
Family-friendly holiday rentals in Asciano
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Top-rated family-friendly rentals in Asciano
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Family-friendly home rentals with a hot tub

Bioagriturismo colline Firenze 3p
Our stay was a dream to be in. Francesca and Francesco have created a wonderful place, are likeable people and great hosts. We were warmly welcomed and received all the necessary information. From the first moment, we felt at home and were able to freely explore the lovingly designed grounds and also enjoy them in privacy. The contact with other guests was also pleasant and respectful. The rooms are rustic and tastefully furnished and exude a special charm. The view will take your breath away. The journey to Poderracio is correspondingly adventurous (switchbacks and narrow, bumpy road). All products, such as the breakfast basket, are super delicious and of high quality. In addition, we received freshly harvested vegetables (zucchini, beetroot, onions and garlic) from Francesca. During the stay, we were invited to bake pizza together in the private rooms and enjoyed a wonderful evening. THANKS!

Il Fienile, Cottage in the country with Jacuzzi
If I could move in here permanently, I would. What a gorgeous stay with responsive and respectful hosts. Everything was as described, the hot tub was glorious, and we loved looking through the binder of photos of painstaking restoration over the years.

Art-Design Fienile in the heart of Tuscany
Incredible trip. Paola and Michele were so friendly and welcoming. Always there to give advice and make sure you had everything you needed. The little converted hay barn was just beautiful and lovely. Location wise it just couldn’t be beaten. The garden was amazing and we ate outside morning and night, easy access to amazing Tuscany countryside and also a short trip on the train to Florence from Montevarchi. Loved every minute we were there and we were sorry to leave. Would highly recommend.

Torretta Apartment
I can not say enough about Alessandra and her amazing land! It was the most magical place we have ever been to. We are taking a 3 month trip, hitting up 21 cities in Europe and this is BY far the best! She was so kind and took us shopping and back to our train! She was always there when we needed her.thank you Alessandra we will see you next year!

Charming estate with views
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.

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, ...)

Apartment with garden and parking
Our hosts welcomed us with great kindness and gave us all the information to direct us to Florence. The very charming and fresh apartment has a very nice flowery and peaceful garden. We had a great time

Cottage in Val d'Orcia, Jacuzzi & HotTub with view
Fulvia’s apartment is a true Tuscan gem—beautifully decorated with charm and character, and equipped with everything you need. The property offers stunning views and a peaceful sense of seclusion, and it’s even more beautiful than in the photos. Fulvia is right nearby and always available if you need anything. She and her husband are both warm, thoughtful, and made us feel genuinely welcome. Fulvia even arranged dinner at a local restaurant, which turned out to be one of the best meals of our trip. This is a special place and our only regret is not staying longer.
Family- and pet-friendly home rentals

Belforti Tower
What a wonderful week we had with Luca and Emilia at the tower! It was amazing to see all the pictures in real life - it was even more amazing in person. And the garden is just magical. I had no idea the beauty of the pool area. Laying by the pool and listening to nature we felt transported to a simpler time. To top it off Luca was so delightful. We enjoyed his company and hearing more about the story of the tower and the town. I would recommend this as a stop on anyone’s vacation to Italy. Wonderful hosts in a magical setting!

GUIDI POWER
Giuliani is a wonderful host who made us feel as if this slice of paradise was our home, too. The location, the meticulously restored home, the views all make for the ultimate Tuscan experience. But Giuliani and her husband bring it all together with their warmth and attentiveness. It was a tough place to say goodbye to — for now. If you are looking for a Tuscan experience, this is it. And remember to ask for the hosts’ home-cooked meal. It is a culinary experience in the very best sense.

House between Firenze, Arezzo, chianti e Siena
We were immediately enchanted by this property. Everything here makes up the image that one can have of the beautiful Tuscan countryside. At the top of the hill overlooking the valley, the view is splendid and romantic. The property has been renovated with today's comforts while retaining its soul of yesteryear. You feel good right away, the energy is beneficial, nature, animals, everything is in harmony! The welcome, Oscar's cooking, the superb pool, the shaded terrace, the hearty homemade breakfasts! It's more than a favorite, this place is a gem! We'll be back!

Country house 9 km to Florence-2+1g,free parking
Very nice quiet accommodation in Tuscan flair. Great complex with pool and great views. Quickly in Florence and on the roads to the excursion destinations. Definitely recommend! We'll be back. :)

Holiday in antique farm, Belvedere
What tranquility and what a view. Beautiful estate and super friendly people who try to make you feel comfortable. Also a nice and pleasant swimming pool for when it is very hot.

