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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.

Guest favorite
Home in Siena
Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.
Jan 3 – 10
$486 per night
4.96 out of 5 average rating, 118 reviews
Guest favorite
Villa in Castellina in Chianti
The Villino Farmhouse
Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area
Oct 23 – 30
$516 per night
4.93 out of 5 average rating, 164 reviews
Guest favorite
Cottage in Geggiano
Villa di Geggiano - Guesthouse
The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.
Feb 16 – 23
$439 per night
4.99 out of 5 average rating, 101 reviews

Popular amenities for Siena family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Farm stay in Gaiole in Chianti
Il Piccolo Nido alla Pieve Marsina
Aug 25 – Sep 1
$335 per night
4.93 out of 5 average rating, 191 reviews
Guest favorite
Cottage in Radicondoli
Beautiful renovated barn in Tuscany
Jan 15 – 22
$141 per night
4.94 out of 5 average rating, 105 reviews
Guest favorite
Condo in Casole d'Elsa
La Casetta
Jan 11 – 18
$127 per night
4.93 out of 5 average rating, 121 reviews
Guest favorite
Apartment in Florence
Romantic Flat with Tuscan Charm in the Oltrarno Quarter
Aug 21 – 28
$227 per night
4.99 out of 5 average rating, 333 reviews
Guest favorite
Villa in Capannori
La Dimora Dei Conti: Indulge in Country Farmhous
Jul 9 – 16
$195 per night
4.91 out of 5 average rating, 169 reviews
Guest favorite
Home in Terranuova Bracciolini
Villa Lolù with private heated swimming-pool
Aug 21 – 28
$692 per night
4.96 out of 5 average rating, 103 reviews
Guest favorite
Cottage in San Casciano in Val di pesa
Il Fienile, Cottage in the country with Jacuzzi
Nov 29 – Dec 6
$146 per night
4.94 out of 5 average rating, 111 reviews
Guest favorite
Farm stay in Figline e Incisa Valdarno
Florence Hills Bioagin
Jun 25 – Jul 2
$127 per night
4.91 out of 5 average rating, 414 reviews
Guest favorite
Apartment in San Quirico d'Orcia
Studio apartment (2+1) in Val d 'Orcia - Tuscany
Oct 7 – 14
$98 per night
4.78 out of 5 average rating, 172 reviews
Superhost
Home in Gaiole In Chianti
Charming estate with views
Jan 24 – 31
$146 per night
4.85 out of 5 average rating, 215 reviews
Guest favorite
Apartment in Sassetta
Apartment Veronica - Tuscany Charme
May 25 – Jun 1
$183 per night
4.94 out of 5 average rating, 148 reviews
Guest favorite
Condo in Florence
What a view in Florence heart!
Dec 10 – 17
$341 per night
4.97 out of 5 average rating, 396 reviews

Family- and pet-friendly home rentals

Superhost
Home in Siena
Little heaven on the hills
Jan 12 – 19
$54 per night
4.79 out of 5 average rating, 729 reviews
Guest favorite
Apartment in Siena
Apartment near the Tower
Mar 8 – 15
$105 per night
4.97 out of 5 average rating, 346 reviews
Guest favorite
Farm stay in Castelnuovo Berardenga
Apartment in Tuscan farm house.
Dec 16 – 23
$137 per night
4.92 out of 5 average rating, 209 reviews
Guest favorite
Apartment in Asciano
Podere Le Splandole - Crete Senesi
Jan 7 – 14
$96 per night
4.89 out of 5 average rating, 269 reviews
Guest favorite
Villa in Ambra
Chianti Villa in Tuscany near Siena & Arezzo
Apr 11 – 18
$813 per night
4.98 out of 5 average rating, 106 reviews
Guest favorite
Villa in Tavarnelle Val di Pesa
PODERE GUIDI
Nov 4 – 11
$434 per night
4.92 out of 5 average rating, 113 reviews
Guest favorite
Farm stay in Simignano
Casa al Gianni - Fico
Dec 9 – 16
$132 per night
4.92 out of 5 average rating, 124 reviews
Guest favorite
Home in Certaldo
Paluffo Stillo House
Apr 16 – 23
$439 per night
4.9 out of 5 average rating, 105 reviews
Guest favorite
Home in Castelnuovo dell'Abate
La Casetta di Brunello,very panoramic with terrace
Oct 26 – Nov 2
$168 per night
4.92 out of 5 average rating, 230 reviews
Guest favorite
Condo in Asciano
Yellow Romantic apartment in the Sienese crete
Oct 12 – 19
$70 per night
4.96 out of 5 average rating, 226 reviews
Guest favorite
Loft in Siena
Holiday Apartment Stilnuovo, Siena center
Nov 24 – Dec 1
$143 per night
4.91 out of 5 average rating, 319 reviews
Guest favorite
Farm stay in Campiglia D'orcia
Agriturismo Poggio Bicchieri ap. Memoria
Nov 29 – Dec 6
$80 per night
4.91 out of 5 average rating, 311 reviews

Family-friendly home rentals with a pool

Guest favorite
Villa in Siena
Fascinating Villa Senese with View!
Jan 31 – Feb 7
$705 per night
4.9 out of 5 average rating, 252 reviews
Guest favorite
Castle in Ferrano
The Castle of Ferrano - Castle in Tuscany
Oct 23 – 30
$283 per night
4.99 out of 5 average rating, 151 reviews
Superhost
Home in Florence
TREEhouse/casaBARTHEL
Oct 15 – 22
$268 per night
4.89 out of 5 average rating, 711 reviews
Guest favorite
Cottage in Chianni
La Pietruzza - The Private Chalet with a Soul -
Dec 14 – 21
$163 per night
4.98 out of 5 average rating, 116 reviews
Guest favorite
Barn in Panzano In Chianti
Fienile Santa Teresa
Apr 17 – 24
$287 per night
4.97 out of 5 average rating, 120 reviews
Guest favorite
Apartment in Sovicille
Podere La Castellina - N°3 JUNIPER
Oct 27 – Nov 3
$197 per night
4.93 out of 5 average rating, 107 reviews
Guest favorite
Home in Localita' Pievescola
Antico Borgo Ripostena – no. 8 Casa Vecchia
Jun 21 – 28
$279 per night
4.93 out of 5 average rating, 143 reviews
Guest favorite
Cottage in Lucardo
Best view ever & private pool
Dec 31 – Jan 7
$455 per night
4.99 out of 5 average rating, 208 reviews
Guest favorite
Farm stay in Pisa
Closing estate in Tuscany
Dec 28 – Jan 4
$325 per night
4.99 out of 5 average rating, 244 reviews
Guest favorite
Condo in arezzo
Explore Nature in Downtown Chianti Vigneti
Oct 30 – Nov 6
$231 per night
4.97 out of 5 average rating, 197 reviews
Guest favorite
Cottage in San Filippo A Ponzano
Stone House with Exclusive Pool Codilungo in Chianti
Dec 10 – 17
$304 per night
4.98 out of 5 average rating, 169 reviews
Guest favorite
Farm stay in Provincia di Siena
Agriturismo La Villa - Il Castagno, Pool & Garden
Nov 28 – Dec 5
$397 per night
4.99 out of 5 average rating, 139 reviews

Quick stats about vacation rentals that are family-friendly in Siena

Total rentals

520 properties

Rentals with dedicated workspaces

260 properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

220 properties allow pets

Total number of reviews

23K reviews

Nightly prices starting at

$10 before taxes and fees

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Siena
  6. Family-friendly rentals