
The price is ₹15,911
₹17,928 total
includes taxes & fees
30 Oct - 31 Oct
Casanova - Panoramic Rooms and Suites
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

9. 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, (50 reviews)
"Our stay was great. "
United States
Elena
The price is ₹11,651
₹13,242 total
includes taxes & fees
1 Nov - 2 Nov
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

10. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is ₹7,829
₹9,143 total
includes taxes & fees
22 Oct - 23 Oct
RESIDENCE LECCIO
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

11. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (163 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ₹12,276
₹14,141 total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
A patio area with outdoor seating, potted plants, and a view of the landscape.

12. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (73 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is ₹9,071
₹12,626 total
includes taxes & fees
14 Nov - 15 Nov
Affitacamere Maria Gabriella
A historic building with a tower, a courtyard, and a well-lit entrance.

13. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (184 reviews)
"Great Historical location."
Canada
Robert
The price is ₹9,070
₹10,296 total
includes taxes & fees
18 Oct - 19 Oct
Abbadia Sicille Relais
An open door leading to a balcony with a view of a forested hillside.

14. La Dimora di Dida

La Dimora di Dida
Seggiano
The price is ₹7,655
₹8,420 total
includes taxes & fees
28 Oct - 29 Oct
La Dimora di Dida
A villa with a swimming pool, outdoor seating, and a tennis court.

15. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is ₹11,904
₹13,521 total
includes taxes & fees
25 Oct - 26 Oct
Villa Curina Resort
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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"La vue est panoramique et le château est grandiose"
Annie 4-night trip
Posted 2 hours ago
Castello di Velona Resort Thermal SPA & Winery

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:

  • View our selection of featured holiday rentals in Castiglione del Bosco
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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 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.