
Monthly Rentals in Tregole
Discover long-term rentals that feel like home, for stays of a month or longer.
Nearby monthly rentals
Top Guest favourite

Cottage in Monteriggioni
4.96 out of 5 average rating, 239 reviewsMonteriggioni Castello, holiday house in Tuscany
JakeRating, 5 stars1 week ago
It’s hard to put into words. Monteriggioni was the perfect place for my fiancé and I to go. I proposed there, we had the most amazing food there, and everyone was extremely friendly. The best part was coming back after a long day and eating at one of there restaurants or grabbing a panini and just sitting waiting for the sun to go down while staring out into Tuscany. We couldn’t have envisioned a more spectacular place and experience. Now I have everyone asking where I went and stayed and that they want to follow suit. It’s absolutely perfect and the buses are extremely easy to navigate. We couldn’t have been more pleased with our stay and with our hosts. This is going to be our forever Tuscan home. So grateful and pleased.
Guest favourite

Apartment in Castellina in Chianti
4.91 out of 5 average rating, 11 reviewsThe Farmer's House in Chant
HugoRating, 5 stars2 months ago
We had a lovely stay at Liza and Filippo's, the apartment is very well renovated, we slept very well and has everything you need. We were very well hosted. It feels like home. A little more smell of humidity related to the period surely! The location is ideal for moping in this beautiful area. Thanks!
Top Guest favourite

Apartment in Castellina in Chianti
4.84 out of 5 average rating, 301 reviewsRelax Chianti. Apartment with pool and garden
CédricRating, 5 stars1 month ago
Amazing home with a breathtaking view of the Tuscan landscape of Chianti. A relaxing calm with the complicity of the birdsong. A privilege to share with family. Our child was very happy to discover their room with new games. Cinzia is a wonderful host. A "high level" home!
Guest favourite

Apartment in Castellina in Chianti
4.81 out of 5 average rating, 21 reviewsAt the Poggio della Capannina in Castellina in Chianti
StephanRating, 5 stars2 days ago
We enjoyed staying in Laura's place.
The comforts of home and great monthly rates
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 holiday rentals and a single monthly payment without additional charges.*
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Work-friendly spaces for digital nomads
Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.
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*Some exclusions may apply in certain geographies and for some properties.