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Castiglione del Bosco Vacation Rentals

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Our top choices for Castiglione del Bosco vacation rentals

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
$65 nightly
The price is $76
Jan 21 - Jan 22
Total with taxes and fees
Abbadia Sicille Relais

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.0 out of 10, Wonderful, (26)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
$76 nightly
The price is $87
Jan 11 - Jan 12
Total with taxes and fees
Tuscasì Aparthotel

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (423)
"A great location!"
Canada
Cheryl
$87 nightly
The price is $101
Jan 10 - Jan 11
Total with taxes and fees
Siena Vip

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (192)
"Safe, clean, close to all attractions"
Canada
Carlo
$107 nightly
The price is $122
Jan 22 - Jan 23
Total with taxes and fees
B&B Il Corso

La Dimora di Dida

La Dimora di Dida
Seggiano
$76 nightly
The price is $84
Jan 22 - Jan 23
Total with taxes and fees
La Dimora di Dida

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
$93 nightly
The price is $108
Jan 9 - Jan 10
Total with taxes and fees
TuscanyLettings Studio&Room

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
$84 nightly
The price is $97
Jan 9 - Jan 10
Total with taxes and fees
PienzaLettings Suites

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
$132 nightly
The price is $150
Jan 20 - Jan 21
Total with taxes and fees
Affitacamere Maria Gabriella

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
$151 nightly
The price is $171
Jan 20 - Jan 21
Total with taxes and fees
Meublé Il Riccio

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
$72 nightly
The price is $80
Feb 7 - Feb 8
Total with taxes and fees
Country House il Ciliegio

Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.8 out of 10, Exceptional, (7)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
United States
Michael G.
$161 nightly
The price is $164
Jan 9 - Jan 10
Total with taxes and fees
Exclusive Stone Tower.

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (20)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
$91 nightly
The price is $103
Jan 22 - Jan 23
Total with taxes and fees
Casa di Campagna in Toscana

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
$52 nightly
The price is $61
Jan 9 - Jan 10
Total with taxes and fees
ApartHotel Anghel

Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (96)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
$74 nightly
The price is $87
Jan 15 - Jan 16
Total with taxes and fees
Al Mercato B&B

Affittacamere Mariuccia

Affittacamere Mariuccia
Montalcino
9.0 out of 10, Wonderful, (11)
"The apartment was big enough, the owner very polite and helpful. But, there were bugs at our mattress... "
United Kingdom
Angeliki
Affittacamere Mariuccia

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (105)
"The building is lovely - traditional Italian construction with big Chestnut beams in the ceiling. The owner/manager is very pleasant and helpful. Overall, a very nice place to stay. "
Canada
Carl
$91 nightly
The price is $109
Jan 9 - Jan 10
Total with taxes and fees
Idolina Guest House

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
$94 nightly
The price is $109
Jan 12 - Jan 13
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste

Chalet Il Cristallo

Chalet Il Cristallo
Castel del Piano
6.8 out of 10, (3)
"Puzza di chiuso e muffa in camera, muffa sul muro, letto con trapunta, lenzuolo e coprimaterasso con n macchia di non so cosa, per aprire lucernario del bagno ho dovuto togliere ragnatele con insetti incorporati. Molle del letto che si sentivano nella schiena e per finire nido sul davanzale che impediva la chiusura degli antoni, non avrei mai fatto togliere il nido amo gli animali, ma le tende interne oltre che sporche non si potevano tirare per impedire un po' alla luce di entrare, alle ore 5...
Italy
Giordano
$86 nightly
The price is $99
Jan 21 - Jan 22
Total with taxes and fees
Chalet Il Cristallo

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
United States
Hassan
$97 nightly
The price is $112
Jan 14 - Jan 15
Total with taxes and fees
La Coroncina Lodging

Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8)
"Personal people are very good. "
Switzerland
Wenjuan
$96 nightly
The price is $110
Jan 14 - Jan 15
Total with taxes and fees
Villa le Camelie 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.
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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 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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Castiglione del Bosco in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $61 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Beautiful stone house with garden and private pool.: This vacation home rental near Castiglione del Bosco is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 Historic Centre of Pienza. 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.