Villas for families in Siena Province

Find your dream holiday home and book one of 11 vacation rentals
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August 2026
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Selected Villas for Families in Siena Province

RecommendedGuestsReviewBedroomsStarsPrice (ascending)Price (descending)
Property image
Top-Listing
4.9 (37)
Sinalunga

Villa La Casina

1 Bedrooms

Fast Responder
€910.-
2 guests / 7 Nights
Hidden GemHidden Gem
Property image
Top-Listing
Castellina in Chianti

Villa In the Heart of Chianti

4 Bedrooms

€3,542.-
2 guests / 7 Nights
Property image
Castellina in Chianti

Luxury Villa in Chianti with Winery up to 8 Guests

4 Bedrooms

€9,345.-
2 guests / 7 Nights
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Siena

Villa Rosanna Siena

2 Bedrooms

€2,170.-
2 guests / 7 Nights
Property image
Casole d'Elsa

Villa La Casa di Bohaz - Tenuta Cantona

2 Bedrooms

Free cancellation
€1,393.-
2 guests / 7 Nights
Property image
Castellina in Chianti

Villa A Casa dell'Ida

1 Bedrooms

Fast Responder
€1,858.-
2 guests / 7 Nights
Property image
Top-Listing
Poggibonsi

Villa Torre With Pool

8 Bedrooms

€7,497.-
2 guests / 7 Nights

Holiday ideas

Not sure where to go? Explore perfect holiday ideas!

Family friendly - 11 Apartments & Holiday Homes

Family friendly

11 Accommodations
Taking your pet on holiday - 8 Apartments & Holiday Homes

Taking your pet on holiday

8 Accommodations
Taking your dog on holiday - 7 Apartments & Holiday Homes

Taking your dog on holiday

7 Accommodations
Swimming pool - 5 Apartments & Holiday Homes

Swimming pool

5 Accommodations
Cheap vacation apartments - 2 Apartments & Holiday Homes

Cheap vacation apartments

2 Accommodations
Wine growing regions - 2 Apartments & Holiday Homes

Wine growing regions

2 Accommodations

Accommodations with Washing Machine

Property image
Top-Listing
4.9 (37)
Tuscany

Villa La Casina

1 Bedrooms

Fast Responder
€910.-
2 guests / 7 Nights
Hidden GemHidden Gem
Property image
Top-Listing
Castellina in Chianti

Villa In the Heart of Chianti

4 Bedrooms

€3,542.-
2 guests / 7 Nights
Property image
Casole d'Elsa

Villa La Casa di Bohaz - Tenuta Cantona

2 Bedrooms

Free cancellation
€1,393.-
2 guests / 7 Nights
Property image
Top-Listing
Poggibonsi

Villa Torre With Pool

8 Bedrooms

€7,497.-
2 guests / 7 Nights

Accommodations with Swimming Pool

Property image
Top-Listing
Castellina in Chianti

Villa In the Heart of Chianti

4 Bedrooms

€3,542.-
2 guests / 7 Nights
Property image
Castellina in Chianti

Luxury Villa in Chianti with Winery up to 8 Guests

4 Bedrooms

€9,345.-
2 guests / 7 Nights
Property image
Castellina in Chianti

Villa A Casa dell'Ida

1 Bedrooms

Fast Responder
€1,858.-
2 guests / 7 Nights
Property image
Top-Listing
Poggibonsi

Villa Torre With Pool

8 Bedrooms

€7,497.-
2 guests / 7 Nights

Most searched amenities in Siena Province

Swimming Pool6 Holiday homes
Washing Machine10 Holiday homes
WiFi10 Holiday homes
Television10 Holiday homes
Internet10 Holiday homes
Terrace4 Holiday homes

Family friendly in Siena Province

Chianti

Castellina in Chianti, Castelnuovo Berardenga, Poggibonsi

Siena

Val d'Elsa

Casole d'Elsa

Val di Chiana

Montepulciano, Sinalunga

Our ideas for your dream holiday in Siena Province

Cheap vacation apartments in Siena Province
Family friendly in Siena Province
Fishing holiday in Siena Province
Group accommodation in Siena Province
Health spa and beauty in Siena Province
Suitable for those with allergies in Siena Province
Swimming pool in Siena Province
Taking your dog on holiday in Siena Province
Taking your pet on holiday in Siena Province
Weekend Wellness in Siena Province
Wine growing regions in Siena Province
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