Family-friendly vacation 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.
Vacation 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
Home in Monsummano Terme
4.98 out of 5 average rating, 106 reviewsHoliday House "The Seasons of Bacchus"
Loft in Reggello
4.89 out of 5 average rating, 131 reviewsCASA AL BOSCO 1
Home in Gaiole In Chianti
4.86 out of 5 average rating, 246 reviewsCharming estate with views
Villa in San Casciano in Val di Pesa
4.94 out of 5 average rating, 158 reviewsThe Vichiaccio Villa with Jacuzzi in Chianti
Cottage in Geggiano
4.99 out of 5 average rating, 121 reviewsVilla di Geggiano - Guesthouse
Cottage in Castell'azzara
4.98 out of 5 average rating, 125 reviewsYour Private Tuscan Retreat
Rental unit in Asciano
4.84 out of 5 average rating, 121 reviewsApartment RASPBERRY in Podere di Sant'Antonio
Condo in Cortona
4.81 out of 5 average rating, 52 reviewsTuscany Seen in a Fabulouse House
Family- and pet-friendly home rentals
Guest suite in Centro Storico
4.94 out of 5 average rating, 161 reviewsA stone's throw from downtown and away from the chaos
Home in Staggia
4.87 out of 5 average rating, 39 reviewsHoliday in the Chianti Senese
Rental unit in San Miniato
5 out of 5 average rating, 3 reviewsLarge apartment recently renewed
Condo in Cortona
4.97 out of 5 average rating, 119 reviewsCasa Clara Cortona i
Serviced apartment in Volterra
5 out of 5 average rating, 4 reviewsAPARTMENTS 3 people+ 4 people
Home in Subbiano
4.99 out of 5 average rating, 78 reviewsRomantic cosy flat - Toscana Italy
Farm stay in Montepulciano
4.82 out of 5 average rating, 114 reviewsLa Manonera Farmhouse "La Casa Rosa for families"
Condo in Asciano
5 out of 5 average rating, 161 reviewsPink as the sunset sky
Family-friendly home rentals with a pool
Rental unit in Gaiole In Chianti
4.76 out of 5 average rating, 21 reviewsIdyllic with shared pool in the heart of Chianti
Rental unit in Montespertoli
4.89 out of 5 average rating, 9 reviews12/14 pers,WiFi,Sw-pool,catering
Villa in Petrignano
4.98 out of 5 average rating, 51 reviewsRestored Farmhouse & Cottage with AC, Pool & WIFI
Home in Perugia
4.91 out of 5 average rating, 34 reviewsProperty for exclusive use!! Pool, olive grove, relaxation!
Home in Lecchi in Chianti
4.96 out of 5 average rating, 135 reviewsCasa di Lyndall - Entire house with exclusive pool
Rental unit in La Felce
4.98 out of 5 average rating, 107 reviewsLa Felce Country House
Farm stay in Pienza
4.93 out of 5 average rating, 167 reviewsAgriturismo Palazzi del Papa Val d 'Orcia Pienza
Rental unit in Capannori
4.91 out of 5 average rating, 34 reviewsCasa Colle
Quick stats about vacation rentals that are family-friendly in Siena
Total rentals
560 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
25K reviews
Pet-friendly rentals
220 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
290 properties have a dedicated workspace
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