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Check prices for these dates

Next weekend
14 Saf. - 16 Saf.
In two weeks
21 Saf. - 23 Saf.
In one month
7 Rab. I - 9 Rab. I
In two months
4 Rab. II - 6 Rab. II

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

Beautiful stone house with garden and private pool.
Property grounds

Beautiful stone house with garden and private pool.

9.6 out of 10, Exceptional, (58)
"Cottage is larger than described and outfitted nicely for a couple. We used the kitchen everyday for meals and while the bed was firm, it wasn’t bad. Directions to there were confusing. Basically, head to To"
Beautiful stone house with garden and private pool.
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Pool

Splendid farmhouse in Val d'Orcia with private swimming pool and sauna

9.8 out of 10, Exceptional, (8)
"Great property but very difficult to find as the google pin was dropped in the wrong location. We had to download an app to then use the GPS co-ordinates which were given to us. made it very stressful as it was near midnight with a"
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Charming apartment in the Historic Center of Siena
Total view

Charming apartment in the Historic Center of Siena

10.0 out of 10, Exceptional, (16)
"This is a wonderful place. It was clean and spacious. It was well stocked. It even had bread and jam for us. It had a kitchen well-stocked with pots, pans, silverware and plates. The owner, Daniella, runs the clothing store in the same building and was very accessible and helpful. It is close by restaurants and shops and was even a nice sized Pam Local supermarket just a few doors away."
The price is SAR 465
SAR 802 total
includes taxes & fees
10 Feb - 11 Feb
Charming apartment in the Historic Center of Siena
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 504
SAR 693 total
includes taxes & fees
12 Feb - 13 Feb
The House of Alice, charm and relaxation
Capanna di Elfo by Best of Mas

Capanna di Elfo by Best of Mas

10.0 out of 10, Exceptional, (42)
"We spent an unforgettable week. Beautiful nature, wonderful Siena, Florence, San Gimignano, villa Capannna di Elfo. Exceptional hosts Angelica and Claudio!"
Capanna di Elfo by Best of Mas
Belvilla by OYO Oliveta
Holiday Home Swimming Pool

Belvilla by OYO Oliveta

8.0 out of 10, Very Good, (2)
Belvilla by OYO Oliveta
A MAGICAL HOLIDAY IN TUSCANY
Living area

A MAGICAL HOLIDAY IN TUSCANY

10.0 out of 10, Exceptional, (4)
"We had a fantastic stay for 2 nights. Perfectly located in the heart of the town. Comfortable rooms of lots of space. "
A MAGICAL HOLIDAY IN TUSCANY
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
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
Gorgeous home in Montalcino with kitchen
pool

Gorgeous home in Montalcino with kitchen

Gorgeous home in Montalcino with kitchen
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
Detached villa with panoramic garden
Pool

Detached villa with panoramic garden

9.8 out of 10, Exceptional, (52)
"We had a great stay at the house of Marisa and Paolo. Both were very welcoming, and we spent a perfect week in Chiusdino. The house provided everything we needed for our family of four. From the garden we had a beautiful view towards the hills. And the swimming pool was great to cool down and escape from the summer heat. Chiusdino provides a couple of good restaurants which are all in walking distance. We usually had our morning coffee in the bellavista bar, which rightfully has this name. For...
Detached villa with panoramic garden
Villa Banditello, secluded, panoramic view over Montepulciano valley.
Exterior

Villa Banditello, secluded, panoramic view over Montepulciano valley.

10.0 out of 10, Exceptional, (23)
"This property and our stay was outstanding. Everything was exactly as we hoped. We had an absolutely wonderful stay. The villa is away from the city, but the town is easily accessible. You do need a car. The view from the property is like in a dream and we sat for many hours in the mornings and evenings taking it in. The home is spotless with everything we could possibly need. The owner is extremely helpful and assisted us with dinner reservations and our many questions. We even had wood...
Villa Banditello, secluded, panoramic view over Montepulciano valley.
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.
Farmhouse "Il Diaccio" with panoramic views of the Tuscan Maremma
Property grounds

