Family-friendly holiday rentals in Siena
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in 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 Siena family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Radicondoli
4.95 out of 5 average rating, 110 reviewsBeautiful renovated barn in Tuscany
1 – 8 Nov
Home in Anghiari
4.99 out of 5 average rating, 196 reviewsCasa Rosmarino Eco-Wellness Country Home
15 – 22 Nov
Condo in Casole d'Elsa
4.93 out of 5 average rating, 124 reviewsLa Casetta
15 – 22 Dec
Farm stay in Figline e Incisa Valdarno
4.91 out of 5 average rating, 424 reviewsFlorence Hills Bioagin
11 – 18 Mar
Villa in Castiglion Fiorentino
4.93 out of 5 average rating, 181 reviewsTuscan charm of villa - countryside
4 – 11 Mar
Farm stay in Gaiole in Chianti
4.94 out of 5 average rating, 201 reviewsIl Piccolo Nido alla Pieve Marsina
15 – 22 Aug
Condo in Montevarchi
4.94 out of 5 average rating, 176 reviewsArt-Design Fienile in the heart of Tuscany
6 – 13 July
Apartment in Florence
4.99 out of 5 average rating, 343 reviewsRomantic Flat with Tuscan Charm in the Oltrarno Quarter
19 – 26 Nov
Family- and pet-friendly home rentals
Home in Castelnuovo dell'Abate
4.91 out of 5 average rating, 238 reviewsLa Casetta di Brunello,very panoramic with terrace
14 – 21 Feb
Home in Siena
4.79 out of 5 average rating, 742 reviewsLittle heaven on the hills
18 – 25 Jan
Loft in Siena
4.91 out of 5 average rating, 322 reviewsHoliday Apartment Stilnuovo, Siena center
16 – 23 Nov
Apartment in Asciano
4.89 out of 5 average rating, 274 reviewsPodere Le Splandole - Crete Senesi
13 – 20 Jan
Apartment in Siena
4.8 out of 5 average rating, 234 reviewsNonna Rina House
20 – 27 July
Farm stay in Seggiano
4.98 out of 5 average rating, 194 reviewsTerra Delle Sidhe, Seggiano, Tuscany
9 – 16 Apr
Villa in Castellina in Chianti
4.93 out of 5 average rating, 166 reviewsThe Villino Farmhouse
13 – 20 Apr
Home in Cerreto Guidi
4.95 out of 5 average rating, 414 reviewsCasa del Giardino
8 – 15 Feb
Family-friendly home rentals with a pool
Cottage in Chianni
4.98 out of 5 average rating, 118 reviewsLa Pietruzza - The Private Chalet with a Soul -
28 Dec – 4 Jan
Castle in Ferrano
4.99 out of 5 average rating, 162 reviewsThe Castle of Ferrano - Castle in Tuscany
5 – 12 Apr
Villa in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 116 reviewsPODERE GUIDI
3 – 10 Oct
Farm stay in Murlo
4.99 out of 5 average rating, 136 reviewsCountry house near Siena
1 – 8 Nov
Cottage in Lucardo
4.99 out of 5 average rating, 216 reviewsBest view ever & private pool
18 – 25 Apr
Condo in San Gimignano
4.95 out of 5 average rating, 110 reviewsAdalberto Apartment inside the Manor of Fulignano
19 – 26 Oct
Apartment in Laviano
4.95 out of 5 average rating, 100 reviewsFarmhouse with swimming pool with wonderful view
17 – 24 Oct
Villa in Siena
4.88 out of 5 average rating, 257 reviewsFascinating Villa Senese with View!
29 Apr – 6 May
Quick stats about holiday rentals that are family-friendly in Siena
Total rentals
530 properties
Rentals with dedicated workspaces
270 properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
220 properties allow pets
Total number of reviews
22K reviews
Nightly prices starting at
$15 AUD before taxes and fees
Destinations to explore
- Florence Holiday rentals
- Pisa Accommodation & holiday rentals
- Lucca Accommodation & holiday rentals
- Elba Accommodation & holiday rentals
- Rimini Accommodation & holiday rentals
- Bologna Holiday rentals
- La Spezia Holiday rentals
- Cinque Terre Holiday rentals
- Rome Accommodation & holiday rentals
- Portofino Holiday rentals
- Genoa Accommodation & holiday rentals
- Padua Accommodation & holiday rentals
- Family-friendly rentals Italy
- Family-friendly rentals Florence
- Family-friendly rentals Tuscany
- Family-friendly rentals Tuscany
- Family-friendly rentals Bologna
- Rentals with a hot tub Siena
- Serviced apartment rentals Siena
- Apartment rentals Siena
- Villa rentals Siena
- Rentals with breakfast Siena
- Pet-friendly rentals Siena
- Rentals with a washing machine and dryer Siena
- Rentals with pools Siena
- Smoking-friendly rentals Siena
- House rentals Siena
- Fitness-friendly rentals Siena
- Bed and breakfasts Siena
- Holiday home rentals Siena
- Boutique hotel rentals Siena
- Rentals with an EV charger Siena
- Kid-friendly rentals Siena
- Condo rentals Siena
- Rentals with a fireplace Siena
- Rentals with outdoor seating Siena
- Rentals with a patio Siena
- Monthly Rentals Siena
- Rentals with a fire pit Siena
- Family-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