
House vacation rentals in Rocca San Casciano
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Top-rated house rentals in Rocca San Casciano
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Popular amenities for Rocca San Casciano house rentals
House rentals with a pool

Villa Podere Cerretino
Fabulous place in amazing surroundings. The pool area is wonderful and the garden beautiful. We had an amazing time and enjoyed the entire place - especially the outdoor pizza oven. Nicola was very helpful and fast in his responses.

Infinity pool in Chianti area
"Perfect" is the only word that comes to mind for Anna's place. Such a serene location and perfect for a family. The view is just spectacular. We felt so at home and loved sitting out in the yard and by the pool. Anna provided us with a list of so many amazing things to do/see near and far. A must do is the pasta making with Vilma at the house-the most memorable and delicious meal from our trip! Can't wait to go back there to live more of the Tuscan life and enjoy the most beautiful view. Thank you, Anna, for hosting such a gem!

Wonderful country house
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.

House with pool among olive trees plantation
The apartment is located in the picturesque surroundings. It takes quite a while to get there up the hill, but the views reward it! The place was clean and well-prepared for our stay. Good spot if you look for some peace and quiet and want to stay away from the noise!

Old barn The Nepitella
We loved our stay at Michaela’s house. The views were beautiful and it was a nice and relaxing atmosphere. Great location, very short walk to the town or easy bus ride into the center of Florence. We will definitely be back!

Ancient Tuscan Rural Residence
Great house with amazing views. We used the pool a lot as it was very hot during our stay. Francesco and Serena were very nice and helpful. They booked a cooking class for us, which I highly recommend. The location is very convenient for visiting Florence, as it only takes about half an hour by train from Rufina.

Luxury Country Retreat near Florence with Jacuzzi
We felt very comfortable at Adriana's and the accommodation was very modern, clean and well maintained. The outdoor area with the hot tub was also super nice. The way to the accommodation is a bit narrow and curvy, which can be a bit challenging for inexperienced Italian vacationers, but it is quite feasible.

Country house with private pool
What a beautiful little space in the Italian countryside. I am so sad we could not stay longer. We had a wonderful welcome and our stay far exceed our expectations. Our host helped us book dinners every night in local restaurants and we loved the proximity to San Marino and nearby wineries.
Weekly house rentals

Casa Cicetta Accommodation 1296
Our stay here was amazing! The host was extremely friendly and helped us bring our suitcases in when she saw us struggling to bring them up the hill. She gave us a map of the area along with recommendations for restaurants and things to do. She was super communicative and helpful whenever we needed anything! The airbnb is beautiful and I wish we could’ve stayed longer. The view is amazing and we felt super comfortable and welcome. We fell in love with San Marino and will definitely be back with the same hosts and place!

The Diospero
I am from California and stayed at 50 different Airbnb properties so far, mostly in the US, and most were very good, some were great, but none were like this property. this place is more than a place to stay. This was a very special and unique experience made possible by the great hospitality and generosity of the owners. I stayed for the entire Mugello MotoGP 2025 weekend and this location could not be more perfect to attend the race events every day. The views, the road to the property, the whole area and history or the area are all amazing. I got to learn a great deal about this beautiful part of the world and felt like I was an “Italian” for a few days. Highly recommended.

Casa Castelvecchio
Honestly, Deborah was the perfect host for several reasons. Beyond being incredibly kind and understanding, she really tuned into what I needed. I mentioned that this was my first time in a town like this and that I was hoping to hibernate for a few days, and her place felt like the perfect fit. She went above and beyond to make the check-in process smooth, even offering to pick me up from the train station and take me to the grocery store—on a Sunday, no less, when most places were closed and options were limited. Her home was serene, even more beautiful than the photos, and I immediately felt safe and at ease in the neighbourhood. I also loved how central it was to most things, like a spa, fruit/vegetable store, cafes, restaurants and convenience stores. In a world that often feels like it’s growing less kind, Deborah truly understands the heart of hospitality. :)

La Quercia House in the countryside
Renza and Mauro prepared the house nicely during our trip! The house was spotlessly clean and they even provided an ample amount of amenities which we found quite helpful for us. Thank you for such a hospitality! :)

La Loggia – Casine al Sole
Spontaneously booked. And can easily arrange everything necessary at short notice. Federico is calmly communicative and can refine the stay with good recommendations. The location is special. The place has a good effect on the body and mind. WeiläuAbout but not far for shopping or restaurants. A beautiful pool. Tasteful spaces. Wifi junckies could sometimes hate something with the net, but the overall picture is not diminished. Everything else necessary is on site or will be promptly provided by Federico. A wonderful starting point for Visit in Florence or Chianti. Lots of rustic trattorias,winemakers and olive farmers nearby.

