Vacation Rentals with Pool in Piancastagnaio, Tuscany: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  Italy
  4.  Tuscany
  5.  Piancastagnaio

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41 Best Vacation Rentals with Pool in Piancastagnaio (Starting from $103)

Casale I Cascetti
Casale I Cascetti
Villa
Piancastagnaio, Italy
2.3k from Piancastagnaio center

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

7 Bedrooms12 Guests
9.2

Superb

7 reviews

$598
Average price / night
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Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Villa
Siena, 53025, Italy
2.0k from Piancastagnaio center

Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Outdoor Space, Pool, Toys

7 Bedrooms11 Guests
10.0

Exceptional

1 reviews

$940
Average price / night
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Podere Piccini with pool in Val d'Orcia-Tuscany
Podere Piccini with pool in Val d'Orcia-Tuscany
Villa
Piancastagnaio, Italy
3.1k from Piancastagnaio center

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

1 Bedroom27 Guests
10.0

Exceptional

1 reviews

$593
Average price / night
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Convento San Bartolomeo
Convento San Bartolomeo
House
Viale Giuseppe Vespa 368, Piancastagnaio, 53025, Italy
3.1k from Piancastagnaio center

Bar, Breakfast Available, Business Services, Elevator, Free Parking, Heater, Hot Tub, Housekeeping, Internet

9.8

Exceptional

48 reviews

$140
Average price / night
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Appartamenti San Giuseppe
Appartamenti San Giuseppe
Apartment
Piancastagnaio, Italy
4.0k from Piancastagnaio center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Hot tubs

12 Bedrooms23 Guests
9.4

Superb

22 reviews

$166
Average price / night
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SAN GIUSEPPE VILLA - SAN GIUSEPPE
SAN GIUSEPPE VILLA - SAN GIUSEPPE
Villa
Piancastagnaio, 53025, Italy
3.9k from Piancastagnaio center

Barbecue, Internet, Pool, Washer

11 Bedrooms24 Guests
New to Booking
$950
Average price / night
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Peaceful Tuscan Escape w pool
Peaceful Tuscan Escape w pool
Villa
Santa Fiora, Italy
7.8k from Piancastagnaio center

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

3 Bedrooms6 Guests
New to Booking
$662
Average price / night
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Villa with private pool in Piancastagnaio
Villa with private pool in Piancastagnaio
House
Piancastagnaio, 53025, Italy
4.0k from Piancastagnaio center

Barbecue, Extra Bed, Kitchen, Laundry, Living Area, No Smoking, Patio, Pool, Washer

10 Bedrooms24 Guests
New to Booking
$1650
Average price / night
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Casa Vacanze Al Fontanile
Casa Vacanze Al Fontanile
House
Santa Fiora, Italy
8.1k from Piancastagnaio center

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

2 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$320
Average price / night
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Podere Mezzavia in Abbadia San Salvatore ,, Toscana
Podere Mezzavia in Abbadia San Salvatore ,, Toscana
Villa
Abbadia San Salvatore, 53021, Italy
4.6k from Piancastagnaio center

Extra Bed, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space

2 Bedrooms6 Guests
8.8

Fabulous

6 reviews

$317
Average price / night
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Villa Santa Fiora Farmhouse
Villa Santa Fiora Farmhouse
Villa
Santa Fiora, Italy
8.2k from Piancastagnaio center

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

3 Bedrooms6 Guests
New to Booking
$606
Average price / night
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Villa in Maremma with Private Pool & Views
Villa in Maremma with Private Pool & Views
Villa
Selva Santa Fiora, 58037, Italy
7.3k from Piancastagnaio center

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

3 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$647
Average price / night
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Villa Il Cerro
Villa Il Cerro
Villa
Radicofani, Italy
8.2k from Piancastagnaio center

Pool, Kitchen

6 Bedrooms12 Guests
New to Booking
$343
Average price / night
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Elegant Villa in Santa Fiora with Private Pool
Elegant Villa in Santa Fiora with Private Pool
Villa
Santa Fiora, Italy
8.3k from Piancastagnaio center

