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Castiglione del Bosco Holiday Rentals

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Holiday Rentals in Castiglione del Bosco

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! "
United Kingdom
Bethan
The price is AU$414
includes taxes & fees
1 Nov - 2 Nov
Hotel San Gregorio
Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (76)
"Fantastic place"
United States
Clifford
The price is AU$313
includes taxes & fees
29 Oct - 30 Oct
Casanova - Panoramic Rooms and Suites
ApartHotel Anghel
8.4 out of 10, Very good, (329)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
ApartHotel Anghel
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (160)
"It was too cold for the swimming pool as it is mid October, there were people using the hot tub, but I have one in my room and the sauna so why bother it was so wonderful and the staff was super. Christina was the most wonderful ball."
United States
Christine
The price is AU$124
includes taxes & fees
6 Nov - 7 Nov
Abbadia Sicille Relais
Villa in Montalcino, exclusive for you, stunning view!!!
10.0 out of 10, Exceptional, (84)
"Lovely villa in a beautiful location. "
United Kingdom
helen S.
Villa in Montalcino, exclusive for you, stunning view!!!
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
9.4 out of 10, Exceptional, (66)
"What a lovely place, I will recommend this fabulous home to friends and family and will be returning sometime soon."
United Kingdom
peter H.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Tuscasì Aparthotel
9.0 out of 10, Wonderful, (23)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AU$132
includes taxes & fees
2 Nov - 3 Nov
Tuscasì Aparthotel
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."
Canada
Nicole
The price is AU$160
includes taxes & fees
27 Oct - 28 Oct
Residenza Fabroni
Bellarmino Boutique Apartments
The price is AU$183
includes taxes & fees
3 Nov - 4 Nov
Bellarmino Boutique Apartments
Camping Siena Colleverde
3.0 star property
8.2 out of 10, Very good, (159)
"Quiet. Rooms are adequate. Parking is easy. On-site dining is good. Short walk to bus transport "
Australia
Robert
Camping Siena Colleverde
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (186)
"Great location and friendly staff. "
United States
Parissa
The price is AU$250
includes taxes & fees
3 Nov - 4 Nov
Il Battistero Siena - Residenza d'Epoca
Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (115)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is AU$313
includes taxes & fees
2 Nov - 3 Nov
Residenza d'Epoca Palazzo Borghesi
agriturismo la roggiola
9.6 out of 10, Exceptional, (112)
"Beautiful situation, close to Siena and Orcia valley. Three days very well spent, merci Simonetta !"
France
Jan B.
agriturismo la roggiola
Bosco della Spina
9.6 out of 10, Exceptional, (167)
"Views are amazing. Staff are very pleasant and helpful. "
Canada
Maureen
Bosco della Spina
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
Hilltop house in the heart of Tuscany with private pool
9.8 out of 10, Exceptional, (93)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
United States
Timothy C.
Hilltop house in the heart of Tuscany with private pool
Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (57)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
United States
Vivian K.
The price is AU$250
includes taxes & fees
23 Oct - 24 Oct
Il Poggio dell'Eremita
The House of Alice, charm and relaxation
9.8 out of 10, Exceptional, (66)
"Unbelievable ambience and beauty of the region and the house. Francesco was super helpful. "
Canada
Debbie W.
The price is AU$391
includes taxes & fees
29 Oct - 30 Oct
The House of Alice, charm and relaxation
Gite Montemirello, with garden and swimming pool
9.8 out of 10, Exceptional, (60)
"Very nice stay and very nuce Host :)"
Germany
Timo
Gite Montemirello, with garden and swimming pool
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 "
United States
Michael
The price is AU$451
includes taxes & fees
16 Nov - 17 Nov
Il Tosco
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

Find out more about Castiglione del Bosco

Everything you need to know about Castiglione del Bosco holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castiglione del Bosco holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castiglione del Bosco holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Castiglione del Bosco holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castiglione del Bosco. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castiglione del Bosco holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castiglione del Bosco holiday rentals we have selected for you start as low as AU$124 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Castiglione del Bosco rentals

At Expedia, we put the best Castiglione del Bosco holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Castiglione del Bosco rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castiglione del Bosco holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castiglione del Bosco. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 are some of the best holiday rentals that Castiglione del Bosco has to offer?

The House of Alice, charm and relaxation: This holiday home rental outside of Castiglione del Bosco is located in a rural location, and has a fireplace, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. Kick off your shoes and enjoy yourself with a garden and a selection of books.

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 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.