Family-friendly vacation rentals in Castiglione della Pescaia
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Castiglione della Pescaia
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 Castiglione della Pescaia family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Radicondoli
4.95 out of 5 average rating, 110 reviewsBeautiful renovated barn in Tuscany
Sep 26 – Oct 3
Home in Siena
4.96 out of 5 average rating, 121 reviewsDomus Nannini - Loggia Salimbeni SPA
Mar 10 – 17
Apartment in Sassetta
4.94 out of 5 average rating, 148 reviewsApartment Veronica - Tuscany Charme
Sep 23 – 30
Farm stay in Gaiole in Chianti
4.93 out of 5 average rating, 200 reviewsIl Piccolo Nido alla Pieve Marsina
Aug 13 – 20
Condo in Casole d'Elsa
4.93 out of 5 average rating, 124 reviewsLa Casetta
Dec 15 – 22
Home in Gaiole In Chianti
4.85 out of 5 average rating, 220 reviewsCharming estate with views
Mar 16 – 23
Home in Catabbio
4.88 out of 5 average rating, 130 reviewsCountry house La Meria
Apr 6 – 13
Apartment in San Quirico d'Orcia
4.78 out of 5 average rating, 174 reviewsStudio apartment (2+1) in Val d 'Orcia - Tuscany
Apr 2 – 9
Family- and pet-friendly home rentals
Home in Montalcino
4.98 out of 5 average rating, 136 reviewsPanoramic nest in Montalcino
Dec 1 – 8
Villa in Castellina in Chianti
4.93 out of 5 average rating, 166 reviewsThe Villino Farmhouse
Apr 13 – 20
Farm stay in Roccatederighi
4.92 out of 5 average rating, 110 reviewsHoliday in antique farm, Belvedere
Apr 14 – 21
Farm stay in Castiglione d'Orcia
4.89 out of 5 average rating, 202 reviewsagriturismo il Poduccio studio
Oct 12 – 19
Farm stay in Simignano
4.82 out of 5 average rating, 108 reviewsCasa al Gianni - Hut
Apr 23 – 30
Apartment in San Gimignano
4.89 out of 5 average rating, 133 reviewsApartment Melogranowith great views
Nov 20 – 27
Home in Poggibonsi
4.9 out of 5 average rating, 215 reviewsTuscan Counrtry Detached House. Wi-Fi Free
Mar 22 – 29
Apartment in Piombino
4.87 out of 5 average rating, 127 reviewsVista Meraviglia
Mar 14 – 21
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 -
Apr 5 – 12
Farm stay in Murlo
4.99 out of 5 average rating, 136 reviewsCountry house near Siena
Dec 30 – Jan 6
Apartment in Isola del Giglio
4.78 out of 5 average rating, 185 reviewsVilla le Rocce – App.to Yellow (without kitchen)
Nov 13 – 20
Apartment in Montalcino
4.89 out of 5 average rating, 323 reviewsPanoramic Country Suite Montalcino
Mar 21 – 28
Home in Rietine
4.85 out of 5 average rating, 185 reviewsGaiole in Chianti Poggio Casabianca
Apr 16 – 23
Apartment in San Gimignano
4.86 out of 5 average rating, 190 reviewsRomantic Winery
Jan 4 – 11
Home in Localita' Pievescola
4.93 out of 5 average rating, 147 reviewsAntico Borgo Ripostena – no. 8 Casa Vecchia
Mar 28 – Apr 4
Vacation home in Casole d'Elsa (SI)
4.92 out of 5 average rating, 175 reviewsOff the beaten path Tuscan Farmhouse, great views
Dec 1 – 8
Quick stats about vacation rentals that are family-friendly in Castiglione della Pescaia
Total rentals
270 properties
Wifi availability
140 properties include access to wifi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
150 properties allow pets
Total number of reviews
2.5K reviews
Nightly prices starting at
R564 ZAR 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 Pisa
- Rentals with a patio Castiglione della Pescaia
- Monthly Rentals Castiglione della Pescaia
- Rentals with a washer and dryer Castiglione della Pescaia
- House rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Apartment rentals Castiglione della Pescaia
- Condo rentals Castiglione della Pescaia
- Villa rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Rentals with outdoor seating Castiglione della Pescaia
- Rentals with a fireplace Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Smoking-friendly rentals Castiglione della Pescaia
- Kid-friendly rentals Castiglione della Pescaia
- Family-friendly rentals Province of Grosseto
- 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