Family-Friendly Vacation Rentals in Asciano, Tuscany: Compare 10+ Sites & Save

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  3.  Italy
  4.  Tuscany
  5.  Asciano

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246 Best Family Vacation Rentals in Asciano (Starting from $43)

Large apartment with shared swimming pool in Crete Senesi
Large apartment with shared swimming pool in Crete Senesi
Apartment
Asciano, Italy
0.9k from Asciano center

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

2 Bedrooms6 Guests
New to Booking
$315
Average price / night
Check Availability
Charming flat with pool surrounded by nature
Charming flat with pool surrounded by nature
Apartment
Asciano, Italy
0.9k from Asciano center

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

2 Bedrooms6 Guests
New to Booking
$157
Average price / night
Check Availability
Siena luxury villa rental
Siena luxury villa rental
Villa
Asciano, 53041, Italy
2.4k from Asciano center

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

6 Bedrooms11 Guests
New to Booking
$1129
Average price / night
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Agriturismo Caliano
Agriturismo Caliano
House
Asciano, Italy
0.9k from Asciano center

Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

28 Bedrooms84 Guests
9.8

Exceptional

32 reviews

$128
Average price / night
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3 bedrooms House with private garden and terrace; shared pool, wi-fi
3 bedrooms House with private garden and terrace; shared pool, wi-fi
House
Asciano, 53041, Italy
3.2k from Asciano center

Balcony, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
8.0

Good

1 reviews

$222
Average price / night
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Stunning Home In Asciano
Stunning Home In Asciano
House
Asciano, Italy
1.1k from Asciano center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, 4-star, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$754
Average price / night
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Palazzo Monaci e Relax
Palazzo Monaci e Relax
House
Asciano SI, 53041, Italy
3.2k from Asciano center

AC, Balcony, Barbecue, Crib, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$385
Average price / night
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B&B Le Logge Di Sopra
B&B Le Logge Di Sopra
House
Asciano, Italy
1.1k from Asciano center

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

7 Bedrooms10 Guests
8.4

Very Good

42 reviews

$77
Average price / night
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House with private garden in the Crete Senesi
House with private garden in the Crete Senesi
House
Asciano, 53041, Italy
3.2k from Asciano center

Barbecue, Free Parking, Heater, Laundry, Microwave, Outdoor Space, Pool, TV, Washer

3 Bedrooms6 Guests
New to Booking
$261
Average price / night
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Le Crete Senesi
Le Crete Senesi
Apartment
Italy
1.2k from Asciano center

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

3 Bedrooms7 Guests
9.1

Superb

49 reviews

$108
Average price / night
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Relax Palazzo Monaci
Relax Palazzo Monaci
House
Asciano, 53041, Italy
3.3k from Asciano center

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

2 Bedrooms6 Guests
10.0

Exceptional

10 reviews

$225
Average price / night
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Lovely Farmhouse in Asciano with Swimming Pool
Lovely Farmhouse in Asciano with Swimming Pool
House
Asciano, Tuscany, Italy
1.5k from Asciano center

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

8 Bedrooms17 Guests
New to Booking
$114
Average price / night
Check Availability
PIEVE DI SANT IPPOLITO - SANT IPPOLITO
PIEVE DI SANT IPPOLITO - SANT IPPOLITO
Villa
Asciano, 53041, Italy
3.8k from Asciano center

AC, Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$157
Average price / night
Check Availability
Cottage in Asciano with Pool and Terrace
Cottage in Asciano with Pool and Terrace
House
Asciano, Tuscany, Italy
1.5k from Asciano center

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

1 Bedroom2 Guests
New to Booking
$53
Average price / night
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Apartment Le Biancane delle Crete Senesi Aciano Siena
Apartment Le Biancane delle Crete Senesi Aciano Siena
Apartment
Toscana, 53041, Italy
4.1k from Asciano center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$137
Average price / night
Check Availability
Farmhouse in Tuscany with Pool & Scenic Views
Farmhouse in Tuscany with Pool & Scenic Views
House
Asciano, Tuscany, Italy
1.5k from Asciano center

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

1 Bedroom3 Guests
9.0

Fabulous

1 reviews

$43
Average price / night
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Casa di charme in a casolare di pietra con giardino privato
Casa di charme in a casolare di pietra con giardino privato
Apartment
Asciano (Siena), 53041, Italy
4.3k from Asciano center

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

2 Bedrooms5 Guests
9.6

Exceptional

48 reviews

$166
Average price / night
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La Coppa
La Coppa
House
Asciano, Tuscany, Italy
2.4k from Asciano center

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

9 Bedrooms18 Guests
8.8

Fabulous

123 reviews

$70
Average price / night
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Beautifully restored Tuscan villa, with private pool and breathtaking views
Beautifully restored Tuscan villa, with private pool and breathtaking views
Villa
Monteroni d'Arbia, 53014, Italy
6.2k from Asciano center

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

8 Bedrooms17 Guests
10.0

Exceptional

21 reviews

$2073
Average price / night
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Appartamento CORBEZZOLO
Appartamento CORBEZZOLO
Apartment
Asciano, Italy
2.6k from Asciano center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Family

1 Bedroom4 Guests
8.7

Fabulous

7 reviews

$220
Average price / night
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Apartment 'Agriturismo Carpineto' with Shared Pool, Private Terrace and Wi-Fi
Apartment 'Agriturismo Carpineto' with Shared Pool, Private Terrace and Wi-Fi
Apartment
Asciano, 53041, Italy
6.3k from Asciano center

Balcony, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom5 Guests
New to Booking
$191
Average price / night
Check Availability
Poggio D'Arno
Poggio D'Arno
Apartment
Asciano, Italy
2.6k from Asciano center

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

7 Bedrooms15 Guests
10.0

Exceptional

5 reviews

$118
Average price / night
Check Availability
Apartment in Asciano, family-friendly, pool, garden, quiet, A/C, WiFi, sleeps 4
Apartment in Asciano, family-friendly, pool, garden, quiet, A/C, WiFi, sleeps 4
Apartment
asciano, 53041, Italy
6.4k from Asciano center

AC, Barbecue, Breakfast Available, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
8.4

Very Good

5 reviews

$197
Average price / night
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Casa Lavanda
Casa Lavanda
Apartment
Toscana, 53041, Italy
6.7k from Asciano center

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

1 Bedroom6 Guests
New to Booking
$293
Average price / night
Check Availability
Agricola Neci: Tuscan Rural Luxury with Housekeeping,  Infinity  Pool and a Lake
Agricola Neci: Tuscan Rural Luxury with Housekeeping, Infinity Pool and a Lake
Villa
Bollano, 53041, Italy
6.7k from Asciano center

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

4 Bedrooms9 Guests
10.0

Exceptional

49 reviews

$1266
Average price / night
Check Availability
Sosta Eroica - Pool & Breathtaking Views over Siena
Sosta Eroica - Pool & Breathtaking Views over Siena
House
Asciano, 53041, Italy
6.9k from Asciano center

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

2 Bedrooms5 Guests
New to Booking
$289
Average price / night
Check Availability
Casalunga, beautiful farmhouse with swimming pool and garden
Casalunga, beautiful farmhouse with swimming pool and garden
Villa
Buonconvento, 53022, Italy
7.3k from Asciano center

Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space

6 Bedrooms13 Guests
10.0

Exceptional

2 reviews

$272
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 Asciano.

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Asciano Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 246 verified family-friendly vacation rentals in Asciano. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Asciano vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $43 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Asciano 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 Asciano 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 Asciano often include amenities such as Fireplace/Heating, Child Friendly, 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.