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
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Castiglione del Bosco vacation rentals

1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (91 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is ￥28,081
￥31,626 total
includes taxes & fees
Jul 14 - Jul 15
Casanova - Panoramic Rooms and Suites
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (177 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ￥27,103
￥30,368 total
includes taxes & fees
Jul 5 - Jul 6
Abbadia Sicille Relais
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (111 reviews)
"It was very well located ."
Canada
Marlenne
The price is ￥26,263
￥29,626 total
includes taxes & fees
Jul 8 - Jul 9
Meublé Il Riccio
Suite Aria | Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (37 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is ￥28,350
￥31,925 total
includes taxes & fees
Jul 4 - Jul 5
Delcorto Suites
Breakfast, lunch and dinner served

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Excellent boutique hotel with a very welcoming staff. Rooms were wonderful. Location was terrific - very easy short walk to restaurants in town. Would highly recommend"
United States
BRIAN
The price is ￥49,518
￥55,943 total
includes taxes & fees
Jul 6 - Jul 7
Palazzo Saloni
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (24 reviews)
"A wonderful stay. "
United States
Sally
The price is ￥25,634
￥28,751 total
includes taxes & fees
Jul 5 - Jul 6
Casa di Campagna in Toscana
Premium bedding, down comforters, pillowtop beds, individually furnished

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (28 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ￥12,145
￥15,764 total
includes taxes & fees
Jul 10 - Jul 11
Tuscasì Aparthotel
Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (96 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is ￥22,364
￥25,337 total
includes taxes & fees
Jul 7 - Jul 8
B&B Le Scalette di Piazza
Studio | Terrace/patio

La Dimora di Dida

La Dimora di Dida
Seggiano
The price is ￥11,409
￥12,550 total
includes taxes & fees
Jul 5 - Jul 6
La Dimora di Dida
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is ￥13,048
￥15,093 total
includes taxes & fees
Jul 15 - Jul 16
Residenza Fabroni
Aerial view

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (173 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 ￥26,237
￥30,335 total
includes taxes & fees
Jul 8 - Jul 9
Bosco della Spina
Food court

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (145 reviews)
"Great location."
United States
James
The price is ￥20,883
￥23,712 total
includes taxes & fees
Jul 16 - Jul 17
La Locanda di San Francesco
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (69 reviews)
"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."
Canada
Dr Anne
The price is ￥29,139
￥33,527 total
includes taxes & fees
Jul 5 - Jul 6
Villa Curina Resort
Seasonal outdoor pool, sun loungers

Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (4 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is ￥21,692
￥24,416 total
includes taxes & fees
Jul 7 - Jul 8
Residence Arianna
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (148 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ￥34,980
￥39,588 total
includes taxes & fees
Jul 15 - Jul 16
Hotel San Gregorio
Restaurant

Dimora Santa Margherita - Relais di Charme

Dimora Santa Margherita - Relais di Charme
Cinigiano
8.2 out of 10, Very Good, (11 reviews)
"The place was great! Food from their was amazing but also a bit expensive. Poolarea was so beautiful and the view was amazing! Only negative thing is that the wine tasting is not in hotel, need to take own car drive for that. Also the last 2km was sand road, which was not that good shape."
Finland
Anonymous traveler
The price is ￥73,205
￥80,894 total
includes taxes & fees
Jul 13 - Jul 14
Dimora Santa Margherita - Relais di Charme
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is ￥16,993
￥19,429 total
includes taxes & fees
Jul 5 - Jul 6
Bed & Breakfast Vicolo dell'Oste
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (94 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is ￥11,271
￥13,138 total
includes taxes & fees
Jul 7 - Jul 8
Domus il Palio B&B
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (203 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is ￥18,652
￥21,254 total
includes taxes & fees
Jul 23 - Jul 24
B&B Il Corso
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is ￥20,153
￥35,253 total
includes taxes & fees
Jul 9 - Jul 10
Borgo Il Poggiaccio
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"This is a traditional and historic building with high ceilings and a beautiful garden overlooking the surrounding countryside.It is not a modern contemporary hotel, but the rooms are lovely, the garden was beautiful and a good breakfast too. There is a small bar in the evening, but no restaurant for an evening meal, but frankly you will likely want to explore and eat out at one of the many restaurants in the old town. A great find."
David 4-night trip
Posted 4 hours ago
Palazzo Ravizza

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 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 an electric kettle. 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.