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

6 Bedrooms14 Guests
8.0

Good

1 reviews

$1794
Average price / night
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Homerez - Villa in Santa Fiora
Homerez - Villa in Santa Fiora
Villa
Santa Fiora, 58037, Italy
8.3k from Piancastagnaio center

Barbecue, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking, Pool, TV

6 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$1582
Average price / night
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Holiday Home Val d'Orcia by Interhome
Holiday Home Val d'Orcia by Interhome
House
Radicofani, Italy
8.5k from Piancastagnaio center

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

5 Bedrooms10 Guests
8.8

Fabulous

6 reviews

$186
Average price / night
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Casale Pievevecchia – Rustic Elegance Near Santa Fiora and Hot Springs
Casale Pievevecchia – Rustic Elegance Near Santa Fiora and Hot Springs
House
Santa Fiora, 58037, Italy
8.3k from Piancastagnaio center

Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space, Pool

6 Bedrooms12 Guests
New to Booking
$620
Average price / night
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La Casa Di Elsa 6, Emma Villas
La Casa Di Elsa 6, Emma Villas
Villa
Santa Fiora, Italy
8.6k from Piancastagnaio center

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

3 Bedrooms6 Guests
New to Booking
$637
Average price / night
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Casale Santa Fiora In Santa Fiora, Tuscany
Casale Santa Fiora In Santa Fiora, Tuscany
Villa
Santa Fiora, 58037, Italy
8.3k from Piancastagnaio center

Barbecue, Free Parking, Heater, Laundry, Pool, TV, Washer

6 Bedrooms12 Guests
7.0

Good

2 reviews

$602
Average price / night
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Agriturismo Podere Asche
Agriturismo Podere Asche
House
Santa Fiora, Italy
8.8k from Piancastagnaio center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Lodgings, Places to stay, Family

5 Bedrooms16 Guests
9.5

Superb

31 reviews

$105
Average price / night
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Villa with private pool, hot tub, air conditioning, Wi-fi in Val d'Orcia.
Villa with private pool, hot tub, air conditioning, Wi-fi in Val d'Orcia.
Villa
Radicofani, 53040, Italy
8.4k from Piancastagnaio center

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

5 Bedrooms12 Guests
9.0

Fabulous

9 reviews

$570
Average price / night
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casette Il Mughetto
casette Il Mughetto
House
Santa Fiora, Italy
8.8k from Piancastagnaio center

View, Pool, Balcony/Terrace, Security/Safety, Barbecue/Outdoor Cooking, Parking, Smoking

3 Bedrooms9 Guests
8.9

Fabulous

24 reviews

$110
Average price / night
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Val d'Orcia by Interhome
Val d'Orcia by Interhome
House
Radicofani, 53040, Italy
8.5k from Piancastagnaio center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Kitchen, Laundry

5 Bedrooms10 Guests
7.8

Good

6 reviews

$461
Average price / night
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Lovely home in Santa Fiora
Lovely home in Santa Fiora
House
Santa Fiora, 58037, Italy
9.2k from Piancastagnaio center

Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Pool

6 Bedrooms12 Guests
New to Booking
$467
Average price / night
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Casa della Nonna – Country escape with natural pool in Tuscany
Casa della Nonna – Country escape with natural pool in Tuscany
Apartment
Santa Fiora, 58037, Italy
9.2k from Piancastagnaio center

Barbecue, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Outdoor Space

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$103
Average price / night
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Casa Grande – Historic and Cozy Apartment with Valley View
Casa Grande – Historic and Cozy Apartment with Valley View
Apartment
Santa Fiora, 58037, Italy
9.2k from Piancastagnaio center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$103
Average price / night
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Il Seccatoio – Independent rustic house with valley view and natural pool
Il Seccatoio – Independent rustic house with valley view and natural pool
Cottage
Santa Fiora, 58037, Italy
9.2k from Piancastagnaio center

Barbecue, Crib, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
9.0

Fabulous

4 reviews

$115
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 Piancastagnaio.

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Piancastagnaio Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 41 verified vacation rentals with a pool in Piancastagnaio. 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 Piancastagnaio vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $103 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Piancastagnaio 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 Piancastagnaio welcome pets. Currently, 29 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 Piancastagnaio often include additional outdoor features such as Pool, Pet Friendly, and Child Friendly. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Piancastagnaio 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.