Search Family-Friendly Hotels in Asciano

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
6 Nov - 7 Nov
Tomorrow
7 Nov - 8 Nov
This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Asciano family-friendly hotels

A terrace with multiple sun loungers and a scenic view of green fields and hills.

1. Precise House Montaperti Siena

Precise House Montaperti Siena
4.0 star property
Asciano
8.4 out of 10, Very good, (623 reviews)
The price is ฿3,183
฿3,728 total
includes taxes & fees
15 Nov - 16 Nov
Precise House Montaperti Siena
A table set for dining with a scenic view of rolling hills and distant mountains.

2. Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.2 out of 10, Wonderful, (167 reviews)
The price is ฿2,451
฿2,922 total
includes taxes & fees
3 Dec - 4 Dec
Castello di Leonina Relais
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

3. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
The price is ฿2,502
฿2,941 total
includes taxes & fees
18 Nov - 19 Nov
RESIDENCE LECCIO
A person in a swimming pool with a view of trees and distant hills.

4. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
10.0 out of 10, Exceptional, (3 reviews)
The price is ฿6,728
฿7,590 total
includes taxes & fees
8 Nov - 9 Nov
Albergo Diffuso Borgo Santo
A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

5. B&B Le Logge Di Sopra

B&B Le Logge Di Sopra
Asciano
The price is ฿3,522
฿4,025 total
includes taxes & fees
24 Nov - 25 Nov
B&B Le Logge Di Sopra
A historic town with a prominent church, a square with a pool, and a well-lit street.

6. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.0 out of 10, Wonderful, (16 reviews)
The price is ฿4,325
฿4,984 total
includes taxes & fees
8 Nov - 9 Nov
Relais Cloister Pienza
A clear pool with a stone wall and a wooden bridge.

7. Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
4.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (241 reviews)
The price is ฿5,622
฿6,373 total
includes taxes & fees
12 Nov - 13 Nov
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
A villa with a swimming pool, terraced garden, and a view of distant mountains.

8. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (85 reviews)
  • cleanliness
    Splash into family fun at this Pienza retreat where kids adore the playground while parents unwind poolside at the winery.
The price is ฿4,330
฿4,914 total
includes taxes & fees
19 Nov - 20 Nov
Agriturismo Il Macchione
A playground with a swing set and climbing structure, surrounded by trees and a view of distant mountains.

9. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (51 reviews)
  • cleanliness
    Splash into family adventure with year-round pools, a playground, and complimentary breakfast at this welcoming countryside retreat.
The price is ฿4,016
฿4,568 total
includes taxes & fees
7 Nov - 8 Nov
Fattoria Pieve a Salti
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

10. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (581 reviews)
The price is ฿2,162
฿2,681 total
includes taxes & fees
9 Nov - 10 Nov
La Certosa di Pontignano - Place of Charme
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at family-friendly hotels in Asciano

Breakfast included
Pool

Top Asciano Hotel Reviews

A covered outdoor seating area with a pool in the background.
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena

10/10 Excellent

This is the hotel of dreams. I will remember this place for a very long time. Stunning spot, amazingly friendly staff. We ate in the restaurant (tasting menu) which was out of this world. Breakfast lovely Loved the pool Amazing amazing place.
United Kingdom
Lizzy
Reviewed July 14, 2026
Hotel Certosa Di Maggiano

Frequently Asked Questions

What's Asciano like for family-friendly holidays?

If you've been thinking about a trip with your children, the relaxing destination of Asciano is a good choice. The swimming spots, castle and cheese shops are just a few things that make this an attractive family holiday destination. Arrange a flight into Peretola Airport (FLR), which is located 43.2 mi (69.5 km) from the city centre.

What's the best family accommodation in Asciano?

Hotel Borgo Casabianca is a hotel with a restaurant and in-room kitchens, and it's a top choice on Expedia for families. Other good options for your family trip include Tenuta la Campana and B&B Le Logge Di Sopra.

How many hotels that welcome families can I expect to find in Asciano?

Expedia has 7 family-friendly hotels and other accommodation options in Asciano.

When's the best time to book a family-friendly holiday in Asciano?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Asciano is 935 mm.

What's there to see and do with your family in Asciano?

While you and your family are visiting Asciano, you may want to explore some child-friendly attractions such as Siena Circuit, Villa a Sesta Polo Club and Valdichiana Outlet Village. Make sure that you have lots of time for activities such as Historic Centre of Pienza and Palazzo Piccolomini.

What's the best way for us to get around Asciano?

If you want to see more of the area, take a train from Asciano Monte Oliveto Maggiore Station, Asciano Station or Castelnuovo Berardenga Station. Asciano might not have very many public transport options, so consider renting a car to explore more.