Vacation 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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837 Best Vacation Rentals in Torre Del Chianti (Starting from $52)

“Casa Torre” nel cuore di San Casciano
“Casa Torre” nel cuore di San Casciano
Apartment
San Casciano in Val di Pesa, Italy
0.2k from Torre Del Chianti center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Places to stay, Self-catering

2 Bedrooms4 Guests
9.8

Exceptional

5 reviews

$205
Average price / night
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Delightful apartment in the heart of Chianti a few km from Florence
Delightful apartment in the heart of Chianti a few km from Florence
Apartment
San Casciano in Val di Pesa, 50026, Italy
0.2k from Torre Del Chianti center

AC, Heater, Internet, Laundry, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$126
Average price / night
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il Gallo
il Gallo
Apartment
San Casciano in Val di Pesa, Italy
0.2k from Torre Del Chianti center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom4 Guests
9.5

Superb

65 reviews

$84
Average price / night
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Holiday home with a view, walk to restaurants and shops, car is not required
Holiday home with a view, walk to restaurants and shops, car is not required
Cottage
San Casciano in Val di Pesa, 50026, Italy
0.2k from Torre Del Chianti center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

60 reviews

$163
Average price / night
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Characteristic apartment in historic 1300s tower
Characteristic apartment in historic 1300s tower
Apartment
San Casciano in Val di Pesa, 50026, Italy
0.4k from Torre Del Chianti center

AC, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave, No Smoking, Soundproof Room

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$96
Average price / night
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Appartamento Ilesis
Appartamento Ilesis
Apartment
San Casciano in Val di Pesa, Italy
0.3k from Torre Del Chianti center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.0

Fabulous

12 reviews

$118
Average price / night
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Apartment 'Mandiri' with Private Terrace, Balcony and Wi-Fi
Apartment 'Mandiri' with Private Terrace, Balcony and Wi-Fi
Apartment
San Casciano in Val di Pesa, 50026, Italy
0.5k from Torre Del Chianti center

Balcony, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Patio, TV

2 Bedrooms4 Guests
New to Booking
$198
Average price / night
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casamachiavelli
casamachiavelli
House
Torre Del Chianti, San Casciano in Val di Pesa, Tuscany, Italy
0.3k from Torre Del Chianti center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
9.0

Fabulous

99 reviews

$77
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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Appartamento Mandiri
Appartamento Mandiri
Apartment
San Casciano in Val di Pesa, Italy
0.4k from Torre Del Chianti center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms5 Guests
9.3

Superb

37 reviews

$88
Average price / night
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Villa il Fedino
Villa il Fedino
House
Via Borromeo 7, San Casciano in Val di Pesa, 50026, Italy
0.5k from Torre Del Chianti center

AC, Bar, Breakfast Included, Business Services, Free Parking, Housekeeping, Internet, Laundry, Outdoor Space

9.6

Exceptional

100 reviews

$202
Average price / night
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Appartamento Piazzetta Franchi
Appartamento Piazzetta Franchi
Apartment
San Casciano in Val di Pesa, Italy
0.4k from Torre Del Chianti center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Places to stay, Self-catering

2 Bedrooms4 Guests
9.1

Superb

14 reviews

$157
Average price / night
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LO STUDIOLO - A charming Studio in Chianti near Florence
LO STUDIOLO - A charming Studio in Chianti near Florence
Apartment
San Casciano in Val di Pesa, 50026, Italy
0.7k from Torre Del Chianti center

AC, Heater, Internet, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$89
Average price / night
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Porta del Chianti Tuscany Apartment
Porta del Chianti Tuscany Apartment
Apartment
San Casciano in Val di Pesa, Italy
0.4k from Torre Del Chianti center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom4 Guests
9.4

Superb

52 reviews

$119
Average price / night
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Villa D'Agnola by MMega
Villa D'Agnola by MMega
Villa
San Casciano in Val di Pesa, 50026, Italy
0.7k from Torre Del Chianti center

AC, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

6 Bedrooms11 Guests
10.0

Exceptional

2 reviews

$1782
Average price / night
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La Porta Rossa
La Porta Rossa
House
San Casciano in Val di Pesa, Italy
0.5k from Torre Del Chianti center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Pet-friendly, Lodgings, Places to stay

1 Bedroom3 Guests
9.3

Superb

23 reviews

$83
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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Le Massucce
Le Massucce
House
San Casciano in Val di Pesa, Italy
0.7k from Torre Del Chianti center

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

5 Bedrooms13 Guests
8.6

Fabulous

32 reviews

$52
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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Torretta Villa Borri Chianti Classico
Torretta Villa Borri Chianti Classico
Apartment
San Casciano in Val di Pesa, 50026, Italy
1.4k from Torre Del Chianti center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$320
Average price / night
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Berentano Apartment with Patio and pool table
Berentano Apartment with Patio and pool table
Apartment
San Casciano in Val di Pesa, Italy
1.1k from Torre Del Chianti center

Parking, Balcony/Terrace, Internet, Security/Safety, Air Conditioner, Child Friendly

2 Bedrooms4 Guests
New to Booking
$217
Average price / night
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Wonderful private villa for 9 guests with WIFI, hot tub, TV, patio and panoramic view
Wonderful private villa for 9 guests with WIFI, hot tub, TV, patio and panoramic view
House
San Casciano In Val Di Pesa, 50026, Italy
1.6k from Torre Del Chianti center

Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

5 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$438
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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B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
House
Via Borromeo, 67, San Casciano in Val di Pesa, 50026, Italy
1.7k from Torre Del Chianti center

Bar, Breakfast Included, Business Services, Crib, Extra Bed, Fitness Equipment, Free Parking, Heater, Housekeeping

9.4

Superb

25 reviews

$115
Average price / night
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Casale Le Lame Apartment Ciliegiolo
Casale Le Lame Apartment Ciliegiolo
Apartment
San Casciano in Val di Pesa,, 50026, Italy
1.7k from Torre Del Chianti center

Balcony, Barbecue, Crib, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms5 Guests
10.0

Exceptional

3 reviews

$144
Average price / night
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Villa il Giglio in Chianti 20 Min from Florence
Villa il Giglio in Chianti 20 Min from Florence
House
San Casciano in Val di Pesa, 50026, Italy
1.7k from Torre Del Chianti center

Barbecue, Crib, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$372
Average price / night
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RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!
RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!
Apartment
FLORENZ, 50026, Italy
1.8k from Torre Del Chianti center

Barbecue, Breakfast Available, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave

3 Bedrooms3 Guests
9.6

Exceptional

28 reviews

$144
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 Vacation Rentals in Torre Del Chianti.

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Frequently Asked Questions

You can explore 837 verified vacation rentals in Torre Del Chianti. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Torre Del Chianti vary depending on the season, property size, and location. Rates typically start from around $52 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Torre Del Chianti include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Torre Del Chianti welcome pets. Currently, 53 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Torre Del Chianti often include amenities such as Fireplace/Heating, Internet, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.