![](https://a0.muscache.com/im/pictures/4ac2fa8a-7fe5-47e5-beb3-3df2823f2734.jpg)
Family-friendly holiday rentals in Province of Siena
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Province of Siena
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Province of Siena family-friendly rentals
Family-friendly home rentals with a hot tub
![](https://a0.muscache.com/im/pictures/d4096136-03fa-4571-9f8e-cf893c150ff9.jpg?im_w=720)
Villa in Castiglion Fiorentino
4.93 out of 5 average rating, 183 reviewsTuscan charm of villa - countryside
![](https://a0.muscache.com/im/pictures/e3ffc5d8-bda7-4a4a-bb35-31d37c14fc20.jpg?im_w=720)
Farm stay in Gaiole in Chianti
4.93 out of 5 average rating, 214 reviewsIl Piccolo Nido alla Pieve Marsina
![](https://a0.muscache.com/im/pictures/miso/Hosting-1880405/original/16d6a758-8848-4b83-891d-0aae1acb9cd3.jpeg?im_w=720)
Home in Gaiole In Chianti
4.85 out of 5 average rating, 234 reviewsCharming estate with views
![](https://a0.muscache.com/im/pictures/9d3ade4e-eef3-441a-bdd4-72a1523fdfc1.jpg?im_w=720)
Villa in Montepulciano
4.89 out of 5 average rating, 101 reviewsVilla in Montepulciano with Pool
![](https://a0.muscache.com/im/pictures/e176a560-e3c1-4230-ace8-5b3bfca30a69.jpg?im_w=720)
Cottage in Radicondoli
4.93 out of 5 average rating, 118 reviewsBeautiful renovated barn in Tuscany
![](https://a0.muscache.com/im/pictures/a9220a00-1dbf-4d80-90ea-1d82e7aa899d.jpg?im_w=720)
Rental unit in Siena
4.9 out of 5 average rating, 113 reviewsVilla 'Colombaiolo di Marciano' ,28
![](https://a0.muscache.com/im/pictures/miso/Hosting-99843/original/c58df3b6-0a7c-4789-828a-9742946226ea.jpeg?im_w=720)
Condo in Montevarchi
4.94 out of 5 average rating, 182 reviewsArt-Design Fienile in the heart of Tuscany
![](https://a0.muscache.com/im/pictures/539c5854-a3a8-4985-b97b-94de3289f29a.jpg?im_w=720)
Serviced apartment in San Quirico d'Orcia
4.78 out of 5 average rating, 181 reviewsStudio apartment (2+1) in Val d 'Orcia - Tuscany
Family- and pet-friendly home rentals
![](https://a0.muscache.com/im/pictures/ee016108-d48c-478c-b0a9-e34d3eaf5843.jpg?im_w=720)
Farm stay in Seggiano
4.99 out of 5 average rating, 209 reviewsTerra Delle Sidhe, Seggiano, Tuscany
![](https://a0.muscache.com/im/pictures/airflow/Hosting-2297675/original/1940755b-ba52-4fd7-9702-593ae8ab4548.jpg?im_w=720)
Farm stay in arezzo
4.98 out of 5 average rating, 205 reviewsExplore nature in the center of Vigneti Chianti
![](https://a0.muscache.com/im/pictures/miso/Hosting-10453897/original/4a1b428c-5a03-4cdb-a78b-8c9946faa2cd.jpeg?im_w=720)
Home in Monteroni D'arbia
4.87 out of 5 average rating, 173 reviewsLa Torre di Corsanello
![](https://a0.muscache.com/im/pictures/eef760e4-cb13-4645-986b-b53b66c4ea8b.jpg?im_w=720)
Condo in San Gimignano
4.95 out of 5 average rating, 115 reviewsAdalberto Apartment inside the Manor of Fulignano
![](https://a0.muscache.com/im/pictures/98c04136-ed24-4d68-826e-d5525d065b88.jpg?im_w=720)
Cottage in Ponte Feccia
4.95 out of 5 average rating, 140 reviewsCountry cottage C&M surrounded by green love Tuscany
![](https://a0.muscache.com/im/pictures/bc8b0948-cd7f-4565-adb1-5ef3b3f21831.jpg?im_w=720)
Condo in Siena
4.84 out of 5 average rating, 217 reviewsEmilio's home
![](https://a0.muscache.com/im/pictures/110725969/de03479e_original.jpg?im_w=720)
Farm stay in Greve in Chianti
4.86 out of 5 average rating, 181 reviewsLa Capanna delle Bartaline
![](https://a0.muscache.com/im/pictures/386c336e-21b1-45fc-a0ea-e96da7250992.jpg?im_w=720)
Loft in Siena
4.91 out of 5 average rating, 331 reviewsHoliday Apartment Stilnuovo, Siena center
Family-friendly home rentals with a pool
![](https://a0.muscache.com/im/pictures/bfb2b1fe-2c60-49ed-963f-3bab43304d3b.jpg?im_w=720)
Villa in Tignano
4.96 out of 5 average rating, 160 reviewsThe best stay in Tuscany Spring
![](https://a0.muscache.com/im/pictures/miso/Hosting-5254492/original/a349632c-69e9-4afa-8f1e-258d30a97764.jpeg?im_w=720)
Farm stay in Castelnuovo dei Sabbioni
4.92 out of 5 average rating, 314 reviewsChianti La Pruneta, Raffaello Apartment
![](https://a0.muscache.com/im/pictures/miso/Hosting-2594975/original/e9a74eb9-2c85-40e7-8b5a-7fcd969f0a3d.jpeg?im_w=720)
Villa in Siena
4.89 out of 5 average rating, 265 reviewsFascinating Villa Senese with View!
