Vacation home rentals in Casentino

Authentic working home with great views. Lovely location secluded and close to hiking route makes it nice to have a dog with you.

Perfectly located apartment in old town - with a gorgeous terrace to enjoy some peace outdoors. Simone was most helpful and kind with his instructions and brought me coffee for the moka when I asked was there any coffee. Excellent restaurants and bars nearby. It was a wonderful weekend medieval festival in Cortona - so memorable. Grazie

The place is just breathtaking. Lisa was very sweet and had prepared us a little gift. I would definitely recommend! There are lovely dogs which we got used to so much 🥹🧡

Located a long walk or very short (5 min) drive outside of Siena. Upon arrival, we had a little difficulty locating the apartment parking lot (small entrance off street), but once we knew where it was it was very easy after that. The apartment was wonderful, big for us, and cozy. Cristina was very communicative with us, and recommended many wineries and restaurants in Siena. We really enjoyed our stay and would stay here again.

We had the most wonderful time here, the host was very kind snd helpful, we even met a few of the neighbours, all really friendly and helpful. The views and peacefulness of this house/area made it so special. Waking up to birdsong and roosters everyday. Everything was perfect, thank you.

We had a fantastic stay at this beautiful villa in Tuscany. From the moment we arrived, the owner, Stella, made us feel so welcome – she was incredibly friendly and helpful throughout our stay. The villa itself was lovely, and the highlight for us (especially the children!) was the pool. It was perfectly maintained and cleaned daily, which made it a joy to use every day. The pool area could also be shut off when not used to keep the children safe. Stella also gave us some great local restaurant recommendations, all of which served amazing food at very reasonable prices – a real bonus! We did manage to walk out to a few restaurants. Overall, we had a wonderful experience and would absolutely recommend this villa to anyone looking for a relaxing and authentic stay in Tuscany. We would definitely love to return. Thanks for all your help Stella. 👍

We had a wonderful one-week-stay at Casale di Villore. The Airbnb is well located in a small town, 30 minutes away from Siena and 50 minutes from Florence. The accomodation has a welcoming tuscan-style interior and was well equiped for our stay. We were very happy to have stayed there and will certainly come back!

David and Vittoria take great care to ensure a positive experience at their beautiful Tuscany home. David welcomed us after our harrowing day in Pisa and we felt at ease and welcomed immediately. Borgo dei fondi is the quintessential Tuscany home, peaceful, beautiful, surrounded by nature, with relaxing and fun amenities like the pool, bbq and outdoor patio. It was the perfect place to come home to and relax after day trips to Florence and Siena and equally wonderful to just stay put for a day and enjoy the tranquility. We highly, highly recommend staying here.

Alessandro's is something truly special, a little piece of heaven. From the minute you arrive you are so well looked after (by Alessandro and Cristina), and the apartment is beautifully decorated/set up to feel right at home with everything you might need. Location is perfect: incredibly peaceful, but a couple of minutes away from everything, and the outdoor area totally luxurious for afternoons lazing around the pool in a stunning garden setting. Every morning I would take my coffee up the stairs to the top of the garden and sit with a view of the whole town as the sun came up. Alessandro looks after you in La Cantina, which is so welcoming and comes to feel like a second home. Beautiful hosts and an absolutely beautiful place to stay for a truly Tuscan experience.

It’s a nice quiet rural place up in a hill. The bedrooms upstairs are more updated, comfortable and the kitchen downstairs is more outdated. Laundry machine and dishwasher are older, same as stove took some time to fully boil eggs like 25-30 minutes. But the location is great if you have a car to go around the places and a nice experience to stay in the area. There are no walkable groceries or restaurants so you need to plan ahead. The host communicates well and responds quickly, also flexible which is great for a more relaxing environment. Would definitely recommend if you would like to stay around Siena area.

We had a magical stay at this house! He surroundings are breathtaking and lots of space for my kids to run around and explore the natural beauty. We felt right at home in this house and it was the perfect base for us to go out exploring everyday. We can only hope to return on our future travels.

