Family-friendly vacation rentals in Monticiano
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Monticiano
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 Monticiano family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Castell'azzara
4.98 out of 5 average rating, 111 reviewsYour Private Tuscan Retreat
Apr 6 – 13
Farm stay in Figline e Incisa Valdarno
4.91 out of 5 average rating, 424 reviewsFlorence Hills Bioagin
Apr 22 – 29
Home in Anghiari
4.99 out of 5 average rating, 196 reviewsCasa Rosmarino Eco-Wellness Country Home
Nov 15 – 22
Home in Siena
4.96 out of 5 average rating, 121 reviewsDomus Nannini - Loggia Salimbeni SPA
Jan 31 – Feb 7
Villa in Castiglion Fiorentino
4.93 out of 5 average rating, 181 reviewsTuscan charm of villa - countryside
Mar 4 – 11
Farm stay in Gaiole in Chianti
4.94 out of 5 average rating, 201 reviewsIl Piccolo Nido alla Pieve Marsina
Aug 15 – 22
Condo in Casole d'Elsa
4.93 out of 5 average rating, 124 reviewsLa Casetta
Dec 15 – 22
Condo in Chiusi
4.95 out of 5 average rating, 129 reviewsLa Terrazza su Chiusi - panoramic apartment
Jul 23 – 30
Family- and pet-friendly home rentals
Apartment in Ville di Corsano
4.94 out of 5 average rating, 147 reviewsTorre di Sant'Ansano Siena, Tuscany
Jan 14 – 21
Farm stay in Roccatederighi
4.92 out of 5 average rating, 110 reviewsHoliday in antique farm, Belvedere
Oct 26 – Nov 2
Farm stay in Simignano
4.83 out of 5 average rating, 109 reviewsCasa al Gianni - Hut
Oct 19 – 26
Villa in Castellina in Chianti
4.93 out of 5 average rating, 166 reviewsThe Villino Farmhouse
Apr 13 – 20
Home in Montalcino
4.98 out of 5 average rating, 136 reviewsPanoramic nest in Montalcino
Jul 17 – 24
Cottage in Pari
4.96 out of 5 average rating, 140 reviewsAffittacamere La Casa del Frantoiano -Pari-
Jul 20 – 27
Farm stay in Pari
4.83 out of 5 average rating, 223 reviewslo Studiolo between Siena and Grosseto
Sep 23 – 30
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
Family-friendly home rentals with a pool
Cottage in Chianni
4.98 out of 5 average rating, 118 reviewsLa Pietruzza - The Private Chalet with a Soul -
Dec 28 – Jan 4
Cottage in Lucardo
4.99 out of 5 average rating, 216 reviewsBest view ever & private pool
Apr 18 – 25
Home in Certaldo
4.91 out of 5 average rating, 110 reviewsPaluffo Stillo House
Apr 21 – 28
Farm stay in Pisa
4.99 out of 5 average rating, 249 reviewsClosing estate in Tuscany
Oct 26 – Nov 2
Farm stay in Provincia di Siena
4.99 out of 5 average rating, 148 reviewsAgriturismo La Villa - Il Castagno, Pool & Garden
Oct 31 – Nov 7
Apartment in Laviano
4.95 out of 5 average rating, 100 reviewsFarmhouse with swimming pool with wonderful view
Oct 11 – 18
Villa in Siena
4.88 out of 5 average rating, 257 reviewsFascinating Villa Senese with View!
Dec 6 – 13
Condo in San Gimignano
4.95 out of 5 average rating, 110 reviewsAdalberto Apartment inside the Manor of Fulignano
Oct 19 – 26
Quick stats about vacation rentals that are family-friendly in Monticiano
Total rentals
60 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
40 properties allow pets
Total number of reviews
670 reviews
Nightly prices starting at
$30 before taxes and fees
Destinations to explore
- Family-friendly rentals Italy
- Family-friendly rentals Florence
- Family-friendly rentals Tuscany
- Family-friendly rentals Tuscany
- Family-friendly rentals Bologna
- Family-friendly rentals Province of Siena
- Monthly Rentals Monticiano
- Pet-friendly rentals Monticiano
- Rentals with pools Monticiano
- Rentals with a washer and dryer Monticiano
- Villa rentals Monticiano
- Rentals with outdoor seating Monticiano
- Smoking-friendly rentals Monticiano
- Rentals with a patio Monticiano
- Apartment rentals Monticiano
- House rentals Monticiano
- Rentals with a fireplace Monticiano
- 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