
Kid-friendly vacation rentals in Casentino
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Top-rated kid-friendly rentals in Casentino
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Kid-friendly house rentals

StageROOM03 -Chianti Idillic Country living
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 MOONLIT & SUNNY COTTAGE near Florence
This place is absolutely stunning! Alessandro is the most amazing host- very flexible with our late check in and early leaving time- even brought us a cappuccino at 3:30am before we left! Couldn’t recommend more- we will definitely be back- thank you for the most amazing stay!

Raffaella's House in Chianti
Very peaceful and beautiful views from the rooms. Raffaella’s breakfast was very good and much appreciated! She gave amazing local food recommendations that are walkable from her house. She also helped us find parking in the city of Florence!

The Owl: view, pool and garden
What a great place to stay while visiting Tuscany. The home is a renovated medieval watchtower located up a dirt road, tucked on a hilltop overlooking the valley. Jacopo, the host, was so kind, hospitable and responsive during our 5-day visit. Would definitely recommend this place to explore Tuscana.

Charming converted Hayloft overlooking the Chianti Hills
The house is located on Chianti which views to vineyard and olive yard, the most beautiful view for an airbnb. Everything is fully furnished, a lot of welcome foods and drinks. The hosts give clearly instruction and very responsive. It was a wonderful time spending our holiday there.

Tuscan dream in the ancient Tobacco's villa, sauna
The house is beautiful and unlike anything else. What made the experience amazing was one of the hosts, Daniela. Daniela greeted us upon check in, walked us around the house and went above and beyond and booked us a wine tour where he graciously translated everything in English during the entire experience. Daniela made the place feel like home and I couldn’t recommend him and the experience he provides more.

Tuscany House | View Breathtaking
We loved our stay. The host was amazing, and the house had everything we needed. The internet was very fast and supported my work requirements back in the USA. The views are spectacular, and the property is very private. Thank you, Irene, and family. I especially appreciated your help in getting me my new computer charger after mine broke. Have a great spring!

The Chianti Classico Sunset
Petra is a wonderful host. I've never met another host who provided so many recommendations and insightful information about the surroundings and Tuscany. The place is even more impressive in reality than in photos. The landscape and the sunset are more stunning than in the finest restaurants in the region. The house had everything necessary and was cool in the evening, despite temperatures reaching +40 degrees. It was cosy, ambient, and in my opinion, the best place possible to relax and chill. For those who plan to work, there is good internet and enough dedicated space. Petra's place is suitable for couples and families with kids.
Kid-friendly apartment rentals

Casa Le Contesse
Her accommodation is really clean and well-maintained. The view of the courtyard overlooking the Tuscany region was really nice. Thank you so much for taking care of us so that we can stay comfortably. Always be happy. Thank you.

Giglio Blu Charming Loft
Amazing place & beautiful location. Personally, we really enjoyed the restaurant below us, super friendly, gorgeous traditional Italian food at an excellent price! I would highly recommend the accommodation for a relaxing stay in beautiful surroundings! Super clean, great communication via the host, extremely comfortable and decorated to perfection. Restaurant - Antica Osteria Dei Mercanti - 5 star too!!

Casa Romoli mini apartment with a view
Cinzia’s place was a wonderful little apartment. It had everything you could need and more for a short visit. We were able to get help finding a driver to the winery nearby, and she was very accommodating despite having an unforeseen issue with her shower due to her last guest before us. Besides that it was a great place very scenic and close to Florence. Would recommend to anyone looking to see the winery nearby or visit Florence.

Loggia 1 in farmhouse with shared pool
A peaceful place, quiet, clean in nature, everything is in the room, we didn't need anything extra

Beautiful medieval village!!!
Wow what a fabulous stay ! San Gusme and its surrounding area is beautiful and we felt so lucky to be able to stay in San Gusme itself . Elvira was super helpful and had great local recommendations for wine tasting etc .

Visit Chianti, Siena, S.Gimignano, Florence
The perfect place to explore Chianti each day. We stayed 5 nights and it was just perfect. Great amenities, beautiful pool, bbqs and lovely areas to sit and enjoy the views and the sunset. Always fabulous to come home to. Our upstairs apartment was spacious, comfortable and all we required with a lovely view. We had great recommendations from Silvia which we followed up on. Great to have restaurants nearby. Reasonable- highly recommend.