Spigo - Independent Cottage Zampugna
Beautiful place, everything ready with refreshments, accommodation quiet and clean ... Air conditioning functional, but almost not needed, because it was a beautiful classic Tuscan accommodation, where we definitely were not the last

il poderuccio farmhouse studio apartment
Great stay! Initially the place was a bit further out of town than we had anticipated but we still found it very accessible to lots of the things we hoped to do! The view was amazing! So peaceful to sit on the terrace!

Suite in Castello di Valle
We come from Hong Kong, and a building like this is not often seen there. We are very happy to have had the chance to stay at the house. Some of the details in the house really impressed us, especially the antique furniture! Pietro is a great host—very friendly and responsive. I had some pleasant conversations with him. Thanks again!
Family-friendly home rentals with a pool

Ulivo - Charming apartment in the countryside
Wow, what a beautiful apartment this was. Nestled in the countryside by the Tuscany/Umbria border is this gorgeous farmhouse owned by Simona and Yens and what a find it was! The rolling hills are captivating and if you want to switch off, enjoy visiting beautiful villages, eat lovely food and really rest, this is the place to do it. We were welcomed by their two friendly dogs and received lots of tips about the local area from Yens on arrival. The apartment is spacious and serene. From spending evenings on the patio eating al fresco, watching the stars or having morning swims, we had a wonderful time and would wholeheartedly recommend this to anyone and everyone seeking some peace and quiet. The farmhouse is remote but it's very easy to get anywhere by car and the drives are never dull with the countryside views. It's hard to put into words how relaxing this place is and so I suggest you book and find out, you won't regret it! Thank you so much Simona and Yens!

Visit Chianti, Siena, S.Gimignano, Florence
The perfect place to explore Chianti each day. We stayed 5 nights and it was just perfect. Great amenities, beautiful pool, bbqs and lovely areas to sit and enjoy the views and the sunset. Always fabulous to come home to. Our upstairs apartment was spacious, comfortable and all we required with a lovely view. We had great recommendations from Silvia which we followed up on. Great to have restaurants nearby. Reasonable- highly recommend.

Podere La Castellina - No. 2 LECCETO
We had a great stay! Simona welcomed us warmly and showed us everything in peace. The Airbnb is beautifully situated in the middle of nature – perfect for unwinding and unwinding. The place was very clean, lovingly and cozily. We felt completely comfortable and would come back anytime. Thank you for the wonderful time!

Tuscan countryside, peace and relaxation 10 minutes from Siena
We enjoyed our stay at Francesco's place, the only downside was that we were a little to early to use the very beautiful pool, which we didn't expect. Francesco was busy cleaning the pool while we were there, and it is officially open for use only from June onwards. Fortunately we found a swimming spot at the river nearby, and other than the the place was great and Francesco was helpful and friendly.

Apartment in Chianti at Mulino dell 'Argenna
We have now been to Elisa and Alessandro's accommodation for the second time – and it was simply beautiful and absolutely relaxing again! The place is a real oasis where you can switch off perfectly. Elisa and Alessandro are extremely helpful and warm. They provided us with great tips for activities and restaurants, so we could enjoy our stay all around. We'd love to come back and highly recommend this place!

Poggio del Fattore-Villa with pool, hilltop, Chianti
We had a wonderful time in this beautiful house – everything was very clean, lovingly furnished and well equipped. We also felt completely comfortable with our dog, it was absolutely dog-friendly! The hosts were incredibly warm and helpful – they immediately felt welcome. A special highlight was the pizza evening offered - it was not only super cozy, but also a real culinary experience. Honestly, one of the best pizzas I've ever eaten! We would love to come back – absolute recommendation! 🌟

Villa Le Miccine w/ Pool - Bello Fresco Unit for 2
Upon our arrival, we felt like family, Paula and the team welcomed us very well and the accommodation was very comfortable. Our stay was very pleasant, Arianne introduced us to the vineyard and the wines of Le Miccine in a very friendly way. I highly recommend going there for an unforgettable experience in Tuscany in the Chianti Classico region!

Villa Capanna, Private Pool, Breathtaking Views
We had a fabulous stay at the Villa. Laura was so responsive and handled all our needs. She pre booked all our events and was there to greet us when we arrived. We loved the views and kids enjoyed the pool. The wine tasting on property is a must and we thoroughly enjoyed the dinner they prepared for us at the villa. I highly recommend this beautiful spot. Sitting in the patio overlooking the Tuscan countryside was one of the highlights of our vacation. Thanks to Alessandro and his team. We hope to visit again someday!
Quick stats about holiday rentals that are family-friendly in Asciano
Total rentals
430 properties
Nightly prices starting at
₹3,455 before taxes and fees
Total number of reviews
6.6K reviews
Pet-friendly rentals
220 properties allow pets
Rentals with a pool
320 properties have a pool
Rentals with dedicated workspaces
120 properties have a dedicated workspace
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Lake Bolsena
- Basilica of Santa Maria Novella
- 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
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Cala Di Forno