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Monthly Rentals in Roccastrada

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

Nearby monthly rentals

Top guest favourite
Farm stay in Monticiano
5 out of 5 average rating, 26 reviews

Romantic and quiet stay near Siena, Petriolo SPA

JennaRating, 5 stars5 months ago
Do not hesitate to book this place!! The flat is just perfect for a single person or couple and Francesco and Giuliana are the best, most kind, and lovely hosts while always respecting your privacy. I fell in love with their dog, Pepe, and the myriad of cats that were around to say hello. The flat itself is super clean and well-equipped. Everything you could need is there. The wifi was solid enough for video calls too, if you're working remote. The environment is so tranquil, it was a luxury to come back to after day trips out to different towns and spots in Tuscany (but also to note very well-suited if you want to visit Siena, Montepulciano, Florence, etc. Only 30 min - 1.5 hour drive for all of these places.) Francesco and Guiliana are beyond wonderful, and you can tell their bee farm (and delicious honey!) is a lifelong act of love and care for their environment and guests.
Top guest favourite
Home in Roccastrada
5 out of 5 average rating, 81 reviews

Delightful loft surrounded by greenery with garden

ChiaraRating, 5 stars4 months ago
It was a more than pleasant stay. Ezio and Angela's home is a small paradise surrounded by nature. We were welcomed as family. Communication was great, easy and good advice. I really appreciated the great flexibility in check-in and check-out that made us independent. Everything really great! We'll definitely be back! Very convenient to reach the thermal springs of Petriolo: just under half an hour by car in the middle of the countryside.
Guest favourite
Farm stay in Roccastrada
4.88 out of 5 average rating, 43 reviews

Pieve di Caminino Historic Farm - 2 p. apartment

KevinRating, 5 stars7 months ago
Emy was an amazing host. The property was beautiful. Would recommend to book for anyone looking for a place that mixes history with amenities. We will be back the nest time we are in Italy.
Top guest favourite
Condo in Montemassi
4.98 out of 5 average rating, 50 reviews

Babe and Madde's house, air-conditioned environment

IsaRating, 5 stars3 weeks ago
We had a great time in Montemassi. For March we had nice weather and enjoyed the quiet and the great nature very much. After long hikes, it was always nice to come home to Stefano's place. We felt very comfortable.

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

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 Grosseto
  5. Roccastrada
  6. Monthly Rentals