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
Apartment in San Quirico d'Orcia
4.78 out of 5 average rating, 174 reviewsStudio apartment (2+1) in Val d 'Orcia - Tuscany
Apr 8 – 15
Cottage in Castell'azzara
4.98 out of 5 average rating, 111 reviewsYour Private Tuscan Retreat
Nov 17 – 24
Cottage in Radicondoli
4.95 out of 5 average rating, 110 reviewsBeautiful renovated barn in Tuscany
Sep 26 – Oct 3
Condo in Chiusi
4.95 out of 5 average rating, 130 reviewsLa Terrazza su Chiusi - panoramic apartment
Feb 9 – 16
Villa in Castiglion Fiorentino
4.93 out of 5 average rating, 181 reviewsTuscan charm of villa - countryside
Mar 10 – 17
Home in Anghiari
4.99 out of 5 average rating, 197 reviewsCasa Rosmarino Eco-Wellness Country Home
Feb 27 – Mar 6
Farm stay in Figline e Incisa Valdarno
4.91 out of 5 average rating, 424 reviewsFlorence Hills Bioagin
Dec 1 – 8
Home in Siena
4.96 out of 5 average rating, 121 reviewsDomus Nannini - Loggia Salimbeni SPA
Feb 3 – 10
Family- and pet-friendly home rentals
Villa in Ambra
4.98 out of 5 average rating, 108 reviewsChianti Villa in Tuscany near Siena & Arezzo
Mar 27 – Apr 3
Home in Scrofiano
4.97 out of 5 average rating, 116 reviewsJenny's Barn
Oct 1 – 8
Apartment in Caminino
4.92 out of 5 average rating, 130 reviewsPieve di Caminino Historic Farm
Dec 8 – 15
Home in Orvieto
5.0 out of 5 average rating, 181 reviewsVineyards Paradise
Apr 19 – 26
Villa in Castellina in Chianti
4.93 out of 5 average rating, 166 reviewsThe Villino Farmhouse
Apr 3 – 10
Guest suite in Greve in Chianti
4.94 out of 5 average rating, 381 reviewsSelvabella in Chianti B&B. Suite Lo Scricciolo
Oct 13 – 18
Apartment in Montemerano
4.99 out of 5 average rating, 288 reviewsApartment historic Palazzo Carli
Sep 2 – 9
Cottage in Ponte Feccia
4.95 out of 5 average rating, 134 reviewsCountry cottage C&M surrounded by green love Tuscany
Apr 28 – May 5
Family-friendly home rentals with a pool
Home in Asciano - Chiusure - Monte Oliveto Maggiore
4.96 out of 5 average rating, 161 reviewsCountry House in the Crete Senesi
Mar 29 – Apr 5
Villa in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 116 reviewsPODERE GUIDI
Apr 4 – 11
Apartment in Laviano
4.95 out of 5 average rating, 100 reviewsFarmhouse with swimming pool with wonderful view
Oct 18 – 25
Farm stay in Montepulciano
4.96 out of 5 average rating, 137 reviewsSeparate room, between Cortona and Montepulciano
Feb 27 – Mar 6
Cottage in Radicofani
4.84 out of 5 average rating, 111 reviewsCottage "Girasole" in Tuscany
Sep 14 – 21
Home in Certaldo
4.91 out of 5 average rating, 110 reviewsPaluffo Stillo House
Apr 10 – 17
Farm stay in Montepulciano
4.8 out of 5 average rating, 220 reviewsLa Manonera Cottage for 2 people
Mar 27 – Apr 3
Farm stay in Roccatederighi
4.92 out of 5 average rating, 110 reviewsHoliday in antique farm, Belvedere
Oct 29 – Nov 5
Quick stats about vacation rentals that are family-friendly in Montalcino
Total rentals
160 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
90 properties have a pool
Pet-friendly rentals
100 properties allow pets
Total number of reviews
4.1K reviews
Nightly prices starting at
$40 before taxes and fees
Destinations to explore
- Family-friendly rentals Rome
- Family-friendly rentals Italy
- Family-friendly rentals Italy
- Family-friendly rentals Florence
- Family-friendly rentals Tuscany
- Fitness-friendly rentals Montalcino
- Apartment rentals Montalcino
- Rentals with an EV charger Montalcino
- Villa rentals Montalcino
- Farmstay rentals Montalcino
- Monthly Rentals Montalcino
- Luxury rentals Montalcino
- Rentals with a hot tub Montalcino
- Smoking-friendly rentals Montalcino
- Rentals with outdoor seating Montalcino
- House rentals Montalcino
- Rentals with a fireplace Montalcino
- Wheelchair accessible rentals Montalcino
- Vacation home rentals Montalcino
- Rentals with pools Montalcino
- Rentals with a fire pit Montalcino
- Condo rentals Montalcino
- Kid-friendly rentals Montalcino
- Bed and breakfasts Montalcino
- Rentals with a patio Montalcino
- Rentals with a washer and dryer Montalcino
- Pet-friendly rentals Montalcino
- Rentals with breakfast 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