Monthly Rentals in Montegrossi

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

Nearby monthly rentals

Guest favorite
Cottage in Gaiole in Chianti
4.84 out of 5 average rating, 112 reviews

Old Chianti chapel-style cottage

ThiloRating, 5 stars2 weeks ago
We had a wonderful stay in Pietro's house. We felt very comfortable at all times and the view is marvellous. The house is a good starting point for exploring the Chianti region and for hiking in the surrounding area.
Guest favorite
Home in Poggio San Marco
4.97 out of 5 average rating, 267 reviews

Charming converted Hayloft overlooking the Chianti Hills

HannahRating, 5 stars1 week ago
We felt very comfortable right from the beginning. We loved the delicious wine, a filled fruit bowl as well as cheese and sausage to welcome you. The surroundings are fantastically beautiful and you can enjoy the tranquility. It is suitable as a starting point for day trips in the area. We will be happy to come back!
Top guest favorite
Apartment in Cavriglia
4.97 out of 5 average rating, 145 reviews

ABOVE the HAZE tourist rental

SusanneRating, 5 stars2 weeks ago
We had a wonderful stay at Laura’s apartment! The place is beautifully located with an incredible view – even better than in the pictures. Everything was perfectly clean and well prepared, and Laura gave us such a warm and kind welcome. We felt at home from the very first moment. Highly recommended – we’d love to come back one day!
Top guest favorite
Apartment in San Gusmè
4.99 out of 5 average rating, 365 reviews

Beautiful medieval village!!!

PaulRating, 5 stars3 days ago
We absolutely loved staying here. Elvira is a lovely helpful host. San Gusmé was our favourite. Thank you.

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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