Photo by Mario Mürner

Castiglione del Bosco Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Rentals in Castiglione del Bosco

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (65)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "
Casanova - Panoramic Rooms and Suites

ApartHotel Anghel

8.4 out of 10, Very Good, (324)
"Hotel is close to Siena and the check-in person (Gabriela) was very friendly and helpful. Room is spacious, functional with easy parking in front of the building and just a 3 minute drive to garage in Siena old-town so very convenient to visit this beautiful city. Excellent value for the money."
The price is ¥13,631
¥15,681 total
includes taxes & fees
Aug 24 - Aug 25
ApartHotel Anghel

Hotel San Gregorio

3.0 star property
9.4 out of 10, Exceptional, (123)
"Such friendly staff, loved Pienza and the property was such a good location! "
Hotel San Gregorio

Bosco della Spina

9.6 out of 10, Exceptional, (162)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (110)
"Beautiful, unique property in central Siena. Sonia at reception was excellent! "
The price is ¥31,377
¥35,202 total
includes taxes & fees
Aug 30 - Aug 31
Residenza d'Epoca Palazzo Borghesi

Camping Siena Colleverde

3.0 star property
8.2 out of 10, Very Good, (154)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (175)
"Excellent staffing, nice facility and great location"
The price is ¥23,522
¥26,561 total
includes taxes & fees
Aug 25 - Aug 26
Il Battistero Siena - Residenza d'Epoca

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is ¥27,575
¥30,847 total
includes taxes & fees
Aug 24 - Aug 25
Abbadia Sicille Relais

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (61)
"We wanted to enjoy the Tuscany area and this house checked all the boxes for us. The photos can’t actually capture the true beauty of this place. The host, Camilla was so gracious and kind. Comfortable bed, kitchen well stocked with the dishes we needed. Full size refrigerator was nice too! It’s a little bit of a drive to the property but oh so worth it! "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

agriturismo la roggiola

9.8 out of 10, Exceptional, (107)
"Cute rustic cottage with a beautiful restful view of farm land and forrested hills and a covered outdoor eating area."
agriturismo la roggiola

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (82)
"The villa is huge and well appointed with anything you could imagine There are two large dining rooms inside and several well appointed outside patio areas. The bucolic setting includes birds , roaming sheep down the hill meandering from field to field. Couldn’t be more restful! Also close enough to Siena , San gimingnano Assisi for day trips and even Florence Will definitely return. "
Villa in Montalcino, exclusive for you, stunning view!!!

villa con vista panoramica

9.0 out of 10, Wonderful, (2)
"Die Wohnung liegt ruhig im schönen Dorf Chiusdino, das Meer ist ca. 1 Stunde entfernt, aber der Pool eignet sich gut zum Baden. Es ist genug Platz für 4 Personen. Der Vermiter Paolo ist sehr freundlich und hilfsbereit, die Kommunikation war super. Uns hat es sehr gut gefallen und wir kommen gerne wieder!"
villa con vista panoramica

Tuscasì Aparthotel

9.2 out of 10, Wonderful, (19)
"Very clean and comfortable accommodations. Beautiful view of the countryside!"
The price is ¥11,837
¥13,021 total
includes taxes & fees
Sep 16 - Sep 17
Tuscasì Aparthotel

Tuscany romance. Rural charm between Montalcino and sea. Relax pur

9.6 out of 10, Exceptional, (38)
"The stay was very nice. It's a beautiful property and very photogenic! We all loved it, wish we had more time to spend and enjoy the house."
Tuscany romance. Rural charm between Montalcino and sea. Relax pur

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (89)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
Hilltop house in the heart of Tuscany with private pool

La Terrazza Sul Campo Rooming House

9.8 out of 10, Exceptional, (229)
"Would 10/10 recommend this stay to a friend and would stay here again! Room was beautiful, location was perfect, and the staff is kind and helpful!"
La Terrazza Sul Campo Rooming House

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (61)
"Unbelievable ambience and beauty of the region and the house. Francesco was super helpful. "
The price is ¥30,914
¥41,047 total
includes taxes & fees
Aug 26 - Aug 27
The House of Alice, charm and relaxation

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 ¥48,090
¥53,586 total
includes taxes & fees
Sep 1 - Sep 2
Il Tosco

Regis Condo

9.4 out of 10, Exceptional, (63)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
Regis Condo

Delcorto Suites

10.0 out of 10, Exceptional, (25)
"Rooms are magnificent "
The price is ¥30,794
¥34,563 total
includes taxes & fees
Aug 31 - Sep 1
Delcorto Suites
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Castiglione del Bosco Hotel Reviews

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 are some of the best vacation home rentals in Castiglione del Bosco?

The House of Alice, charm and relaxation: This vacation home rental near 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 kitchenware. 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 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.