Rolling hills, a winding road, and scattered trees.

Search Family-Friendly Hotels in Montaione

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Montaione Family-Friendly Hotels

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

Our top choices for Montaione family-friendly hotels

A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.
A spacious lobby with a brown leather sofa, a coffee table with magazines, and a large ornate mirror.
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.

1. 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.
฿4,569
฿5,254 total
includes taxes & fees
15 Sept - 16 Sept
Boccioleto Resort&Spa
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.

2. Castelfalfi

Castelfalfi
Montaione
  • Adventure awaits at this luxury family-friendly haven with rooftop terraces, a seasonal outdoor pool, and a kids club.
฿32,080
฿35,669 total
includes taxes & fees
29 Aug - 30 Aug
Castelfalfi
A stone building with a paved pathway leading to an arched entrance.
A buffet table with various food items, including pastries, bread, and fruits.
A stone building with a tiled roof, a lattice window, and a paved patio with wooden chairs.
A stone structure with a metal pot on top, a red carriage, and a view of a town in the background.

3. Capanna 1826

Capanna 1826
San Gimignano
฿3,558
฿4,314 total
includes taxes & fees
30 Aug - 31 Aug
Capanna 1826
A playground with various play structures including a seesaw, a swing set, and a climbing frame.
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
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.

4. Borgo san Benedetto

Borgo san Benedetto
Montaione
  • Family paradise in the Tuscan countryside with outdoor pools, playground, and on-site restaurant for unforgettable memories.
฿6,838
฿7,751 total
includes taxes & fees
26 Aug - 27 Aug
Borgo san Benedetto
A dining area with a table set for four, overlooking a scenic landscape.
A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.
A pool with a view of rolling hills and distant buildings.
A bedroom with a bed, a desk, a TV, and a window with curtains.

5. 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.
฿4,588
฿5,238 total
includes taxes & fees
3 Sept - 4 Sept
Poderi Arcangelo
A children's play area with a table, chairs, and a bookshelf.
A restaurant with a wooden bar, tables set for dining, and a view of the outdoors.
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.

6. 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.
฿3,712
฿4,198 total
includes taxes & fees
24 Sept - 25 Sept
Tenuta Castellare di Tonda
A poolside area with lounge chairs and umbrellas, a book on a towel, and a pool in the background.
A garden path with a stone sculpture, a tall cypress tree, and flower beds.
A bedroom with a bed, a desk, a chair, a TV, and a window with curtains.
A bathroom with a sink, mirror, and a view of the outside.

7. Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese
Montaione
฿3,847
฿4,346 total
includes taxes & fees
1 Sept - 2 Sept
Agriturismo Poggio Pistolese
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 rustic dining area with stone walls, wooden tables, and hanging light fixtures.
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.

8. Villa Sestilia

Villa Sestilia
Montaione
  • Family paradise with two outdoor pools, a playground, and kid-friendly fun awaits at this countryside retreat.
฿7,593
฿8,467 total
includes taxes & fees
6 Sept - 7 Sept
Villa Sestilia
An aerial view of a vineyard estate with terraced vineyards, a central building with multiple rooms, and a swimming pool.
A stone building with a stone wall and gate, a circular stone bench with a swing, and a view of the landscape.
A swimming pool with lounge chairs, surrounded by greenery and a hillside.
A stone-walled building with a rustic appearance, surrounded by lush greenery and trees.

9. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
San Gimignano
฿3,829
฿4,441 total
includes taxes & fees
30 Aug - 31 Aug
Hotel Pescille by Double Hospitality
An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.
A hotel entrance with a glass door, a welcome mat, and two potted plants.
A bar area with shelves of liquor bottles, a coffee machine, and a tray with tea sets and pastries.
A bar area with a white bar counter, multiple shelves of wine bottles, and hanging pendant lights.

10. Albergo Etruria

Albergo Etruria
Volterra
  • Vacation-ready family base with rooftop views, complimentary breakfast buffet, and in-room babysitting steps from city centre attractions.
฿3,559
฿4,106 total
includes taxes & fees
30 Aug - 31 Aug
Albergo Etruria
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 modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
A spacious lobby with a brown leather sofa, a coffee table with magazines, and a large ornate mirror.
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.

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
฿4,569
฿5,254 total
includes taxes & fees
15 Sept - 16 Sept
Boccioleto Resort&Spa
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
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 bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.

Borgo san Benedetto

Borgo san Benedetto
Montaione
฿6,838
฿7,751 total
includes taxes & fees
26 Aug - 27 Aug
Borgo san Benedetto
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.
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 swimming pool with lounge chairs and a terracotta pot.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
฿3,712
฿4,198 total
includes taxes & fees
24 Sept - 25 Sept
Tenuta Castellare di Tonda
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 swimming pool with a clear blue water, surrounded by greenery and a building in the background.
A wine cellar with wooden shelves stocked with various bottles and glasses.

Villa Sestilia

Villa Sestilia
Montaione
฿7,593
฿8,467 total
includes taxes & fees
6 Sept - 7 Sept
Villa Sestilia
A poolside area with lounge chairs and umbrellas, a book on a towel, and a pool in the background.
A garden path with a stone sculpture, a tall cypress tree, and flower beds.
A bedroom with a bed, a desk, a chair, a TV, and a window with curtains.
A wine bottle, a glass of red wine, and sunflowers on a table.

Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese
Montaione
฿3,847
฿4,346 total
includes taxes & fees
1 Sept - 2 Sept
Agriturismo Poggio Pistolese
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
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.

Castelfalfi

Castelfalfi
Montaione
฿32,080
฿35,669 total
includes taxes & fees
29 Aug - 30 Aug
Castelfalfi
View all properties

Family-friendly hotels with free breakfast in Montaione

A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
A spacious lobby with a brown leather sofa, a coffee table with magazines, and a large ornate mirror.
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.

Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
฿4,569
฿5,254 total
includes taxes & fees
15 Sept - 16 Sept
Boccioleto Resort&Spa
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.
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 bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.

Borgo san Benedetto

Borgo san Benedetto
Montaione
฿6,838
฿7,751 total
includes taxes & fees
26 Aug - 27 Aug
Borgo san Benedetto
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.
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 swimming pool with lounge chairs and a terracotta pot.

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
฿3,712
฿4,198 total
includes taxes & fees
24 Sept - 25 Sept
Tenuta Castellare di Tonda
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 swimming pool with a clear blue water, surrounded by greenery and a building in the background.
A wine cellar with wooden shelves stocked with various bottles and glasses.

Villa Sestilia

Villa Sestilia
Montaione
฿7,593
฿8,467 total
includes taxes & fees
6 Sept - 7 Sept
Villa Sestilia
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
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.

Castelfalfi

Castelfalfi
Montaione
฿32,080
฿35,669 total
includes taxes & fees
29 Aug - 30 Aug
Castelfalfi
A poolside area with lounge chairs and umbrellas, a book on a towel, and a pool in the background.
A garden path with a stone sculpture, a tall cypress tree, and flower beds.
A bedroom with a bed, a desk, a chair, a TV, and a window with curtains.
A wine bottle, a glass of red wine, and sunflowers on a table.

Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese
Montaione
฿3,847
฿4,346 total
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.
View all properties

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 1 month 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 19 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.

Explore a world of travel with Expedia