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

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  Castelfiorentino

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164 Best Vacation Rentals with Private Pool in Castelfiorentino (Starting from $116)

Lovely home in Castelfiorentino -FI-
Lovely home in Castelfiorentino -FI-
House
Castelfiorentino -FI-, 50051, Italy
1.2k from Castelfiorentino center

Barbecue, Crib, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area, No Smoking

2 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$116
Average price / night
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Aurelia by Interhome
Aurelia by Interhome
House
Castelfiorentino, 50051, Italy
1.2k from Castelfiorentino center

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

4 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$643
Average price / night
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Tassinaia by Interhome
Tassinaia by Interhome
House
Castelfiorentino, 50051, Italy
1.2k from Castelfiorentino center

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

4 Bedrooms10 Guests
9.8

Exceptional

15 reviews

$643
Average price / night
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Villa Toscana with private pool, wi-fi, 4 rooms and Parking - 4 bedrooms
Villa Toscana with private pool, wi-fi, 4 rooms and Parking - 4 bedrooms
Villa
Cambiano, 50051, Italy
2.0k from Castelfiorentino center

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

4 Bedrooms8 Guests
New to Booking
$345
Average price / night
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Wonderful private villa for 6 guests with private pool, WIFI, terrace and panoramic view
Wonderful private villa for 6 guests with private pool, WIFI, terrace and panoramic view
House
Castelfiorentino, 50051, Italy
2.3k from Castelfiorentino center

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

3 Bedrooms6 Guests
New to Booking
$184
Average price / night
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Italian Experience- Podere Vallino
Italian Experience- Podere Vallino
House
Castelfiorentino, 50051, Italy
2.5k from Castelfiorentino center

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

2 Bedrooms6 Guests
New to Booking
$211
Average price / night
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Stunning private villa for 6 guests with WIFI, private pool, TV and panoramic view
Stunning private villa for 6 guests with WIFI, private pool, TV and panoramic view
House
Castelfiorentino, 50051, Italy
2.6k from Castelfiorentino center

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

2 Bedrooms6 Guests
New to Booking
$262
Average price / night
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Podere Vallino in Castelnuovo D'elsa
Podere Vallino in Castelnuovo D'elsa
Apartment
Castelnuovo D'elsa, 50051, Italy
2.8k from Castelfiorentino center

Fireplace, Free Parking, Heater, Internet, Laundry, No Smoking, Outdoor Space, Pool, TV

2 Bedrooms6 Guests
New to Booking
$250
Average price / night
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Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.
Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.
House
Castelfiorentino, 50051, Italy
3.0k from Castelfiorentino center

Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.8

Exceptional

71 reviews

$190
Average price / night
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Casa Farsetti - Exclusive villa with private pool between Siena and Florence
Casa Farsetti - Exclusive villa with private pool between Siena and Florence
Villa
castelfiorentino, 50051, Italy
3.0k from Castelfiorentino center

Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms9 Guests
9.2

Superb

22 reviews

$385
Average price / night
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Authentic Tuscan country house, dating back to around the year 1000
Authentic Tuscan country house, dating back to around the year 1000
Villa
Castelfiorentino, 50051, Italy
3.0k from Castelfiorentino center

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

4 Bedrooms9 Guests
9.6

Exceptional

58 reviews

$412
Average price / night
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Apartment with pool and stunning landscape
Apartment with pool and stunning landscape
Apartment
Castelfiorentino, 50051, Italy
3.1k from Castelfiorentino center

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

3 Bedrooms5 Guests
10.0

Exceptional

18 reviews

$291
Average price / night
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Beautiful private villa with sauna, WIFI, hot tub, private pool, TV, terrace and panoramic view
Beautiful private villa with sauna, WIFI, hot tub, private pool, TV, terrace and panoramic view
Villa
Colombaie, 50051, Italy
3.2k from Castelfiorentino center

Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

8 Bedrooms17 Guests
8.0

Good

1 reviews

$1317
Average price / night
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Tenuta Cambiano - Villa with private swimming pool
Tenuta Cambiano - Villa with private swimming pool
Villa
Colombaie, 50051, Italy
3.5k from Castelfiorentino center

Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

8 Bedrooms17 Guests
10.0

Exceptional

25 reviews

$1212
Average price / night
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Apartment With Private Pool framed with stunning view
Apartment With Private Pool framed with stunning view
Apartment
Castelfiorentino (FI), 50051, Italy
3.5k from Castelfiorentino center

