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Castiglione del Bosco Vacation Rentals

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Vacation Rentals in Castiglione del Bosco

Casanova - Panoramic Rooms and Suites
3.0 star property
9.2 out of 10, Wonderful, 20 reviews
"The location is great, you have beautiful Tuscan view in front of yard. The room and bathroom are large, clean and modern with full kitchen. Good choice of breakfast, restaurant onsite is good for dinner. Free parking is good for travel by car."
The price is CA $242
CA $271 total
includes taxes & fees
Jun 9 - Jun 10
Casanova - Panoramic Rooms and Suites
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, 119 reviews
"The staff is friendly and helpful, an asset to this hotel. "
The price is CA $224
CA $253 total
includes taxes & fees
Jun 11 - Jun 12
Il Battistero Siena - Residenza d'Epoca
ApartHotel Anghel
8.2 out of 10, Very good, 280 reviews
"The postive is checkin experiene is easy as the receptionist is very nice. She communicated well. The negative is the room are not insulated. You can hear other rooms closing their doors and kids running in the hallway. "
The price is CA $117
CA $135 total
includes taxes & fees
Jun 11 - Jun 12
ApartHotel Anghel
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panoramica casa con piscina privata
7.8 out of 10, Good, 7 reviews
"We spent a very enjoyable week in picturesque Chiusdino. Loved the little town with shops and restaurants (our tip: il minestraio!) within walking distance and great views of the countryside. Went to Siena, Firenze and San Gimignano and walked to the abbey of San Galgano. The house is spacious with 2 big bedrooms and 2 bathrooms and is equipped with plenty of towels. We had the (guilty) pleasure of the pool with a great view and used the outside dining area a lot. Tip: An extra cutting board and...
The price is CA $164
CA $271 total
includes taxes & fees
Jun 21 - Jun 22
panoramica casa con piscina privata
Hotel San Gregorio
3.0 star property
9.2 out of 10, Wonderful, 99 reviews
"Very nice staff, great service, super clean. Will stay again."
The price is CA $232
CA $259 total
includes taxes & fees
Jun 19 - Jun 20
Hotel San Gregorio
Bosco della Spina
9.4 out of 10, Exceptional, 124 reviews
"Charming property in midst of magical Tuscany."
The price is CA $159
CA $175 total
includes taxes & fees
Jun 9 - Jun 10
Bosco della Spina
agriturismo la roggiola
9.8 out of 10, Exceptional, 81 reviews
"Cute rustic cottage with a beautiful restful view of farm land and forrested hills and a covered outdoor eating area."
agriturismo la roggiola
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
9.6 out of 10, Exceptional, 38 reviews
"The house is a beautiful old Italian house with high ceilings with wooden beams and tiled floors. Everything in the house worked pedfectly- wifi, hot water, screens on the windows, kitchen and bath. The house is set in the midst of the Tuscan hills with hikes starting right from the front door. The grounds in the nature preserve are lovely with local plantings. The hostess, Marina, was welcoming, helpful, and altogether delightful. The gravel access road is steep and curvy in places. We were...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Terre di Maremma, Ciclamino Apartment, Tuscany
10.0 out of 10, Exceptional, 2 reviews
"We (family of four, 2 teenagers) had a great stay at Luca's appartment. Due to the Corona pandemic, we were not sure, if we really should travel. But Luca showed great flexibility and we were very happy, that we decided to go. The appartment was very spacious and perfectly cleaned. We arrived a litlle early, but Etel and Klaudia warmly welcomed us with beverages, so that we enjoyed the phantastic views, while they finished preparing the apartment. Then we had 17 beautiful days with phantastic...
Terre di Maremma, Ciclamino Apartment, Tuscany
Family apartment with magical view on the old city, balcony, wifi & parking
9.8 out of 10, Exceptional, 35 reviews
"The apartment is very spacious with lots of antiques and has a home from home feel. It is about a 20 min walk into town, uphill in places but straight forward. Parking is tight so bring a small car 😊. The views across to the old town are great and the balcony space a plus."
Family apartment with magical view on the old city, balcony, wifi & parking
Residenza Fabroni
9.0 out of 10, Wonderful, 66 reviews
"Amazing views!!! Great communications on directions and processes for check in and check out. "
The price is CA $146
CA $164 total
includes taxes & fees
Jun 16 - Jun 17
Residenza Fabroni
Camping Siena Colleverde
3.0 star property
8.0 out of 10, Very good, 142 reviews
"This site is very well situated for Siena. Its restaurant is excellent. The staff are friendly. The cabins were fine except the mattresses were old and sagged in the middle !"
Camping Siena Colleverde
A cozy nest for a pair
10.0 out of 10, Exceptional, 1 review
"Visite de Florence et Sienne"
A cozy nest for a pair
La Terrazza Sul Campo Rooming House
9.6 out of 10, Exceptional, 210 reviews
"My wife and I loved our stay! The property is historic and has so much character. Our room had a view of the Il Campo square which was fantastic. The location can't be beat. The communication with the property prior to check was great. There were complimentary snacks and drinks available in the lobby. I highly recommend staying here!"
The price is CA $168
CA $190 total
includes taxes & fees
Jun 14 - Jun 15
La Terrazza Sul Campo Rooming House
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
10.0 out of 10, Exceptional, 98 reviews
"We were group of 16 adults and three children under the age of three. Sonja and Diego could not have been better hosts! They are truly lovely people! Everything was absolutely perfect! The villa is stunning and very child friendly! We opted to have Sonja cook breakfast and dinner for us each day, and her food was absolutely delicious! You must try their pizza and bbq! We enjoyed the tennis court, feeding the horses, and day trips to Siena, Florence, and Montepulciano. The villa location is...
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma
Poggio RINESCHI -SPINA apartment with pool, Monte Amiata, Maremma
Borgo San Lorenzo a Linari
8.4 out of 10, Very good, 87 reviews
"Just a nice quiet property to enjoy some relaxation and close to Siena. Front desk agents were very nice and helped me efficiently. "
The price is CA $236
CA $260 total
includes taxes & fees
Jun 19 - Jun 20
Borgo San Lorenzo a Linari
Independent house in the hills of the Sienese countryside
10.0 out of 10, Exceptional, 64 reviews
"To begin, this was one the best homes we have had the luck and pleasure to experience. The small house felt like a home. Emanuela, Roberto, and their family were kind, welcoming, and helpful. Their farm and home are a life of love and exacting design and craftsmanship. The necessities are all short drives away; small towns and the larger communes provided learning, great food, history, and art. The stay was relaxing because of the care and attention to detail that the owners supplied in...
Independent house in the hills of the Sienese countryside
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, 48 reviews
"I did not want to leave. Cheerful, stylish color pallet & decor. Good internet. Postcard views. Peaceful. Relaxing. Lovely outside terrace & pool. The quibbles-no television, no coffee machine, no microwave. Sofa & coffee table are more shabby than chic. Stains. Need replacing."
A private luxury retreat in Montalcino
wrapped in the scent of Mediterranean flowers and herbs
10.0 out of 10, Exceptional, 43 reviews
"Casa Cadeta provided a peaceful and beautiful rural home base for our Tuscany tour. We chose to make breakfasts and dinners in the fully equipped kitchen and make daily tours to hilltop Medieval villages, beaches, or wine tastings. At nights we enjoyed star gazing and listening to an owl and the neighbor’s donkeys. Laine was generous in sharing garden and orchard bounty and we enjoyed organic tomatoes, figs, grapes, almonds, and apples. Would love to come back!"
wrapped in the scent of Mediterranean flowers and herbs
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See all available properties in Castiglione del Bosco
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.