Farmhouse "Il Diaccio" with panoramic views of the Tuscan Maremma

10.0 out of 10, Exceptional, (35)
"We spent 2 weeks in this gorgeous country house. Day trips to villages, wineries, gorgeous scenery… absolutely top notch. The host and his wife are super helpful."
Farmhouse "Il Diaccio" with panoramic views of the Tuscan Maremma
Südliche Toskana Modernes Ferienhaus in Alleinlage, Pool, 25km Meer, Haustiere
Exterior

Südliche Toskana Modernes Ferienhaus in Alleinlage, Pool, 25km Meer, Haustiere

10.0 out of 10, Exceptional, (5)
"Wir haben die alleinlage genossen und uns gut erholt. Das Haus ist sehr liebevoll und komplett eingerichtet, man fühlt sich direkt wohl. Die anfänglichen Probleme mit dem Internet, wurden sofort von einem Techniker behoben. Die Lage am Waldrand, bietet die Möglichkeit für schöne Wanderungen und Sparziergänge mit dem Hund. Das Kieswerk hat uns nicht gestört."
Südliche Toskana Modernes Ferienhaus in Alleinlage, Pool, 25km Meer, Haustiere
Romantic HideAway in an Old Olive Grove - EcoTourism - Huge Pool - E-Charger
Huge pool 35mx15m

Romantic HideAway in an Old Olive Grove - EcoTourism - Huge Pool - E-Charger

10.0 out of 10, Exceptional, (30)
"Es war ein traumhafter Urlaub in einer fantastischen Umgebung. Der riesige Pool lässt keine Wünsche offen. Auch der Grillplatz mit dem schönen Pizzahaus ist einfach nur traumhaft schön. Perfekt um die toskanischen Sonnenuntergänge zu genießen. Die Grillen bzw. Zikaden geben dazu ein tolles Konzert. Die Casa Lola hat alles was man für einen entspannten Urlaub braucht. Man taucht in eine wunderschöne Landschaft mit sehr freundlichen Menschen ein. Luciano und Daniela sind absolut herzlich und immer...
Romantic HideAway in an Old Olive Grove - EcoTourism - Huge Pool - E-Charger
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Pool

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (21)
"We have just returned from a wonderful 10 night stay at Porcilia. The property was exactly as advertised and Francesca was a very welcoming and helpful host. The property was clean and well equipped. The pool was excellent and loved by all our party! The pool and the grounds were all very well maintained! We would highly recommend a stay at Porcilia!!"
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
Exterior

Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena

10.0 out of 10, Exceptional, (13)
"We were a group of 10 that stayed here for 4 days. We ranged in age from 19 to 72. We had a wonderful time and enjoyed the views, the quiet, the pool and the ability to spread out and not feel cramped. The Villa is about 15 minutes from the train station, so a day trip to Florence was no problem. Some of the more adventurous even took the train to Cinque a Terra. We also used the pool and appreciated the reserved seating area with the large umbrella. The communication and directions to the store...
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Pool

Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (10)
"Had a great time visiting the area. The home is beautiful. "
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
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

Hotel San Gregorio
Outdoor pool

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (110)
"Very nice staff, great service, super clean. Will stay again."
The price is SAR 479
SAR 550 total
includes taxes & fees
12 Feb - 13 Feb
Hotel San Gregorio
Il Battistero Siena - Residenza d'Epoca
Room

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (150)
"Wonderful location!!! Everything within walking distance. Friendly staff, clean modern room. Shower needs repairing. Will definitely return to stay here. If you are driving to the hotel, It’s a ZTL zone so contact the hotel to make arrangements for your car to be garaged. Don’t need a car here. It is in the best location!!!"
The price is SAR 529
SAR 598 total
includes taxes & fees
10 Feb - 11 Feb
Il Battistero Siena - Residenza d'Epoca
Residenza d'Epoca Palazzo Borghesi
Room

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (108)
"This property is gorgeous and the stay here was amazing! Our room had the private terrace and we had breakfast out there the next morning! I can’t tell you how picturesque, stunning and just plain peaceful our breakfast was out in the terrace! The morning fog covered the valley, all you could see were the church steeples peaking through, you heard the nice old ladies talking in the streets below while going out for morning bread, the birds were tweeting and cooing. I’m serious here, it was a...
The price is SAR 507
SAR 573 total
includes taxes & fees
22 Feb - 23 Feb
Residenza d'Epoca Palazzo Borghesi
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.