Rolling hills, a winding road, and scattered trees.

Family friendly Hotels in Montaione, Tuscany

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Check availability on Montaione Family friendly Hotels

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A person performing a yoga pose on a wooden deck with a view of a landscape.

1. Castelfalfi

Castelfalfi
Montaione
  • Adventure awaits at this luxury family-friendly haven with rooftop terraces, a seasonal outdoor pool, and a kids club.
P51,771
P57,651 total
includes taxes & fees
Oct 23 - Oct 24
Castelfalfi
A playground with various play structures including a seesaw, a swing set, and a climbing frame.
A stone building with a garden featuring tall trees, a swimming pool, and lounge chairs with blue umbrellas.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.

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.
P11,017
P12,541 total
includes taxes & fees
Nov 4 - Nov 5
Borgo san Benedetto
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 hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.
A restaurant with a wooden bar, tables set for dining, and a view of the outdoors.

3. 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.
P5,632
P6,406 total
includes taxes & fees
Oct 11 - Oct 12
Tenuta Castellare di Tonda
A playground with various play structures including a seesaw, a swing set, and a climbing frame.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A swimming pool with a clear blue water, surrounded by greenery and a building in the background.

4. Villa Sestilia

Villa Sestilia
Montaione
  • Family paradise with two outdoor pools, a playground, and kid-friendly fun awaits at this countryside retreat.
P10,165
P11,392 total
includes taxes & fees
Nov 3 - Nov 4
Villa Sestilia
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.
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.
A restaurant with brick arches, wooden ceiling beams, and tables set for dining.

5. Boccioleto Resort&Spa - Place of Charme

Boccioleto Resort&Spa - Place of Charme
Montaione
  • Relax at this family-friendly resort with an outdoor pool, complimentary bicycles, and stunning mountain views—kids of all ages welcome.
P5,098
P6,030 total
includes taxes & fees
Oct 20 - Oct 21
Boccioleto Resort&Spa - Place of Charme
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.
A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.

6. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
P8,010
P9,235 total
includes taxes & fees
Oct 19 - Oct 20
LHP Certaldo Resort
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.
A hotel room with a bed, a bedside table with a lamp, a small table with two glasses, and a chair.
An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.
A modern bathroom with a glass shower enclosure, a large white vessel sink, and a wooden vanity.

7. Cappuccina Country Resort

Cappuccina Country Resort
San Gimignano
P14,556
P16,504 total
includes taxes & fees
Oct 17 - Oct 18
Cappuccina Country Resort
A dining area with a table set for four, overlooking a scenic landscape.
A buffet setup with various food items and a seating area with wicker chairs and tables.
A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.
A pool with a view of rolling hills and distant buildings.

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.
P6,762
P7,790 total
includes taxes & fees
Nov 8 - Nov 9
Poderi Arcangelo
A narrow cobblestone street lined with traditional brick buildings, outdoor seating with wicker chairs and tables, and hanging lanterns.
A rustic room with a stone ceiling, a bench, white tables, and a window with red curtains.
A rustic room with exposed brick walls, a piano, and a dining table set with white tableware.
A staircase with a wooden handrail and black balusters, leading to an upper floor.

9. Hotel Il Castello

Hotel Il Castello
Certaldo Alto
P8,201
P9,373 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Il Castello
An aerial view of a vineyard estate with terraced vineyards, a central building with multiple rooms, and a swimming pool.
A swimming pool with lounge chairs, surrounded by greenery and a hillside.
A rustic dining area with stone walls, wooden beams, and tiled flooring. There are several tables and chairs arranged for dining.
A stone building with a stone wall and gate, a circular stone bench with a swing, and a view of the landscape.

10. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
San Gimignano
P7,838
P9,044 total
includes taxes & fees
Oct 9 - Oct 10
Hotel Pescille by Double Hospitality
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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

A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
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.
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.

