Vacation Rentals with Private Pool in San Casciano in Val di Pesa, Tuscany: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  San Casciano in Val di Pesa

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181 Best Vacation Rentals with Private Pool in San Casciano in Val di Pesa (Starting from $118)

Villa in Paolini with 6 bedrooms sleeps 15
Villa in Paolini with 6 bedrooms sleeps 15
Villa
Paolini, 50026, Italy
0.6k from San Casciano in Val di Pesa 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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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
0.6k from San Casciano in Val di Pesa 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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[VILLA ACQUAPIETRA FLORENCE⭐⭐⭐⭐⭐] Pool | Vineyards | Olive trees
[VILLA ACQUAPIETRA FLORENCE⭐⭐⭐⭐⭐] Pool | Vineyards | Olive trees
Villa
San Casciano Val di Pesa, 50026, Italy
0.8k from San Casciano in Val di Pesa 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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Casa Poggio - Four Bedroom Villa, Sleeps 12
Casa Poggio - Four Bedroom Villa, Sleeps 12
Villa
Cassia, 50026, Italy
1.3k from San Casciano in Val di Pesa 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
1.4k from San Casciano in Val di Pesa 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 il Poggio In San Casciano Val di Pesa - Tuscany
Villa il Poggio In San Casciano Val di Pesa - Tuscany
Villa
San Casciano Val di Pesa, 50026, Italy
1.5k from San Casciano in Val di Pesa center

Fireplace, Free Parking, Heater, Kitchen, Laundry, No Smoking, Pool, TV, Washer

4 Bedrooms12 Guests
8.0

Good

1 reviews

$835
Average price / night
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Villa Matteo - Private Tuscan villa near Florence
Villa Matteo - Private Tuscan villa near Florence
Villa
San Casciano in Val di Pesa, 50026, Italy
1.6k from San Casciano in Val di Pesa center

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

6 Bedrooms15 Guests
New to Booking
$2489
Average price / night
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Villa Badessa in Tuscany by Fantasia Villas
Villa Badessa in Tuscany by Fantasia Villas
Villa
Toscana, 50020, Italy
1.9k from San Casciano in Val di Pesa center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

6 Bedrooms15 Guests
New to Booking
$1969
Average price / night
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villa il Convento
villa il Convento
Villa
San Casciano in Val di Pesa, Italy
1.9k from San Casciano in Val di Pesa center

Barbecue, Heater, Internet, Kitchen, Laundry, Outdoor Space, Pool, TV, Washer

5 Bedrooms15 Guests
New to Booking
$2698
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
2.0k from San Casciano in Val di Pesa 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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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
2.5k from San Casciano in Val di Pesa 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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Villa D'Agnola by MMega
Villa D'Agnola by MMega
Villa
San Casciano in Val di Pesa, 50026, Italy
2.5k from San Casciano in Val di Pesa 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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RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
Apartment
FLORENZ, 50026, Italy
2.7k from San Casciano in Val di Pesa 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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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
2.7k from San Casciano in Val di Pesa 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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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
3.1k from San Casciano in Val di Pesa 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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Historic Villa-Farm with Vineyards & Olives Trees
Historic Villa-Farm with Vineyards & Olives Trees
Villa
Florence, 50026, Italy
3.2k from San Casciano in Val di Pesa 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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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
3.3k from San Casciano in Val di Pesa 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 'Molino' with Private Pool, Private Terrace and Wi-Fi
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Villa
Mercatale Val Di Pesa, 50026, Italy
3.6k from San Casciano in Val di Pesa center

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

4 Bedrooms9 Guests
New to Booking
$552
Average price / night
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Archipettoli - a historical manor house with stunning panoramic views
Archipettoli - a historical manor house with stunning panoramic views
Villa
Firenze, 50026, Italy
3.9k from San Casciano in Val di Pesa center

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

6 Bedrooms12 Guests
10.0

Exceptional

37 reviews

$916
Average price / night
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Villa Salivolpe Amazing Chianti View, San Casciano VDP, Italy
Villa Salivolpe Amazing Chianti View, San Casciano VDP, Italy
House
San Casciano VDP, 50026, Italy
4.0k from San Casciano in Val di Pesa center

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

9 Bedrooms18 Guests
10.0

Exceptional

1 reviews

$741
Average price / night
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Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
Villa
Montefiridolfi, 50020, Italy
4.0k from San Casciano in Val di Pesa center

Arcade, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms6 Guests
10.0

Exceptional

57 reviews

$391
Average price / night
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Bulleri by Interhome
Bulleri by Interhome
House
San Casciano Val di Pesa, 50026, Italy
4.1k from San Casciano in Val di Pesa 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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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
4.3k from San Casciano in Val di Pesa 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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Casale del Lago In San Casciano Val di Pesa - Tuscany
Casale del Lago In San Casciano Val di Pesa - Tuscany
Villa
San Casciano Val di Pesa, 50026, Italy
4.3k from San Casciano in Val di Pesa center

AC, Fireplace, Heater, Laundry, Living Area, Microwave, No Smoking, Outdoor Space, Pool

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$329
Average price / night
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Casale del Lago, San Casciano in Val di Pesa, Florence and Chianti
Casale del Lago, San Casciano in Val di Pesa, Florence and Chianti
Villa
San Casciano in Val di Pesa, 50026, Italy
4.3k from San Casciano in Val di Pesa center

AC, Barbecue, Fireplace, Hot Tub, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
New to Booking
$488
Average price / night
Check Availability
Casa delle Fiabe by Interhome
Casa delle Fiabe by Interhome
House
San Casciano Val di Pesa, 50026, Italy
4.3k from San Casciano in Val di Pesa 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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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
4.4k from San Casciano in Val di Pesa center

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

6 Bedrooms17 Guests
New to Booking
$2079
Average price / night
Check Availability

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 Private Pool in San Casciano in Val di Pesa.

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San Casciano in Val di Pesa Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 181 verified vacation rentals with a private pool in San Casciano in Val di Pesa. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in San Casciano in Val di Pesa vary depending on the property size, location, and travel season. Rates typically start from around $118 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in San Casciano in Val di Pesa also welcome pets. Currently, 30 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in San Casciano in Val di Pesa often include additional features such as Kitchen, Laundry, and Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in San Casciano in Val di Pesa include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.