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Compare 576 Vacation Homes in Castiglione del Bosco with updated reviews, rates, and availability.

The House of Alice, charm and relaxation

9.8 out of 10, Exceptional, (59)
"Beautiful accommodations, very remote and tranquil, loved the area and had a great time at the local restaurants.💕 Will be back!"
The price is AED 750
AED 988 total
includes taxes & fees
12 Jun - 13 Jun
The House of Alice, charm and relaxation

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 Le Tortore Tuscany private luxury pool relax

10.0 out of 10, Exceptional, (88)
"Loved our 10 days staying here couldn’t fault anything! Amazing location, would love to return."
Villa Le Tortore Tuscany private luxury pool relax

Charming apartment in the Historic Center of Siena

10.0 out of 10, Exceptional, (16)
"Excellent!"
Charming apartment in the Historic Center of Siena

Independent house in the hills of the Sienese countryside

10.0 out of 10, Exceptional, (75)
"Lovely place to stay with Lovely hosts. Stunning views, beautiful house, lots of things to do within an easy drive."
Independent house in the hills of the Sienese countryside

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

10.0 out of 10, Exceptional, (11)
"Had a great time visiting the area. The home is beautiful. "
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany

Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni

10.0 out of 10, Exceptional, (17)
"The apartment is very large, beautifully decorated, and is in a fantastic location in Siena. Couldn't be better..... Gianluca was the perfect host. We were very happy!!! Will rent again for sure!!!"
Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni

Exclusive Stone Tower.

9.6 out of 10, Exceptional, (5)
"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...
The price is AED 329
AED 579 total
includes taxes & fees
3 Jun - 4 Jun
Exclusive Stone Tower.

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

Belvilla by OYO Oliveta

8.0 out of 10, Very Good, (2)
"Fantastisch huis, alles wat je nodig hebt, mooi uitzicht, dichtbij de stad"
Belvilla by OYO Oliveta

Beautiful stone house with garden and private pool.

9.6 out of 10, Exceptional, (60)
"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.

Farmhouse in the greenery of the Tuscany countryside with private pool and view

9.6 out of 10, Exceptional, (47)
"Wonderful garden, swimming pool and house, nice welcome by Marina."
Farmhouse in the greenery of the Tuscany countryside with private pool and view

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

9.6 out of 10, Exceptional, (73)
"Great location at the edge of town. Fantastic views of the countryside. Loved it!"
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

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

10.0 out of 10, Exceptional, (22)
"Lovely place, lovely people, lovely environment "
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

Enchanting tuscan house, private garden, wellness, stunning views, easy to reach

10.0 out of 10, Exceptional, (20)
"Really enjoyed my time staying at Casa Marta. Such a great location and an unbeatable view. We hope to be back again soon."
Enchanting tuscan house, private garden, wellness, stunning views, easy to reach

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 AED 750
AED 992 total
includes taxes & fees
6 Jun - 7 Jun
The Casetta di Brunello, quiet and breathtaking views

L'Oliviera by Interhome

9.6 out of 10, Exceptional, (5)
L'Oliviera by Interhome

Il Palazzetto

9.4 out of 10, Exceptional, (6)
"Endroit agréable, idéal pour visiter Sienne à moins de 10mns en voiture et rayonner dans la région."
The price is AED 1,103
AED 1,230 total
includes taxes & fees
3 Jun - 4 Jun
Il Palazzetto

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

Villa Banditello, secluded, panoramic view over Montepulciano valley.

10.0 out of 10, Exceptional, (24)
"Just amazing. From views of the countryside, to the peaceful surroundings, this home is a one of a kind. We absolutely loved our stay. Highly recommend to ALL!! "
Villa Banditello, secluded, panoramic view over Montepulciano valley.
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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