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Castiglione del Bosco Vacation Rentals

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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In one month
Nov 7 - Nov 9
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4

Vacation Rentals in Castiglione del Bosco

Casanova - Panoramic Rooms and Suites
Front of property - evening/night

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (71)
"Delightful stay. The room was lovely, and the view from our private terrace was wonderful. Dinner was first rate. Easily walkable into San Quirico, short drive to Montalcino, Pienza, and Montalcino. Nice massage and spa. A very good value."
Casanova - Panoramic Rooms and Suites
Hotel San Gregorio
Breakfast, lunch, dinner served; local cuisine

Hotel San Gregorio

3.0 star property
9.4 out of 10, Exceptional, (130)
"Such friendly staff, loved Pienza and the property was such a good location! "
The price is P7,053
P8,163 total
includes taxes & fees
Nov 4 - Nov 5
Hotel San Gregorio
ApartHotel Anghel
Lobby lounge

ApartHotel Anghel

8.4 out of 10, Very Good, (327)
"Enough space for a family. We were able to walk to restaurants, grocery and old city Siena. "
The price is P4,849
P5,603 total
includes taxes & fees
Nov 3 - Nov 4
ApartHotel Anghel
Abbadia Sicille Relais
View from room

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"Great Historical location."
The price is P4,213
P4,838 total
includes taxes & fees
Nov 2 - Nov 3
Abbadia Sicille Relais
Il Battistero Siena - Residenza d'Epoca
Bar (on property)

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (183)
"Great location and friendly staff. "
The price is P8,339
P9,442 total
includes taxes & fees
Nov 3 - Nov 4
Il Battistero Siena - Residenza d'Epoca
Tuscasì Aparthotel
View from room

Tuscasì Aparthotel

9.2 out of 10, Wonderful, (22)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
The price is P4,469
P5,797 total
includes taxes & fees
Oct 12 - Oct 13
Tuscasì Aparthotel
Bosco della Spina
Aerial view

Bosco della Spina

9.6 out of 10, Exceptional, (164)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina
Camping Siena Colleverde
Exterior

Camping Siena Colleverde

3.0 star property
8.2 out of 10, Very Good, (157)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde
Bellarmino Boutique Apartments
Free WiFi, bed sheets

Bellarmino Boutique Apartments

The price is P6,375
P7,283 total
includes taxes & fees
Nov 5 - Nov 6
Bellarmino Boutique Apartments
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (90)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
The price is P5,123
P5,907 total
includes taxes & fees
Oct 24 - Oct 25
Residenza Fabroni
Regis Condo
Private kitchen

Regis Condo

9.4 out of 10, Exceptional, (64)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
Regis Condo
Residenza d'Epoca Palazzo Borghesi
View from room

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (112)
"Nice hotel, friendly staff, great breakfast included in stay. Highly recommended."
The price is P18,629
P20,761 total
includes taxes & fees
Oct 23 - Oct 24
Residenza d'Epoca Palazzo Borghesi
Porta Pispini Residence
Terrace/patio

Porta Pispini Residence

2.0 star property
9.6 out of 10, Exceptional, (18)
"That’s not a hotel room, that’s small apartment with guest room and kitchen with washer and dishwasher Amazing window view Free parking Very clean 3 minutes walk from the city wall More than reasonable price "
Porta Pispini Residence
Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (112)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
The price is P16,913
P18,874 total
includes taxes & fees
Nov 4 - Nov 5
Il Tosco
Delcorto Suites
Interior

Delcorto Suites

10.0 out of 10, Exceptional, (28)
"Exceptional service great building felt like a Medici!"
The price is P10,329
P11,633 total
includes taxes & fees
Oct 10 - Oct 11
Delcorto Suites
La Terrazza Sul Campo Rooming House
Premium bedding, Select Comfort beds, minibar, in-room safe

La Terrazza Sul Campo Rooming House

9.8 out of 10, Exceptional, (236)
"Lovely place to stay and very central . We had a room with a balcony which overlooked the square . Viola was very welcoming and ordered taxis for us . "
La Terrazza Sul Campo Rooming House
Podere La Chiusella
Exterior

Podere La Chiusella

9.4 out of 10, Exceptional, (30)
Podere La Chiusella
Borgo Il Poggiaccio
Outdoor pool, sun loungers

Borgo Il Poggiaccio

8.8 out of 10, Excellent, (64)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
The price is P10,712
P11,985 total
includes taxes & fees
Oct 23 - Oct 24
Borgo Il Poggiaccio
La Coroncina Lodging
Daily cooked-to-order breakfast (EUR 15 per person)

La Coroncina Lodging

10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
The price is P6,299
P7,200 total
includes taxes & fees
Oct 28 - Oct 29
La Coroncina Lodging
Castello di Modanella
Property entrance

Castello di Modanella

7.8 out of 10, Good, (16)
"Property is closing and looks like it. Very unfortunate, I was there 30 years ago with fond memories! Obviously I should have done more homework!! Very sad."
Castello di Modanella
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 Italia

Hotel Italia

10/10 Excellent
"The service was really the highlight of our stay. Everyone was so friendly and helpful! Our room was perfect and we really loved the large bathroom and shower. Breakfast was good and the service there was very good as well. A very enjoyable stay!"
Kevin 3-night trip
Posted 2 days ago
Hotel Italia

Find out more about Castiglione del Bosco

Find out more about Castiglione del Bosco

Search for holiday rentals in Castiglione del Bosco on Expedia! 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 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 I Canaloni del Torrente Farma. 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.