Family Hotels & Resorts in Monticchiello from AU$179

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 availability on Monticchiello Family Hotels

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Best Monticchiello Family Hotels

Deluxe Double Room
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella
Exterior
The house in the village - Angelica apartment - Vald'Orcia

The house in the village - Angelica apartment - Vald'Orcia

Monticchiello
10.0 out of 10, Exceptional, (11)
"Nice and comfortable house in a beautiful tiny village "
United States
Lana A.
The price is AU$194
includes taxes & fees
14 Dec - 15 Dec
The house in the village - Angelica apartment - Vald'Orcia
Garden
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is AU$191
includes taxes & fees
8 Dec - 9 Dec
Borgo Sant'Ambrogio Resort
Junior Suite | Terrace/patio
Podere La Rocca

Podere La Rocca

Montepulciano
9.8 out of 10, Exceptional, (93)
"Clean room, great food and amazingly helpful staff!"
United States
Ronald
The price is AU$263
includes taxes & fees
6 Jan - 7 Jan 2026
Podere La Rocca
Seasonal outdoor pool, open 9:30 AM to 7:30 PM, pool umbrellas
Le Ragnaie

Le Ragnaie

Montalcino
9.2 out of 10, Wonderful, (323)
"Great place to stay the staff was super friendly and very close to Monalcino. Good wine everywhere. The scenery was so beautiful! "
United States
Douglas
Le Ragnaie
Free daily continental breakfast
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4.0 star property
Pienza
8.8 out of 10, Excellent, (629)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza
Superior Villa, Private Pool, Pool View
Agriturismo Le Casaline

Agriturismo Le Casaline

4.0 star property
Seggiano
9.0 out of 10, Wonderful, (8)
"Great host, great view and great pool!"
Canada
Kayla
The price is AU$179
includes taxes & fees
21 Dec - 22 Dec
Agriturismo Le Casaline
Property amenity
Fonteverde Lifestyle & Thermal Retreat

Fonteverde Lifestyle & Thermal Retreat

5.0 star property
San Casciano dei Bagni
9.4 out of 10, Exceptional, (184)
"Best resort I’ve ever stayed in! So clean, bathroom is refreshing, the many thermal pools, the views, I’ll be going back every year."
United States
Kimberly
The price is AU$561
includes taxes & fees
14 Dec - 15 Dec
Fonteverde Lifestyle & Thermal Retreat
Terrace/patio
La Gustea Hotel & Cucina

La Gustea Hotel & Cucina

4.0 star property
Sarteano
9.0 out of 10, Wonderful, (37)
"The staff was friendly and helpful"
United States
carol
La Gustea Hotel & Cucina
Indoor pool, open 9:00 AM to midnight, pool loungers
Albergo San Biagio

Albergo San Biagio

3.0 star property
Montepulciano
8.6 out of 10, Excellent, (200)
"Great place to stay"
Canada
Robert
The price is AU$971
includes taxes & fees
31 Dec - 1 Jan 2026
Albergo San Biagio
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

Top Monticchiello Hotel Reviews

Abbadia Sicille Relais

Abbadia Sicille Relais

10/10 Excellent
" In the middle of literally nowhere (for me) but so peaceful and serene! I love the history of this monastery. I must say as a solo traveler I was a little nervous at first because it’s very remote. I saw maybe 3 cars in the parking lot and two other guests. But it was safe! Checked in and got a restaurant recommendation for Ristorante Conte Matto, ten minutes away in a small town. The food was excellent and my server was very friendly, even walked me out when I left. Definitely worth the visit. I had the room at the end of the building with the ginormous tub. It was clean, very spacious and simply furnished with a very comfortable bed and pillows. Not gonna lie, I did push my couch up against the door since I was alone but I went to sleep that night and had the most peaceful sleep, waking up to the most beautiful sunrise. "
Safeena 1-night trip
Posted 3 days ago
Abbadia Sicille Relais

Frequently asked questions

What's Monticchiello like for family-friendly holidays?
The destination of Monticchiello is a great choice if you've been thinking about a holiday with your children. The art scene here makes this an attractive holiday spot for families.
What's the best family accommodation in Monticchiello?
Affitacamere Maria Gabriella is an affittacamere with free parking and free breakfast, and it's a top choice on Expedia for families. In Toscana Affittacamere is another good choice for your child-friendly holiday.
When's the best time to book a family-friendly holiday in Monticchiello?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Monticchiello is 1065 mm.
What's there to see and do with your family in Monticchiello?
While you are visiting Monticchiello, you and the family may want to explore some interesting spots such as Art Studio di Adelina Quadri, Palazzo Piccolomini and Historic Centre of Pienza. Make sure that you have lots of time for activities such as Valdichiana Outlet Village and Labyrinth of Porsenna.