Monthly Rentals in San Leonino

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

Nearby monthly rentals

Top guest favourite
Apartment
4.97 out of 5 average rating, 29 reviews

Tuopina Chianti House [AC. - Free Parking]

JessicaRating, 5 stars7 months ago
We had a wonderful stay! The air bnb was cute and quiet but still close to a town with restaurants. Also, very close to Siena. You will need a car for this air bnb but the drive is beautiful. We were provided with the best winery and restaurant recommendations! The host was so friendly and helpful. He responded to all my questions promptly even late at night when we were looking for the air bnb.
Top guest favourite
Villa
4.97 out of 5 average rating, 64 reviews

Le Redi holiday villa in Chianti Classico, Tuscany

GianlucaRating, 5 stars3 months ago
Simone and Sara were fats and responsive in replying. The house is nice, clean, big, and in the middle of Chianti on one side and the Siena area on the other. Perfect for travelling ion Tuscany. Great stay, highly recommended!
Guest favourite
Home
4.98 out of 5 average rating, 106 reviews

StageROOM03 -Chianti Idillic Country living

AmmarRating, 5 stars2 days ago
This Airbnb was an absolute dream. Perfectly located in the countryside, it offered incredible views of the surrounding vineyards and rolling hills—sunrises and sunsets were simply unforgettable. The property was charming, spotless, and full of character, with everything we needed for a relaxing stay. The hosts were warm and helpful, offering great local tips and making us feel right at home. It was the ideal spot to unwind and experience the beauty of Tuscany. We’re already looking forward to coming back!
Superhost
Apartment
5 out of 5 average rating, 3 reviews

Farmhouse in Chianti

AndreaRating, 5 stars10 months ago
My husband and I absolutely LOVED this place! It was the Tuscan getaway of our dreams and a change of pace between visiting Florence and Rome. The apartment has a view of the pool, olive trees, winery, and the rolling hills of the Tuscan countryside. We even got to do a wine tasting on site! A plus was their sweet pup named Merlot that was there to greet us every morning and night. I can’t recommend Il Poderino enough, we will be back!

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.
*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. San Leonino
  6. Monthly Rentals