Family-Friendly Vacation Rentals in Pieve di San Leolino, Greve in Chianti: Compare 10+ Sites & Save

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  3.  Italy
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  6.  Pieve di San Leolino

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683 Best Family Vacation Rentals in Pieve di San Leolino (Starting from $106)

Betania
Betania
Apartment
Pieve di Panzano, Italy
0.0k from Pieve di San Leolino center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Self-catering

2 Bedrooms4 Guests
9.5

Superb

6 reviews

$143
Average price / night
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Elegant, Spacious Retreat in the Heart of Chianti. Stunning, Tranquil Views
Elegant, Spacious Retreat in the Heart of Chianti. Stunning, Tranquil Views
Apartment
Pieve di Panzano, 50022, Italy
0.3k from Pieve di San Leolino center

Heater, Internet, No Smoking

6 Bedrooms12 Guests
New to Booking
$422
Average price / night
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Tabor~ Foresteria San Leolino a Panzano
Tabor~ Foresteria San Leolino a Panzano
Apartment
Pieve di Panzano, Italy
0.1k from Pieve di San Leolino center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$417
Average price / night
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Villa Il Tinaio in Chianti by Fantasia Villas
Villa Il Tinaio in Chianti by Fantasia Villas
Villa
Toscana, 50022, Italy
0.5k from Pieve di San Leolino center

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

7 Bedrooms14 Guests
New to Booking
$2895
Average price / night
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La Casa delle Bartaline
La Casa delle Bartaline
Apartment
Pieve di Panzano, Italy
0.2k from Pieve di San Leolino center

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

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$170
Average price / night
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Villa Delle Donne in Chianti by Fantasia Villas
Villa Delle Donne in Chianti by Fantasia Villas
Villa
Toscana, 50022, Italy
0.8k from Pieve di San Leolino center

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

7 Bedrooms14 Guests
New to Booking
$2895
Average price / night
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La Colombaia delle Bartaline
La Colombaia delle Bartaline
Apartment
Pieve di Panzano, Italy
0.2k from Pieve di San Leolino center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

2 Bedrooms7 Guests
New to Booking
$144
Average price / night
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A wonderful country house in the heart of Chianti
A wonderful country house in the heart of Chianti
House
Panzano In Chianti, 50022, Italy
1.3k from Pieve di San Leolino center

Balcony, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
9.8

Exceptional

23 reviews

$128
Average price / night
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Suite La Pieve Villa Le Barone Panzano in Chianti
Suite La Pieve Villa Le Barone Panzano in Chianti
Apartment
Panzano, Italy
0.2k from Pieve di San Leolino center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom4 Guests
8.3

Very Good

3 reviews

$212
Average price / night
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\"TERRACE BELL\"
\"TERRACE BELL\"
Apartment
PANZANO IN CHIANTI, 50022, Italy
1.4k from Pieve di San Leolino center

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

2 Bedrooms5 Guests
10.0

Exceptional

28 reviews

$139
Average price / night
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Agriturismo le Bartaline
Agriturismo le Bartaline
Apartment
Pieve di Panzano, Italy
0.2k from Pieve di San Leolino center

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

1 Bedroom2 Guests
9.7

Exceptional

3 reviews

$106
Average price / night
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The Casa delle Bartaline
The Casa delle Bartaline
House
Panzano in Chianti, 50022, Italy
1.5k from Pieve di San Leolino center

Balcony, Barbecue, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$206
Average price / night
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Cozy Apartment in the heart of Chianti (free Parking)
Cozy Apartment in the heart of Chianti (free Parking)
Apartment
Pieve di Panzano, Italy
0.3k from Pieve di San Leolino center

Internet, View, Pet Friendly, Entertainment, Parking, Security/Safety, Balcony/Terrace

2 Bedrooms4 Guests
8.8

Fabulous

14 reviews

$154
Average price / night
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Spacious Apartment La Colonna overlooking Chianti Classico vineyards
Spacious Apartment La Colonna overlooking Chianti Classico vineyards
Apartment
Panzano In Chianti, 50022, Italy
1.6k from Pieve di San Leolino center

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

4 Bedrooms8 Guests
New to Booking
$686
Average price / night
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Olearum apartment (free Parking)
Olearum apartment (free Parking)
Apartment
Pieve di Panzano, Italy
0.3k from Pieve di San Leolino center