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

3 Bedrooms5 Guests
New to Booking
$259
Average price / night
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Villa 'Antica Sosta Renai' with Private Pool, Private Terrace and Wi-Fi
Villa 'Antica Sosta Renai' with Private Pool, Private Terrace and Wi-Fi
Villa
Castelfiorentino, 50051, Italy
3.6k from Castelfiorentino center

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

5 Bedrooms10 Guests
New to Booking
$646
Average price / night
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Cozy home in Castelfiorentino
Cozy home in Castelfiorentino
House
Castelfiorentino, 50051, Italy
3.6k from Castelfiorentino center

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

5 Bedrooms10 Guests
New to Booking
$471
Average price / night
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Villa Tessa: A splendid two-story villa with the strong charachter which derives from it actually being a converted barn house, with Free WI-FI.
Villa Tessa: A splendid two-story villa with the strong charachter which derives from it actually being a converted barn house, with Free WI-FI.
Villa
Castelfiorentino, 50051, Italy
3.6k from Castelfiorentino center

AC, Balcony, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Outdoor Space

5 Bedrooms10 Guests
9.6

Exceptional

5 reviews

$634
Average price / night
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Dimora Della Nobildonna
Dimora Della Nobildonna
Villa
Castelfiorentino, 50051, Italy
4.1k from Castelfiorentino center

AC, Fireplace, Free Parking, Heater, Kitchen, Laundry, No Smoking, Outdoor Space, Pool

6 Bedrooms12 Guests
New to Booking
$1846
Average price / night
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Castle of Cabbiavoli - A Unique Refuge in the Heart of Tuscany
Castle of Cabbiavoli - A Unique Refuge in the Heart of Tuscany
Apartment
Castelfiorentino, 50051, Italy
4.1k from Castelfiorentino center

AC, Balcony, Barbecue, Fireplace, Heater, Internet, Living Area, Microwave, Pool

6 Bedrooms12 Guests
New to Booking
$1554
Average price / night
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The garden house is located within the grounds of the  historic Villa Meleto
The garden house is located within the grounds of the historic Villa Meleto
House
Castelfiorentino, 50051, Italy
4.1k from Castelfiorentino center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$514
Average price / night
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Beautiful private villa with WIFI, A/C, private pool, TV, terrace, pets allowed and panoramic view
Beautiful private villa with WIFI, A/C, private pool, TV, terrace, pets allowed and panoramic view
Villa
Fontanella, 50051, Italy
4.4k from Castelfiorentino center

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

2 Bedrooms4 Guests
10.0

Exceptional

19 reviews

$183
Average price / night
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Villa Roberto - House with private pool
Villa Roberto - House with private pool
Villa
Fontanella, 50051, Italy
4.4k from Castelfiorentino center

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

2 Bedrooms4 Guests
9.8

Exceptional

21 reviews

$163
Average price / night
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Villa Roberto - Fontanella ,Tuscany
Villa Roberto - Fontanella ,Tuscany
Villa
Castelfiorentino, 50051, Italy
4.4k from Castelfiorentino center

AC, Balcony, Barbecue, Free Parking, Kitchen, Laundry, No Smoking, Pool, Washer

2 Bedrooms4 Guests
New to Booking
$153
Average price / night
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Santo Stefano – Villa apartment with private pool in Chianti, Tuscany.
Santo Stefano – Villa apartment with private pool in Chianti, Tuscany.
Villa
Coiano, 50050, Italy
4.7k from Castelfiorentino center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms6 Guests
8.0

Good

2 reviews

$702
Average price / night
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PANORAMIC PRIVATE VILLA GELLO with landscaped pool
PANORAMIC PRIVATE VILLA GELLO with landscaped pool
Villa
Castelfiorentino, 50051, Italy
4.8k from Castelfiorentino center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$245
Average price / night
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PANORAMIC COTTAGE WITH PRIVATE POOL
PANORAMIC COTTAGE WITH PRIVATE POOL
House
Monterappoli, 50053, Italy
4.8k from Castelfiorentino center

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

2 Bedrooms7 Guests
9.8

Exceptional

15 reviews

$333
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 Private Pool in Castelfiorentino.

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Castelfiorentino Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 164 verified vacation rentals with a private pool in Castelfiorentino. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Castelfiorentino vary depending on the property size, location, and travel season. Rates typically start from around $116 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 Castelfiorentino also welcome pets. Currently, 23 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 Castelfiorentino often include additional features such as Kitchen, Pool, and Private Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Castelfiorentino 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.