Monthly Rentals in San Polo in Chianti

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

Nearby monthly rentals

Guest favorite
Farm stay in Figline e Incisa Valdarno
4.93 out of 5 average rating, 323 reviews

Bioagriturismo colline Firenze 3p

HimaliRating, 5 stars1 month ago
Everything was great about the stay! We were really starving the day of ur arrival and Francesca was able to bring us some food for her that was all needed to kick start our day!
Top guest favorite
Condo in Strada In Chianti
4.95 out of 5 average rating, 371 reviews

Chianti Apartment in 12th Century Tuscan farmhouse

DrewRating, 5 stars1 week ago
I highly recommend Bryan's place it is extremely beautiful and well maintained with an amazing back drop. Bryan and his family are very welcoming. If you want a taste of Tuscany you need to stay here.
Superhost
Villa in Greve in Chianti
4.67 out of 5 average rating, 63 reviews

In heart of Chianti, close to Florence

JudithRating, 5 stars3 weeks ago
Our stay at Livia's place was excellent. The location was beautiful, everything was spotless, very spacious, beyond expectations. Livia is an extremely responsive host, who got back to us immediately when we had a question. There were five of us, and we were very comfortable and happy. We would definitely recommend this home.
Guest favorite
Villa in Greve in Chianti
4.83 out of 5 average rating, 12 reviews

A hidden gem in a lost paradise. Boutique Villa.

RyanRating, 5 stars3 weeks ago
We had a truly lovely stay at this villa in Chianti. The home is spacious, tastefully designed, and very comfortable for a group—plenty of large beds, a well-equipped kitchen, generous dining and lounge areas, and a peaceful saltwater pool with beautiful views over the green hills. The property feels quiet, private, and secure, with a front gate and plenty of space to park if you have a rental car. Debora was a gracious and attentive host. She warmly welcomed us with a bottle of excellent local Chianti wine, which set the tone for a relaxing stay. When I unexpectedly needed to return to the Florence airport to retrieve delayed luggage, she kindly stepped in to help—offering to drive me herself when no local drivers were available on short notice. I was deeply appreciative of her generosity. We would happily return and recommend the villa to anyone visiting the region.

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.