Family-friendly holiday 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.
Holiday 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
28 Sep – 5 Oct
Home in Siena
4.96 out of 5 average rating, 121 reviewsDomus Nannini - Loggia Salimbeni SPA
6–13 Feb
Flat in Sassetta
4.94 out of 5 average rating, 148 reviewsApartment Veronica - Tuscany Charme
23–30 Sep
Home in Catabbio
4.88 out of 5 average rating, 130 reviewsCountry house La Meria
12–19 Oct
Farm stay in Gaiole in Chianti
4.94 out of 5 average rating, 201 reviewsIl Piccolo Nido alla Pieve Marsina
13–20 Aug
Apartment in Casole d'Elsa
4.93 out of 5 average rating, 124 reviewsLa Casetta
15–22 Dec
Flat in San Quirico d'Orcia
4.78 out of 5 average rating, 174 reviewsStudio apartment (2+1) in Val d 'Orcia - Tuscany
12–19 Dec
Flat in Campo nell'Elba
4.89 out of 5 average rating, 175 reviewsRelax in the countryside near the sea
18–25 Oct
Family- and pet-friendly home rentals
Apartment in Asciano
4.95 out of 5 average rating, 243 reviewsYellow Romantic apartment in the Sienese crete
14–21 Dec
Home in Montalcino
4.98 out of 5 average rating, 136 reviewsPanoramic nest in Montalcino
28 Mar – 4 Apr
Farm stay in Simignano
4.83 out of 5 average rating, 109 reviewsCasa al Gianni - Hut
12–19 Jan
Farm stay in Castiglione d'Orcia
4.89 out of 5 average rating, 202 reviewsagriturismo il Poduccio studio
12–19 Oct
Farm stay in Roccatederighi
4.92 out of 5 average rating, 110 reviewsHoliday in antique farm, Belvedere
14–21 Apr
Farm stay in Castelnuovo Berardenga
4.92 out of 5 average rating, 219 reviewsApartment in Tuscan farm house.
18–25 Nov
Flat in Porto Santo Stefano
4.88 out of 5 average rating, 685 reviewsHOUSE WITH SEA VIEW: KEY DELIVERY OR SELF CHECK IN
30 Mar – 6 Apr
Flat in Piombino
4.87 out of 5 average rating, 127 reviewsVista Meraviglia
13–20 Oct
Family-friendly home rentals with a pool
Farm stay in Murlo
4.99 out of 5 average rating, 136 reviewsCountry house near Siena
1–8 Nov
Flat in Montalcino
4.89 out of 5 average rating, 323 reviewsPanoramic Country Suite Montalcino
13–20 Apr
Holiday home in Casole d'Elsa (SI)
4.92 out of 5 average rating, 175 reviewsOff the beaten path Tuscan Farmhouse, great views
15–22 Nov
Home in Localita' Pievescola
4.93 out of 5 average rating, 147 reviewsAntico Borgo Ripostena – no. 8 Casa Vecchia
7–14 Apr
Home in Rietine
4.85 out of 5 average rating, 185 reviewsGaiole in Chianti Poggio Casabianca
11–18 Oct
Villa in Siena
4.88 out of 5 average rating, 257 reviewsFascinating Villa Senese with View!
24 Feb – 3 Mar
Home in Lecchi in Chianti
4.97 out of 5 average rating, 114 reviewsCasa di Lyndall - Entire house with exclusive pool
31 Oct – 7 Nov
Flat in Monteriggioni
4.86 out of 5 average rating, 105 reviewsFattoria Lornano Winery- villa ''Trebbiano''
13–20 Nov
Quick stats about holiday 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
2.5T reviews
Nightly prices starting at
₹2,503 before taxes and fees
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