Kid-friendly vacation rentals in Castiglione della Pescaia

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

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.

We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!

Martina’s entire estate is very peaceful and extremely beautiful. Just remember that it is really off the beaten path. She was so passionate about the property and making people feel right at home. It was one of the more beautiful places we stayed in all of Italy. Make sure to bring food up there with you before going. It is at least 35 min to town, but this is one of those places it is almost not worth leaving. Wish we had more time to stay there.

We felt like kings of the castle in Stefano and Sylvias’s place. Top of a hill with expansive views and always such a beautiful breeze. San Quirico was lovely as was Bagno Vignoni at the bottom of our hill. We could see the twinkling lights of Pienza and Montepulciano both of which were an easy drive away. Generosity in the way the villa was presented and our hosts’ welcome, with many wonderful local suggestions. Would highly recommend.

Giovanna was a great host. Great place!

The guard tower in the wall is a romantic Tuscan dream. The small town is tiny and calm. We had some trouble with Wi-Fi during our stay and never could really get it going for more than a few minutes but when we sent a message to Deb she immediately asked her IT person to review and offered us her restaurant location to work and connect. We decided this problem was a clear message to us to unplug and enjoy the serenity, and that’s exactly what we did. We ate at Deb’s Lounge, which was a great experience, especially because of the impeccable kindness and attention of Ousnane. He not only served us but gave us some excellent ideas for places to visit. The daily breakfast served by Laura, who was also very kind to us, was also really large and welcomed. We also took the suggestion of a guest review to visit the spa in Bagno Vignoni at Hotel Posta Marcucci and it was incredible and worth the money. We spent most of the day there and relaxed in the outdoor, indoor areas and massage.

The Siena Secret Garden apartment was amazing. We loved the location, and it was quiet and comfortable and stocked with a lot of beautiful art, books, and movies. Would definitely stay here again!

This was such a dream. If you want a beautiful, private place to relax and play out your medieval Italian fantasies, this is the spot. Gorgeous, walkable (though a steep hill) to the main part of town and all the delicious restaurants. And simply unbeatable views. Not to mention Rosalia is such a gem. I wish I could have stayed forever.

Nice welcome from Lorenzo, Marta's father. Own private garden, very quiet location. Right for relaxing.

A peaceful place, quiet, clean in nature, everything is in the room, we didn't need anything extra

The accommodation is virtually right on the water and surrounded by bars and restaurants. It's just a few meters to the old town. We felt very comfortable and highly recommend this place.

Luisa and Marco's apartment is in a very central but quiet location. Convenient for going to the beach, shopping, and dining. Spacious and comfortable environments. Luisa personally welcomed us with great kindness

This is Tuscany at its finest! Our stay at Casa Bonari was perfect. The villa inside was spacious, beautiful, comfortable, and wonderfully Italian. It was equipped with everything we needed. The exterior grounds were gorgeous and the views from the property in every direction were breathtaking. We made dinner and ate on the patio - it looked like a picture from a magazine. The villa is within easy walking distance of the charming Monticchiello which has a few excellent restaurants. We enjoyed strolling the picturesque streets and the incredible views of the countryside from the village. Our hostess, Valentina, was very gracious and helpful. We enjoyed meeting some of the friendly family members. They were so kind and left us with happy memories. We highly recommend Casa Bonari and hope to visit again.

Great experience with Stefano and his mom, 😊 it was like being with family! Excellent hospitality and a lot of availability towards us and towards some requests related to the comfort of our stay!

I confirm everything that has been said in the previous comments. This Airbnb is exceptional in all respects and if you are lucky enough to find it in your search, if I were you I wouldn't ask any more questions and I would book immediately. Amazing setting, ideal host (and great tips!) and so on.

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!

Excellent accommodation, house as shown in the photos and description, located in a very nice little village. Clean and tidy property, Host always available for any information and kind.

A beautiful Agro tourismo right in the lap of nature…very close to the picturesque Pienza town and with gorgeous views of Tuscany rolling hills all around the house.. Bianca’s father met us upon arrival and explained us all the details about the house, his farm, olive oil making and the background of the place.. They stay on the first floor of the house and Airbnb is on ground floor… The house was built in 1576 and it was one of its kind of experience to be staying in it… The house is quite spacious and very well decorated. We stayed here for 3 nights and did 2 day trips - 1 to Florence and other to Siena ( a must visit place with marvellous cathedral and piazza del campo ) and picture perfect Chianti region.. Having a car is absolutely necessary as the place is 8-10 km from Pienza and public transport is minimal… Regards, Sachin

Everything was wonderful! Beautiful view from terrace! Fulvia was very helpful as well!

We had the most fantastic stay at Antonio’s as a couple with a young baby. Everything in the apartment is as it appears in pictures. If is so practical and perfect. Also, Antonio has really great furniture, no IKEA here. He set up a pack n play for the baby. The patio was the crown jewel and the view was stunning. In June the sun was high quickly and the patio received shade early on in the day. Bed was firm. kitchen small but efficient. Outdoor cooking was lovely. The apartment was stocked for cooking and even toiletries. AC in the bedroom but doors open provided plenty of fresh air to keep the apartment cool during the day. Walking into town with was easy, driving is too on weekdays. The apartment has an elevator to reach the top floor, but you do need to bring the bags up two flights outside from the street unless you have a small car that can reach the driveway. We would not hesitate to stay at Antonio’s again!

Filippo was the best host to have. He and his family are the most kind people I interacted with throughout my entire trip to Italy. The space itself is just as it is listed, everything worked perfectly, and we enjoyed our stay. I would highly recommend staying here. Being on the top floor of the complex gives a great view of the surorunding area and it was cool and breezy with the windows open. I could not have asked for a better experience and homebase for my travels.

Francesco was the perfect host very communicative and responsive when needed - the unit was spotless and nice decor - loved being in the little town walking to the 3 lively restaurants, grocery and coffee shop not to mention the fabulous vineyards that surrounded the flat - we did some wonderful walks and did side trips to cute little towns - Would recommend highly

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.