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

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  Castelnuovo Berardenga

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83 Best Vacation Rentals with Private Pool in Castelnuovo Berardenga (Starting from $169)

Borgo Villa a Sesta
Borgo Villa a Sesta
Resort
Castelnuovo Berardenga, Tuscany, Italy
4.6k from Castelnuovo Berardenga center

Accommodations, Pools, Resorts, Parking, Spa, Lodgings, Hot tubs, Places to stay, Family

19 Bedrooms42 Guests
8.1

Very Good

24 reviews

$226
Average price / night
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Chianti Villa: Private Pool, Breathtaking Vineyard Views & 2.5-Acre Garden
Chianti Villa: Private Pool, Breathtaking Vineyard Views & 2.5-Acre Garden
Villa
Castel Berardegna, 53019, Italy
2.9k from Castelnuovo Berardenga center

AC, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Living Area, Outdoor Space, Pool

5 Bedrooms13 Guests
New to Booking
$789
Average price / night
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Villa Di Sotto
Villa Di Sotto
House
Castelnuovo Berardenga, Italy
4.6k from Castelnuovo Berardenga center

Cheap, Accommodations, Pools, Farm stays, Parking, Spa, Cottages, Lodgings, Vacation rentals

10 Bedrooms27 Guests
9.0

Fabulous

88 reviews

$169
Average price / night
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San Demetrio, Castelnuovo Berardenga, Siena and Chianti
San Demetrio, Castelnuovo Berardenga, Siena and Chianti
Villa
Castelnuovo Berardenga, 53019, Italy
3.1k from Castelnuovo Berardenga center

Barbecue, Dryer, Fireplace, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

5 Bedrooms8 Guests
New to Booking
$646
Average price / night
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Vivaia - Arceno Rentals Club
Vivaia - Arceno Rentals Club
Villa
San Gusmè, Italy
6.0k from Castelnuovo Berardenga center

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

5 Bedrooms10 Guests
New to Booking
$909
Average price / night
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Villa Santa Maria 14, Emma Villas
Villa Santa Maria 14, Emma Villas
Villa
San Gusme', 53019, Italy
3.4k from Castelnuovo Berardenga center

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

7 Bedrooms14 Guests
8.0

Good

1 reviews

$1265
Average price / night
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Casa Rossella,charming house in historical Chianti Estate ,private pool
Casa Rossella,charming house in historical Chianti Estate ,private pool
House
San Gusme, 53019, Italy
3.7k from Castelnuovo Berardenga center

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

1 Bedroom2 Guests
10.0

Exceptional

53 reviews

$218
Average price / night
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San Donato Retreat by Arceno Rentals Club - Concierge, Pool, Wifi
San Donato Retreat by Arceno Rentals Club - Concierge, Pool, Wifi
Villa
San Gusmè - Castelnuovo Berardenga, 53019, Italy
3.7k from Castelnuovo Berardenga center

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

2 Bedrooms4 Guests
New to Booking
$310
Average price / night
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Camparone Light by ArcenoRentalsClub Magnificent Chianti Villa Pool Concierge
Camparone Light by ArcenoRentalsClub Magnificent Chianti Villa Pool Concierge
Villa
Castelnuovo Berardenga, 53019, Italy
3.9k from Castelnuovo Berardenga center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1468
Average price / night
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Camparone, ArcenoRentalsClub Magnificent Chianti Villa  Exclusive Pool Concierge
Camparone, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge
Villa
Castelnuovo Berardenga, 53019, Italy
4.1k from Castelnuovo Berardenga center

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

6 Bedrooms12 Guests
10.0

Exceptional

19 reviews

$1708
Average price / night
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Villa in Santa Chiara with 8 bedrooms sleeps 16
Villa in Santa Chiara with 8 bedrooms sleeps 16
Villa
Santa Chiara, 53019, Italy
4.2k from Castelnuovo Berardenga center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater

7 Bedrooms16 Guests
New to Booking
$2705
Average price / night
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Villa Sestina elegant and exclusive farmhouse immersed in the wonderful land of Chianti Classico
Villa Sestina elegant and exclusive farmhouse immersed in the wonderful land of Chianti Classico
House
Castelnuovo Berardenga, 53019, Italy
4.2k from Castelnuovo Berardenga center

Barbecue, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Pool, TV, Washer

8 Bedrooms16 Guests
New to Booking
$2806
Average price / night
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Villa Parigi, elegant designer Villa in Chianti, Pool & Concierge, WiFi, A/C
Villa Parigi, elegant designer Villa in Chianti, Pool & Concierge, WiFi, A/C
Villa
San Gusmé, 53019, Italy
5.1k from Castelnuovo Berardenga center

AC, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
New to Booking
$903
Average price / night
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BELLAVISTA (Castle of Bossi) San Giusto
BELLAVISTA (Castle of Bossi) San Giusto
Apartment
Bossi, 53019, Italy
5.1k from Castelnuovo Berardenga center