Internet, Pet Friendly, Parking, Balcony/Terrace, Security/Safety, Guest Services, Child Friendly

2 Bedrooms4 Guests
9.2

Superb

10 reviews

$154
Average price / night
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Romantic stylish villa with private pool & splendid view
Romantic stylish villa with private pool & splendid view
Villa
Panzano In Chianti, 50022, Italy
1.7k from Pieve di San Leolino center

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

3 Bedrooms7 Guests
9.8

Exceptional

24 reviews

$794
Average price / night
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Casa Panzano Tuscany
Casa Panzano Tuscany
Apartment
Panzano, Italy
1.0k from Pieve di San Leolino center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms4 Guests
8.6

Fabulous

82 reviews

$285
Average price / night
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MyExclusiveItaly - Villa Chianti with exclusive pool and typical barn
MyExclusiveItaly - Villa Chianti with exclusive pool and typical barn
Villa
Greve in Chianti, 50022, Italy
1.8k from Pieve di San Leolino center

AC, Breakfast Available, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

15 Bedrooms22 Guests
New to Booking
$4324
Average price / night
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Villa Amaranto
Villa Amaranto
Villa
Italy
1.2k from Pieve di San Leolino center

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

2 Bedrooms4 Guests
New to Booking
$433
Average price / night
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AMORE RENTALS - Villa Eros with Swimming Pool, SPA, Ideal for Groups
AMORE RENTALS - Villa Eros with Swimming Pool, SPA, Ideal for Groups
Villa
Greve in Chianti, 50022, Italy
1.8k from Pieve di San Leolino center

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

14 Bedrooms38 Guests
New to Booking
$4479
Average price / night
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Agriturismo La Cipressaia
Agriturismo La Cipressaia
House
Greve in Chianti, Italy
1.2k from Pieve di San Leolino center

Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Places to stay, Self-catering

4 Bedrooms11 Guests
7.3

Good

4 reviews

$114
Average price / night
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Home 'Serena, Radda In Chianti' with Private Pool, Private Terrace and Wi-Fi
Home 'Serena, Radda In Chianti' with Private Pool, Private Terrace and Wi-Fi
House
Radda in Chianti, 53017, Italy
1.8k from Pieve di San Leolino center

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

2 Bedrooms6 Guests
New to Booking
$215
Average price / night
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 Villa San Piero in Chianti - First Class Service, Top Location, Maximum Privacy
Villa San Piero in Chianti - First Class Service, Top Location, Maximum Privacy
Villa
Radda in Chianti, 53017, Italy
1.8k from Pieve di San Leolino center

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

5 Bedrooms10 Guests
10.0

Exceptional

34 reviews

$1727
Average price / night
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Villa Le Scuderie in Tuscany by Fantasia Villas
Villa Le Scuderie in Tuscany by Fantasia Villas
Villa
Toscana, 50022, Italy
1.9k from Pieve di San Leolino center

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

4 Bedrooms9 Guests
New to Booking
$946
Average price / night
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Villa Chianti | Luxury Pool, Jacuzzi Tub, Sauna and Chromoterapy
Villa Chianti | Luxury Pool, Jacuzzi Tub, Sauna and Chromoterapy
Villa
Greve in Chianti, 50022, Italy
1.9k from Pieve di San Leolino center

AC, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

15 Bedrooms40 Guests
New to Booking
$4761
Average price / night
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Villa Aberesh - Countryside villa with pool in Tuscany
Villa Aberesh - Countryside villa with pool in Tuscany
Villa
Greve in Chianti, 50022, Italy
2.0k from Pieve di San Leolino center

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

7 Bedrooms14 Guests
New to Booking
$3331
Average price / night
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MyExclusiveItaly - Chianti's Villa | Vineyard, infinity pool, view
MyExclusiveItaly - Chianti's Villa | Vineyard, infinity pool, view
Villa
Greve in Chianti, 50022, Italy
2.0k from Pieve di San Leolino center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Heater, Hot Tub

18 Bedrooms37 Guests
New to Booking
$7966
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 Family Vacation Rentals in Pieve di San Leolino.

Pieve di San Leolino Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 683 verified family-friendly vacation rentals in Pieve di San Leolino. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Pieve di San Leolino vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $106 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Pieve di San Leolino offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Pieve di San Leolino are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Pieve di San Leolino often include amenities such as Child Friendly, Fireplace/Heating, and Balcony/Terrace. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.