Villa di Geggiano - Perellino Suite
This estate is a dream—life changing in all the best ways. From the jasmine-scented gardens and sweeping views of Siena to the beautifully restored guest suites—personally designed by Andrea, an architect and true artist—every detail felt magical. He greeted us so warmly, spent generous time sharing the estate’s history, and even gifted us a bottle of his family’s wine—which was absolutely lovely and made us feel truly welcome. The plunge pool was a refreshing retreat, and the setting was pure tranquility: birdsong, rustling leaves, and golden Tuscan sunsets. Andrea gave us a wonderful tour and shared the story behind his family’s efforts to preserve this incredible place. We adored the gentle Maremma dogs, Fiora and her puppy, Pecorino, who made us feel right at home. We were so impressed with this stay and Andrea’s efforts to preserve this very special place. Every moment here felt like a scene from a film—elegant, peaceful, and filled with soul. We can’t wait to return.

La Casina Porciano
A week in Tuscany in extreme heat. It was great to get into the cool of the house or to sit under the protective canopy in front of the apartment. We've done that a lot. With a flexible arrival, we were greeted and everything we needed to know about the accommodation was explained by the landlords. The small village is a small world in itself. Very quiet and accompanied by the small conversations of the neighbors. There are wonderful hiking trails in the area. The Franziskus long-distance hiking trail runs through Stia and you can hike stages of it in the shady forests. Our discovery on the last day was the Museo della lana. The museum is housed in the former industrial building of the former wool spinning mill and is very tastefully designed. In addition to the many explanatory panels in Italian and English, impressive and well-made films show the work in this former factory - absolutely recommended
Kid-friendly condo rentals

Two-room apartment Artimino Tuscan countryside
The apartment is in a beautiful village. We had a few problems, but we talked to Paolo and he solved them right away. We were very comfortable. I recommend it.

Luxury Medieval Tower - Penthouse
Alessio and Beatrice were perfect hosts. The place couldn’t be in a better location, right on the north end of the Main road through San Gimignano. Having the top floor really made it peaceful despite the sometimes bustle of the town. The apartment was beautiful and comfortable; a great base for exploring San Gimignano and the surrounding Tuscan countryside!

Chianti Apartment in 12th Century Tuscan farmhouse
We loved staying at Bryan and Marina’s beautiful place. It was in an idyllic place, overlooking the valley, with lush garden surrounds. The atmosphere was rustic snd peaceful but we had everything we needed. With a car, we were able to explore the area (Siena, Lucca, Florence), with some great local dining options. Bryan and Marina were helpful and friendly, but Aldo left us to do our own thing. What a beautiful place they have created together.

Art-Design Fienile in the heart of Tuscany
Incredible trip. Paola and Michele were so friendly and welcoming. Always there to give advice and make sure you had everything you needed. The little converted hay barn was just beautiful and lovely. Location wise it just couldn’t be beaten. The garden was amazing and we ate outside morning and night, easy access to amazing Tuscany countryside and also a short trip on the train to Florence from Montevarchi. Loved every minute we were there and we were sorry to leave. Would highly recommend.

Studio Apartment in the heart of Florence, Firenze
Nice albeit small home in a great location. Lovely host with easy and quick check in.

Old medieval apartment
A lovely apartment with everything you need in a peaceful quaint village. Leonardo was an exceptional host, great communication before arrival and helpful recommendations upon check in. Love the double shower. Thank you for a pleasant stay.

The View of Sangiorgio
A perfect stay in Florence. Mattia’s house is not only perfectly located with an amazing terrace but so welcoming with lovely relaxing spaces with incredible views , extremely comfortable beds, and attention to all those small details that make a stay special. We throughly enjoyed our stay and can highly recommend to others.

Apartment in Florence, Italy
Eugenia was a wonderful host - she went above and beyond to help us with our car parking. She gave a brief and welcoming orientation to the property and made us feel very welcome. I was visiting for a conference and my fiancée felt safe in the area when she was alone and very secure in the property. If you are traveling to Florence I recommend trying to avoid bringing a car - the city is better done on foot, but there are some parking garages nearby for 30-40€/ day if, like us, you arrived by car. Wonderful stay, cute apartment, great area. Enjoy!
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- 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