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Check availability on Castelfalfi Family-Friendly Hotels

Tonight
25 Sep - 26 Sep
Tomorrow
26 Sep - 27 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Castelfalfi 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 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.

1. Castelfalfi

Castelfalfi
Montaione
  • Adventure awaits at this luxury family-friendly haven with rooftop terraces, a seasonal outdoor pool, and a kids club.
฿28,020
฿31,203 total
includes taxes & fees
23 Oct - 24 Oct
Castelfalfi
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.
A two-story building with a tiled roof, a central entrance, and a small balcony.
A table set for dining outdoors with a view of the garden and trees.
A restaurant with brick arches, wooden ceiling beams, and tables set for dining.

2. 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.
฿3,229
฿3,780 total
includes taxes & fees
28 Sept - 29 Sept
Boccioleto Resort&Spa
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 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.

3. Villa Sestilia

Villa Sestilia
Montaione
  • Family paradise with two outdoor pools, a playground, and kid-friendly fun awaits at this countryside retreat.
฿6,509
฿7,274 total
includes taxes & fees
13 Oct - 14 Oct
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 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.

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.
฿3,467
฿3,928 total
includes taxes & fees
27 Sept - 28 Sept
Tenuta Castellare di Tonda
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 bedroom with a bed, a bedside table, a lamp, and a view of an outdoor dining area.
A wine cellar with wooden shelves stocked with various bottles and glasses.

5. Borgo san Benedetto

Borgo san Benedetto
Montaione
  • Family paradise in the Tuscan countryside with outdoor pools, playground, and on-site restaurant for unforgettable memories.
฿6,074
฿6,910 total
includes taxes & fees
25 Oct - 26 Oct
Borgo san Benedetto
A pool area with lounge chairs and umbrellas.
A bar area with a long counter, shelves with bottles, and a brick ceiling.
A courtyard with outdoor seating, a Christmas tree, and a building with arched windows and a tiled roof.
A stone building with an arched entrance, outdoor seating, and a gravel courtyard.

6. Borgo Di Colleoli Resort

Borgo Di Colleoli Resort
Palaia
  • Splash into family fun with two outdoor pools and a dedicated children's swimming area at this rustic Tuscan resort in Palaia.
฿5,128
฿5,793 total
includes taxes & fees
29 Sept - 30 Sept
Borgo Di Colleoli Resort
A wooden playhouse with a swing set and a slide, set in a grassy field with hills in the background.
A picnic setup with a table set outdoors near a body of water, surrounded by a wooden fence and a tree.
A large house with a swimming pool, a tennis court, and a garden.
A church interior with a checkered floor, wooden pews, and marble columns.

7. Agriturismo Pompilia

Agriturismo Pompilia
Volterra
  • Kids will love the playground and pool at this farmhouse retreat, where family adventure unfolds against scenic Volterra backdrops.
฿3,840
฿7,344 total
includes taxes & fees
1 Oct - 2 Oct
Agriturismo Pompilia
A large, two-story building with a symmetrical facade, central courtyard, and a formal garden with tall cypress trees.
A modern interior with a wooden ceiling, a large window, and a potted plant.
A pool area with clear blue water, surrounded by neatly trimmed hedges and tall trees.
A wooden deck with a canopy, towels, candles, and a view of the countryside.

8. Villa Lena

Villa Lena
Palaia
฿10,029
฿11,146 total
includes taxes & fees
26 Sept - 27 Sept
Villa Lena
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 bedroom with a bed, a desk, a TV, and a window with curtains.
A pool with a view of rolling hills and distant buildings.

9. 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.
฿4,204
฿4,815 total
includes taxes & fees
23 Oct - 24 Oct
Poderi Arcangelo
An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.
A bar area with a white bar counter, multiple shelves of wine bottles, and hanging pendant lights.
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.

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.
฿3,878
฿4,456 total
includes taxes & fees
21 Oct - 22 Oct
Albergo Etruria
View all properties

Choose what matters most at family-friendly hotels in Castelfalfi

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Castelfalfi Hotel Reviews

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Borgo San Luigi exceeded our expectations in every way. We stayed here for 2 days before our wedding at Borgo Stomennano, 15 mins away. We had a large group of nearly 30 people staying at San Luigi during our wedding events, and the consensus could not be clearer: what a stunning property. Yasmin, Ivan, Filippo and the entire staff were incredibly friendly and accommodating to every request. They helped us get a car rental delivered, ensured a smooth experience for our guests, helping us deliver their welcome bags and coordinating a clothes ironing service before the wedding. The restaurant on site was also terrific and the wait staff, especially Alessandro, were so welcoming and warm. They all knew we were here to celebrate our wedding and did everything possible to take great care of us. The grounds are stunning and that pool is amazing. Such a great place to relax for hours. If you are looking for a beautiful, elegant but with a rustic charm stay in Tuscany, look no further than this property. The staff will treat you like family and you will be dreaming of your next trip here."
Benjamin 1-night trip
Posted 3 days ago
Hotel Borgo San Luigi
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Location is beautiful. We were in the separate house."
Guillermo 3-night trip
Posted 4 days ago
Poderi Arcangelo
Park Hotel Chianti

Park Hotel Chianti

10/10 Excellent
"The staff are very helpful and kind."
Manuel 2-night trip
Posted 6 days ago
Park Hotel Chianti
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"If you are driving around in Tuscany and need a place to stay, look no further! The place is beautiful, clean, friendly staff and feels like a 5 star hotel without the price. location was central to all the wineries and Tuscany sites. Breakfast was fantastic. Awesome place!"
George 1-night trip
Posted 10 days ago
Hotel Casolare Le Terre Rosse
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Lauren 3-night trip
Posted 2 weeks ago
COMO Castello Del Nero
Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany

10/10 Excellent
"Beautiful location, vast grounds, stunning food with the local produce. The rooms are old fashioned - very much the intent. Very attentive staff."
Ramin 4-night trip
Posted 3 weeks ago
Borgo Pignano Volterra Tuscany
Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality

10/10 Excellent
"Superb stay, lovely pool, views are amazing, really nice breakfast and evening meal. Highly recommended."
mark 1-night trip
Posted 4 months ago
Hotel Pescille by Double Hospitality

Frequently asked questions

What's Castelfalfi like for family-friendly holidays?
The relaxing destination of Castelfalfi is a good choice if you've been considering a getaway with your children. The golf and restaurants are just a couple of things that make this an attractive spot for a family holiday. Take to the air and fly into Peretola Airport (FLR), which is located 24.5 mi (39.4 km) from the city centre.
What's the best family accommodation in Castelfalfi?
Castelfalfi is a hotel with a children's club and 4 restaurants, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly holiday in Castelfalfi?
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 Castelfalfi is 1072 mm.
What's there to see and do with your family in Castelfalfi?
Teatro del Silenzio, Casa del Boccaccio and Vernaccia di San Gimignano Wine Museum are interesting attractions that you and your family will enjoy exploring while you are staying in Castelfalfi. Make sure that you have lots of time for activities such as Medieval Criminal and Torture Museum and Stadio Carlo Castellani.

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