Boccioleto Resort&Spa - Place of Charme

Boccioleto Resort&Spa - Place of Charme
Montaione
P5,098
P6,030 total
includes taxes & fees
Oct 20 - Oct 21
Boccioleto Resort&Spa - Place of Charme
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.
A bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.
A stone building with a garden featuring tall trees, a swimming pool, and lounge chairs with blue umbrellas.

Borgo san Benedetto

Borgo san Benedetto
Montaione
P11,017
P12,541 total
includes taxes & fees
Nov 4 - Nov 5
Borgo san Benedetto
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A bedroom with a large ornate mirror, a wooden dresser with decorative items, and a bed with white bedding.

Villa Sestilia

Villa Sestilia
Montaione
P10,165
P11,392 total
includes taxes & fees
Nov 3 - Nov 4
Villa Sestilia
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 restaurant with a wooden bar, tables set for dining, and a view of the outdoors.
A rural village with stone buildings, a paved road, and a vineyard in the foreground.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
P5,632
P6,406 total
includes taxes & fees
Oct 11 - Oct 12
Tenuta Castellare di Tonda
A person performing a yoga pose on a wooden deck with a view of a landscape.
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.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.

Castelfalfi

Castelfalfi
Montaione
P51,771
P57,651 total
includes taxes & fees
Oct 23 - Oct 24
Castelfalfi
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 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.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.

Castelfalfi

Castelfalfi
Montaione
P51,771
P57,651 total
includes taxes & fees
Oct 23 - Oct 24
Castelfalfi
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.
A bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.
A stone building with a garden featuring tall trees, a swimming pool, and lounge chairs with blue umbrellas.

Borgo san Benedetto

Borgo san Benedetto
Montaione
P11,017
P12,541 total
includes taxes & fees
Nov 4 - Nov 5
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 restaurant with a wooden bar, tables set for dining, and a view of the outdoors.
A rural village with stone buildings, a paved road, and a vineyard in the foreground.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
P5,632
P6,406 total
includes taxes & fees
Oct 11 - Oct 12
Tenuta Castellare di Tonda
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
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.
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.

Boccioleto Resort&Spa - Place of Charme

Boccioleto Resort&Spa - Place of Charme
Montaione
P5,098
P6,030 total
includes taxes & fees
Oct 20 - Oct 21
Boccioleto Resort&Spa - Place of Charme
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
A rustic dining area with stone walls, wooden tables, and hanging light fixtures.
A wine cellar with wooden shelves stocked with various bottles and glasses.
A bedroom with a large ornate mirror, a wooden dresser with decorative items, and a bed with white bedding.

Villa Sestilia

Villa Sestilia
Montaione
P10,165
P11,392 total
includes taxes & fees
Nov 3 - Nov 4
Villa Sestilia
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 4 months ago
Tenuta Castellare di Tonda

Frequently asked questions

What's Montaione like for family-friendly vacations?
The budget-friendly destination of Montaione is a good choice if you've been considering a getaway with your kids. The horseback riding, swimming spots, and golfing are just some of the things that make this the perfect spot for family trips. Arrange a flight into Florence Airport, Peretola (FLR), which is located 22.4 mi (36.1 km) from the city center.
What's the best accommodation for a family trip to Montaione?
Castelfalfi is a hotel with a kids' club and 4 restaurants, and it's a top choice on Expedia for families. Other options for your stay with the kids include Boccioleto Resort&Spa and Borgo san Benedetto.
How many family-friendly 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 vacation in Montaione?
The hottest months are usually August and July with an average temp of 73°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Montaione is 42 inches.
What's there to see and do with your family in Montaione?
While you are visiting Montaione, you and the family might want to check out some interesting spots such as Casa del Boccaccio, Vernaccia di San Gimignano Wine Museum, and Medieval Criminal and Torture Museum. Make sure you have lots of time for activities like Teatro del Silenzio and Stadio Carlo Castellani.

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