Monthly Rentals in Castiglion del Bosco

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favorite
Condo in Castelnuovo dell’Abate
4.91 out of 5 average rating, 288 reviews

La Casetta di Brunello, very panoramic with terrace

JannineRating, 5 stars2 weeks ago
Francesco was the perfect host very communicative and responsive when needed - the unit was spotless and nice decor - loved being in the little town walking to the 3 lively restaurants, grocery and coffee shop not to mention the fabulous vineyards that surrounded the flat - we did some wonderful walks and did side trips to cute little towns - Would recommend highly
Top guest favorite
Farm stay in Murlo
4.98 out of 5 average rating, 163 reviews

Country house near Siena

SeleenRating, 5 stars1 month ago
My best friend and I LOVED our stay here! The location provided an excellent base for all the places we wanted to visit during our 10-day trip to Tuscany. It was so quiet, peaceful, and relaxing! We also appreciated the option of requesting meals, and the host even surprised us with a special 50th birthday meal for my friend and me - totally unexpected and so thoughtful! The space was clean, comfortable, and had everything we could have needed. The private patio space was also great - we spent several evenings out there eating, relaxing, and enjoying a glass of wine. We also did a cooking class with Michela's brother, Emanuel, which was a lot of fun! I love to cook, so that was special for me. Every person we encountered on this property was so kind and warm and inviting. I will absolutely come back someday! Thank you, Michela & Emanual, for your hospitality!
Guest favorite
Home in Asciano
4.94 out of 5 average rating, 35 reviews

Family Forest - Pool in the Crete Senesi

SylviaRating, 5 stars2 weeks ago
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!
Superhost
Vacation home in Torrenieri
4.7 out of 5 average rating, 96 reviews

Apartment in Val d'Orcia with private parking space

AgnesRating, 5 stars1 week ago
Great hosting. Carlo is very responsive to guests' needs and very available. Very nice stay. Thank you Carlo for these days spent in Torrenieri.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for serviced apartments?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.
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