Rolling hills, a winding road, and scattered trees.

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Check availability on Montaione Family friendly Hotels

Tonight
31 Aug - 1 Sept
Tomorrow
1 Sept - 2 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Montaione family-friendly hotels

1. Castelfalfi

Castelfalfi
Montaione
  • Adventure awaits at this luxury family-friendly haven with rooftop terraces, a seasonal outdoor pool, and a kids club.
S$1,455
includes taxes & fees
17 Sept - 18 Sept
Castelfalfi

2. Capanna 1826

Capanna 1826
San Gimignano
S$158
includes taxes & fees
1 Oct - 2 Oct
Capanna 1826

3. Borgo san Benedetto

Borgo san Benedetto
Montaione
  • Family paradise in the Tuscan countryside with outdoor pools, playground, and on-site restaurant for unforgettable memories.
S$279
includes taxes & fees
2 Sept - 3 Sept
Borgo san Benedetto

4. Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
  • Family memories flourish at this rural spa resort in Montaione, where kids enjoy a dedicated pool, playground, and seasonal activities.
S$159
includes taxes & fees
27 Sept - 28 Sept
Tenuta Castellare di Tonda

5. Villa Sestilia

Villa Sestilia
Montaione
  • Family paradise with two outdoor pools, a playground, and kid-friendly fun awaits at this countryside retreat.
S$305
includes taxes & fees
30 Sept - 1 Oct
Villa Sestilia

6. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
  • Relax at this family-friendly resort with an outdoor pool, complimentary bicycles, and stunning mountain views—kids of all ages welcome.
S$191
includes taxes & fees
10 Sept - 11 Sept
Boccioleto Resort&Spa

7. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
S$233
includes taxes & fees
1 Oct - 2 Oct
Hotel Casolare Le Terre Rosse

8. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
  • Tuscan paradise with kid-friendly adventure—this vineyard retreat offers 3 outdoor pools and farm activities for all ages.
S$196
includes taxes & fees
28 Sept - 29 Sept
Poderi Arcangelo

9. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
S$166
includes taxes & fees
1 Sept - 2 Sept
Hotel Leon Bianco

10. B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
S$99
includes taxes & fees
1 Oct - 2 Oct
B&B Poggiobonizio
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Choose what matters most at family-friendly hotels in Montaione

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Family-friendly hotels with pools in Montaione

Villa Sestilia

Villa Sestilia
Montaione
S$305
includes taxes & fees
30 Sept - 1 Oct
Villa Sestilia

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
S$191
includes taxes & fees
10 Sept - 11 Sept
Boccioleto Resort&Spa

Castelfalfi

Castelfalfi
Montaione
S$1,455
includes taxes & fees
17 Sept - 18 Sept
Castelfalfi

Borgo san Benedetto

Borgo san Benedetto
Montaione
S$279
includes taxes & fees
2 Sept - 3 Sept
Borgo san Benedetto

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
S$159
includes taxes & fees
27 Sept - 28 Sept
Tenuta Castellare di Tonda

Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese
Montaione
S$165
includes taxes & fees
1 Sept - 2 Sept
Agriturismo Poggio Pistolese
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Family-friendly hotels with free breakfast in Montaione

Castelfalfi

Castelfalfi
Montaione
S$1,455
includes taxes & fees
17 Sept - 18 Sept
Castelfalfi

Villa Sestilia

Villa Sestilia
Montaione
S$305
includes taxes & fees
30 Sept - 1 Oct
Villa Sestilia

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
S$191
includes taxes & fees
10 Sept - 11 Sept
Boccioleto Resort&Spa

Borgo san Benedetto

Borgo san Benedetto
Montaione
S$279
includes taxes & fees
2 Sept - 3 Sept
Borgo san Benedetto

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
S$159
includes taxes & fees
27 Sept - 28 Sept
Tenuta Castellare di Tonda

Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese
Montaione
S$165
includes taxes & fees
1 Sept - 2 Sept
Agriturismo Poggio Pistolese
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.
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Top Montaione Hotel Reviews

Borgo san Benedetto

Borgo san Benedetto

10/10 Excellent
"Stayed for one week family of 4, 2 kids ages 9 and 4. We had a great time. Staff (Gulia) was super helpful was waiting for us late for our check in as our flight was delayed. The apt was spotless and the kitchen was fully equipped. We had enough detergents, towels everything a family with kids would need. My husband and daughter played tennis everyday. Kids played ping pong and at the playground and we enjoyed the pools so much! We had an excellent dinner at casa masi for my birthday too. Just a fee minutes away by car to coop to buy some groceries. Overall it was an excellent experience"
Suleen 7-night trip
Posted 2 months ago
Borgo san Benedetto
Tenuta Castellare di Tonda

Tenuta Castellare di Tonda

8/10 Good
"We thought they would be serving dinner every night but there was no chef! So no Dinner service. Good A/C. Breakfast buffet was great, bartender made sandwiches and salads at lunch time. Be prepared to drive windy dark roads at night to find restaurants, 10-20 minutes away. Also we were charged additional fees for early checkin and late checkout, I found this to be excessive. We found their local white wine is not very good (buttery, and perfumy)"
Richard 3-night trip
Posted 2 months ago
Tenuta Castellare di Tonda

Frequently asked questions

What's Montaione like for family-friendly holidays?
The budget-friendly destination of Montaione is a good choice if you've been considering a getaway with your children. The horse riding, swimming spots and golf are just some of the things that make this the perfect spot for family trips. Arrange a flight into Peretola Airport (FLR), which is located 22.4 mi (36.1 km) from the city centre.
What's the best family accommodation in Montaione?
Castelfalfi is a hotel with a children's club and 4 restaurants, and it's a top choice on Expedia for families. Other choices for your stay with the children include Boccioleto Resort&Spa and Tenuta Castellare di Tonda.
How many family hotels will I be able to find in Montaione?
Expedia has 18 hotels in Montaione that are rated for being family-friendly.
When's the best time to book a family-friendly holiday in Montaione?
The hottest months are usually August and July, with an average temperature of 23°C, while the coldest months are January and February, with an average of 7°C. Average annual precipitation for Montaione is 1067 mm.
What's there to see and do with your family in Montaione?
While you are visiting Montaione, you and the family may want to explore some interesting spots such as Vernaccia di San Gimignano Wine Museum, Medieval Criminal and Torture Museum and Teatro del Silenzio. Make sure that you have lots of time for activities such as Stadio Carlo Castellani and Museo del Cristallo di Colle di Val d'Elsa.

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