Castiglione del Bosco Vacation Rental Travel Info

Other types of properties in Castiglione del Bosco you may be interested in

Rosewood Castiglion del Bosco
5.0 star property
10.0 out of 10, Exceptional, 48 reviews
"Best service we have ever received! They are so friendly and accommodating! Will definitely visit again"
The price is CA $2,632
CA $2,911 total
includes taxes & fees
Jun 18 - Jun 19
Rosewood Castiglion del Bosco
Hotel Athena
4.0 star property
9.2 out of 10, Wonderful, 1,007 reviews
"Ok"
The price is CA $192
CA $218 total
includes taxes & fees
Jul 8 - Jul 9
Hotel Athena
NH Siena
4.0 star property
8.2 out of 10, Very good, 1,008 reviews
"Great location, clean room. "
The price is CA $146
CA $168 total
includes taxes & fees
Jul 7 - Jul 8
NH Siena
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.

Everything you need to know about Castiglione del Bosco vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castiglione del Bosco vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castiglione del Bosco vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castiglione del Bosco vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castiglione del Bosco vacation rentals we have selected for you start as low as CA $117 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castiglione del Bosco rentals

At Expedia, we put the best Castiglione del Bosco vacation 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 vacation.

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 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?

Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista: This vacation home rental near Castiglione del Bosco is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

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.

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