Villa Rentals in Torre Del Chianti, San Casciano in Val di Pesa: Compare 10+ Sites & Save

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  3.  Italy
  4.  Tuscany
  5.  San Casciano in Val di Pesa
  6.  Torre Del Chianti

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204 Best Villa Rentals in Torre Del Chianti (Starting from $93)

Villa D'Agnola by Mmega
Villa D'Agnola by Mmega
Villa
San Casciano in Val di Pesa, Italy
0.7k from Torre Del Chianti center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

6 Bedrooms11 Guests
New to Booking
$1451
Average price / night
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VILLA VAL DI PESA_Villa Acquapietra - VILLA VAL DI PESA
VILLA VAL DI PESA_Villa Acquapietra - VILLA VAL DI PESA
Villa
San Casciano in Val di Pesa, 50026, Italy
0.5k from Torre Del Chianti center

AC, Barbecue, Dryer, Fireplace, Free Parking, Internet, Microwave, Pool, Washer

7 Bedrooms17 Guests
New to Booking
$2255
Average price / night
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Casale La Fornace nel Chianti
Casale La Fornace nel Chianti
Villa
San Quirico in Collina, Italy
2.3k from Torre Del Chianti center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

7 Bedrooms16 Guests
New to Booking
$454
Average price / night
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Casa del Sole
Casa del Sole
Villa
Montespertoli, Italy
3.3k from Torre Del Chianti center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms7 Guests
8.6

Fabulous

13 reviews

$93
Average price / night
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Wonderful private villa for 8 guests with A/C, WIFI, private pool, TV, patio and panoramic view
Wonderful private villa for 8 guests with A/C, WIFI, private pool, TV, patio and panoramic view
Villa
San Casciano In Val Di Pesa, 50026, Italy
0.9k from Torre Del Chianti center

AC, Balcony, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$517
Average price / night
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Casa Scopeti by PosarelliVillas
Casa Scopeti by PosarelliVillas
Villa
Impruneta, Italy
3.4k from Torre Del Chianti center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms8 Guests
New to Booking
$265
Average price / night
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Spacious villa in Toscana with swimming pools - Near Florence Villa Casavecchia
Spacious villa in Toscana with swimming pools - Near Florence Villa Casavecchia
Villa
Toscana, 50026, Italy
1.4k from Torre Del Chianti center

Dryer, Internet, Laundry, No Smoking, Washer

14 Bedrooms28 Guests
New to Booking
$2916
Average price / night
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Villa Il Conventino
Villa Il Conventino
Villa
Mercatale Val Di Pesa, Italy
3.6k from Torre Del Chianti center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs

5 Bedrooms13 Guests
10.0

Exceptional

2 reviews

$1340
Average price / night
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Beautiful Tuscan home between Florence & Siena
Beautiful Tuscan home between Florence & Siena
Villa
Florence, 50026, Italy
1.6k from Torre Del Chianti center

AC, Balcony, Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet

7 Bedrooms14 Guests
10.0

Exceptional

7 reviews

$2894
Average price / night
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Historical Casa Arcangelo
Historical Casa Arcangelo
Villa
Mercatale Val Di Pesa, Italy
4.2k from Torre Del Chianti center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$148
Average price / night
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Historic Villa-Farm with Vineyards & Olives Trees
Historic Villa-Farm with Vineyards & Olives Trees
Villa
Florence, 50026, Italy
1.8k from Torre Del Chianti center

AC, Barbecue, Breakfast Available, Crib, Extra Bed, Fireplace, Free Parking, Internet, Kitchen

6 Bedrooms12 Guests
10.0

Exceptional

6 reviews

$2369
Average price / night
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Casa Arcangelo - A unique Historical retreat in the heart of Chianti
Casa Arcangelo - A unique Historical retreat in the heart of Chianti
Villa
Mercatale Val Di Pesa, Italy
4.2k from Torre Del Chianti center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$152
Average price / night
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[VILLA ACQUAPIETRA FLORENCE⭐⭐⭐⭐⭐] Pool | Vineyards | Olive trees
[VILLA ACQUAPIETRA FLORENCE⭐⭐⭐⭐⭐] Pool | Vineyards | Olive trees
Villa
San Casciano Val di Pesa, 50026, Italy
2.2k from Torre Del Chianti center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

7 Bedrooms16 Guests
8.0

Good

3 reviews

$1195
Average price / night
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Salve Regina
Salve Regina
Villa
Impruneta, Italy
4.6k from Torre Del Chianti center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
New to Booking
$484
Average price / night
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Villa in Paolini with 6 bedrooms sleeps 15
Villa in Paolini with 6 bedrooms sleeps 15
Villa
Paolini, 50026, Italy
2.3k from Torre Del Chianti center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

