Rolling hills, a winding road, and scattered trees.

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Check availability on Montaione Family-Friendly Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Montaione family-friendly hotels

A family breakfast on a bed with a tray of food, including pastries, fruit, and coffee.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.

1. Castelfalfi

Castelfalfi
Montaione
  • Adventure awaits at this luxury family-friendly haven with rooftop terraces, a seasonal outdoor pool, and a kids club.
฿27,813
฿30,972 total
includes taxes & fees
23 Oct - 24 Oct
Castelfalfi
A playground with various play structures including a seesaw, a swing set, and a climbing frame.
A bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A wine cellar with wooden shelves stocked with various bottles and glasses.

2. Borgo san Benedetto

Borgo san Benedetto
Montaione
  • Family paradise in the Tuscan countryside with outdoor pools, playground, and on-site restaurant for unforgettable memories.
฿5,919
฿6,737 total
includes taxes & fees
29 Oct - 30 Oct
Borgo san Benedetto
A playground with various play structures including a seesaw, a swing set, and a climbing frame.
A swimming pool with a clear blue water, surrounded by greenery and a building in the background.
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A wine cellar with wooden shelves stocked with various bottles and glasses.

3. Villa Sestilia

Villa Sestilia
Montaione
  • Family paradise with two outdoor pools, a playground, and kid-friendly fun awaits at this countryside retreat.
฿5,461
฿6,120 total
includes taxes & fees
3 Nov - 4 Nov
Villa Sestilia
A children's play area with a table, chairs, and a bookshelf.
A rural village with stone buildings, a paved road, and a vineyard in the foreground.
A restaurant with a wooden bar, tables set for dining, and a view of the outdoors.
A room with a curved sofa, patterned walls, and a circular floor design.

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.
฿3,025
฿3,441 total
includes taxes & fees
6 Oct - 7 Oct
Tenuta Castellare di Tonda
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.
A restaurant with brick arches, wooden ceiling beams, and tables set for dining.
A modern outdoor area with a hot tub, lounge chairs, and a glass wall.
A two-story building with a tiled roof, a central entrance, and a small balcony.

5. 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.
฿2,668
฿3,162 total
includes taxes & fees
13 Oct - 14 Oct
Boccioleto Resort&Spa
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A courtyard with a lawn, seating area, and a weeping willow tree.
A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.

6. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
฿4,281
฿4,936 total
includes taxes & fees
18 Oct - 19 Oct
LHP Certaldo Resort
A dining area with a table set for four, overlooking a scenic landscape.
A room with a bed, a wooden table, a chair, and a window with curtains.
A pool with a view of rolling hills and distant buildings.
A buffet setup with various food items and a seating area with wicker chairs and tables.

7. 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.
฿3,790
฿4,358 total
includes taxes & fees
2 Nov - 3 Nov
Poderi Arcangelo
A dining table with a view of a pool and landscaped garden.
A table set for breakfast with a scenic view of hills and trees.
A poolside area with red umbrellas and lounge chairs, a building with balconies, and a clear blue sky.
A room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.

8. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
฿3,518
฿4,135 total
includes taxes & fees
22 Oct - 23 Oct
Relais Santa Chiara Hotel by Double Hospitality
An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.
A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.
A bedroom with a bed, a desk, a chair, and a window with a view of buildings.
A bathroom with a stone accent wall, a large sink, a toilet, a bidet, and a bathtub.

9. Hotel Leon Bianco

Hotel Leon Bianco
San Gimignano City Centre
฿3,647
฿4,238 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Leon Bianco
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.
A modern bathroom with a glass shower enclosure, a large white vessel sink, and a wooden vanity.
A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.
An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.

10. Cappuccina Country Resort

Cappuccina Country Resort
San Gimignano
฿6,678
฿7,610 total
includes taxes & fees
8 Oct - 9 Oct
Cappuccina Country Resort
View all properties

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

A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A stone building with a tiled patio, surrounded by neatly trimmed hedges and tall trees.
A stone building with a garden featuring tall trees, a swimming pool, and lounge chairs with blue umbrellas.
A bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.

Borgo san Benedetto

Borgo san Benedetto
Montaione
฿5,919
฿6,737 total
includes taxes & fees
29 Oct - 30 Oct
Borgo san Benedetto
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.
A table set for dining outdoors with a view of the garden and trees.
A two-story building with a tiled roof, a central entrance, and a small balcony.

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
฿2,668
฿3,162 total
includes taxes & fees
13 Oct - 14 Oct
Boccioleto Resort&Spa
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A bedroom with a large ornate mirror, a wooden dresser with decorative items, and a bed with white bedding.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.

Villa Sestilia

Villa Sestilia
Montaione
฿5,461
฿6,120 total
includes taxes & fees
3 Nov - 4 Nov
Villa Sestilia
A person performing a yoga pose on a wooden deck with a view of a landscape.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
A spacious interior with arched brick ceilings, a central dining area, and a cozy seating arrangement.
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.

Castelfalfi

Castelfalfi
Montaione
฿27,813
฿30,972 total
includes taxes & fees
23 Oct - 24 Oct
Castelfalfi
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.
A room with a curved sofa, patterned walls, and a circular floor design.
A rural village with stone buildings, a paved road, and a vineyard in the foreground.
A swimming pool with lounge chairs and a terracotta pot.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
฿3,025
฿3,441 total
includes taxes & fees
6 Oct - 7 Oct
Tenuta Castellare di Tonda
View all properties

Family-friendly hotels with free breakfast in Montaione

A person performing a yoga pose on a wooden deck with a view of a landscape.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
A spacious interior with arched brick ceilings, a central dining area, and a cozy seating arrangement.
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.

Castelfalfi

Castelfalfi
Montaione
฿27,813
฿30,972 total
includes taxes & fees
23 Oct - 24 Oct
Castelfalfi
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A stone building with a tiled patio, surrounded by neatly trimmed hedges and tall trees.
A stone building with a garden featuring tall trees, a swimming pool, and lounge chairs with blue umbrellas.
A bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.

Borgo san Benedetto

Borgo san Benedetto
Montaione
฿5,919
฿6,737 total
includes taxes & fees
29 Oct - 30 Oct
Borgo san Benedetto
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.
A room with a curved sofa, patterned walls, and a circular floor design.
A rural village with stone buildings, a paved road, and a vineyard in the foreground.
A swimming pool with lounge chairs and a terracotta pot.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
฿3,025
฿3,441 total
includes taxes & fees
6 Oct - 7 Oct
Tenuta Castellare di Tonda
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A bedroom with a large ornate mirror, a wooden dresser with decorative items, and a bed with white bedding.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.

Villa Sestilia

Villa Sestilia
Montaione
฿5,461
฿6,120 total
includes taxes & fees
3 Nov - 4 Nov
Villa Sestilia
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.
A table set for dining outdoors with a view of the garden and trees.
A two-story building with a tiled roof, a central entrance, and a small balcony.

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
฿2,668
฿3,162 total
includes taxes & fees
13 Oct - 14 Oct
Boccioleto Resort&Spa
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 Montaione Hotel Reviews

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 3 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 Borgo san Benedetto.
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 Casa del Boccaccio, Vernaccia di San Gimignano Wine Museum and Medieval Criminal and Torture Museum. Make sure that you have lots of time for activities such as Teatro del Silenzio and Stadio Carlo Castellani.

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