Monthly Rentals in Caldana di Sopra

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

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Nearby monthly rentals

Guest favorite

Farm stay in Monticiano

5 out of 5 average rating, 26 reviews

Romantic and quiet stay near Siena, Petriolo SPA

JennaRating, 5 stars3 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

Home in Sovicille

4.93 out of 5 average rating, 43 reviews

The Acacie

ValeriyRating, 5 stars3 months ago
Recommend it for everyone
Guest favorite

Condo in Chiusdino

4.89 out of 5 average rating, 88 reviews

Apartamento Chiusdino - Old Town

ClementinaRating, 5 stars2 months ago
Staying in Chiusdino in Franca's studio was like being at home, we immersed ourselves in the village and the surrounding nature for two days of total relaxation. The apartment is comfortable, clean and cozy and Franca was kind and helpful. Highly recommended!
Guest favorite

Apartment in San Rocco A Pilli

4.97 out of 5 average rating, 37 reviews

Casa degli Affreschi Siena Tuscany

RobertoRating, 5 stars2 months ago
Clean, quiet and comfortable place. Monica is very nice, friendly and thoughtful in helping you with tips on what to visit and restaurants in the area.. it was a pleasant stay where I highly recommend🙂👍🏼... of course beautiful areas!!

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 Siena
  5. Caldana di Sopra
  6. Monthly Rentals