![](https://a0.muscache.com/im/pictures/81dca5d6-5a86-49bc-8eca-4a8610a07d27.jpg)
Family-friendly vacation rentals in Montalcino
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Montalcino
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 Montalcino 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, 182 reviewsTuscan charm of villa - countryside
![](https://a0.muscache.com/im/pictures/76ee77f7-42fb-42be-b993-fb7a2c1d158d.jpg?im_w=720)
Cottage in Castell'azzara
4.98 out of 5 average rating, 113 reviewsYour Private Tuscan Retreat
![](https://a0.muscache.com/im/pictures/miso/Hosting-18836864/original/214c1fba-b925-46b4-a89d-9143385dd3c9.jpeg?im_w=720)
Home in Anghiari
4.99 out of 5 average rating, 204 reviewsCasa Rosmarino Eco-Wellness Country Home
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-19049685/original/7f2492ba-03e4-4a26-b587-a471cd48221d.jpeg?im_w=720)
Home in Siena
4.96 out of 5 average rating, 122 reviewsDomus Nannini - Loggia Salimbeni SPA
![](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, 116 reviewsBeautiful renovated barn in 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
![](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, 211 reviewsIl Piccolo Nido alla Pieve Marsina
![](https://a0.muscache.com/im/pictures/13783708/b0f44b6d_original.jpg?im_w=720)
Farm stay in Figline e Incisa Valdarno
4.9 out of 5 average rating, 433 reviewsFlorence Hills Bioagin
Family- and pet-friendly home rentals
![](https://a0.muscache.com/im/pictures/airflow/Hosting-21456772/original/74ffac4d-a5d6-45ad-a633-728d38f40097.jpg?im_w=720)
Home in Orvieto
5 out of 5 average rating, 192 reviewsVineyards Paradise
![](https://a0.muscache.com/im/pictures/miso/Hosting-5832175/original/4fb748b9-41a6-474b-9eac-b2416212d331.jpeg?im_w=720)
Rental unit in Caminino
4.92 out of 5 average rating, 141 reviewsPieve di Caminino Historic Farm
![](https://a0.muscache.com/im/pictures/89a0a7e4-103c-42f1-acc0-9276eba5945d.jpg?im_w=720)
Cottage in Lucardo
4.99 out of 5 average rating, 226 reviewsBest view ever & private pool
![](https://a0.muscache.com/im/pictures/88376996/40396a53_original.jpg?im_w=720)
Home in Montepulciano
4.98 out of 5 average rating, 299 reviewsResidence In Search of Author
![](https://a0.muscache.com/im/pictures/miso/Hosting-317325/original/7b21a6ca-183c-4975-aae1-ad445d64d064.jpeg?im_w=720)
Villa in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 121 reviewsPODERE GUIDI
![](https://a0.muscache.com/im/pictures/693aaaf2-2262-4062-a2bd-357d0652b603.jpg?im_w=720)
Villa in Castellina in Chianti
4.93 out of 5 average rating, 178 reviewsThe Villino Farmhouse
![](https://a0.muscache.com/im/pictures/491fe2f1-8fd4-4212-bd2e-0c89b4ec62c7.jpg?im_w=720)
Farm stay in Castiglione d'Orcia
4.89 out of 5 average rating, 205 reviewsagriturismo il Poduccio studio
![](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, 202 reviewsExplore Nature in Downtown Chianti Vigneti
Family-friendly home rentals with a pool
![](https://a0.muscache.com/im/pictures/4e1737f9-d23b-4c56-9f69-a3415647cfab.jpg?im_w=720)
Cottage in Chianni
4.98 out of 5 average rating, 127 reviewsLa Pietruzza - The Private Chalet with a Soul -
![](https://a0.muscache.com/im/pictures/miso/Hosting-9552622/original/85ce97ad-123f-4a5b-9ada-5531e2f24593.jpeg?im_w=720)
Home in Foiano della Chiana
4.92 out of 5 average rating, 117 reviewsConca d'Oro house sleeps 4
![](https://a0.muscache.com/im/pictures/56571345/70958b75_original.jpg?im_w=720)
Farm stay in Pisa
4.99 out of 5 average rating, 260 reviewsClosing estate in Tuscany
![](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
![](https://a0.muscache.com/im/pictures/bfb2b1fe-2c60-49ed-963f-3bab43304d3b.jpg?im_w=720)
Villa in Tignano
4.95 out of 5 average rating, 155 reviewsThe best stay in Tuscany Spring
![](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, 115 reviewsVilla Poggio a Mandria in Chianti
![](https://a0.muscache.com/im/pictures/miso/Hosting-11812822/original/1bb80748-f69f-463e-a619-aa9c63aa5f96.jpeg?im_w=720)
Rental unit in Castiglione del Lago
4.9 out of 5 average rating, 122 reviewsUlivo - Charming apartment in the countryside
![](https://a0.muscache.com/im/pictures/miso/Hosting-11839474/original/690d022f-738e-4b07-8b46-21aeb88ef673.jpeg?im_w=720)
Cottage in San Filippo A Ponzano
4.98 out of 5 average rating, 175 reviewsStone House with Exclusive Pool Codilungo in Chianti
Quick stats about vacation rentals that are family-friendly in Montalcino
Total rentals
160 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
4.1K reviews
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
- Family-friendly rentals Rome
- Family-friendly rentals Italy
- Family-friendly rentals Italy
- Family-friendly rentals Florence
- Family-friendly rentals Tuscany
- Bed and breakfasts Montalcino
- Rentals with a hot tub Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Rentals with outdoor seating Montalcino
- Luxury rentals Montalcino
- Rentals with an EV charger Montalcino
- Rentals with a fireplace Montalcino
- Apartment rentals Montalcino
- Monthly Rentals Montalcino
- Fitness-friendly rentals Montalcino
- Farmstay rentals Montalcino
- House rentals Montalcino
- Smoking-friendly rentals Montalcino
- Rentals with breakfast Montalcino
- Condo rentals Montalcino
- Rentals with a fire pit Montalcino
- Rentals with a patio Montalcino
- Vacation home rentals Montalcino
- Rentals with pools Montalcino
- Rentals with a washer and dryer Montalcino
- Kid-friendly rentals Montalcino
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes