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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
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Popular amenities for Province of Siena family-friendly rentals
Family-friendly home rentals with a hot tub
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Villa in Castiglion Fiorentino
4.93 out of 5 average rating, 182 reviewsTuscan charm of villa - countryside
![](https://a0.muscache.com/im/pictures/ed31b696-bf99-4f2a-8e37-165430041c96.jpg?im_w=720)
Condo in Casole d'Elsa
4.93 out of 5 average rating, 128 reviewsLa Casetta
![](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, 228 reviewsCharming estate with views
![](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, 115 reviewsBeautiful renovated barn in Tuscany
![](https://a0.muscache.com/im/pictures/0dc011ad-1a4e-4795-b4bd-b72729225d8a.jpg?im_w=720)
Condo in Chiusi
4.95 out of 5 average rating, 130 reviewsLa Terrazza su Chiusi - panoramic apartment
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Condo in Montevarchi
4.94 out of 5 average rating, 179 reviewsArt-Design Fienile in the heart of Tuscany
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Farm stay in Gaiole in Chianti
4.94 out of 5 average rating, 208 reviewsIl Piccolo Nido alla Pieve Marsina
![](https://a0.muscache.com/im/pictures/12270577/fcc6a97a_original.jpg?im_w=720)
Rental unit in Montepulciano
4.91 out of 5 average rating, 125 reviewsCharming House in Montepulciano
Family- and pet-friendly home rentals
![](https://a0.muscache.com/im/pictures/ae763f61-b71e-40ac-b64f-95f372bae9e8.jpg?im_w=720)
Rental unit in Montepulciano
4.97 out of 5 average rating, 337 reviewsA view from the top
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Home in Castelnuovo dell'Abate
4.91 out of 5 average rating, 251 reviewsLa Casetta di Brunello,very panoramic with terrace
![](https://a0.muscache.com/im/pictures/fda886c1-45e9-4791-83f7-8a95fa2f9764.jpg?im_w=720)
Guest suite in Greve in Chianti
4.94 out of 5 average rating, 391 reviewsSelvabella in Chianti B&B. Lo Scricciolo Suite
![](https://a0.muscache.com/im/pictures/miso/Hosting-13440810/original/80c4c99f-7d3c-41db-9eeb-32d8b3abd5e1.jpeg?im_w=720)
Condo in Asciano
4.97 out of 5 average rating, 191 reviewsCeleste - The Color of the Summer Sky in Tuscany
![](https://a0.muscache.com/im/pictures/miso/Hosting-35677027/original/c60b16ee-0633-40b3-b1a8-838a47b2ad42.jpeg?im_w=720)
Rental unit in Laviano
4.94 out of 5 average rating, 101 reviewsFarmhouse with swimming pool with wonderful view
![](https://a0.muscache.com/im/pictures/13090805/c79800b2_original.jpg?im_w=720)
Villa in Ambra
4.98 out of 5 average rating, 111 reviewsChianti Villa in Tuscany near Siena & Arezzo
![](https://a0.muscache.com/im/pictures/42368687/8c9373ff_original.jpg?im_w=720)
Rental unit in Asciano
4.89 out of 5 average rating, 279 reviewsPodere Le Splandole - Crete Senesi
![](https://a0.muscache.com/im/pictures/miso/Hosting-3954766/original/d57ad4d5-8a09-498f-86f4-9d955750f6dd.jpeg?im_w=720)
Rental unit in Siena
4.8 out of 5 average rating, 240 reviewsNonna Rina House
Family-friendly home rentals with a pool
![](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, 263 reviewsFascinating Villa Senese with View!
![](https://a0.muscache.com/im/pictures/c0bf7102-e966-4341-afde-a31feb4cae7d.jpg?im_w=720)
Cottage in Montagnano
4.93 out of 5 average rating, 119 reviewsCharming cottage in Tuscany
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Condo in San Gimignano
4.95 out of 5 average rating, 112 reviewsAdalberto Apartment inside the Manor of Fulignano
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Villa in Tignano
4.95 out of 5 average rating, 153 reviewsThe best stay in Tuscany Spring
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Farm stay in arezzo
4.98 out of 5 average rating, 200 reviewsExplore Nature in Downtown Chianti Vigneti
![](https://a0.muscache.com/im/pictures/99763825/92c314fc_original.jpg?im_w=720)
Farm stay in San Gimignano
4.88 out of 5 average rating, 177 reviews"Oleandro" Room in San Gimignano
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Cottage in San Filippo A Ponzano
4.98 out of 5 average rating, 175 reviewsStone House with Exclusive Pool Codilungo in Chianti
![](https://a0.muscache.com/im/pictures/49106173/772af727_original.jpg?im_w=720)
Farm stay in Murlo
4.97 out of 5 average rating, 106 reviewsFarmhouse on the hills of Siena
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