Monthly Rentals in Masseto

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

Nearby monthly rentals

Top guest favorite
Apartment in Pelago
5 out of 5 average rating, 55 reviews

Tuscan vineyard home. Near Florence

MarinaRating, 5 stars1 month ago
We had a truly wonderful stay at this beautiful home in Tuscany! The location was perfectl- peaceful and scenic, yet just a short drive from Florence, which made exploring the city so easy. The house itself had everything we needed and more-clean, comfortable, and well-equipped for a relaxing getaway. Our hosts were incredibly kind and responsive, always available to answer questions or offer tips about the area. We couldn’t have asked for a better experience. Highly recommend!
Guest favorite
Condo in Masseto
4.92 out of 5 average rating, 13 reviews

in Chianti near Florence

MeganRating, 5 stars4 months ago
Enrico was very kind and offered to help my partner and I find wine tastings and dinner reservations in the area. Great stay!
Guest favorite
Home in Rufina
5 out of 5 average rating, 12 reviews

[Farmhouse with a View] In the heart of Tuscany

ВасилийRating, 5 stars1 month ago
Stayed in the second half of April 2025. The house is in perfect condition, surrounded by beautiful landscapes, an olive grove, a multitude of primroses, the terrace overlooks the opposite slope of the neighboring mountain and the meadow along which roe deer periodically went for a walk. The birds' polyphony was a pleasure to hear. The accommodation is equipped with everything you need and even more, including wonderful porcelain, a variety of glass and crystal and all the necessary kitchen utensils. The space is cleverly divided into two areas, a kitchen and living room area with a wonderful interior and cozy fireplace, and a bedroom area with comfortable sleeping places. Ricardo (the host) has made a lot of effort to create an atmosphere where you feel at home. There is also a BBQ area with everything you need for cooking. And what was also impressive was the organization of wood heating, which allows you to independently maintain a comfortable temperature regime in the house when it is cool outside.
Top guest favorite
Apartment in Pontassieve
4.95 out of 5 average rating, 131 reviews

Casa Romoli mini apartment with a view

Yuk ChingRating, 5 stars1 week ago
Perfect experience. Clean and cozy. Friendly owner.

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.