![](https://a0.muscache.com/im/pictures/airflow/Hosting-4166991/original/3c32da76-20d4-4766-86b7-b7dd59c8ea41.jpg?im_w=720)
Farm stay in Murlo
4.99 out of 5 average rating, 145 reviewsCountry house near Siena
![](https://a0.muscache.com/im/pictures/miso/Hosting-2065759/original/e8ee7fd9-a6cf-4aa2-ba59-7307a985a89c.jpeg?im_w=720)
Rental unit in San Donato In Poggio
4.97 out of 5 average rating, 109 reviewsChianti Penthouse with panoramic View & Pool
![](https://a0.muscache.com/im/pictures/2acf5549-8c03-43dd-ae6f-22b3c3abe8f3.jpg?im_w=720)
Cottage in Chiusi
4.84 out of 5 average rating, 161 reviewsMelogranino Farmhouse
![](https://a0.muscache.com/im/pictures/miso/Hosting-272439/original/4df0c734-bfc3-4f48-ac60-50d17b74bb9f.jpeg?im_w=720)
Villa in Cavriglia, Arezzo
4.99 out of 5 average rating, 118 reviewsVilla Poggio a Mandria in Chianti
![](https://a0.muscache.com/im/pictures/1b82d1a5-bdf5-4de0-b9f0-7522a0b65920.jpg?im_w=720)
Rental unit in Barberino Val D'elsa
4.99 out of 5 average rating, 102 reviewsApartment in Chianti at Mulino dell 'Argenna
Destinations to explore
- Family-friendly rentals Italy
- Family-friendly rentals Florence
- Family-friendly rentals Tuscany
- Family-friendly rentals Tuscany
- Family-friendly rentals Bologna
- Barn rentals Province of Siena
- Townhouse rentals Province of Siena
- Rentals with an EV charger Province of Siena
- Villa rentals Province of Siena
- Rentals with pools Province of Siena
- Smoking-friendly rentals Province of Siena
- Rentals with breakfast Province of Siena
- Rentals with outdoor seating Province of Siena
- Apartment rentals Province of Siena
- Castle rentals Province of Siena
- Condo rentals Province of Siena
- Tiny house rentals Province of Siena
- Boutique hotel rentals Province of Siena
- Fitness-friendly rentals Province of Siena
- Monthly Rentals Province of Siena
- Holiday home rentals Province of Siena
- Tent rentals Province of Siena
- Pet-friendly rentals Province of Siena
- Waterfront rentals Province of Siena
- Cottage rentals Province of Siena
- Rentals with a fireplace Province of Siena
- Rentals with an accessible height bed Province of Siena
- Luxury rentals Province of Siena
- Guesthouse rentals Province of Siena
- Hotel rentals Province of Siena
- Bed and breakfasts Province of Siena
- Rentals with a hot tub Province of Siena
- Rentals with a washing machine and dryer Province of Siena
- Farmstay rentals Province of Siena
- Rentals with a sauna Province of Siena
- Nature eco lodge rentals Province of Siena
- House rentals Province of Siena
- Rentals with a balcony Province of Siena
- Loft rentals Province of Siena
- Private suite rentals Province of Siena
- Rentals with a patio Province of Siena
- Rentals with a fire pit Province of Siena
- Rentals with lake access Province of Siena
- Serviced apartment rentals Province of Siena
- Kid-friendly rentals Province of Siena
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom