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

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  Gaiole in Chianti

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206 Best Vacation Rentals with Private Pool in Gaiole in Chianti (Starting from $161)

Vivaia - Arceno Rentals Club
Vivaia - Arceno Rentals Club
Villa
San Gusmè, Italy
9.8k from Gaiole in Chianti 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 Vertine | 16th Century Villa w/ Tuscany & Vineyard Views, Heated Pool
Villa Vertine | 16th Century Villa w/ Tuscany & Vineyard Views, Heated Pool
House
Vertine, 53013, Italy
0.1k from Gaiole in Chianti center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Extra Bed, Fireplace, Free Parking

5 Bedrooms10 Guests
New to Booking
$4466
Average price / night
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Borgo Villa a Sesta
Borgo Villa a Sesta
Resort
Gaiole in Chianti, Tuscany, Italy
10.0k from Gaiole in Chianti 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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Ciacchieri, Gaiole in Chianti, Siena and Chianti
Ciacchieri, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53016, Italy
0.1k from Gaiole in Chianti center

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

2 Bedrooms4 Guests
New to Booking
$161
Average price / night
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Villa Di Sotto
Villa Di Sotto
House
Castelnuovo Berardenga, Italy
10.0k from Gaiole in Chianti 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 Radda by MMega
Villa Radda by MMega
Villa
Gaiole In Chianti, 53013, Italy
0.1k from Gaiole in Chianti center

AC, Barbecue, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

6 Bedrooms12 Guests
10.0

Exceptional

7 reviews

$795
Average price / night
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'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
House
Gaiole in Chianti, 53013, Italy
0.4k from Gaiole in Chianti center

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

2 Bedrooms6 Guests
New to Booking
$734
Average price / night
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Il Colombaio In Gaiole in Chianti, Tuscany
Il Colombaio In Gaiole in Chianti, Tuscany
Villa
Gaiole in Chianti, 53013, Italy
0.5k from Gaiole in Chianti center

Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

4 Bedrooms8 Guests
9.4

Superb

18 reviews

$368
Average price / night
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Gittori, Gaiole in Chianti, Siena and Chianti
Gittori, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
0.6k from Gaiole in Chianti center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$474
Average price / night
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Villa With Private Pool In The Heart Of The Chianti Region
Villa With Private Pool In The Heart Of The Chianti Region
Villa
Gaiole in Chianti, 53013, Italy
0.7k from Gaiole in Chianti center

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

6 Bedrooms12 Guests
10.0

Exceptional

16 reviews

$1190
Average price / night
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Capanna di Camporata, Gaiole in Chianti, Siena and Chianti
Capanna di Camporata, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
0.8k from Gaiole in Chianti center

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

1 Bedroom2 Guests
New to Booking
$198
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
1.0k from Gaiole in Chianti 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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Riecine Capanna  4, Gaiole in Chianti, Siena and Chianti
Riecine Capanna 4, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
1.0k from Gaiole in Chianti center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$874
Average price / night
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Villa Riecine, Gaiole in Chianti, Siena and Chianti
Villa Riecine, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
1.1k from Gaiole in Chianti center

AC, Balcony, Barbecue, Hot Tub, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
8.0

Good

1 reviews

$486
Average price / night
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Tuscany Farmhouse | 16th-Century Architecture w/ Vineyard & Castle Views, Pool
Tuscany Farmhouse | 16th-Century Architecture w/ Vineyard & Castle Views, Pool
House
Vertine, 53013, Italy
1.3k from Gaiole in Chianti center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms12 Guests
10.0

Exceptional

5 reviews

$7528
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
1.3k from Gaiole in Chianti 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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Canonica di Vertine, Gaiole in Chianti, Siena and Chianti
Canonica di Vertine, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
1.4k from Gaiole in Chianti center

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

4 Bedrooms8 Guests
New to Booking
$709
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
1.6k from Gaiole in Chianti 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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Villa Altho, Gaiole in Chianti, Siena and Chianti
Villa Altho, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
1.7k from Gaiole in Chianti center

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

3 Bedrooms4 Guests
New to Booking
$376
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 Gaiole in Chianti 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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Torretta Barbischio, Gaiole in Chianti, Siena and Chianti
Torretta Barbischio, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
1.7k from Gaiole in Chianti 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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Beautiful historic Villa; sleeps max 13. 5 Bedrooms 5 Bathrooms, Private Pool
Beautiful historic Villa; sleeps max 13. 5 Bedrooms 5 Bathrooms, Private Pool
Villa
Gaiole in Chianti, 53013, Italy
1.8k from Gaiole in Chianti center

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

5 Bedrooms13 Guests
10.0

Exceptional

7 reviews

$673
Average price / night
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An enchanting small villa, perfect for two, with an unparalleled view.
An enchanting small villa, perfect for two, with an unparalleled view.
Villa
Gaiole in Chianti, 53013, Italy
2.1k from Gaiole in Chianti center

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

1 Bedroom2 Guests
9.8

Exceptional

40 reviews

$285
Average price / night
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Casa Boccaccio, Gaiole in Chianti, Siena and Chianti
Casa Boccaccio, Gaiole in Chianti, Siena and Chianti
Villa
Gaiole in Chianti, 53013, Italy
2.1k from Gaiole in Chianti center

AC, Barbecue, Dryer, Fitness Equipment, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
New to Booking
$814
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
2.2k from Gaiole in Chianti 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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Sestuccia is a beautiful Tuscan villa just a short distance from Gaiole in Chianti
Sestuccia is a beautiful Tuscan villa just a short distance from Gaiole in Chianti
Villa
gaiole in chianti, 53013, Italy
2.2k from Gaiole in Chianti center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
9.6

Exceptional

4 reviews

$852
Average price / night
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Sestuccina
Sestuccina
Villa
Gaiole In Chianti, 53013, Italy
2.2k from Gaiole in Chianti center

AC, Balcony, Barbecue, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
9.8

Exceptional

7 reviews

$293
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 Gaiole in Chianti.

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Gaiole in Chianti Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 206 verified vacation rentals with a private pool in Gaiole in Chianti. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Gaiole in Chianti vary depending on the property size, location, and travel season. Rates typically start from around $161 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 Gaiole in Chianti also welcome pets. Currently, 17 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 Gaiole in Chianti often include additional features such as Pool, Private Pool, and Wellness Facilities. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Gaiole in Chianti 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.