A cobblestone street with historic buildings, a wooden chair, and potted plants.

Family friendly Hotels in Casole d'Elsa, Tuscany

  • 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 Casole d'Elsa Family friendly Hotels

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Casole d'Elsa family-friendly hotels

A hotel with a pool, outdoor seating, and a mountainous backdrop.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.

1. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
  • Family-friendly adventures in the Tuscan countryside await at this historic estate with pools, tennis, and luxurious spa escapes.
P78,089
P86,040 total
includes taxes & fees
Nov 1 - Nov 2
Castello di Casole, A Belmond Hotel, Tuscany
A clear blue pool with a view of distant mountains and trees.
A table set for dining with a view of the countryside.
A dining area with tables set for breakfast, overlooking a scenic landscape.
A modern bathroom with a marble vanity, a glass shower enclosure, and a large mirror.

2. Relax Hotel Acquaviva

Relax Hotel Acquaviva
Il Merlo
P5,225
P6,315 total
includes taxes & fees
Oct 8 - Oct 9
Relax Hotel Acquaviva
A stone building with a tiled roof, a brick pathway, and a small grassy area.
A stone building with a paved courtyard, surrounded by grass and a brick pathway.
A cozy living room with a wooden dining table, a sofa, and a fireplace.
A swimming pool with tiled flooring, lounge chairs, and umbrellas.

3. Le Mascie Country House

Le Mascie Country House
Casole d'Elsa
P12,901
P14,333 total
includes taxes & fees
Oct 3 - Oct 4
Le Mascie Country House
A swimming pool area with multiple pools, lounge chairs, and umbrellas.
A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.
A bathroom with a skylight, a large mirror, a double sink, a shower, and a toilet.
A stone building with a tiled roof, a gravel path, and potted plants.

4. Tenuta Decimo

Tenuta Decimo
San Gimignano
P3,144
P3,813 total
includes taxes & fees
Oct 25 - Oct 26
Tenuta Decimo
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
Pool
Breakfast meal
A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.

5. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
P7,535
P8,786 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Borgo San Luigi
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
A stone-walled room with a bench and a small shelf.
A balcony with a table and chairs, a view of a tall tree, and a mountainous landscape.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".

6. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
  • Tuscany farm stay turns family vacations into rustic adventures with kids club, dual pools, and imaginative activities.
P32,252
P35,832 total
includes taxes & fees
Oct 22 - Oct 23
Borgo Pignano Volterra Tuscany
A person sitting in a hot tub with a waterfall feature in the background.
A modern bathroom with two sinks, a bathtub, and a walk-in shower.
A tiled shower area with a square light fixture above the showerhead.
A dining area with tables and chairs, a chandelier, and wall-mounted lighting.

7. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
P10,455
P11,784 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Palazzo San Lorenzo & SPA
A courtyard with a statue, stone walls, and a reception sign.
A wooden pathway leading to a pool area with a gazebo and potted plants.
A modern bathroom with a marble vanity, a large mirror, a shower with glass doors, and a wooden ceiling.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.

8. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
P8,259
P9,369 total
includes taxes & fees
Oct 30 - Oct 31
Relais Della Rovere
A person sitting in a corner of a room with tiled walls and a bench.
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

9. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
  • Poolside adventures await at this Monteriggioni retreat with seasonal swimming, family activities, and spacious rooms.
P7,083
P8,289 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Il Piccolo Castello
A poolside area with lounge chairs and umbrellas, surrounded by stone tiles and trees.
An aerial view of a property with a swimming pool, multiple buildings, and a well-maintained lawn.
Terrace/patio
A dining area with a table, chairs, a potted plant, and arched windows with curtains.

10. Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
  • Family fun at Tuscan farm with seasonal outdoor pool, free bike rentals, and volleyball.
P6,038
P6,783 total
includes taxes & fees
Oct 8 - Oct 9
Agriturismo Nerbona
View all properties

Choose what matters most at family-friendly hotels in Casole d'Elsa

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Casole d'Elsa Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"
Carole 5-night trip
Posted 16 hours ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Athena

Hotel Athena

10/10 Excellent
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."
Michele 2-night trip
Posted 2 days ago
Hotel Athena
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Absolutely stunning property with amazing staff. Tons of wineries close by and touring thru San Gimignano was fascinating. Definitely 5/5."
Jodie 1-night trip
Posted 2 days ago
Hotel Casolare Le Terre Rosse
Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."
Kathy 5-night trip
Posted 3 days ago
Poderi Arcangelo
Hotel Minerva

Hotel Minerva

10/10 Excellent
"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."
Michael 1-night trip
Posted 3 days ago
Hotel Minerva
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

8/10 Good
"Staff are nice!"
GUANGMIN 2-night trip
Posted 4 days ago
Borgo Scopeto Wine & Country Relais
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."
Reid 2-night trip
Posted 4 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."
Scott 2-night trip
Posted 6 days ago
Hotel Chiusarelli
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."
Heather 6-night trip
Posted 6 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel

Frequently asked questions

What's Casole d'Elsa like for family-friendly vacations?
If you've been thinking about a trip with your kids, the remote destination of Casole d'Elsa is a good choice. The archaeological sites and adventure tours are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Florence Airport, Peretola (FLR), which is located 32.7 mi (52.6 km) from the city center.
What's the best accommodation for families in Casole d'Elsa?
Castello di Casole, A Belmond Hotel, Tuscany is a hotel with an outdoor pool and 3 restaurants, and it's a top choice on Expedia for families. Other choices to stay with the kids include Relax Hotel Acquaviva and Terre Di Casole.
How many family-friendly hotels are there in Casole d'Elsa?
Expedia has 8 family-friendly hotels and other accommodations in Casole d'Elsa.
When's the best time to book a family-friendly vacation in Casole d'Elsa?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Casole d'Elsa is 37 inches.
What's there to see and do with your family in Casole d'Elsa?
While you and your family are staying in Casole d'Elsa, you might want to visit some family-friendly attractions such as Terre di Vini, Archeological and Collegiate Church Museum, and Museo del Cristallo di Colle di Val d'Elsa. Make sure you have lots of time for activities like Medieval Criminal and Torture Museum and Vernaccia di San Gimignano Wine Museum.

Explore a world of travel with Expedia