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Kid-friendly vacation rentals in Province of Siena

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Province of Siena kid-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Civitella in Val di Chiana
4.93 out of 5 average rating, 45 reviews

Casa Fattore - Tuscan countryside house

LunaRating, 5 stars7 months ago
The stay at the Capocontro estate was very satisfying. The entire ancient hamlet is a jewel set in the countryside, with spectacular views of the woods of Val di Chiana. The accommodation is tidy and clean, picturesque and elegantly retro. Piero and Lella were very helpful in communications and suggestions for places to visit and where to eat. We loved the peace and quiet of the place, as well as the pool with a view. We stopped for a short time and the weather was a bit capricious, otherwise we would have enjoyed the farm's outdoors more. The only small flaw: the dishes and the fridge were not exactly immaculate, but nothing that can't be solved with a sponge. Super recommended for both a short and a long stay, so you can enjoy the quiet of the place and visit the surrounding area.
Superhost
Home in Staggia
4.87 out of 5 average rating, 39 reviews

Holiday in the Chianti Senese

JosefinRating, 5 stars8 months ago
We were six adults, two children (3-year-olds) and one infant staying at the house for a week. It’s located in a secluded spot with a large garden and beautiful views of the Tuscan landscape. We used all of the five bedrooms upstairs and they were dark and cool. The kitchen and living room downstairs also stayed cool. Right outside the kitchen there’s a really nice spot that’s in the shade for the most part of the day, where we had most of our meals. This is a great place to relax and enjoy a dip in the pool. However, you definitely need a car to get around. The gardener came around several times a day to maintain the pool etc. We appreciated this, but might be good to know if you’re looking for complete privacy. We also had some issues with the bathrooms; one toilet and a shower didn’t work properly but were fixed within a day and this didn’t affect our experience. The washing machine didn’t work despite repeated attempts by the host to fix it. The barbecue is in the trash room.
Superhost
Home in Civitella in Val di Chiana
5 out of 5 average rating, 5 reviews

house for 4 people

MelanieRating, 5 stars8 months ago
Grazie mille / best Place to be
Top guest favourite
Home in Siena
4.95 out of 5 average rating, 686 reviews

A green oasis in the historic center.

ElaineRating, 5 stars2 weeks ago
Highly recommended! Duccio is friendly, helpful, informative and attentive. His unit has amazing views, and it is located closed to eatery and local attractions. It's a home away from home.
Guest favourite
Home in Ampio
4.96 out of 5 average rating, 23 reviews

Anna's house

MarilenaRating, 5 stars7 months ago
My partner and I stayed for a week with our medium-sized dog. A relaxing stay, spacious and well-stocked house and the garden is the strong point! Besides us, our dog also enjoyed it so much. Antonio and his wife are really kind and helpful, always ready if needed Beautiful stay!
Top guest favourite
Home in Simignano
4.97 out of 5 average rating, 115 reviews

Casa al Gianni - The Simignano Barn

RebeccaRating, 5 stars1 week ago
Cristina’s villa was the perfect Tuscan escape for our family. There is much to love…the sweet pigs, the village dogs, the breathtaking views, the peaceful and quiet evenings and mornings, delicious food and beer produced on the farm, AND the most lovely and kind family/hosts. I could honestly go on and on about how much we loved this villa and location. 5 stars all the way! We had our 6 yr old daughter with us and she says it was her favorite place she has stayed on a holiday because of the pigs, ping pong table, swing, and because she had so much fun with the host family children and other guests whom stayed in the other available villas. Also, the big dinner hosted on the last night of our stay was the highlight of our trip! (Tip: make sure to buy some of their products made on the farm….so delicious!)
Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 135 reviews

Casa di Lyndall - Entire house with exclusive pool

TerriRating, 5 stars6 months ago
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!
Superhost
Home in Gaiole in Chianti
4.8 out of 5 average rating, 100 reviews

loft in the heart of Tuscan Chianti

CharlotteRating, 5 stars6 months ago
We loved our stay at Giulia’s - it was like home from home and had everything we needed. It has beautiful surroundings and is great for cycling! Giulia was very helpful with recommendations and friendly too.

Family-friendly apartment rentals

Superhost
Apartment in Radicofani
5 out of 5 average rating, 5 reviews

Le Persiane Apartment

RaffaeleRating, 5 stars7 months ago
Place is great..... Waking up in the morning and enjoying that view is priceless. There was everything in the house, especially in the kitchen. I think it is strategically located 20/30 from all the main attractions in the area.
Guest favourite
Apartment in Siena
4.84 out of 5 average rating, 270 reviews

A bright loft near Piazza del Campo

ShannonRating, 5 stars1 week ago
Bernardo's place was beautiful!
Guest favourite
Apartment in Montepulciano
4.87 out of 5 average rating, 39 reviews

Tizy Home

SalvatoreRating, 5 stars3 months ago
Clean and tidy house. There is nothing missing to feel at home. Warm house upon our arrival. Tiziana is very kind and caring.
Guest favourite
Apartment in Arezzo
4.89 out of 5 average rating, 150 reviews

Arezzo CENTRO STORICO-Downtown TOP position :app X

MichaelRating, 5 stars1 week ago
Easy walk from the train station to the apartment. Met at the door and showed the apartment. The apartment was very clean and met all of our needs. There are two coffee shops right out side the door to the street. Walking distance to the main site to visit in Arezzo. Recommend Pizzeria LaGalleria dal Guerra, Via Verdi 31, for a good place to eat at very reasonable prices.
Top guest favourite
Apartment in San Gimignano
4.97 out of 5 average rating, 213 reviews