We went there for the second time and it was just perfect as the first time. Diego's property is beautiful overlooking San Gimignano, it is quiet and very idyllic so you can really unwind. The apartment was great, is well equipped with everything you need. We felt very comfortable and would love to come a third time next year. Thanks to Giorgia for the good communication and flexible check-in.

Staying with Carmine is top. We have been to Carmine and Alessandra in Certaldo for a month (mid-April / mid-May) and we can recommend that to everyone. Not only the reception ( in our case very late) was incredibly warm, but throughout our stay we felt very comfortable, this host is always open to questions, is proactive with giving information, tips about everything like where it is nice / tasty/ beautiful to visit. In addition, the house is very nice, it is great in the Tuscan hill country, between the wine and olive farmers, nice beds (we always find important especially if you are staying there longer) and really good Wi-Fi which was important for us to be able to work from here. The location is perfect. You are close to Florence, Siena, Pisa, and many special other villages/towns that are more than worth visiting. The month was over too soon! If we visit Tuscany again for sure with Carmine and Alessandra!

This was our favorite place we stayed in Italy and we went to three other locations. The view is unbeatable and so much to do nearby. We went to a few wineries and ate at Malborghetto (Highly recommend for an authentic experience and small town feel!). We hope to come back! Communication with hosts was great. amenities such as the pool, breakfast, the kitchen, were awesome. Thanks so much for a wonderful stay!

A beautiful place to stay, very clean and Violetta is a gracious host. She provided excellent information about the local area. My mother was raised in Firenze, so we came many times to visit the family. I picked her place because it was close to where my last Italian family lives. And it's far enough from the touristy Firenze to me beautiful and quiet. Violetta even helped me find info on my cousin. What a beautiful stay! Come and enjoy this beautiful Tuscan hillside area!

Beautiful place! Very clean and spacious! About 30 min walk from the Duomo. Quiet neighborhood. We would definitely come back!

We absolutely loved our stay at Marco’s beautiful place! The apartment is stylish, comfortable, and fully equipped with everything you might need. The swimming pool and stunning views of the Tuscan countryside created the perfect setting to relax, read a book, or enjoy a glass of wine. What truly made our stay exceptional, though, was Marco himself—his warm personality and genuine hospitality made us feel incredibly welcome. We highly recommend staying at Marco’s and would love to come back someday!

Silvia’s place was super great. Very quiet safe neighborhood. Easy to get taxis into city center. But plenty of restaurants and bars near by. She was so helpful and even figured out a way to get me in when I forgot the keys. Quick to reply and so kind. Thank you for a great stay in Florence!

We enjoyed our stay at this apartment. Having an elevator was a blessing on days we were exhausted and air conditioning in every room meant we didn’t have to melt the few days we had really hot weather. Location is super convenient with the Mercato Centrale, Firenze SMN station, and the Medici chapel just around the corner from us. The grocery store downstairs was well stocked and there’s also a dollar store, pharmacy, and gym nearby.

The stay was very nice. The apartment was perfect and beautiful and quiet. We will be happy to come back!

The most wonderful Airbnb we have ever stayed in! Claudia was delightful! The apartment is beautiful and so thoughtfully designed. It is a work of art! The location is perfect - close to everything!

One of the best Airbnb’s I’ve stayed at during this trip. Sara was very helpful and responsive. It was very peaceful. The bus station is right around the corner and easy to get anywhere. Very pleased!

We had an excellent stay at this apartment in Florence! The space is simple yet very practical, comfortable, and equipped with everything needed. The building is old, charming, and authentic — a true piece of the city’s history. Having an elevator was a big plus. The apartment is cozy, well laid out, and perfect for relaxing after a day of exploring. The neighborhood is wonderful, full of life, with many art galleries, bars, and cozy cafes. The neighbors are friendly and the street is especially beautiful — ideal for peaceful walks. Everything combined made our experience in Florence truly special. Highly recommend!

We stayed at Flaminia's place with our 13-year-old daughter and had a great time. Flaminia is friendly, attentive and very helpful. The beds are really very comfortable and their bio lake is a fabulous surprise. The apartment was in line with the photos and it was a wonderful stay. Thank you, Flaminia 🥰