Vacation Rentals with Private Pool in Cantalici Winery, Gaiole in Chianti: Compare 10+ Sites & Save

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  1. VBOR
  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  Gaiole in Chianti
  6.  Cantalici Winery

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203 Best Vacation Rentals with Private Pool in Cantalici Winery (Starting from $144)

Vivaia - Arceno Rentals Club
Vivaia - Arceno Rentals Club
Villa
San Gusmè, Italy
6.4k from Cantalici Winery 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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Family friendly Chianti Villa with private pool.
Family friendly Chianti Villa with private pool.
House
San Martino al Vento, 53013, Italy
0.9k from Cantalici Winery center

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

6 Bedrooms10 Guests
New to Booking
$1142
Average price / night
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Borgo Villa a Sesta
Borgo Villa a Sesta
Resort
Cantalici Winery, Gaiole in Chianti, Tuscany, Italy
6.6k from Cantalici Winery 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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Villa Barbischio - Gaiole In Chianti ,Tuscany
Villa Barbischio - Gaiole In Chianti ,Tuscany
Villa
Gaiole in Chianti, 53013, Italy
1.0k from Cantalici Winery center

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

4 Bedrooms8 Guests
New to Booking
$1344
Average price / night
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Villa Di Sotto
Villa Di Sotto
House
Castelnuovo Berardenga, Italy
6.6k from Cantalici Winery 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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Villa Eracle: A bright and elegant three-story villa surrounded by vineyards and olive groves.
Villa Eracle: A bright and elegant three-story villa surrounded by vineyards and olive groves.
Villa
Gaiole in Chianti, 53013, Italy
1.0k from Cantalici Winery center

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

4 Bedrooms8 Guests
New to Booking
$1699
Average price / night
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Villa on Chianti hill in heart of Tuscany, super-large pool, 14 ha plot
Villa on Chianti hill in heart of Tuscany, super-large pool, 14 ha plot
Villa
Gaiole in Chianti, Prov. Siena, Toscana, 53013, Italy
1.0k from Cantalici Winery center

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

5 Bedrooms10 Guests
9.6

Exceptional

17 reviews

$472
Average price / night
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Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Cottage
Gaiole in Chianti, Prov. Siena, Toscana, 53031, Italy
1.0k from Cantalici Winery center

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

1 Bedroom2 Guests
8.4

Very Good

10 reviews

$144
Average price / night
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Villa Vigneto Estate
Villa Vigneto Estate
Villa
Gaiole in Chianti, 53013, Italy
1.1k from Cantalici Winery center

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

27 Bedrooms60 Guests
New to Booking
$13283
Average price / night
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Campo al Sole, Gaiole in Chianti, Siena and Chianti
Campo al Sole, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
1.2k from Cantalici Winery center

AC, Barbecue, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Pool, TV

1 Bedroom2 Guests
New to Booking
$232
Average price / night
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Casetta Kiwi, Gaiole in Chianti, Siena and Chianti
Casetta Kiwi, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
1.4k from Cantalici Winery center

AC, Balcony, Barbecue, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms2 Guests
8.0

Good

1 reviews

$372
Average price / night
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Trifoglio, Gaiole in Chianti, Siena and Chianti
Trifoglio, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
1.4k from Cantalici Winery center

AC, Barbecue, Extra Bed, Fireplace, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$246
Average price / night
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L'Agrifoglio, Gaiole in Chianti, Siena and Chianti
L'Agrifoglio, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
1.4k from Cantalici Winery center

AC, Balcony, Barbecue, Fireplace, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$292
Average price / night
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Casanova di Bricciano, Gaiole in Chianti, Siena and Chianti
Casanova di Bricciano, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
1.5k from Cantalici Winery center

AC, Barbecue, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$435
Average price / night
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Villa Oliveta, Gaiole in Chianti, Siena and Chianti
Villa Oliveta, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
1.6k from Cantalici Winery center

AC, Barbecue, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space, Pool

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$434
Average price / night
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Tenuta Altaluce, Gaiole in Chianti, Siena and Chianti
Tenuta Altaluce, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
1.7k from Cantalici Winery center

AC, Barbecue, Dryer, Fireplace, Heater, Hot Tub, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
New to Booking
$1060
Average price / night
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Lovely home in Gaiole in Chianti
Lovely home in Gaiole in Chianti
House
Gaiole in Chianti, 53013, Italy
1.7k from Cantalici Winery center

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

4 Bedrooms8 Guests
New to Booking
$339
Average price / night
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Fattoria Valtellina by Boutique | Tuscany
Fattoria Valtellina by Boutique | Tuscany
Villa
Gaiole in Chianti SI, 53013, Italy
1.9k from Cantalici Winery center

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

4 Bedrooms8 Guests
New to Booking
$2541
Average price / night
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Gorgeous home in Gaiole in Chianti (SI)
Gorgeous home in Gaiole in Chianti (SI)
House
Gaiole in Chianti (SI), 53013, Italy
1.9k from Cantalici Winery center

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

5 Bedrooms10 Guests
New to Booking
$308
Average price / night
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Villa Montemarcoli, a haven of peace and love in Gaiole in Chianti
Villa Montemarcoli, a haven of peace and love in Gaiole in Chianti
Villa
Gaiole In Chianti, 53013, Italy
1.9k from Cantalici Winery center

AC, Barbecue, Crib, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

7 reviews

$345
Average price / night
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Casolare di Rietine, Gaiole in Chianti, Siena and Chianti
Casolare di Rietine, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
2.0k from Cantalici Winery center

Balcony, Barbecue, Dryer, Fireplace, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
New to Booking
$1950
Average price / night
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Hut with a view in the heart of the Chianti area with swimming pool and Jacuzzzi
Hut with a view in the heart of the Chianti area with swimming pool and Jacuzzzi
House
Gaiole In Chianti, 53013, Italy
2.1k from Cantalici Winery center

Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$227
Average price / night
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Dimora del Chianti, stunning Tuscan villa on vineyards
Dimora del Chianti, stunning Tuscan villa on vineyards
Villa
Rietine, 53013, Italy
2.2k from Cantalici Winery center

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

4 Bedrooms8 Guests
New to Booking
$914
Average price / night
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Villa Altho, Gaiole in Chianti, Siena and Chianti
Villa Altho, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
2.4k from Cantalici Winery center

AC, Barbecue, Fireplace, Heater, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms4 Guests
New to Booking
$376
Average price / night
Check Availability
La Fornace di Tremoleto - Villa with exclusive pool in Chianti
La Fornace di Tremoleto - Villa with exclusive pool in Chianti
Villa
Gaiole In Chianti, 53013, Italy
2.4k from Cantalici Winery center

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

3 Bedrooms6 Guests
New to Booking
$410
Average price / night
Check Availability
Torretta Barbischio, Gaiole in Chianti, Siena and Chianti
Torretta Barbischio, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
2.4k from Cantalici Winery center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$539
Average price / night
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Borratella, Gaiole in Chianti, Siena and Chianti
Borratella, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
2.7k from Cantalici Winery center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$954
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 Cantalici Winery.

Where to stay in Cantalici Winery? Best neighborhoods & areas

Cantalici Winery Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 203 verified vacation rentals with a private pool in Cantalici Winery. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Cantalici Winery vary depending on the property size, location, and travel season. Rates typically start from around $144 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 Cantalici Winery also welcome pets. Currently, 20 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 Cantalici Winery often include additional features such as Pool, Private Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Cantalici Winery 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.