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Compare 530 Vacation Homes in Castiglione del Bosco with updated reviews, rates, and availability.

The House of Alice, charm and relaxation
Living area

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (55)
"Quaint apartment, with enough amenities for a great six day stay! The parking is a little tough, but the location and views are fabulous. The pellet stove needs to have directions for the renter when it is cooler weather. I would definitely say again. Francesco was great and helped me with a lot of questions!:)"
The price is SAR 508
SAR 708 total
includes taxes & fees
4 Dec - 5 Dec
The House of Alice, charm and relaxation
The Gelda house, relax with a view
Room

The Gelda house, relax with a view

9.6 out of 10, Exceptional, (12)
"This is a beautiful apartment on the edge of a small town called Castelnuovo dell’Abate. It's not in Montalcino, but a short drive to it. We stayed here because we were visiting a few wineries close by. When staying in a small Tuscan town, it's best to look for a place like this that's right on the edge. You don't want to (and sometimes can't!) drive into the old part of the towns. We were able to park along the street about 100 yards away. The walk was steeply uphill, but not long at all. The...
The price is SAR 391
SAR 555 total
includes taxes & fees
24 Nov - 25 Nov
The Gelda house, relax with a view
Terre di Maremma, Ciclamino Apartment, Tuscany
Living area

Terre di Maremma, Ciclamino Apartment, Tuscany

10.0 out of 10, Exceptional, (2)
"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
Old Tuscan house in the medieval village of Castiglione d'Orcia
Property grounds

Old Tuscan house in the medieval village of Castiglione d'Orcia

9.6 out of 10, Exceptional, (15)
"Lovely spot to be in the middle of this lovely village."
Old Tuscan house in the medieval village of Castiglione d'Orcia
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
Room

Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION

10.0 out of 10, Exceptional, (21)
"Location, apartment, host all top notch! Will stay again next time we are in Siena! Everything you need and in a fantastic central location."
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
Luxury apartment in Tuscan Villa with pool: your own window on iconic Siena!
Pool

Luxury apartment in Tuscan Villa with pool: your own window on iconic Siena!

10.0 out of 10, Exceptional, (18)
"Our family recent toured Italy and this was one of our favorite places to stay. The apartment was decorated like a traditional Tuscan home but with all the modern conveniences. It had plenty of room for our family of 4 with 2 bedrooms and 2 bathrooms. The grounds were so beautiful and we loved the pool. I liked how it was set outside of the city but stil walking distance. There is a cute little market at the end of the street to pick up some necessities. Mario and Anna were great! We would...
Luxury apartment in Tuscan Villa with pool: your own window on iconic Siena!
The Casetta di Brunello, quiet and breathtaking views
Room

The Casetta di Brunello, quiet and breathtaking views

9.8 out of 10, Exceptional, (12)
"Looking for a village away from the tourist crowds, this is it!"
The price is SAR 508
SAR 708 total
includes taxes & fees
6 Dec - 7 Dec
The Casetta di Brunello, quiet and breathtaking views
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
Living Room

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

10.0 out of 10, Exceptional, (16)
"This day was truly as good as it gets. It started with our flight being delayed. The property owner stayed and met us several hours after our designated check-in time. When we got out of the taxi, he was standing at the front door waiting for us to show us how to get up to the apartment. He then proceeded to take us through each and every step of the way. Showed us how everything worked where everything was. He could not have been more helpful for a nicer person. The apartment itself was very...
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
Independent house in the historic center
Property grounds

Independent house in the historic center

9.8 out of 10, Exceptional, (7)
"We had a wonderful time - beautiful home in a sweet small village. "
The price is SAR 626
SAR 712 total
includes taxes & fees
24 Nov - 25 Nov
Independent house in the historic center
Ancient farm la Martinella Depandance apartment
Room

Ancient farm la Martinella Depandance apartment

10.0 out of 10, Exceptional, (3)
"Piacevolissima; posto magnifico,ottima accoglienza...l'unico neo i letti non proprio comodi"
Ancient farm la Martinella Depandance apartment
La Fornace by Interhome
House

La Fornace by Interhome

9.8 out of 10, Exceptional, (11)
La Fornace by Interhome
Belvilla by OYO Oliveta
Holiday Home Swimming Pool

Belvilla by OYO Oliveta

8.0 out of 10, Very Good, (2)
Belvilla by OYO Oliveta
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Pool

Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista

9.6 out of 10, Exceptional, (45)
"This property is several kilometers up a gravel road from Murlo, Italy. The road is okay but we got a little concerned after it had been raining for a while. The property is remote and near several hiking paths. It is great for people who want to get out and hike around the hills of Italy. The gardens are really nice. We would have spent more time outside if the weather had cooperated more. We went in the fall so it was getting a little cooler up in the hills. There was a nice fireplace that...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
A cozy nest for a pair
Exterior

