
Monthly Rentals in San Leonino
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Guest favorite

Condo in Topina
4.97 out of 5 average rating, 31 reviewsTuopina Chianti House [AC. - Free Parking]
InaRating, 5 stars1 week ago
We had a fantastic holiday week. The cottage is beautifully located and beautifully decorated. In short: a comfortable vacation home. The view from the cottage is beautiful and breathtaking. You will see the Chianti region in Tuscany in all its glory. Highly recommended to stay there. Communication with Tommaso was excellent. If we needed anything, it was brought quickly. He also came up with fun tips in the area.
Guest favorite

Villa in Quercegrossa
4.97 out of 5 average rating, 67 reviewsLe Redi holiday villa in Chianti Classico, Tuscany
AprilRating, 5 stars1 month ago
Such a beautiful location, such a beautiful home. The views from inside the house and outside on the patios and in the yard were quintessential Tuscany, gorgeous beyond belief. The kitchen was well stocked with plenty of dishes and flatware and pots and pans. The furnishings were tasteful and plentiful. We were a group of four women. One of us slept upstairs in the area just off the front door. Just a note: one of our party did not do stairs very well, and just so you know, all of the bedrooms on the lower level have doors that open onto the patio area, which is right next to the driveway. So after the first day, when we figured all that out, she was able to reduce the number of stairs she had to climb to a minimum. She would climb up to the kitchen and the living room area when we were gathering, but there was a bathroom and shower on the main level and whenever we went out to the car, she just came out that way, & one of the others of us would lock the door and run upstairs to leave.
Top guest favorite

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 favorite

Home in Castellina in Chianti
4.98 out of 5 average rating, 111 reviewsStageROOM03 -Chianti Idillic Country living
DanielRating, 5 stars2 weeks ago
We loved the villa. It was private and had an incredible setting. Ivan was very responsive and incredibly helpful in suggesting restaurants and other activities. The only issue we had was finding the unit when we arrived. It was a little confusing at first to find our way to the villa.
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 vacation rentals and a single monthly payment without additional charges.*
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*Some exclusions may apply in certain geographies and for some properties.