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

Castiglione del Bosco Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Castiglione del Bosco vacation rentals

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

1. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (100 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is NT$4,319
NT$4,900 total
includes taxes & fees
Sep 14 - Sep 15
B&B Le Scalette di Piazza
Front of property

2. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (117 reviews)
"Felt like home. The central kitchen / coffee area felt like home."
United States
Bradley
The price is NT$3,662
NT$4,326 total
includes taxes & fees
Sep 8 - Sep 9
Idolina Guest House
Aerial view

3. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (177 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 NT$4,837
NT$5,618 total
includes taxes & fees
Sep 23 - Sep 24
Bosco della Spina
Exterior

4. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
10.0 out of 10, Exceptional, (12 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 NT$5,422
NT$6,336 total
includes taxes & fees
Aug 30 - Aug 31
Corte Francigena - Apartments
Breakfast, lunch and dinner served

5. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (4 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 NT$12,323
NT$13,853 total
includes taxes & fees
Aug 26 - Aug 27
Palazzo Saloni
Couples treatment rooms, sauna, hot tub, steam room, body treatments

6. 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, (49 reviews)
"Our stay was great. "
United States
Elena
The price is NT$4,025
NT$4,576 total
includes taxes & fees
Aug 26 - Aug 27
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
1 treatment room, massages

7. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (93 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is NT$5,949
NT$6,692 total
includes taxes & fees
Aug 30 - Aug 31
Casanova - Panoramic Rooms and Suites
Premium bedding, down comforters, pillowtop beds, desk

8. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is NT$2,420
NT$3,145 total
includes taxes & fees
Aug 30 - Aug 31
Tuscasì Aparthotel
Front of property

9. 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 NT$3,151
NT$3,652 total
includes taxes & fees
Sep 11 - Sep 12
RESIDENCE LECCIO
Seasonal outdoor pool, open 7:30 AM to 7:30 PM, pool umbrellas

10. Podere Vesta

Podere Vesta
3.0 star property
Asciano
9.2 out of 10, Wonderful, (20 reviews)
"This was the best stay and experience during our 20 days trip to italy. Beautiful property 20min from Siena. It had everything we needed. The apartment is stocked with everything you could need for a long stay. My son had so much fun, and the free bikes were a plus. Make sure to pass by a grocery store before arriving, you won’t want to leave the property"
United States
Katerine
The price is NT$2,669
NT$6,025 total
includes taxes & fees
Sep 17 - Sep 18
Podere Vesta
Studio | Terrace/patio

11. La Dimora di Dida

La Dimora di Dida
Seggiano
The price is NT$2,587
NT$2,846 total
includes taxes & fees
Aug 27 - Aug 28
La Dimora di Dida
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, WiFi (free)

12. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is NT$3,645
NT$4,158 total
includes taxes & fees
Aug 31 - Sep 1
TuscanyLettings Studio&Room
Seasonal outdoor pool

13. 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 NT$9,202
NT$10,308 total
includes taxes & fees
Aug 26 - Aug 27
Albergo Diffuso Borgo Santo
Exterior

14. 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 NT$3,782
NT$4,309 total
includes taxes & fees
Sep 20 - Sep 21
Il Pozzo di Sant'Andrea
Front of property - evening/night

15. Residence Borgo San Lorenzo a Linari

Residence Borgo San Lorenzo a Linari
Sovicille
8.6 out of 10, Excellent, (99 reviews)
"Such a pleasant stay and the staff was incredible. "
United States
Monica
The price is NT$3,853
NT$4,424 total
includes taxes & fees
Sep 7 - Sep 8
Residence Borgo San Lorenzo a Linari
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 Minerva

Hotel Minerva

10/10 Excellent
"Had a very nice stay here during the Palio. Easy walk to IL Campo. Located in the Lupa Contrada. Nice neighborhood. Easy walk (10-15 minutes) to the train station. Will stay here again when I return to Siena."
Moses 2-night trip
Posted 2 days ago
Hotel Minerva

Find out more about Castiglione del Bosco

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Frequently asked questions

Can I find vacation rentals in Castiglione del Bosco?

Yes, there are vacation rentals close to well known attractions in Castiglione del Bosco, or you can choose a more secluded option if you want a relaxing place to 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 larger area.

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

A vacation rental is a private property where you can stay for short or long periods in Castiglione del Bosco. Vacation rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a family trip.