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
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Monticchiello family-friendly hotels

1. Albergo San Biagio

Albergo San Biagio
Montepulciano
AED 262
AED 305 total
includes taxes & fees
24 Aug - 25 Aug
Albergo San Biagio

2. 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 756
AED 858 total
includes taxes & fees
30 Aug - 31 Aug
Hotel Corsignano

3. 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 767
AED 869 total
includes taxes & fees
25 Aug - 26 Aug
Hotel San Gregorio

4. AgriHotel Villa Ambra

AgriHotel Villa Ambra
Montepulciano
  • Villa Ambra family escape with pool, playground, and vineyard offers relaxation for all ages in Montepulciano.
AED 394
AED 451 total
includes taxes & fees
15 Sep - 16 Sep
AgriHotel Villa Ambra

5. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
AED 1,072
AED 1,192 total
includes taxes & fees
27 Aug - 28 Aug
Borgo Sant'Ambrogio Resort

6. Locanda In Tuscany

Locanda In Tuscany
Castiglione d'Orcia
AED 920
AED 1,029 total
includes taxes & fees
14 Sep - 15 Sep
Locanda In Tuscany

7. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Splash into family fun at this Pienza retreat where kids adore the playground while parents unwind poolside at the winery.
AED 751
AED 844 total
includes taxes & fees
27 Aug - 28 Aug
Agriturismo Il Macchione

8. Grand Hotel Admiral Palace

Grand Hotel Admiral Palace
Chianciano Terme
AED 403
AED 460 total
includes taxes & fees
17 Sep - 18 Sep
Grand Hotel Admiral Palace

9. Palazzo Carletti

Palazzo Carletti
Montepulciano
  • Family-friendly italian palazzo with full amenities awaits—kids enjoy netflix while parents savor local wine.
AED 803
AED 900 total
includes taxes & fees
30 Aug - 31 Aug
Palazzo Carletti

10. Podere Spedalone

Podere Spedalone
Pienza
  • This Tuscan farm stay delights families with seasonal outdoor pool, hiking trails, and complimentary breakfast buffet each morning.
AED 665
AED 749 total
includes taxes & fees
23 Aug - 24 Aug
Podere Spedalone
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

SI Montalcino Hotel

SI Montalcino Hotel

10/10 Excellent
"Las Muchachas del Fron deck super Amable"
Ledys 3-night trip
Posted 2 days ago
SI Montalcino Hotel
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Gorgeous tranquil property next to a winery. We did the winery tour and tasting and it was lovely. We rented e-bikes for the day and biked through the vineyards. We enjoyed the pool but had to go to the bar for service. Dinner outside was fantastic. Breakfast had a great variety. Room was spacious and clean. AC worked well. It’s a 20 minute drive to the town of Montepulciano."
Eric 2-night trip
Posted 3 days ago
Relais Villa Grazianella - UNA Esperienze
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Nice staff great location wonderful breakfast"
shane 1-night trip
Posted 3 days ago
Hotel Corsignano
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."
Amy 2-night trip
Posted 7 days ago
Castello di Velona Resort Thermal SPA & Winery
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 11 days ago
Agriturismo La Sovana
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"The staff was so incredibly friendly and accommodating. They were ready with recommendations, patient with our lack of Italian knowledge, and always smiling when we entered. The spa is so lovely and relaxing, and reasonably priced. Breakfast spread is lovely and served fairly late into the morning. Walkable to multiple delicious restaurants nearby. We would definitely recommend this hotel if you’re visiting Tuscany."
Amber 2-night trip
Posted 3 weeks ago
Hotel Villa Ricci
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 3 weeks 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 2 months ago
Hotel San Gregorio
Albergo San Biagio

Albergo San Biagio

10/10 Excellent
"Excellent stay!"
Rodolfo 1-night trip
Posted 4 months ago
Albergo San Biagio

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.