Monthly Rentals in Masseto

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

Nearby monthly rentals

Guest favorite
Condo in Masseto
4.92 out of 5 average rating, 12 reviews

in Chianti near Florence

MeganRating, 5 stars3 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
Bungalow in Pelago
4.96 out of 5 average rating, 27 reviews

Bungalow on Tuscan vineyard, near Florence

VerenaRating, 5 stars2 weeks ago
We had the absolute pleasure of spending a week at Jane’s beautiful property and cannot recommend it highly enough. The listing is entirely accurate—if anything, the experience exceeded expectations in every way. The house is peaceful and scenic, offering a true taste of the Tuscan countryside, yet remains conveniently close to charming towns and essential amenities. Jane and her family were outstanding hosts: warm, welcoming, and incredibly generous with their time. They provided excellent recommendations on local activities, restaurants, markets, and gave us very helpful advice on how to reach Florence by train and explore the region with ease. The accommodation itself was spotless, beautifully furnished, and extremely comfortable—every detail thoughtfully considered to ensure a truly relaxing and memorable stay. This was one of our most delightful Airbnb experiences to date, and we are sincerely grateful to Jane for her outstanding hospitality. We would return in a heartbeat.
Top guest favorite
Apartment in Pontassieve
4.94 out of 5 average rating, 120 reviews

Casa Romoli mini apartment with a view

宇森Rating, 5 stars5 days ago
The room is very beautiful, you can see the river when you open the window, the house is fully equipped, books, TV, kitchen supplies, and beer and juice are prepared for free, there is a single bed in the bedroom, a sofa bed in the living room, a very comfortable experience.
Guest favorite
Home in Pelago
4.97 out of 5 average rating, 58 reviews

Chianti House Garden - 30m Florence center- A/C

Gandini LorenzoRating, 5 stars1 week ago
Great stay, perfect availability for information and needs from the owner, place in tranquility and in excellent condition

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.