Monthly Rentals in Castellina in Chianti

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

Nearby monthly rentals

Guest favourite
Barn in Castellina in Chianti
4.97 out of 5 average rating, 35 reviews

Apartment T3

OohRating, 5 stars1 month ago
A very beautiful vacation home, perfect for four people. The house is located in a vineyard — enjoying a glass of wine in the evening is just wonderful. It’s truly a great way to relax.
Guest favourite
Guest house in Castellina in Chianti
4.86 out of 5 average rating, 193 reviews

Il Giglio Relax in Castellina in Chianti

VanessaRating, 5 stars3 weeks ago
We and our dog felt very comfortable at the place! Stefano was a very warm host. For example, he took us to the supermarket with his car, shared the fruits and vegetables from his garden with us and made us a great welcome gift with a bottle of wine. If you have any questions, Stefano was always available. His two dogs Theo and Rocky were also very sweet. The apartment is on the outskirts, everything is easily accessible on foot. Everything was clean on site, the garden (and especially the pool) was very nice and you had plenty of space and privacy at the same time. 😊
Guest favourite
Flat in Castellina in Chianti
4.73 out of 5 average rating, 11 reviews

Casa Marisa

LucaRating, 5 stars1 month ago
Serena was wonderful: very helpful and kind, as well as the large, clean and super comfortable apartment. The area (both Castellina and the other areas of Chianti) are beautiful... not to mention the restaurants where you go you can eat very well. We rented two bikes in Gaiole and I do two days on the routes of the Eroica: wonderful experience in painting landscapes. We will definitely visit Serena and this beautiful land again.
Guest favourite
Flat in Castellina in Chianti
4.8 out of 5 average rating, 20 reviews

At the Poggio della Capannina in Castellina in Chianti

KieranRating, 5 stars1 month ago
Laura and Stefania were fantastic hosts and the apartment was the perfect base to explore Castellina in Chianti and the Tuscan hills. They were both very responsive and friendly and had suggestions for places to eat as well as helped plan local transport.

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 holiday 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

Travelling 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.

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.
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  2. Italy
  3. Tuscany
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  5. Monthly Rentals