
Kid-friendly holiday rentals in Province of Siena
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Top-rated family-friendly rentals in Province of Siena
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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

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
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.

"La Lambarda" tower Suite
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.

A green oasis in the historic center.
Duccio was one of the best hosts we have encountered in our years renting with AirBNB. From the pick up at the train station to the drop off at the bus station he was as informative and helpful as any we have met. His house is in an extraordinarily beautiful location. The bedroom door opens to a small terrace. It was a wonder to have coffee in the morning surrounded by olive groves alive with birds singing and the church bells ringing off the old fort walls across the valley. The house is a short walk to the main sites and restaurants of the city centre. The kitchen is well accessorized and Duccio has left much reading material about Siena and Italy generally for guests to peruse. We had a remarkably restful and enjoyable experience at Duccio's accomodation. Highly recommended both for the host and the house.

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!

Podere Piazza house with panoramic view
Sofia and her husband Jorgen were amazing hosts. They were extremely friendly and welcoming to our entire group and were very helpful in every aspect of our stay. They could not have been more accommodating and friendly hosts. If I come back to Siena I will definitely stay with them again!

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 :)

Amazing Cott. in the heart of Siena
Great location only 2 minutes walk from the Cathedral. Accommodation is airy and well equipped with its own lovely garden giving you a great place to relax so close to the centre. Francesca was always available and made us feel very welcome. Have already recommended this property to our friends.
Family-friendly apartment rentals

Penthouse with a view of Siena
Very well located, comfortable Airbnb, all within walking distance from car park (for those renting cars) and from all the restaurants and sites within town. The real highlight though was the balcony which was genuinely amazing with wonderful views of the city. Chiara was very helpful and everything worked smoothly. Would thoroughly recommend this place.

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 .

Balconcini
Luisa took great care to make us feel welcomed. Knowing that we arrived late in the evening after a long day of travel, she even had a ready to assemble quick pasta dinner in case we were hungry. The location is flawless, and in case you wished to avoid any noise from the main square, the windows were surprisingly noise-proof for such an old historical building. I would like to also add-in that the pull-out bed-couch was as comfortable as a standard bed. There was all sorts of extras in the apartment in case you wished to use them, from practical items, to tourist booklets, etc. We were very happy during our stay - thank you!

Casa Rebecca [Piazza del Campo] AC.-Netflix-Wifi
Perfect place for a few days in Siena! Close to the action but tucked away on a quieter street. The apartment was spotless and spacious - in a character building but a beautiful renovation to modernize the inside. Host was very responsive and helpful! Definitely recommend staying here!

The rooftop terrace
Valentina’s apartment is a great place to stay in Siena. Centrally located but peaceful to rest after a long day exploring the town and its surroundings. Restaurants and a supermarket are just around the corner. Valentina was very accommodating when our arrival to Siena was delayed. Her husband Marco let us into the apartment, helped us with our luggage (up 3 flights of stairs) and gave us all the instructions about the apartment along with local restaurants recommendations. Air conditioners in the living room and bedrooms worked great during the heat this June. We would definitely stay there again on our next visit to Siena.

Resort Panoramic view - Free parking
Charming stay, room and patio with a view that is unparalleled in beauty and tranquility. Beautiful room, well-stocked, everything extremely well cared for in detail by a person - Elena, although we did not have the opportunity to meet - who puts love into providing an experience that is absolutely to be repeated. The common areas are also extremely well-kept and comfortable.

Casa Fusari - Apartment next to the Duomo
This is our second time in this lovely apartment and we wouldn’t have a second thought of making our third time. Silvia and Tomasso always respond promptly when messaged and always make sure all is well! Ci vediamo, Katie.

Tuscan countryside, peace and relaxation 10 minutes from Siena
Beautiful place near Siena. The hosts are very friendly and kind. We really enjoyed our stay in here!
Family-friendly apartment rentals

Charming apartment in the heart of Siena
We arrived a day early and Tatiana’s husband called a personal friend to get us a room. I cannot thank them enough for their kindness! I will be renting again from them for sure!

Elegant apartment Siena
Really one of the best, if not the best, accommodations we have stayed in through Airbnb. As for the check-in, it was very easy, with the help of photos and videos showing how to access the property. The area was very quiet, with easy parking right on the street of the house. As soon as we logged in, we were greeted both by a delicious scent, synonymous with the cleanliness of the house, and by a bottle of wine and pastries (the check is not from all hosts to welcome their guests so well). The house is well stocked with kitchen utensils and various condiments. The only pity is that it is in a basement, but despite this we had a really great time!

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.

The Door Next Door 2.0
Wonderful place in Siena! We walked to all main tourist attractions, churches, and restaurants. We even walked to the train station (a bit of a hike, but not terrible - wouldn’t walk it with luggage though). The view from the kitchen was beautiful, the washer/clothes line was useful, and the bed was comfy! It’s a great place to stay if you’re looking for an affordable, quiet, and low traffic area.

My home in the centre of the city 2
Laura's place was perfect for a couple of nights as a homebase while we explored Siena. Extremely clean with everything you need either at the apartment or easily accessible. We appreciated the coffee maker and pods as well as the snacks. We didn't use the kitchenette much but it would work to make yourself a meal at home. The home has lots of little touches like games and books in Italian and slippers for your stay. The location was the standout for us—it's close to a main boulevard and the Campo and Cathedral are a few minutes walk away. We could walk anywhere from the apartment.

Panoramic attic in old town of Siena
Mirkos place is by far the standout for our trip in Italy. The view is just stunning and his placve has a very olde worlde Italian feel. Fits perfectly with the Siena vibe. Thank you Mirko!

La Casetta di Brunello, very panoramic with terrace
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
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Marina di Grosseto beach
- Kite Beach Fiumara
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio
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