A stone building with red shutters, a tree in the foreground, and a staircase leading to an upper level.

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Check availability on Monticchiello Family Hotels

Tonight
10 Sep - 11 Sep
Tomorrow
11 Sep - 12 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

Our top choices for Monticchiello family-friendly hotels

1. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
AED 402
AED 549 total
includes taxes & fees
4 Oct - 5 Oct
Affitacamere Maria Gabriella

2. L'Olmo

L'Olmo
Pienza
AED 2,690
AED 2,976 total
includes taxes & fees
14 Sep - 15 Sep
L'Olmo

3. Il Podere di Casa Rossa Pienza

Il Podere di Casa Rossa Pienza
Pienza
AED 1,009
AED 1,351 total
includes taxes & fees
5 Oct - 6 Oct
Il Podere di Casa Rossa Pienza

4. Suite Gioconda - Podere Casa Rossa in Pienza

Suite Gioconda - Podere Casa Rossa in Pienza
Pienza
AED 858
AED 1,068 total
includes taxes & fees
5 Oct - 6 Oct
Suite Gioconda - Podere Casa Rossa in Pienza

5. Hotel San Gregorio

Hotel San Gregorio
Pienza
  • Tuscan residence welcomes families with outdoor pool, hot tubs, and optional babysitting services just steps from Palazzo Piccolomini.
AED 725
AED 823 total
includes taxes & fees
10 Oct - 11 Oct
Hotel San Gregorio

6. Hotel Corsignano

Hotel Corsignano
Pienza
  • Families find paradise with babysitting services, bicycle rentals, and two hot tubs just steps from Pienza's historic treasures.
AED 665
AED 758 total
includes taxes & fees
13 Sep - 14 Sep
Hotel Corsignano

7. Albergo San Biagio

Albergo San Biagio
Montepulciano
AED 294
AED 340 total
includes taxes & fees
13 Sep - 14 Sep
Albergo San Biagio

8. Il Tosco

Il Tosco
Montepulciano
  • Indulge kids with luxurious family perks at il tosco—where Italian elegance meets family comfort in montepulciano.
AED 1,139
AED 1,270 total
includes taxes & fees
24 Sep - 25 Sep
Il Tosco

9. Apartment 'Entro le mura' with Balcony & Wi-Fi

Apartment 'Entro le mura' with Balcony & Wi-Fi
Montepulciano
AED 1,077
AED 1,308 total
includes taxes & fees
13 Sep - 14 Sep
Apartment 'Entro le mura' with Balcony & Wi-Fi

10. Palazzo Carletti

Palazzo Carletti
Montepulciano
  • Family-friendly italian palazzo with full amenities awaits—kids enjoy netflix while parents savor local wine.
AED 884
AED 990 total
includes taxes & fees
11 Oct - 12 Oct
Palazzo Carletti
View all properties

Choose what matters most at family-friendly hotels in Monticchiello

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Monticchiello Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

8/10 Good
"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"
Ruth 3-night trip
Posted 20 hours ago
Castello di Velona Resort Thermal SPA & Winery
Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Nice clean stay. Staff excellent"
Susan and Larry 3-night trip
Posted 5 days ago
Fonteverde Thermal Spa Resort Tuscany
Palazzuolo

Palazzuolo

10/10 Excellent
"Slight problem on check in. I'd booked a triple room with balcony as we thought we'd have a bit more space also my husband and I like separate beds. We were given our key and found a double bed in a double room. Went back to reception and the explanation was a bit odd. Lots of ' but there are are only 2 of you' went on and no amount of me explaing would pacify them. I just kept getting told there was only 2 of us. Eventually after a very long journey we were tired so I gave in with promise of twin beds would be available the next morning. Still not sure that I got what id paid for. The room had a superb view and a very small balcony but it had sun all day. The view was amazing. Perfect view of the city of Montecattini. True Tuscan scenary and absolutely stunning sunsets. Bathroom a bit small but it was clean and had a walk in shower. Beds very comfortable with nice pillows."
Dianne 11-night trip
Posted 7 days ago
Palazzuolo
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"AC , I think the entire building gets turned down in the evening, regardless of what we set the temperature in the room to. Excellent location. Walking distance to the main square. Very spacious. Room as presented in the photos"
Debora 1-night trip
Posted 7 days ago
Hotel Corsignano
SI Montalcino Hotel

SI Montalcino Hotel

10/10 Excellent
"Las Muchachas del Fron deck super Amable"
Ledys 3-night trip
Posted 3 weeks ago
SI Montalcino Hotel
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."
Karen 4-night trip
Posted 1 month ago
Agriturismo La Sovana
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 2 months ago
Castiglion del Bosco, A Rosewood Hotel
Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed about. The breakfast was average, too many sweet dessert choices for my taste, but there were eggs and and a nice yogurt bar. The pool area looks nicer in the pictures than it does in person but the pool itself was nice and refreshing. They could have furnished the pool area nicer considering the area we were in! The staff were helpful and friendly, hotel was very convenient with lots of parking and it was very clean."
Traci 2-night trip
Posted 3 months ago
Hotel San Gregorio

Frequently asked questions

What's Monticchiello like for family-friendly vacations?
The destination of Monticchiello is a great choice if you've been thinking about a vacation with your kids. The art scene here makes this an attractive vacation spot for families.
What's the best hotel for a family trip to 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 choice for your family trip.
When's the best time to book a family-friendly vacation in Monticchiello?
The hottest months are usually August and July with an average temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Monticchiello is 42 inches.
What's there to see and do with your family in Monticchiello?
While you are visiting Monticchiello, you and the family might want to check out some interesting spots such as Art Studio di Adelina Quadri, Palazzo Piccolomini, and Historic Centre of Pienza. Make sure you have lots of time for activities like Piazza Italia and Valdichiana Outlet Village.