House "Independent" close to the Historic Center
Awesome stay! Very friendly host

Villa le Scope 5*
Beautiful home. Extremely clean. Riccardo was extremely responsive and made our check in process very easy. Definitely would stay again!

Agriturismo Podere San Martino (apartment for two)
Everything was just like in the pictures. We had a great time. The view was amazing and Maddalena was really helpful. Thank you!
Private house rentals

Scenic country house with large pool near Florence
Absolute Perfection in Fiesole!** Michael’s villa in Fiesole is nothing short of spectacular. From the moment we arrived, we were mesmerized by the breathtaking views of the Tuscan countryside and Florence in the distance. The location is ideal—peaceful, romantic, and just a short drive from the heart of Florence, making it the perfect blend of serenity and convenience. The villa itself is stunning—spacious, elegantly decorated, and equipped with every amenity you could need. The outdoor terrace was our favorite spot, where we enjoyed morning coffee with panoramic views and evening wine under the stars. The lush gardens and private pool added an extra touch of luxury to our stay. Michael was an exceptional host—attentive, welcoming, and full of great local recommendations. His hospitality truly made our experience unforgettable. If you’re looking for a dreamy Tuscan escape with world-class scenery, impeccable style, and top-notch service, this is the place. We can’t wait to

7 min Cantina Antinori | Pool | Casa Sala & Pepe
Beautiful home near Chianti. Clean and comfortable, with amazing vineyard/sunset views. The hosts were very responsive and friendly, and they gave clear instructions. One thing to note is that the property is listed as "Entire Home", but it is actually a condominium that shares walls and outdoor common areas with the neighbors. There is a divider in the backyard between us and the neighbors, but it is not completely private. Overall, we had a great time here.

Tuscan Rustic
Such an amazing place! We loved our stay there and definitely want to come back! The outdoor area is great, the views amazing and the house very clean, beautiful and we had such a nice time

Terrace overlooking the park (La Legnaia)
Delightful people. Incredibly kind and helpful. I'm so pleased I chose to stay with Mauro. Very accomodating.

Cielo Apartment
This is a very clean and comfortable flat in the centre of Forli, just steps away from Corso della Repubblica. It's a 25 minutes' walk or a very short taxi ride from the train station. The communication with Gian Luca was smooth quick, I felt well looked after. The flat is very well kept, there are amenities as well as special details on the part of the hosts that made my stay pleasant and comfortable. The area in front of the flat is well lit at night, which made me feel safe, as well as there being cameras on the outside and the owner living nearby. The bed was comfortable. There was hardly any traffic in the street, however there were occasionally loud passers-by at night who disturbed me as I'm a light sleeper, but no major noises.

The house on the bridge
Not only does Giovanna's accommodation satisfy for its excellent and particular location (right under a Romanesque bridge, a stone's throw from the square, restaurants and the river), but the welcome is something unique. No one in an Airbnb had ever made us find a homemade cake for breakfast (and with what skill from Giovanna's mother) and had taken so much care of the well-being of our dog as well as ours. Mercatello sul Metauro is a small gem and this house completes the picture. We will definitely be back!

Casa San Ripa: Relax Oasis with Private Pool
We had an amazing time in Casa San Ripa. The house is even nicer than it looks in the pictures, the view is amazing and the outside area is lovely, with all the lights in the trees at night. The whole property was very clean, including the inside and the pool, the instructions were easy and Giulia is super responsive and extremaly nice and helpful. We had a great stay and would highly recommend!

Sweet life in Tuscany , but so close to Florance
We had a lovely stay and Simona was keen to ensure that we were happy. The villa has a lovely rustic feel. Ignore the no entry sign at the end of the dirt track road and drive up through the trees. You park right outside the house. It was a little more expensive for us as we were only 2, staying in a place for 4. The dog was lovely and friendly ( although looks as though he might not be as Alsatian breed I think ). There is a lovely restaurant in San Polo with a lovely garden out the back… about 7 mins away.
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Stadio Renato Dall'Ara
- Fiera Di Rimini
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Malatestiano Temple
- Mirabilandia
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Misano World Circuit
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Riminiterme
- Miramare Beach
- Palacongressi Della Riviera Di Rimini
- Stadio Artemio Franchi
- Italia in Miniatura
- Giardino Bardini