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

2 Bedrooms5 Guests
New to Booking
$230
Average price / night
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Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Villa
Castelnuovo Berardenga, 53010, Italy
5.2k from Castelnuovo Berardenga center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

56 reviews

$600
Average price / night
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BELLAVISTA (Castle of Bossi) San Polo
BELLAVISTA (Castle of Bossi) San Polo
Apartment
Bossi, 53019, Italy
5.2k from Castelnuovo Berardenga center

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

2 Bedrooms5 Guests
New to Booking
$274
Average price / night
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BELLAVISTA (Castello di Bossi) SAN PAOLO apartment
BELLAVISTA (Castello di Bossi) SAN PAOLO apartment
Apartment
Bossi, 53019, Italy
5.5k from Castelnuovo Berardenga center

Barbecue, Extra Bed, Fireplace, Free Parking, Kitchen, Laundry, No Smoking, Outdoor Space, Pool

2 Bedrooms3 Guests
8.0

Good

1 reviews

$230
Average price / night
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Vivaia Arceno Rentals Club, Villa in Chianti , Exclusive Pool Concierge Freewifi
Vivaia Arceno Rentals Club, Villa in Chianti , Exclusive Pool Concierge Freewifi
Villa
San Gusmè, 53019, Italy
5.8k from Castelnuovo Berardenga center

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

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1173
Average price / night
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Villa in Rapale with 9 bedrooms sleeps 20
Villa in Rapale with 9 bedrooms sleeps 20
Villa
Rapale, 52021, Italy
6.0k from Castelnuovo Berardenga center

AC, Barbecue, Breakfast Available, Crib, Dryer, Elevator, Fireplace, Free Parking, Heater

8 Bedrooms20 Guests
New to Booking
$1773
Average price / night
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Wonderful private villa for 24 people with A/C, WIFI, private pool, TV, patio and panoramic view
Wonderful private villa for 24 people with A/C, WIFI, private pool, TV, patio and panoramic view
Villa
Montebenichi, 52021, Italy
6.0k from Castelnuovo Berardenga center

AC, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

11 Bedrooms24 Guests
9.8

Exceptional

6 reviews

$3863
Average price / night
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Scandelaia 12, Emma Villas
Scandelaia 12, Emma Villas
Villa
Castelnuovo Berardenga, 53019, Italy
6.0k from Castelnuovo Berardenga center

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

6 Bedrooms12 Guests
New to Booking
$2941
Average price / night
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Villa Caterine - Large country villa with private pool
Villa Caterine - Large country villa with private pool
Villa
Pietraviva, 565989, Italy
6.1k from Castelnuovo Berardenga center

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

5 Bedrooms10 Guests
New to Booking
$893
Average price / night
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Villa Saffo: A charming three-story villa surrounded by meadows and by green hills, with Free WI-FI.
Villa Saffo: A charming three-story villa surrounded by meadows and by green hills, with Free WI-FI.
Villa
Bucine, 52021, Italy
6.1k from Castelnuovo Berardenga center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Outdoor Space, Patio, Pool

9 Bedrooms20 Guests
New to Booking
$2221
Average price / night
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Villa Gerlino - Country House with private pool
Villa Gerlino - Country House with private pool
Villa
Rapale, 52021, Italy
6.1k from Castelnuovo Berardenga center

AC, Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

9 Bedrooms18 Guests
New to Booking
$2149
Average price / night
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Villa il Borgo
Villa il Borgo
Villa
Bucine, 52020, Italy
6.2k from Castelnuovo Berardenga center

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

9 Bedrooms20 Guests
New to Booking
$2338
Average price / night
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Stunning private villa for 22 guests with WIFI, A/C, private pool, TV, patio and panoramic view
Stunning private villa for 22 guests with WIFI, A/C, private pool, TV, patio and panoramic view
Villa
Montebenichi, 52021, Italy
6.3k from Castelnuovo Berardenga center

AC, Balcony, Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet

9 Bedrooms22 Guests
9.8

Exceptional

6 reviews

$3455
Average price / night
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Beautiful private villa for 20 people with sauna, private pool, WIFI, TV and panoramic view
Beautiful private villa for 20 people with sauna, private pool, WIFI, TV and panoramic view
Villa
Rapale, 52021, Italy
6.3k from Castelnuovo Berardenga center

Barbecue, Breakfast Available, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

9 Bedrooms20 Guests
9.8

Exceptional

6 reviews

$1868
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 Castelnuovo Berardenga.

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Castelnuovo Berardenga Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 83 verified vacation rentals with a private pool in Castelnuovo Berardenga. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Castelnuovo Berardenga vary depending on the property size, location, and travel season. Rates typically start from around $169 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 Castelnuovo Berardenga also welcome pets. Currently, 25 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 Castelnuovo Berardenga often include additional features such as Private Pool, Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Castelnuovo Berardenga 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.