A cozy nest for a pair

8.8 out of 10, Excellent, (3)
"Die Anfahrts Beschreibung zur Wohnung war etwas schwierig.Der Empfang durch Virginia war sehr freundlich, und die Einweiszng zur Wohnung war ausführlich. Die Lage der Wohnung ideal gleich neben einer wenig befahrenen Nebenstrasse. So gut wie keine Lärmbelästigung.Wunderschöner Garten mit toller Möbelausstattung. Die Küche klein ,aber alles vorhanden . was man zum kochen braucht. Alle Geräte funktionierten. Das Schlafzimmer sehr schön mit den Natursteinwänden, etwas klein , aber wir haben...
A cozy nest for a pair
Independent house in the hills of the Sienese countryside
Exterior

Independent house in the hills of the Sienese countryside

10.0 out of 10, Exceptional, (73)
"The picture of the farmhouse doesn't do the location justice after you see it in person.. it's a spectacular view! We arrived on a beautiful sunny day and were warmly welcomed by our hosts. After getting a quick tour of where we would be staying for the next week, we were pleasantly surprised by the kind gesture of homemade olive oil and wine left for us to have. Thank you! The location of this property is perfect for visiting the Tuscany countryside. Not only did we visit Siena on a few...
Independent house in the hills of the Sienese countryside
Casa Campau by Interhome
Aerial photography

Casa Campau by Interhome

8.8 out of 10, Excellent, (3)
"Sehr zentraĺ mitten in der Altstadt. Man muss aber steile Treppenwege gehen. Alle Gegenstände des täglichen Bedarfs waren alle vorhanden. Gute Küchenausstattung (scharfe Messer!!!)"
Casa Campau by Interhome
Farmhouse in the Countryside
Pool

Farmhouse in the Countryside

6.0 out of 10, (1)
"Das Haus ist sehr schön gelegen, Raumaufteilung okay, die Familuie des Vermieters ist super nett und hilfsbereit. Ich muss kritisieren, dass die Kommunikation mit FEWO sehr schlecht war. Wir kamen nach 12-stündiger Fahrt beim Objekt an, niemand war da. Beim Wohnsitz des Vermieters angekommen, wussten diese nichts von der Buchung. Das Haus ist eine Baustelle, da die Vermieter renovieren wollten. Sie gaben glaubwürdig an, von FEWO keine Benachrichtigung erhalten zu haben. Sie hätten die Buchung...
Farmhouse in the Countryside
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
from East

Villa Mulinello, secluded, panoramic view over Montepulciano valley.

10.0 out of 10, Exceptional, (33)
"Authentic farmbouse with stunning Tuscany views. Peaceful beautiful region of Tuscany. Montefollonico had a decent small friendly grocery store and pharmacy is a short drive away. There are lots of towels and blankets. It was cold upon arrival and took a while to warm up the house as the heat was off likely for a few days at least. There is a charge for heat and hydro and the caretaker actually comes back out to read the meters and inspect the house. This was a bit of surprise and had never...
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
Farmhouse 'Podere San Giusto' di Sovicille
Facade

Farmhouse 'Podere San Giusto' di Sovicille

9.8 out of 10, Exceptional, (90)
"Our family loved our stay. Fabio & his family were very understanding when our flight delayed 3 hrs & we arrived in late evening. Beautiful setting in a hamlet with a beautiful view. Had great recommendations for restaurants & what towns to visit. I don't normally write reviews but this stay was worth it. "
Farmhouse 'Podere San Giusto' di Sovicille
Agriturismo Campo al Crognolo.
Pool

Agriturismo Campo al Crognolo.

8.6 out of 10, Excellent, (18)
"We enjoyed delicious food, vino, good company with a nice view. The pool was amazing. Great weekend"
Agriturismo Campo al Crognolo.
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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Other property types in Castiglione del Bosco

Il Battistero Siena - Residenza d'Epoca
Room

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (142)
"The service at this hotel was impeccable. We were running late for our wine tasting but they were still SO accommodating! The rooms were beautiful and the view from the hotel are amazing. It was super accessible to everything. Also, the parking options were great - highly recommend. They're so responsive through texting and it was great to have this level of service. Highly rec! "
The price is SAR 427
SAR 479 total
includes taxes & fees
5 Dec - 6 Dec
Il Battistero Siena - Residenza d'Epoca
Hotel San Gregorio
Outdoor pool

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (104)
"Very nice staff, great service, super clean. Will stay again."
Hotel San Gregorio
Abbadia Sicille Relais
Property entrance

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (152)
"Beyond the peace and tranquility offered by the setting, it truly felt like the guests’ wellbeing was prioritized- the spaces (I viewed three before making a decision) were clean and orderly, the staff was incredibly attentive, the restaurant was enjoyable, and the overall experience was a very positive one."
The price is SAR 209
SAR 240 total
includes taxes & fees
24 Nov - 25 Nov
Abbadia Sicille Relais
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.