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

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  2. Vacation Rentals with Pool
  3.  Italy
  4.  Tuscany
  5.  San Casciano in Val di Pesa
  6.  Torre Del Chianti

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402 Best Vacation Rentals with Pool in Torre Del Chianti (Starting from $52)

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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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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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 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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Holiday Home Sole by Interhome
Holiday Home Sole by Interhome
House
San Casciano in Val di Pesa, Italy
1.3k from Torre Del Chianti center

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

4 Bedrooms8 Guests
New to Booking
$447
Average price / night
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Flò Country Suite
Flò Country Suite
Apartment
San Casciano in Val di Pesa, Italy
1.4k from Torre Del Chianti center

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

3 Bedrooms5 Guests
9.5

Superb

2 reviews

$563
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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la Torretta di Villa Borri Chianti Classico
la Torretta di Villa Borri Chianti Classico
Apartment
San Casciano in Val di Pesa, Italy
1.4k from Torre Del Chianti center

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

2 Bedrooms4 Guests
7.5

Good

9 reviews

$81
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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Holiday Home Ambrogetta by Interhome
Holiday Home Ambrogetta by Interhome
House
San Casciano in Val di Pesa, Italy
1.8k from Torre Del Chianti center

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

4 Bedrooms8 Guests
9.3

Superb

4 reviews

$194
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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Relais Poggio Borgoni
Relais Poggio Borgoni
House
San Casciano in Val di Pesa, Italy
1.8k from Torre Del Chianti center

Cheap, Accommodations, Pools, Farm stays, Parking, Romantic, Cottages, Pet-friendly, Lodgings

10 Bedrooms12 Guests
9.3

Superb

569 reviews

$281
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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Holiday Home Bulleri by Interhome
Holiday Home Bulleri by Interhome
House
San Casciano in Val di Pesa, Italy
2.2k from Torre Del Chianti center

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

6 Bedrooms12 Guests
7.0

Good

1 reviews

$293
Average price / night
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RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
Apartment
FLORENZ, 50026, Italy
1.9k from Torre Del Chianti center

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

2 Bedrooms3 Guests
9.4

Superb

9 reviews

$162
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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Relaxing vacation on the hills of Chianti, view of Florence, 35 minutes away
Relaxing vacation on the hills of Chianti, view of Florence, 35 minutes away
Cottage
San Casciano In Val di Pesa, 50026, Italy
1.9k from Torre Del Chianti center

Barbecue, Breakfast Available, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
9.6

Exceptional

18 reviews

$118
Average price / night
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Holiday Home Casa delle Fiabe by Interhome
Holiday Home Casa delle Fiabe by Interhome
House
San Casciano in Val di Pesa, Italy
2.3k from Torre Del Chianti center

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

6 Bedrooms12 Guests
8.2

Very Good

5 reviews

$279
Average price / night
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Bulleri by Interhome
Bulleri by Interhome
House
San Casciano Val di Pesa, 50026, Italy
1.9k from Torre Del Chianti center

Barbecue, Fireplace, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

6 Bedrooms12 Guests
8.2

Very Good

15 reviews

$451
Average price / night
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Pozzo Dei Desideri by PosarelliVillas
Pozzo Dei Desideri by PosarelliVillas
House
Torre Del Chianti, San Casciano in Val di Pesa, Tuscany, Italy
2.4k from Torre Del Chianti center

Cheap, Accommodations, Pools, Parking, Country houses, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms10 Guests
8.7

Fabulous

15 reviews

$99
Average price / night
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Casa delle Fiabe by Interhome
Casa delle Fiabe by Interhome
House
San Casciano Val di Pesa, 50026, Italy
2.1k from Torre Del Chianti center

Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

6 Bedrooms12 Guests
8.6

Fabulous

14 reviews

$319
Average price / night
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B&B La Fonte del Machiavelli
B&B La Fonte del Machiavelli
House
Torre Del Chianti, San Casciano in Val di Pesa, Tuscany, Italy
2.6k from Torre Del Chianti center

Cheap, Accommodations, Pools, Parking, Country houses, Romantic, Cottages, Pet-friendly, Lodgings

7 Bedrooms6 Guests
9.0

Fabulous

488 reviews

$110
Average price / night
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Villa Casavecchia, 1300 Tuscan villa near Florence with swimming pools 28 people
Villa Casavecchia, 1300 Tuscan villa near Florence with swimming pools 28 people
House
Florence, 50026, Italy
2.1k from Torre Del Chianti center

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

13 Bedrooms30 Guests
New to Booking
$4530
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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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 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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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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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 with Pool in Torre Del Chianti.

Where to stay in Torre Del Chianti? Best neighborhoods & areas

Torre Del Chianti Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 402 verified vacation rentals with a pool in Torre Del Chianti. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Torre Del Chianti vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $52 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Torre Del Chianti offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Torre Del Chianti welcome pets. Currently, 54 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Torre Del Chianti often include additional outdoor features such as Pool, Internet, and Child Friendly. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Torre Del Chianti offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.