
Kid-friendly holiday rentals in San Gimignano
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Top-rated kid-friendly rentals in San Gimignano
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Child-friendly house rentals

Old Farmhouse near Panzano Castle Abbacìo
Before arriving, Stephano informed me in detail if we would get lost, and he also carried a heavy carrier. A welcoming wine gift warmed our heart on the table. He also gave us detailed instructions on how to get on the bus to Florence and the bus stop. He wanted to tell us anything. In the old farmhouse, everything is prepared like a house for family, not travelers. I took pictures of the fantastic sunset and scenery. When I go back to Seoul and get tired of my daily life, I think I will reminisce about this picture. And thank you for the gifts, Nicoletta.

StageROOM03 -Chianti Idillic Country living
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.

Antico Borgo Ripostena – n. 9 Oil Mill
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.

Casa del Giardino
My husband and I, plus our French Bulldog, had the pleasure of staying here for just over 3 weeks. Immediately felt like home, and host family had everything to do with that! Highly recommend. stunning views, fabulous location and some of the most gracious people I've ever met.

Casa Al Poggio & Chianti view
Hands down our favorite part of our two weeks in Italy! Casa Al Poggio was our Tuscan home away from home. We went and did all the things… Florence, Cinque Terre, San Gimignano, Montepulciano, etc. But coming “home” to this place was the best. So peaceful and picturesque looking across the valley at the Badia Di Passignano. We cooked many meals in the well stocked kitchen and my husband loved the rustic BBQ. Fresh herbs in the garden and the smell of jasmine blooming on the patio. Book yourself extra time here…you won’t want to leave! Emanuele & Tamara are the kindest people. Take them up on all of their restaurant recommendations. Everyone one was a hit! We can’t wait to go back.

The MOONLIT & SUNNY COTTAGE near Florence
We really enjoyed our stay at Alessandro’s place 🇮🇹✨ The house was clean, nicely decorated and had everything we needed 🏡 The area was peaceful, yet well located to explore the region 🚗 Alessandro was responsive, thoughtful and easy to communicate with 🙌🏼 BEST AIRBNB 5/5 ⭐️⭐️⭐️⭐️⭐️

House for the Coast
We loved our airbnb! Antonella is a top host! She gave us nice tips and was very accessible. The location was very good, we visited many nice cities/towns and Colle di Val d'Elsa is beautiful and has very friendly local residents 🤩😍

Tuscan house: green, relax: amazing view!
Thank you very much for your kindness and for the fantastic family home. Beatrice's recommendations were fantastic (we followed all her recommendations for both San Gimigniano and Piza and Siena) and we felt right at home.
Kid-Friendly apartment rentals

L'orto di Emma - Apartment in the center
Great location! Within walking distance to everything. Federico is a wonderful host 😊

Girasoli apartment with pool in farmhouse
Beautiful rustic stay in the heart of Tuscany. Manuela was very friendly and helpful. The farm at night with the fireflies lighting up the bushes and nightingale singing in the trees was absolutely enchanting.

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.

Villa Mocarello "IL LECCIO"
Best place to stay!!! The charm of property draws you in immediately! A lovely garden, fresh flowers in the apartment, stunning views of San Gimignano. We loved the touches of old Italy everywhere (with the subtle inclusion of modern flair). And the little extras - a beautiful homemade tart welcomed us, as well as fresh fruit, juices, coffee and creamers and a few more fun surprises! Fabio and Alessandra are fabulous hosts - always answering any of our questions and having excellent advice on where to eat and things to do! The location is perfect for day trips to many of the Tuscan and Chianti region towns. And so lovely to come back to the charm of Fabio and Alessandra’s place. Grazie mille!!!

La Fabbrichina
Wonderful place!!! An accommodation that seems to come out of a storybook. Many details that make the comfort and affection of Elba and Fabrizio to their land. From the attention upon arrival, its aromatics for the use of passengers, an impeccable pool and all the garden and children's games. A wonderful way to get to know Tuscany. Despite the language barrier, they were the first to use the google translator. A place to stay for several days

OLIVE TREE APARTMENT - CHIANTI
Very friendly host and the house is clean, spacious and perfect. I highly recommend it

Stuart White Tea Central Panoramic & Garden
My wife, brother-in-law, and I had an incredible time in Montepulciano, and Giacomo’s apartment was the perfect place from where we started out daily adventures, took afternoon naps, and then headed out for fantastic dinners. Giacomo’s apartment was excellent, making it easy to get settled after a long day of travel. Giacomo guided us into the temporary parking spot when we got lost for a few minutes, and was quick to assist with any questions we had during our stay. The restaurant recommendations were all excellent, as well as the other activities he suggested. We will definitely stay here again when we visit Montepulciano!

Biancospino apart, amazing view, pool open fromApr
We love staying at Barbara's place. Its beautiful. Magic happens here. We will come back soon.
Child-Friendly Holiday Condos

Chianti Apartment in 12th Century Tuscan farmhouse
I highly recommend Bryan's place it is extremely beautiful and well maintained with an amazing back drop. Bryan and his family are very welcoming. If you want a taste of Tuscany you need to stay here.

Luxury Medieval Tower - Penthouse
We stayed for 5 night and enjoyed this large, well appointed two story apartment. The place was warm and inviting and was an authentic home to be a unique setting. My family enjoyed the surroundings and there was plenty of restaurants to close from. Be prepared to tackle the 52 steps to the apartment door which my 90 year old mother managed twice a day. Keeps you healthy.

Amaryllis House
All impeccable! Extremely kind and helpful owner: she brought the check-in forward by a few hours and allowed us to stay beyond the check-out time. He welcomed us in front of the apartment, showing us the house and giving us great advice for visiting the area. The house was very clean, the kitchen had everything: utensils, plates, oil, salt, coffee... it had everything! Spacious apartment, large balcony and very welcoming! I will recommend this solution to all those who pass through Poggibonsi!

Old medieval apartment
Leonardo was incredible helpful and an absolute delight. You can tell he is house proud, the place was peaceful and beautiful. I would go back.

DorminColle - Tuscan-style apartment
This place is great, I strongly recommend it. The hosts are also amazing. We stayed while doing a bike trip around Tuscany and the hosts allowed us to store our bikes in their garage.

Apartment with panoramic view in Chianti
What a beautiful place!! We were in love with this amazing Airbnb. What a view! Excellent for our 2 young kids. We would definitely recommend!!

Historic centre - cozy apartment
Helga and Federico’s place was beautiful! Wonderful location. The AC was a bonus! We really enjoyed our stay

Apartment in the historical center
The stay was simply perfect. The apartment was very clean, located in a large, beautiful square, but very quiet, with no noise at all. Paulo was always very quick to respond to any questions, and the welcome from his son was wonderful. The apartment is very charming, and San Gimignano is truly a great gem. The mattresses were very comfortable, and the bed linens were of good quality. It is definitely a place I would love to return to and stay at the same place again, because it was really super pleasant.
Quick stats about holiday rentals that are kid-friendly in San Gimignano
Total rentals
140 properties
Nightly prices starting at
$31 AUD before taxes and fees
Total number of reviews
7K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
90 properties have a pool
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Spiaggia Libera
- Teatro Verdi
- Palazzo Vecchio
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