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Vacation rentals in Rocca San Casciano

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Popular amenities for Rocca San Casciano vacation rentals

Other great vacation rentals in Rocca San Casciano

Guest favorite
An aerial view of the Borgo Iesolana estate is captured, showcasing the lush green landscape dotted with olive trees. The property features multiple swimming pools surrounded by well-maintained lawns, blending seamlessly into the tranquil countryside.
Apartment in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars3 weeks ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Top guest favorite
An arch adorned with blooming wisteria frames a lush garden, featuring greenery and vibrant flowers. A terracotta pot sits nearby, while a picturesque tower rises in the background, adding a historic charm to the tranquil outdoor setting.
Villa in Centro Storico
5 out of 5 average rating, 40 reviews

Charming villa 15' walk to center stunning view

ChristineRating, 5 stars4 days ago
Wonderful villa with a beautiful outdoor area- fruit trees, roses, and flowers. We enjoyed the wine, snacks and fresh fruit the host had for us upon arrival. This was our last stop in Italy. Bedding, mattresses and AC has not been great in the places that we have stayed, and never was there a fan. This villa had a comfortable bed , great ac, and a ceiling fan in the bedroom. My husband said his best night sleep the entire trip. We were missing our dogs and cats and we loved having theirs visit us daily! The hosts were traveling so we didn’t get the chance to meet them. They regularly checked in on us to make sure everything was good and provided local recommendations. Given the reviews and accommodation, I’m sure they are amazing! If you’re ever in Florence, this place is worth the stay.
Top guest favorite
A circular logo featuring a minimalist design is displayed in soft green. The logo illustrates a stylized leaf alongside an arch, representing the name 'Il Cipressino' in simple white lettering beneath.
Guest suite in Poppi
4.97 out of 5 average rating, 38 reviews

Il Cipressino - apartment with private pool

FelixRating, 5 stars2 weeks ago
A very quiet and beautiful place to stay. The garden with the pool and the view of Poppi is a dream. We felt very comfortable. The communication with Petra was also very good and accommodating.
Guest favorite
A cozy living area showcases stone walls and wooden beams, illuminated by natural light from large windows. Plush green sofas surround a wooden coffee table, while a classic chess set invites leisurely play. A wooden staircase leads to an upper level, enhancing the space's warmth.
Home in Sant'Agata Feltria
4.91 out of 5 average rating, 32 reviews

Village of the Sun and Moon

LisaRating, 5 stars9 months ago
We stayed there for the second time and enjoyed it very much again! It's such a beautiful, quiet place to relax. We felt at home and will come back again 😊
A bottle of Forlì Bianco wine is positioned on the grass, accompanied by two glasses, one of which is tipped over. The sunlight casts gentle reflections on the glass surfaces, highlighting the textures of the grass and the label design.
Farm stay in Tredozio
5 out of 5 average rating, 5 reviews

Peace and Nature / Wine & Sympathy

CamillaRating, 5 stars1 month ago
we were looking for a place surrounded by greenery where we could escape to regain energy and we chose Ca' Gianna where not even the phone had reception....perfect for regenerating, relaxing and reconnecting with nature. Manuela also welcomed us with two glasses of red wine they made. They have a beautiful lawn in front of the house with two deck chairs on which we enjoyed the afternoon and early morning, barefoot and in the company of their very good dogs Jhonny and Nana. We only stayed one night, unfortunately, but we enjoyed the hospitality and the visit to the wine production area, of which we bought 6 bottles. We will definitely be back soon, thank you.
Villa in Bagno di Romagna
5 out of 5 average rating, 4 reviews

Podere Casina 9 - holiday home

LuisaRating, 5 stars1 week ago
An absolute oasis of well-being in a fantastic environment/nature. Just the thing to escape the ordinary. We immediately felt very comfortable and were happy to come back! Absolutely recommended! Thanks for the great stay, Andrea!
Guest favorite
Apartment in Premilcuore
4.91 out of 5 average rating, 53 reviews

Carla's apartment in the center of Premilcuore

MassimoRating, 5 stars4 weeks ago
The apartment as well as the town of Premilcuore completely met our expectations. Despite three days of rain, I was really satisfied with the vacation and I hope to return as soon as possible. A heartfelt thank you to Roberta, who gave us all the possible information about the surroundings and what could be done in the area. She was always very kind and ready to help us. Thanks again Massimo and Massimiliano
A guided group stands among lush green vineyards, with rolling hills and dense trees in the background. The landscape showcases various shades of green under a partly cloudy sky, creating a serene countryside atmosphere.
Home in Londa
4.81 out of 5 average rating, 53 reviews

Lovely old mill+pool near Florence

NicholasRating, 5 stars2 weeks ago
We had a great time in Tuscany and this cozy, quiet house in the hills of Londa. Everything was clean and precisely as listed, especially the views from the shared pool were beautiful. The hosts, Gino and his wife, aswell as their son were very responsive and helpful if we had any questions. We would just recommend bringing a car or renting one so you can get easier to/from the location and explore the surrounding villages and cities more freely.

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