Casa Irene

DylanRating, 5 stars2 weeks ago
Clara was an incredible host! She made us feel right at home, and the apartment was identical to the listing. My wife and I spent several hours on the terrace during our stay, enjoying the Tuscan weather, writing postcards, and drinking coffee. Could not have asked for a better stay in San Gimignano. If we are ever in the area again, we will surely reach out and try to book again!
Guest favourite
Apartment in Siena
4.78 out of 5 average rating, 116 reviews

Fullino Nero apartment with large terrace

MochaRating, 5 stars1 day ago
Super happy night, the whole family was satisfied ~ I slept well!I was impressed with the breakfast in the view of the door after getting up in the morning ~ All in all highly recommended!
Guest favourite
Apartment in Montepulciano
4.93 out of 5 average rating, 172 reviews

Stuart Jasmine central, panoramic top location

ArianeRating, 5 stars1 week ago
We had an amazing stay, the views from apartment were incredible, just like the photos. Highly recommend and we will be back in the summer time. The host was wonderful and a had lovely a cafe below with good coffee. Thank you for everything.
Superhost
Apartment in San Quirico d'Orcia
4.85 out of 5 average rating, 61 reviews

Antico Podere La Martinella, annex

AntoniosRating, 5 stars1 month ago
Awesome choice of house in the countryside of San Quirico in Val D 'orcia, although there are villages more advertised like Pienza or Montepulciano, feel free to choose the stay in San Quirico, nice house cozy and city close to the village !!!

Family-friendly condo rentals

Top guest favourite
Condo in San Gimignano
4.95 out of 5 average rating, 124 reviews

Adalberto Apartment inside the Manor of Fulignano

DaveRating, 5 stars2 weeks ago
Great stay, incredible views, good location….
Guest favourite
Condo in Arezzo
4.81 out of 5 average rating, 373 reviews

Bonco Tourist Rental - Entire Apartment -

AntonioRating, 5 stars2 weeks ago
Clean and cozy home. Highly recommended for those looking for a quiet and restorative stay, away from the chaos but with easy access to the city and public transport
Top guest favourite
Condo in Siena
4.97 out of 5 average rating, 373 reviews

Palazzo Bichi Ruspoli-Historical Home-Very Central

JosephRating, 5 stars2 weeks ago
We, a family of three seasoned travelers had tremendous fun. The place, the accommodations, and the location were outstanding. The views from the living room/kitchen were exceptional. I absolutely loved the high ceilings and enjoyed perusing the reading materials placed around the apartment. We would definitely visit again. The host was very responsive. Thanks so much!
Top guest favourite
Condo in Siena
4.86 out of 5 average rating, 343 reviews

Apartment in the heart of Siena

GiedreRating, 5 stars6 months ago
The suite matched the description and photos. Very convenient location - both sights and train station within easy walking distance, right outside the bus stop. Clear check in instructions, hosts send a lot of helpful tips and recommendations of places to visit. The suite maybe a little dark, the windows go out to the backyard, but you can't hear the street noises behind you. We had a good time and we loved it.
Superhost
Condo in Siena
4.81 out of 5 average rating, 282 reviews

Liberty Siena Flat 2

AgnesRating, 5 stars1 month ago
Perfect apartment in the middle of Siena, a stones throw away from everything you would like to see as a tourist. Great, helpful and communicative host who went out of her way to make sure we had a great stay and took the time to give personal tips. ❤️ A few things in the apartment description did not quite match – the apartment is not on the ground floor but on the first floor (it matters to us traveling with a stroller and had to fold up and carry it up the stairs), and the free parking refers to the free parking spaces that can be found around town. Those are small things in the context - overall we were super happy with both accommodation and host!
Superhost
Condo in Castellina in Chianti
4.77 out of 5 average rating, 236 reviews

The house in Chianti - IlVillinoFarmhouse

AngelinaRating, 5 stars5 months ago
Beautiful structure, everything clean and tidy. We warned that our dog would also come with us and we found a kennel and a bowl in the apartment. Daniela their collaborator in the area was very kind and collaborative. We'll definitely be back.
Guest favourite
Condo in Siena
4.83 out of 5 average rating, 113 reviews

quiet oasis large garden right in the centre Duomo

RobRating, 5 stars1 month ago
Our group stayed for the Strade Bianche weekend to ride the Granfondo after watching the pros the day before. Giovanna's villa was fantastic for us. We had everything we needed and she was more than happy to answer any questions for us. would highly recommend.
Top guest favourite
Condo in Castelnuovo Berardenga
5 out of 5 average rating, 5 reviews

Apartment with "Amiata" view

ElisabettaRating, 5 stars5 months ago
We spent two nights in this very nice mini apartment for two adults and 3 boys. Everything new both in the finish and in the furnishings (even the bed and bathroom linens). We were welcomed by the very helpful and kind owner, who left us some fruit and some bottles of water in the fridge as well as the essentials for cooking (sugar, coffee, oil, salt). The apartment has a huge furnished terrace where you can have breakfast while looking at the hills all around. Great location. Very close to Siena and 15 minutes from the Rapolano thermal baths. A stone's throw from the village where there are several restaurants, a pizzeria and supermarket. Highly recommended.

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