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

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  2. Beach Rentals
  3.  Italy

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

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17 Beach Home Rentals in Cantalici Winery (Starting from $114)

Rocca Di Castagnoli
Rocca Di Castagnoli
House
Gaiole in Chianti, Italy
0.5k from Cantalici Winery center

Accommodations, Pools, Farm stays, Parking, Romantic, Cottages, Pet-friendly, Lodgings, Vacation rentals

18 Bedrooms35 Guests
8.4

Very Good

166 reviews

$114
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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Rietine24
Rietine24
House
Gaiole in Chianti, Italy
1.6k from Cantalici Winery center

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

5 Bedrooms10 Guests
9.7

Exceptional

150 reviews

$147
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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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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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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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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Castellare in Chianti
Castellare in Chianti
Apartment
Cantalici Winery, Gaiole in Chianti, Tuscany, Italy
1.8k from Cantalici Winery center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Family

6 Bedrooms19 Guests
8.6

Fabulous

28 reviews

$157
Average price / night
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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
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Podere Il Trebbio, porzione di villa
Podere Il Trebbio, porzione di villa
House
Gaiole in Chianti, Italy
2.2k from Cantalici Winery center

Oceanfront, Fireplace/Heating, Barbecue/Outdoor Cooking, Ocean View, Internet, Guest Services, Pool

4 Bedrooms9 Guests
8.8

Fabulous

4 reviews

$286
Average price / night
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Portion Farmhouse nestled in the heart of Chianti with private pool,
Portion Farmhouse nestled in the heart of Chianti with private pool,
House
Gaiole in Chianti, 53013, Italy
2.9k from Cantalici Winery center

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

4 Bedrooms9 Guests
9.8

Exceptional

54 reviews

$283
Average price / night
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Borgo Casa al Vento
Borgo Casa al Vento
House
Gaiole in Chianti, Italy
2.3k from Cantalici Winery center

Accommodations, Pools, Farm stays, Parking, Spa, Romantic, Cottages, Pet-friendly, Lodgings

15 Bedrooms14 Guests
8.4

Very Good

362 reviews

$161
Average price / night
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Luxury Tuscany Hillside Villa With Heated Pool Close to Chianti Towns and Siena
Luxury Tuscany Hillside Villa With Heated Pool Close to Chianti Towns and Siena
Villa
Gaiole In Chianti, 53013, Italy
2.9k from Cantalici Winery center

AC, Arcade, Barbecue, Breakfast Available, Crib, Dryer, Fitness Equipment, Free Parking, Heater

7 Bedrooms14 Guests
New to Booking
$4434
Average price / night
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Castello Di Meleto
Castello Di Meleto
House
Gaiole in Chianti, Italy
2.8k from Cantalici Winery center

Cheap, Accommodations, Pools, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Vacation rentals

29 Bedrooms43 Guests
8.7

Fabulous

705 reviews

$226
Average price / night
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Agriturismo Vinci
Agriturismo Vinci
House
Gaiole in Chianti, Italy
2.8k from Cantalici Winery center

Accommodations, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

6 Bedrooms12 Guests
9.8

Exceptional

22 reviews

$157
Average price / night
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La Loggetta - Apartments
La Loggetta - Apartments
House
Gaiole in Chianti, Italy
2.9k from Cantalici Winery center

Cheap, Accommodations, Pools, Parking, Country houses, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms14 Guests
9.1

Superb

64 reviews

$606
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 Beach Rentals in Cantalici Winery.

Where to stay in Cantalici Winery? Best neighborhoods & areas

Cantalici Winery Beach Rentals on the Map

Frequently Asked Questions

You can explore 17 verified beach rentals in Cantalici Winery. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Cantalici Winery vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $114 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Cantalici Winery offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Cantalici Winery welcome pets. Currently, 9 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Cantalici Winery often include amenities designed for coastal living, such as Ocean View, View, and Balcony/Terrace. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.