
Kid-friendly holiday rentals in Guardistallo
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Top-rated family-friendly rentals in Guardistallo
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Popular amenities for Guardistallo family-friendly rentals
Kid-friendly house rentals

Old Farmhouse near Panzano Castle Abbacìo
Home away from Home ❤️ loved the town that was walkable to everything. After two busy days in Rome, my husband and I enjoy walking to wineries, finding hidden churches and eating at the wonderful local restaurants. This Airbnb is a true gem ! Grazie- The Mixon Family

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.

La casa dei remi, discover Tuscany near the sea
Giovanna was a great host. Great place!

Podere Tignano, 4-bedroom villa in the Chianti!
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!

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!

Casa Gloria
We enjoyed 4 magical days in Gloria's beautiful home. The gardens are exceptional and there are so many lovely spaces to enjoy the view! Would highly recommend to any future travellers. We met both Francesco and Gloria and they couldn't have been more helpful!

Peace & Quiet In A Tuscan Hill Top Discovery
Clear and switable. Mark is a very hospitable guy. Beautiful surrounding nature. If you want to feel Italian soul and stile this is a prompt place.

Antico Borgo Ripostena – n. 8 Old House
This place is something else! The views, the pool, the houses, the interior - it’s something else. We stayed with our 18 month old and had such a happy time - surrounded by nature in such gorgeous accommodation and a kiddy kitchen / toys which were perfect for Otis. It’s simply beautiful and Martina is so helpful - highly recommend with a family or groups of friends for a zen and unique time. Close to lots of gorgeous places and Martina has wonderful recommendations. Only watch out is the 2km dirt track road to get to the location but it’s 100% worth it and quite fun! Enjoy - we can’t wait to come back :)
Family-friendly apartment rentals

Casa Gianguia apartment 100 meters from the sea
Lisa and her husband were the best hosts! The apartment was spotless, modern and spacious. The terrace with umbrella was the perfect setting for reading and a glass of wine in the evening. They were also kindly picked me up from a neighboring train station when my train was delayed for 2 hours. Lisa’s husband provided me with wonderful local options for restaurants, cafes and things to do. It was a relaxing stay and I hope to return soon.

Casa Terra - Independent and with a breathtaking view
6/5 – Comfortable apartment with fantastic views and warm hosts We had a wonderful time in this cozy, rustic apartment. The personal touch creates a warm atmosphere - you immediately feel at ease. The kitchen was well equipped, the bed very comfortable, and everything was clean and well maintained. A highlight was the terrace with the lovingly landscaped garden. In the evening, we were able to enjoy the sunset there wonderfully - the view over the valley was fantastic. The location is quiet, but ideal for excursions in the area. Maurizio and Stefania are particularly noteworthy: they were exceptionally courteous, always available and responded very quickly to questions. You can tell that they are hosts with real joy - open, warm and helpful. We felt completely comfortable and can fully recommend the apartment. Thank you for the wonderful time, Maurizio and Stefania!

apartments in tuscany
We spent 3 nights in Marina's apartment and had a very good time. The apartment is very welcoming and comfortable, well maintained, clean and equipped with every accessory (crockery, cleaning products, hairdryer...) for a relaxing break surrounded by the greenery of truly suggestive vineyards. There is also an outdoor space with table and chairs for outdoor living. We had the opportunity to chat with Marina and her daughter Giulia, they are very welcoming and helpful people for great tourist tips on the area, which made our stay even more special!

REFURBISHED apartment, 75 sqm 10 min from the sea.
Great for those who wish to explore unexplored italy while being closer to pisa/florence

Casa Misaki
The accommodation is almost directly on the water and surrounded by bars and restaurants. The old town is just a few meters away. We felt very comfortable and can only highly recommend this accommodation.

Agriturismo Santa Chiara Two-room apartment 1 with pool
Great stay! Perfect location to have some calm days, close to the beach and beautiful little villages. Also in a good location to reach Florence and Siena. The host Claudio gave us great recommendations of what to do around this area and where to eat. The communication was perfect! Also the apartment was very clean with a big pool and beautiful views over the hills in Tuscany. We can highly recommend it!

Apartment Ortensia
Great place! We loved it!

Seaside Retreat: Borgo alla Noce
Great experience! Edoardo was super friendly and the appartment was great especially the amazing sea view!
Family-friendly apartment rentals

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.

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!

Apartamento Chiusdino - Old Town
Excellent accommodation, house as per photos and description, located in a very nice little village. Clean and tidy structure, Host always available for any information and kind.

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.

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!

Casa Vecchio Forno
The apartment is in Massa Maritima, a very picturesque village. The location is right in the heart of the village. There are very good restaurants nearby.

La Casetta
We can absolutely recommend it! Everything is as described in the text and as shown in the photos. Located about 2 km outside the totally cute village of Casole de Elsa. Andrea + Barbara provided all the necessary information for the journey and many great tips on site, always with the corresponding links. For example, our arrival was delayed to about 10:15 pm due to traffic. Was no problem, we were in contact and when we arrived, Andrea personally received us. And if we had a question during our stay, an answer always came very quickly. (Where is the best place to park in Siena, how do you best get to Florence, ...)

Amazing apartment in Palazzo Pfanner
This historic apartment inside Palazzo Pfanner is a unique stay with a splendid view into the magnificent palazzo gardens! I highly recommend staying for a once in a lifetime experience. Dario and his family own and manage the property and are very welcoming hosts. Depending on whether you intend to cook, we found the kitchen small and not very well equipped. Also, the bathroom is functional but rather dated. Overall a great stay for a unique experience!
Quick stats about holiday rentals that are kid-friendly in Guardistallo
Total rentals
30 properties
Nightly prices starting at
₹4,300 before taxes and fees
Total number of reviews
420 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
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- Elba
- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Gorgona
- Basilica of Santa Maria Novella
- Gulf of Baratti
- Ponte Vecchio
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Spiaggia di Capo Bianco
- Piazzale Michelangelo
- Mercato Centrale
- Spiaggia Di Sansone
- Kite Beach Fiumara
- Marina di Grosseto beach
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Spiaggia di Marina Di Campo
- Cavallino Matto