8 Bedrooms15 Guests
New to Booking
$3008
Average price / night
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VILLA TREGGIAIA 12&2, Emma Villas
VILLA TREGGIAIA 12&2, Emma Villas
Villa
San Casciano in Val di Pesa, Italy
4.8k from Torre Del Chianti center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

7 Bedrooms14 Guests
New to Booking
$966
Average price / night
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VILLA JACOPO_Pieve di San Jacopo - VILLA JACOPO
VILLA JACOPO_Pieve di San Jacopo - VILLA JACOPO
Villa
San Casciano in Val di Pesa, 50026, Italy
2.4k from Torre Del Chianti center

AC, Barbecue, Dryer, Free Parking, Internet, Microwave, Outdoor Space, Pool, Washer

6 Bedrooms17 Guests
New to Booking
$2079
Average price / night
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Archipettoli
Archipettoli
Villa
San Casciano in Val di Pesa, Italy
4.8k from Torre Del Chianti center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

6 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$400
Average price / night
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CASALE DI MUCCIANA_Casale la Fornace - CASALE DI MUCCIANA
CASALE DI MUCCIANA_Casale la Fornace - CASALE DI MUCCIANA
Villa
San Casciano in Val di Pesa, 50026, Italy
2.4k from Torre Del Chianti center

AC, Barbecue, Fireplace, Free Parking, Internet, Outdoor Space, Washer

6 Bedrooms13 Guests
New to Booking
$1814
Average price / night
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Villa Beltrami 14, Emma Villas
Villa Beltrami 14, Emma Villas
Villa
Tavarnuzze, Italy
5.2k from Torre Del Chianti center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

7 Bedrooms14 Guests
New to Booking
$2401
Average price / night
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Villa Carmignani, your home in Tuscany: exlusive use of villa, grounds and pool.
Villa Carmignani, your home in Tuscany: exlusive use of villa, grounds and pool.
Villa
San Casciano in Val di Pesa, 50026, Italy
2.4k from Torre Del Chianti center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space

5 Bedrooms10 Guests
9.6

Exceptional

55 reviews

$747
Average price / night
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Molino in chianti
Molino in chianti
Villa
Mercatale Val Di Pesa, Italy
5.4k from Torre Del Chianti center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

4 Bedrooms9 Guests
9.4

Superb

15 reviews

$491
Average price / night
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Authentic Tuscan Villa Private Pool, Gym&Billiards
Authentic Tuscan Villa Private Pool, Gym&Billiards
Villa
San Casciano val di Fesa, 50026, Italy
2.9k from Torre Del Chianti center

Dryer, Fitness Equipment, Laundry, Washer

4 Bedrooms8 Guests
New to Booking
$979
Average price / night
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Large Private Tuscany Villa Near Florence Pool Fireplace Superb Views Location
Large Private Tuscany Villa Near Florence Pool Fireplace Superb Views Location
Villa
San Casciano Val di Pesa, 50026, Italy
2.9k from Torre Del Chianti center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Extra Bed, Fireplace, Free Parking

3 Bedrooms8 Guests
9.6

Exceptional

18 reviews

$989
Average price / night
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Casa Poggio - Four Bedroom Villa, Sleeps 12
Casa Poggio - Four Bedroom Villa, Sleeps 12
Villa
Cassia, 50026, Italy
2.9k from Torre Del Chianti center

Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms12 Guests
New to Booking
$1198
Average price / night
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Beautiful independent villa with private swimming pool
Beautiful independent villa with private swimming pool
Villa
San Casciano in Val di Pesa, 50026, Italy
3.0k from Torre Del Chianti center

Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms12 Guests
New to Booking
$1054
Average price / night
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Villa Lacustre: A characteristic and welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
Villa Lacustre: A characteristic and welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
Villa
San Casciano in Val di pesa, 50026, Italy
3.1k from Torre Del Chianti center

AC, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave

4 Bedrooms12 Guests
9.8

Exceptional

20 reviews

$987
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Villa Rentals in Torre Del Chianti.

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Frequently Asked Questions

You can currently explore 204 verified villa rentals in Torre Del Chianti. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Torre Del Chianti vary depending on the season, location, and amenities. Rates typically start from around $93 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Torre Del Chianti are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Torre Del Chianti.

Yes, Torre Del Chianti offers a wide range of villas ideal for group stays. Many properties include 5 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Torre Del Chianti villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Torre Del Chianti often include highly sought-after amenities such as Internet, Child Friendly, and Fireplace/Heating. These features enhance comfort and convenience, making them especially popular among travelers visiting Torre Del Chianti.

To discover top-rated villas in Torre Del Chianti, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.