Vacation rentals for groups in Val di Chiana

Find your dream holiday home and book one of 4 vacation rentals
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September 2026
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October 2026
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Children(Up to and including 17 years)
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Selected Vacation rentals Group accommodation in Val di Chiana

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
5.0 (6)
Montepulciano

Holiday house Villa Il Poggiarone

7 Bedrooms

€2,020.-
2 guests / 7 Nights
Hidden GemHidden Gem
Property image
5.0 (2)
Montepulciano

Holiday house Villa Podere San Bono

5 Bedrooms

€1,595.-
2 guests / 7 Nights
Hidden GemHidden Gem
Property image
Cetona

Holiday apartment Holiday Apartment Il Pino

3 Bedrooms

Free cancellation
€1,197.-
2 guests / 7 Nights

Guest reviews of our Vacation rentals in Val di Chiana

We believe in delivering the best holiday experience and our guests agree with us.

Montepulciano

Holiday house Villa Il Poggiarone

5.0 (6 Reviews)
Property image

Absolut Toll

Cristian Marinel Cascaval

Typical accommodations in Val di Chiana

FerienhausCreated with Sketch.

Holiday house

2 Holiday homes
FerienwohnungCreated with Sketch.

Holiday apartment

1 Accommodation
VillaCreated with Sketch.

Villa

1 Accommodation

Accommodations with Washing Machine

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
5.0 (6)
Montepulciano

Holiday house Villa Il Poggiarone

7 Bedrooms

€2,020.-
2 guests / 7 Nights
Hidden GemHidden Gem
Property image
5.0 (2)
Montepulciano

Holiday house Villa Podere San Bono

5 Bedrooms

€1,595.-
2 guests / 7 Nights
Hidden GemHidden Gem
Property image
Cetona

Holiday apartment Holiday Apartment Il Pino

3 Bedrooms

Free cancellation
€1,197.-
2 guests / 7 Nights

Accommodations with Swimming Pool

Property image
5.0 (6)
Montepulciano

Holiday house Villa Il Poggiarone

7 Bedrooms

€2,020.-
2 guests / 7 Nights
Hidden GemHidden Gem
Property image
5.0 (2)
Montepulciano

Holiday house Villa Podere San Bono

5 Bedrooms

€1,595.-
2 guests / 7 Nights
Hidden GemHidden Gem
Property image
Cetona

Holiday apartment Holiday Apartment Il Pino

3 Bedrooms

Free cancellation
€1,197.-
2 guests / 7 Nights

Group accommodation in Val di Chiana

Cetona

Montepulciano

Sinalunga

Our ideas for your dream vacation in Val di Chiana

Beach holiday in Val di Chiana
Cheap vacation apartments in Val di Chiana
Family friendly in Val di Chiana
Group accommodation in Val di Chiana
Swimming pool in Val di Chiana
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Taking your pet on holiday in Val di Chiana
Wine growing regions in Val di Chiana
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