Monthly Rentals in Roccastrada

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

Nearby monthly rentals

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

Romantic and quiet stay near Siena, Petriolo SPA

JennaRating, 5 stars6 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.
Guest favorite
Condo in Chiusdino
4.88 out of 5 average rating, 94 reviews

Apartamento Chiusdino - Old Town

AntoniaRating, 5 stars4 weeks ago
We had a very nice stay at Francas place in Chiusdino. The village is very beautiful and calm. There are few but cute shops and restaurants in the village, you have everything you need around the corner. The flat was very clean and had a well equipped kitchen.
Guest favorite
Home in Roccastrada
5 out of 5 average rating, 5 reviews

Casa Fonte

DomenRating, 5 stars7 months ago
Lovely little house near Grosseto area! Newly renovated, the pictures don't make it look as pretty as it is in person! It has everything you need, private parking is such a plus. All was amazing, they only thing was we booked right during a festival in the town so music was loud(last weekend of August) but other than that amazing stay!
Guest favorite
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.

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.
  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Grosseto
  5. Roccastrada
  6. Monthly Rentals