Villa Rentals in Cantalici Winery, Gaiole in Chianti: Compare 10+ Sites & Save

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  2. Villa Rentals
  3.  Italy
  4.  Tuscany
  5.  Gaiole in Chianti
  6.  Cantalici Winery

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287 Best Villa Rentals in Cantalici Winery (Starting from $161)

L'Agrifoglio
L'Agrifoglio
Villa
Gaiole in Chianti, Italy
1.4k from Cantalici Winery center

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

3 Bedrooms4 Guests
9.0

Fabulous

1 reviews

$285
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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Trifoglio
Trifoglio
Villa
Gaiole in Chianti, Italy
1.4k from Cantalici Winery center

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

1 Bedroom2 Guests
New to Booking
$233
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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Casanova di Bricciano
Casanova di Bricciano
Villa
Gaiole in Chianti, Italy
1.5k from Cantalici Winery center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$600
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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Villa il Balocco
Villa il Balocco
Villa
Gaiole in Chianti, Italy
1.6k from Cantalici Winery center

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

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$634
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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Casina di Mello
Casina di Mello
Villa
Gaiole in Chianti, Italy
1.7k from Cantalici Winery center

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

5 Bedrooms10 Guests
New to Booking
$1273
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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Montemarcoli
Montemarcoli
Villa
Gaiole in Chianti, Italy
1.7k from Cantalici Winery center

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

2 Bedrooms4 Guests
9.0

Fabulous

1 reviews

$318
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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Casina
Casina
Villa
Gaiole in Chianti, Italy
2.0k from Cantalici Winery center

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

3 Bedrooms8 Guests
9.1

Superb

17 reviews

$187
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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Capanna di Camporata
Capanna di Camporata
Villa
Gaiole in Chianti, Italy
2.7k from Cantalici Winery center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$161
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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Borratella
Borratella
Villa
Gaiole in Chianti, Italy
2.7k from Cantalici Winery center

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

4 Bedrooms8 Guests
New to Booking
$1272
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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Mulinaccio di Badia
Mulinaccio di Badia
Villa
Gaiole in Chianti, Italy
2.9k from Cantalici Winery center

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

5 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$736
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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Villa Radda by Mmega
Villa Radda by Mmega
Villa
Gaiole in Chianti, Italy
3.0k from Cantalici Winery center

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

6 Bedrooms12 Guests
New to Booking
$710
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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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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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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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

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 Villa Rentals in Cantalici Winery.

Where to stay in Cantalici Winery? Best neighborhoods & areas

Cantalici Winery Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 287 verified villa rentals in Cantalici Winery. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Cantalici Winery vary depending on the season, location, and amenities. Rates typically start from around $161 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Cantalici Winery are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Cantalici Winery.

Yes, Cantalici Winery offers a wide range of villas ideal for group stays. Many properties include 5 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Cantalici Winery villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Cantalici Winery often include highly sought-after amenities such as Internet, Pool, and Wellness Facilities. These features enhance comfort and convenience, making them especially popular among travelers visiting Cantalici Winery.

To discover top-rated villas in Cantalici Winery, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.