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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, 46 reviews

Casa Fattore - Tuscan countryside house

MarciaRating, 5 stars2 weeks ago
We had a wonderful stay at this property which is a bit difficult to reach, but is more than worth the painstaking arrival. The fantastic location is simply breathtaking – expansive fields lined with cypresses and olive trees create a backdrop that looks like a Tuscany picture book. The hosts were extremely nice and charming. They provided us with great tips for excursions and activities in the area, which has enriched our stay. Particularly noteworthy is that our dog also felt very comfortable and we could thus enjoy relaxing time as a family. In summary, we can recommend this place to anyone who wants to experience the true beauty of Tuscany. A place to relax and enjoy – here we will be happy to come back.
Superhost
Home in Staggia
4.87 out of 5 average rating, 39 reviews

Holiday in the Chianti Senese

JosefinRating, 5 stars9 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.
Top guest favourite
Home in Siena
4.96 out of 5 average rating, 689 reviews

A green oasis in the historic center.

JuliaRating, 5 stars2 weeks ago
Great stay at the accommodation. Very nice, clean and tidy. The garden and the view of the city are beautiful. The location is ideal, in the center but completely quiet. Duccio was very nice and pleasant. The icing on the cake, transportation by car and free parking space! We recommend it!
Superhost
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, 119 reviews

Casa al Gianni - The Simignano Barn

XuanRating, 5 stars1 week ago
Amazing place in forest! Need to drive 25mins from Siena, you will find the peaceful maison. Private and quiet, close to nature, rooms are large and clean. We woke up early in the morning and visited the pigs in the farm. This is dreamful retire life. Everything is so great!
Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 136 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!
Guest favourite
Home in Gaiole in Chianti
4.8 out of 5 average rating, 100 reviews

loft in the heart of Tuscan Chianti

CharlotteRating, 5 stars7 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.
Top guest favourite
Home in Campagnatico
5 out of 5 average rating, 7 reviews

Beautiful bright villa with view - Casa Luca

RafiRating, 5 stars1 month ago
We stayed at Mel's Casa Luca in March 2025 for over a week. Tucked away yet near medieval Campagnatico, it’s 5 minutes from the E78 to Grosseto/Siena, 15-20 minutes to Grosseto, and 30 minutes to the sea. Casa Luca, one of three stone farmhouses on what is essentially an olive farm, offers resort-like amenities which are shared with the guests of the other 2 houses: a trampoline, large pool, and ample walking space. Casa Luca is a single-storey house with two bedrooms with plenty of storage, comfy beds, an open-plan kitchen/dining/living area with Netflix, a big bathroom, and a well-equipped kitchen. Outside, there’s a private garden, terrace, BBQ. There is also a shared bakehouse with a pizza oven and huge dining table. We loved it and highly recommend it!

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, 272 reviews

A bright loft near Piazza del Campo

ClaraRating, 5 stars1 week ago
The apartment is beautiful decorated and very comfortable! Located in a quiet and central area. Bernardo was really nice to us. We felt right at home. We will definitely be back!
Guest favourite
Apartment in Montepulciano
4.88 out of 5 average rating, 40 reviews

Tizy Home

ChiaraRating, 5 stars1 week ago
Fantastic experience! We traveled with a 1-year-old girl and Tiziana's kindness to her (camping bed, high chair, wipes, games...) made everything easier and more enjoyable. Surely it made a difference knowing that you had a place like this when we returned from our laps :) The apartment is clean, very large, with all comforts. Really nothing to complain about!
Guest favourite
Apartment in Arezzo
4.89 out of 5 average rating, 150 reviews

Arezzo CENTRO STORICO-Downtown TOP position :app X

MichaelRating, 5 stars3 weeks 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, 216 reviews

Casa Irene

AllanRating, 5 stars6 days ago
Clara’s accomodation is perfect for visiting San Gimigano. She is a lovely and friendly host and was very helpful even though we were late arriving. Only a 5 minute walk from the old village so perfect for multiple visits. Very comfortable and can highly recommend.
Guest favourite
Apartment in Siena
4.78 out of 5 average rating, 116 reviews

Fullino Nero apartment with large terrace

MochaRating, 5 stars2 weeks 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, 173 reviews

Stuart Jasmine central, panoramic top location

AnitaRating, 5 stars5 days ago
This apartment has a view from every window - even the bathroom! It is on the quiet side of town, and was extremely quiet at night, but only a short walk to good restaurants and cellers. I stayed 2 weeks while studying at the language school on the far side of town, and I could not have made a better.l choice. Very comfortable bed and seating in the kitchen, and Giacomo was a friendly and responsive host.
Top guest favourite
Apartment in Montepulciano
4.92 out of 5 average rating, 154 reviews

Romantic apartment in a quite place

DorothyRating, 5 stars1 week ago
Our stay at Paolo’s was incredible! The apartment was perfectly appointed, so comfortable and absolutely spotless. The amenities are well thought out and has everything you need for a short or longer stay. We greatly appreciated how kind, helpful and responsive Paulo was and the location is just so peaceful and breathtaking! Highly recommend!

Family-friendly condo rentals

Guest favourite
Condo in Colle di Val d'Elsa
4.95 out of 5 average rating, 62 reviews

Restored farmhouse in Colle di Val d'Elsa

ZhaokuanRating, 5 stars1 week ago
Stayed two months before and after here, feeling like your own home.Big house with lots of books and a small garden.There were a lot of flowers when I stayed here. the coop supermarket is only two minutes away, after two minutes walking another two minutes is a good coffee shop and cake shop, except Monday when it closes, I go for two cups of coffee every day.5 minutes to the bus stop to Siena, go to school after coffee.I'll scatter after dinner to st. Andrea, pass by the grass and vineyards and have seen wild boars and deer.I hope to have the opportunity to come back to Colle and stay in this beautiful place.
Top guest favourite
Condo in San Gimignano
4.95 out of 5 average rating, 125 reviews

Adalberto Apartment inside the Manor of Fulignano

SpencerRating, 5 stars2 weeks ago
Amazing. Giovanni was helpful when we couldn’t stay night one and went above and beyond to help us secure a refund. Highly recommend.
Guest favourite
Condo in Arezzo
4.81 out of 5 average rating, 374 reviews

Bonco Tourist Rental - Entire Apartment -

TamaraRating, 5 stars2 weeks ago
Super happy with our stay and will come back again for sure! The apartment is in a calm area, has free parking on the premises, was very spacious and fit all of our needs. Elisa was VERY accommodating especially because we were travelling with twin toddlers. I have never stayed at a cleaner AirBnb! The place was immaculate, super organised and welcoming. There was coffee and a simple breakfast waiting for us and Elisa had left recommendations for local restaurants and activities. This apartment made our trip even better!
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 Torrita di Siena
5 out of 5 average rating, 5 reviews

Apartment Azzurro- Cignella Resort Tuscany

LisaRating, 5 stars11 months ago
Wow! Beautiful place! We have a wonderful pizza on the terrace and a great breakfast spread in the morning. The room was comfortable and very clean. The hosts were kind and welcoming. We can’t wait to go back. Totally worth the drive out there.
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!
Top guest favourite
Condo in Castelnuovo Berardenga
5 out of 5 average rating, 5 reviews

Apartment with "Amiata" view

ElisabettaRating, 5 stars6 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.
Superhost
Condo in Siena
4.79 out of 5 average rating, 121 reviews

A step from the Palio

PinuccioRating, 5 stars4 months ago
It was a really pleasant stay, a stone's throw from Piazza del Campo. Spacious and well arranged accommodation, on the first floor.

Destinations to explore