Family-friendly holiday rentals in San Gimignano
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in San Gimignano
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 San Gimignano 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
Condo in Casole d'Elsa
4.93 out of 5 average rating, 124 reviewsLa Casetta
15–22 Dec
Farm stay in Figline e Incisa Valdarno
4.91 out of 5 average rating, 423 reviewsFlorence Hills Bioagin
4–11 Mar
Home in Siena
4.96 out of 5 average rating, 121 reviewsDomus Nannini - Loggia Salimbeni SPA
6–13 Feb
Villa in Impruneta
5.0 out of 5 average rating, 114 reviewsVILLA HUGE SWIMMING POOL , TENNIS C 7 kM FLORENCE
27 Dec – 3 Jan
Villa in Castiglion Fiorentino
4.93 out of 5 average rating, 181 reviewsTuscan charm of villa - countryside
20–27 Feb
Condo in Morrona
4.96 out of 5 average rating, 112 reviewsCasa Luna-Splendida overlooking the pool and Tuscan nature
13–20 Nov
Farm stay in Gaiole in Chianti
4.94 out of 5 average rating, 201 reviewsIl Piccolo Nido alla Pieve Marsina
13–20 Aug
Family- and pet-friendly home rentals
Farm stay in Campiglia D'orcia
4.91 out of 5 average rating, 329 reviewsAgriturismo Poggio Bicchieri ap. Memoria
5–12 Feb
Home in Certaldo
4.91 out of 5 average rating, 109 reviewsPaluffo Stillo House
22–29 Apr
Villa in Ambra
4.98 out of 5 average rating, 107 reviewsChianti Villa in Tuscany near Siena & Arezzo
8–15 Jan
Villa in Castellina in Chianti
4.93 out of 5 average rating, 166 reviewsThe Villino Farmhouse
31 Oct – 7 Nov
Farm stay in Siena
4.98 out of 5 average rating, 221 reviewsTypical Tuscan Country House WITH A/C
7–14 Aug
Guest suite in Greve in Chianti
4.94 out of 5 average rating, 380 reviewsSelvabella in Chianti B&B. Lo Scricciolo Suite
13–18 Oct
Home in Poggibonsi
4.9 out of 5 average rating, 216 reviewsTuscan Counrtry Detached House. Wi-Fi Free
22–29 Mar
Farm stay in Seggiano
4.98 out of 5 average rating, 194 reviewsTerra Delle Sidhe, Seggiano, Tuscany
12–19 Dec
Family-friendly home rentals with a pool
Apartment in San Gimignano
4.86 out of 5 average rating, 190 reviewsRomantic Winery
16–23 Apr
Farm stay in Lastra a Signa
4.96 out of 5 average rating, 168 reviewsCozy Room in Tuscany
18–25 Oct
Farm stay in San Gimignano
4.82 out of 5 average rating, 206 reviewsApartment FIVE, Farm for 4 adults & 2 kids u12
20–27 Sep
Castle in Ferrano
4.99 out of 5 average rating, 162 reviewsThe Castle of Ferrano - Castle in Tuscany
23–30 Oct
Apartment in Panzano in Chianti (FI)
4.96 out of 5 average rating, 202 reviewsApt. Panzanello-Panzano in Chianti
7–14 Nov
Farm stay in Pisa
4.99 out of 5 average rating, 249 reviewsEstate Closing it in Tuscany
24–31 Mar
Cottage in San Filippo A Ponzano
4.98 out of 5 average rating, 171 reviewsStone House with Exclusive Pool Codilungo in Chianti
17–24 Jan
Bed and breakfast in Pelago
4.92 out of 5 average rating, 202 reviewsDELUXE Tenuta Risalpiano Room
18–25 Oct
Quick stats about holiday rentals that are family-friendly in San Gimignano
Total rentals
500 properties
Rentals with dedicated workspaces
160 properties have a dedicated workspace
Rentals with a pool
330 properties have a pool
Pet-friendly rentals
220 properties allow pets
Total number of reviews
10K reviews
Nightly prices starting at
$67 NZD 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
- Bed and breakfasts San Gimignano
- Monthly Rentals San Gimignano
- Villa rentals San Gimignano
- Fitness-friendly rentals San Gimignano
- Farmstay rentals San Gimignano
- House rentals San Gimignano
- Rentals with a fireplace San Gimignano
- Pet-friendly rentals San Gimignano
- Rentals with a patio San Gimignano
- Holiday home rentals San Gimignano
- Condo rentals San Gimignano
- Rentals with an EV charger San Gimignano
- Rentals with a washing machine and dryer San Gimignano
- Smoking-friendly rentals San Gimignano
- Rentals with a hot tub San Gimignano
- Apartment rentals San Gimignano
- Rentals with breakfast San Gimignano
- Rentals with outdoor seating San Gimignano
- Rentals with a fire pit San Gimignano
- Rentals with pools San Gimignano
- Luxury rentals San Gimignano
- Kid-friendly rentals San Gimignano
- 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